I worked in an office as a secretary, and my friend Margaret worked there too. It was our job to interview new candidates for positions opening every few weeks. This week, we were to interview for another secretary position in our building. Margaret and I met in my office one afternoon to look over the potential applicants for the job, selecting two from the pile of 20 that applied. We interviewed the first person the next morning, but it turned out that she was not right for the job, so we called in the second person, a woman named Heather Smith.
Heather showed up at Margaret’s office at nine sharp the next morning for her interview. I was in Margaret’s office sipping at a cup of french vanilla cappuccino and Margaret was having a cup of coffee. Heather came in and introduced herself to us. She was wearing a very curly blonde wig that fell to the middle of her back, and she also had on a loose fitting white blouse, a knee length black skirt, white stockings and black five inch heels. Margaret directed Heather to sit in the chair by her desk, then asked me to step out into the hall with her for a moment. We excused ourselves and stepped out the door, closing it behind me.
Margaret said to me, “Heather is a guy dressed like a woman, Chrissy. I could see the shadow of a mustache and beard, and those shoes were too big to be for a true woman. I bet we could get him to do a lot of stuff for us. I’ll ask him some questions and see what’s going on, then we can test him for his faithfulness. Hahaha! What do you think? Wanna try it?” I smiled as I thought it over, then nodded my head with a sly smile on my face as we stepped back into the office. Heather hadn’t moved, and was just sitting there fidgeting with a single plain gold bracelet on her wrist. She stood up as Margaret and I came into the office and Margaret told her to resume her seat for the interview.
I moved behind Margaret and leaned against the window sill, casually watching Heather as Margaret began asking the usual office related interview questions and employment history. Heather gave all the usual replies for the questions, but added one thing that caught my attention. Margaret asked, “What skills do you possess that would work for this position that you are applying for?”
Heather’s reply was, “I can type 84 words per minute. I know how to use a typewriter and computer both, as well as a copier and fax machine. I make great coffee and can remember exactly the way every person in the office likes their coffee, and I’m willing do to whatever it takes to become a success at this position.”
I arched my brow and said, “Anything at all to become successful?” Heather simply nodded her head yes. Margaret turned to look at me and smiled, knowing exactly what I was thinking, because she was thinking the same thing. Margaret made some notes on Heather’s application, then sent Heather down to the second floor Personnel office to get the New Employees packet and the orientation information. After Heather left Margaret’s office, I took a seat in the chair where Heather was sitting a few moments before.
Margaret smiled and I knew what she was thinking. “Heather’s perfect for the job and everything else we have in mind, Chrissy.” she said with a devilish grin.
“She, or should I say He, sure is! We’ll have a lot of fun with him/her.” I replied. Margaret opened the bottom drawer of her black file cabinet, and pulled out a black leather box. She took the key from her desk drawer and unlocked the small padlock then opened the box to reveal a collection of dildos, vibrators, condoms, handcuffs, blindfolds, anal plugs, silk scarves, lubricants, and a studded collar with a black leather dog leash attached to it. She looked at me and said, “Chrissy, I do believe your eyes are twinkling in anticipation! Your face is aglow with happiness!” I blushed and tried to control my rapid breathing. We both knew what I was looking forward to.
I said, “I wonder how big his sissy clitty is under those girly clothes.”
Margaret said, “Well, we will find out tomorrow morning when ‘Heather’ shows up for work. We’ll have ‘her’ come in here for a ‘meeting’ during her break so she’s not missed at her desk in the outer office.”
Right after Margaret said that, a knock sounded on the door. She quickly hid the black box under her desk. I stood and moved back to the window sill as Margaret went to the door and opened it to see Heather standing there with two large yellow envelopes in her hand. Margaret motioned Heather into the office and took the packets before sitting and having Heather sit. Margaret went over the paper work with Heather then told her to report to work at 8:30 am sharp the next day for her first day of work. We all shook hands then Heather left.
We watched out the window as ‘Heather’ emerged from the building’s front door, three floors below us. She walked like a woman but Margaret and I both knew she was a man. We watched her get into a big blue Chevy pick-up truck and drive away then we turned back into the office to begin planning our fun for Heather. We planned for almost two hours before calling it a day and putting everything back in the leather box. Margaret put the box back in her file drawer after locking it back up, then closed and locked the file cabinet.
I gave Margaret a hug and told her I’d see her tomorrow, then left to return to my own office to get my purse and jacket. I grabbed my car keys from my desk drawer and locked my office behind me. I walked to the elevator, passing Margaret’s office on my way. I heard moaning coming from her office, and noticed her door was open a little bit, so I took a peek inside to see what was going on. I saw her laying on the couch in her office, naked as a baby, eyes closed tight as she pushed a huge dildo into her pussy. I could see her fluids coating it and her moaning got louder as she approached her climax, suddenly screaming out Heather’s name. I felt moisture gather in my own pussy and couldn’t wait to get home to use my shower massage head to get my own release, especially after watching Margaret masturbate that way.
I quietly left her doorway and returned to the elevator, stepping inside. Luckily, I was the only one in there so I did a quick rub-off of my own, just enough to hold me until I got to my car and on my way home.
Chapter 2
Five minutes later, I was at my car, unlocking the door and getting in. I buckled my seatbelt and started the car. I pulled out of the parking lot and went home, anxious to get to my shower and my toys to ease the itch between my legs. My right hand went beneath the hem of my skirt and into my panties to caress my swollen pussy lips while I kept my left hand on the steering wheel. I brushed my fingertips over my clit and moaned softly to myself.
I said out loud, “I really need to get a vibe to keep in the glove box of my car for times like this.” and vowed to go to the sex shop before going home. I turned left onto Brigham Street and went to the sex shop. I parked the car and went inside, going right to the section of the store where the vibrators were. I selected a large, thick 8-inch fleshy vibrating dildo, a smaller six-inch slim vibe, a fingertip vibe, and a vibrating vaginal ‘egg’ with a remote control. I paid for my purchases and left the store, a red shopping bag in my hand. I got back in my car and left the parking area, driving back toward home. Fifteen minutes later, I turned into my driveway and pulled the car into the garage. I grabbed my purse and the shopping bag, and hurried inside, shedding my jacket and shoes in the kitchen and dropping my purse on the table. I went down the hall to my bedroom and quickly undressed, down to my bra and panties, which were soaking wet from the orgasms I had in the elevator and car.
I removed the vibes from the bag and opened their packages, laying them out on the bed. I read the instructions on the packages for using and cleaning them, then sat on the bed. I opened the top drawer of my night stand and took out my bottle of warming lubricant, laying it on the bed by the toys. The first one I wanted to try was the ‘egg’, so I took it in my hand and dripped some lube on it, smearing it around with my hands. I wiped my hand off with a tissue, then removed my panties with my empty hand. I laid back on the bed and raised my knees up, spreading my legs wide. I fingered my pussy to get it wet, then slowly slid the ‘egg’ into my vagina, pushing it in deep with my fingers so only the cord for it was hanging out of me. I closed my legs together to keep it from coming out, and pressed the power button on the remote.
The first sensations were exquisite as the vibrator hummed in a low setting. I moaned softly, but wanted more. I turned the speed up to medium, and my hips rose to meet the imaginary thrusts of a lover’s cock as the vibrator caressed my love tunnel. I closed my eyes and began squeezing my breasts and pinching my nipples hard. I could feel my pussy getting wetter, so I picked up the fingertip vibe and slid it onto my middle finger of my right hand, then turned it on and put it on my clit lightly, reveling in the awesome sensations shooting through my groin. I could feel my orgasm getting closer and closer with each second that ticked by. I couldn’t hold it back any longer so I turned both the ‘egg’ and finger vibes up to the high settings, and began rubbing my clit hard with the finger vibe as the ‘egg’ was making love to my hole.
Within seconds, my legs were squeezing tightly together and I was holding the finger vibe on my clit as my tunnel contracted around the egg vibe. I felt the fluids leaking out and running down the crack of my ass, but I wanted more. I turned off the vibes and removed the dripping wet egg vibe from my pussy with a gentle tug on the cord for it, a rush of warm liquid oozing out behind it.
I grabbed my cell phone from the night stand and dialed my boyfriend Jeff’s phone number, letting it ring 4 times. He didn’t answer but I knew he would call back if he could. I waited 5 minutes. He didn’t call, so I figured he was busy. I put the phone back and picked up the 8-inch vibrating dildo and the slim-vibe. I lubed both well, and slid the slim one slowly into my ass after turning it on to the low setting. I pressed down with my hips to hold it in there while I slipped the big one into my hot wet pussy, all the way in on one thrust. I picked up the finger vibe again and rubbed it over my clit with my left hand while the 8-inch vibe was throbbing in my pussy as I moved it in and out with my right hand.
The feelings I was experiencing were so intense that it didn’t take long for me to climax again. My whole body was tingling and I felt as if I might pass out with pleasure. It was incredible!! This was definitely something that Jeff had never made me feel before, and I was going to have to email him all about it after my shower. I would also have to email or call Margaret to tell her about it too. I just know they both would enjoy hearing about how I pleasured myself with these new toys. I screamed out my orgasm within moments, and lay on the bed panting and dizzy. I put all the toys on the night stand, then tried sitting up, but got dizzy again, so I laid back down for a few more minutes.
After about ten minutes, I was able to sit up without getting dizzy, so I picked up the toys and carried them to the bathroom so I could clean them off before my shower. I washed them all well and laid them out on a towel on the counter to dry, then I turned to start the water in the shower. I stepped in and let the warm water caress my flushed skin. I washed my long brown hair and shaved my legs and underarms, then washed my body with rose-scented body wash, being sure to wash my pussy and ass well, then rinsed off and stepped out, wrapping a large purple towel around my lush body. I grabbed another towel and dried my hair with it, then went back to the bedroom to slide on some underwear and a nightshirt. I slid my feet into my pink fuzzy slippers and went to the kitchen to make some dinner.
As I was putting some leftover chicken and potatoes and broccoli into the microwave, the phone rang. I went to answer it and found out it was Jeff, returning my call. We chatted for a few minutes, then I told him about my toy fun. I could hear him breathing heavy and he told me he was rubbing his cock through his jeans. I sat on the couch and began telling him everything I did with the new vibrators. I closed my eyes and I could hear a loud ‘slap, slap, slap’ as he stroked his cock quickly, then a loud growl-ish groan as he exploded his cum all over his stomach. I could tell that he had a big load from the way he was grunting, and I licked my lips, wishing I was sucking his cock and licking his cum from his tummy. I smiled as he thanked me for the great cum, and I told him I’d be glad to show him in person after work the next day. He readily agreed to be here waiting for me, since he had his own key to my house. We said goodbye and told each other, “I love you,” then hung up the phones.
I went back to the kitchen and took my dinner from the microwave, grabbed a diet cola from the fridge and went to the couch. I put my plate on the coffee table and grabbed the remote control for the TV, putting it on my favorite movie that was on that night. I watched my movie and ate my dinner. My cat, Boots, came up and curled up beside me on the couch and I idly stroked his long soft fur as he purred loudly. When the movie was done, I looked at the clock. It said 9:45 pm. I stood, trying not to disturb the sleeping Boots, and picked up my plate and soda can, taking them to the kitchen. I yawned, then made sure the doors and windows were locked before I went to my bathroom to pee and brush my teeth. I grabbed my toys from the counter and put all but the ‘egg’ in my night stand drawer. I put that in my purse to take to work with me. I made sure my alarm clock was set for 7:00 am and I went to bed, snuggling under my blankets, falling asleep almost as soon as my head hit my pillow.
The next morning, my alarm went off at seven sharp. I got up and took a quick shower, then dressed in my black bra and thong panties, a red garter belt with black stocking straps, and black silk stockings. I pulled a short denim mini-skirt, a tight white blouse with short sleeves, and my red 4-inch heels from the closet and put them on. I fixed up my hair so it was pulled back out of my face with a pair of barrettes, did my make-up, then went to the kitchen. I poured some coffee into my travel mug and grabbed a packet of PopTarts from the cupboard for breakfast. I grabbed my jacket and purse and car keys, locked up the house behind me and went to the car in the garage to leave for work.
Twenty minutes later, I pulled my red Corvette into my parking space at work, right next to Margaret’s black BMW. I went inside to the elevator to find Margaret there with Heather, who was early. They were talking and both greeted me warmly when I approached. I said to Margaret, “I have to something to talk to you about later, Margaret. It’s about what I did after work yesterday, hahaha.”
She said, “Ohhh, really?? I cant wait to hear about it. Come to my office around ten for a cup of coffee and we’ll talk.” I agreed to the meeting and we all stepped into the elevator, Heather between Margaret and myself. I couldn’t help looking down at ‘her’ lap, wondering what was under that brown skirt and those beige stockings. I glanced up to see Margaret smiling at me, as if she knew what I was thinking, and I’m pretty sure she did know.
Chapter 3
A few minutes later, we emerged from the elevator and I went to my office to check my messages, telling Margaret and Heather, “I’ll be at your office at 10:30 for that meeting, Margaret. See ya soon!” They waved to me as I walked down the hall. I smiled as I patted the side of my purse where I had that vibrating egg toy, and I couldn’t get to my office fast enough! I went into the outer office where my secretary, Amy-Lynn was busily typing away on the computer. We exchanged our good mornings and I told her that I was not to be disturbed for any reason, unless Margaret or Heather wanted me for anything. I went into my office, locking the door behind me.
I went to my desk and flipped on the power switch for my computer. While that was booting up, I hung up my jacket and removed the ‘egg’ from my purse. I sat on my couch and slid down my panties and stockings, and raised my skirt. I slid the ‘egg’ into my hot, wet, waiting pussy then slid the remote up under the waistband of my skirt so I could put it in my pocket discreetly. I pulled my panties and stockings back up, then readjusted my skirt. I tucked the remote into my pocket and turned it on the low setting, feeling the steady vibrations deep inside my pussy as I tested it out. Oh my God, it felt sooo good to be so naughty in my office. I turned off the vibrator and went to my desk to check my messages on my computer.
I was scrolling down my list of messages when I came across one that Margaret had sent me. It was a link to a porn site that she wanted me to check out when I had some time. I looked at the clock and realized I still had an hour and 45 minutes before I had to be in her office for that meeting with her and Heather, so I clicked on the link. A few seconds later, the site popped up on my screen, revealing pictures of busty women being fucked by handsome, well-hung men, and some women being fucked by other women using dildo’s, vibrators, and even some carrots and cucumbers. I was getting excited just from looking at the pictures, so I clicked on one showing a pair of ladies using cucumbers on each other.
The video began with the ladies kissing and touching each other’s naked bodies, and licking each others pussy until they were glistening with saliva and love juices. They picked up the two large thick cucumbers and rubbed each other’s wet cunts with them, then slowly began pushing them in and fucking each other with the vegetable. I had to admit, I was getting really turned on and I couldn’t resist sliding my hand into my pocket and turning on the ‘egg’ vibe to the high setting immediately. My other hand slid beneath my skirt and fingered my clit as I watched the ladies fuck each other silly with a pair of 9 inch long cucumbers. Within moments, I felt my orgasm closing in and reached into the drawer of my desk for some tissues to clean up with afterward.
I fingered my pussy faster and harder as the ‘egg’ continued to vibrate deep in my cunt, closing my eyes tight as my climax hit me hard. I felt my juices leak out of my pussy and soak the crotch of my panties. I just sat there for a few minutes, after turning off the vibrator egg, letting my breathing get back to normal and for my body to stop tingling. I looked in my desk drawer hoping to find another pair of panties in there, but no such luck. So I just used the tissues to dry them as best as I could when I wiped my wet pussy. I tossed the tissues into my wastebasket and went back to reading my emails after saving that porn site on my favorites list. I thought of sending Margaret a Thank you email, but decided to just tell her when I saw her at the meeting.
Ten minutes later, my emails read and replied to, I glanced through the phone messages that waited on my desk. There were a couple from Jeff, and a few from some clients, which could wait until after lunch. I picked up my phone and dialed Jeff’s cell phone. He picked up on the first ring. “Hi beautiful! How’s my girl this morning?” he asked.
“I’m fine babe, just sitting here in my office looking at some porn and thinking how nice it would be to have your hard sexy cock thrusting deep in me as we both watch it together. But since you aren’t here, lover, I had to settle for using my new vibrating ‘egg’ toy that I bought yesterday at The Pleasure Palace.” I replied. I heard him moan as he thought about me using the toy.
“Baby, that’s so fucking hot! Can I come over to see you during your lunch break today? My cock is so hard and hurting from wanting you, baby.” he said.
“Yes my love, come over around noon. I’ll be in my office, and Amy-Lynn will be in the cafeteria having her lunch so she wont know you were here. I’ll leave the door unlocked for you when I get back from my meeting with Margaret and her new secretary, Heather. I have to go now, lover, but I promise you will be a happy man when you get here! I love you, Jeff! See you soon!! Kisses!” I said, then he said good bye and I hung up the phone.
I did some work for a while, until it was time to go to Margaret’s office. I put my computer in stand-by mode and left my office, locking it behind me. Amy-Lynn was still at her desk typing so I told her I’d be at Margaret’s office if anyone came looking for me, then I left the outer office and walked down the hall. I went into Margaret’s outer office and saw Heather there labeling some files and forms. I said, “Hi Heather, how’s it going?”
She replied in a high pitched female voice, “Just fine, thank you. Margaret is in her office waiting for you. Go on in.” I thanked her and knocked once on Margaret’s door before opening it and going inside. She was sitting on the sofa sipping a coffee and flipping through the newest issue of Playgirl. She glanced up and smiled as I stepped into the office. She stood and we hugged, then she handed me the magazine.
“Look at the guy they chose for the centerfold this month, girl! He’s to die for! Total babe and sex god! MMMMMM!!” she said, practically drooling all over my hand as she pointed him out to me. I looked at the pages and he was absolutely gorgeous! Long shoulder length black hair, broad muscular shoulders, powerful arms and legs, flat wash-board abs, and a huge cock that must have been at least 11 inches long and rock hard. My legs started to turn to jelly as I closed my eyes, imagining that stud servicing me in every way imaginable. I had to sit so I dropped onto the sofa beside Margaret. We chatted about the hunk in the magazine, then she put it away, in the drawer of her desk. I could tell by the look on her face that it was time to get down to business with ‘Heather’.
“First of all, we have to find out Heather’s real name, her boy name. In order for us to make him bow to our every demand, we need to know everything about him, especially what got him to start dressing like a woman and calling himself ‘Heather.’ ” she said softly.
I suggested, “Let’s bring Heather in here and see what exactly he would do to keep this job, Margaret. That’s the only way we’ll be able to know what’s going on. I REALLY want to know what’s under those skirts!!”
Chapter 4
Margaret smiled and said, “And you shall, in just a moment, my dear friend.”
She pressed the button on the intercom and asked Heather to step into her office. Less than a minute later, Heather tapped lightly on the door and stepped inside, closing the door behind her. Margaret and I both greeted her and Margaret asked her to sit in the chair opposite the one I was in, in front of Margaret’s desk. She sat and primly crossed her legs like a woman usually does. I glanced at her legs and noticed that there were no tell-tale lines from hair on them. ‘He must shave them to feel more lady-like.’ I thought to myself.
Margaret asked Heather, “When we interviewed you yesterday, you said you’d do anything to keep this job if you got it, is that correct?” Heather nodded, a confused look on his/her face. Margaret said, “Would you do whatever Chrissy or myself asked of you, and I do mean ANYTHING?” Heather nodded again, glanced toward the door and shifted his body in the chair nervously.
I said, “It’s ok Heather, no one will bother us. We just want to know what kinds of things you would do to keep this job. May I ask, would you undress for Margaret and I, right here right now?” Heather looked surprised at that request. Margaret went to make sure the door was locked then turned back to Heather and I.
Margaret said, “Now Heather, remove your shirt and skirt, then sit on the couch.” Margaret went back to her chair behind her desk and sat, then took out the key to the file cabinet as Heather began to unbutton her blouse. As the buttons opened, a smooth, hair-free chest emerged, covered by a white lacy bra. She took the shirt off and laid it on the chair. “Now the bra, Heather.” Margaret said. Heather acted like she didn’t want to remove the bra, but Margaret said, “Remove the bra now, or go home without a job, Heather.” Heather slowly reached behind her back and unhooked the bra. It slid down her arms, carrying the artificial breasts with it and revealing a smoothly shaved man chest.
“Heather, Margaret and I both know you’re a man, so there’s no reason to be shy or embarrassed about it. I could tell when you came into the office yesterday for your interview that you were really a man. There’s just some things that men can’t do as well as women, mainly walking as smoothly and gracefully as a woman. That’s how I knew the truth. Now, what I really want to know is, what is your REAL name and why do you dress as a woman?” I asked him.
I watched him swallow a few times, then clear his throat. In a deep manly voice, he said, “My real name is Jack, and I would do ANYTHING to keep this job. My wife divorced me and took the kids, then I discovered some of her old clothes that she left when she moved herself and the kids out of my house. I was depressed that she left me, but curious about what it was like to dress as a woman, so I kind of played around with the idea for a few days before starting with putting on just a pair of her panties. I found that I loved the feel of the cool silk against my skin, so I would wear them under my jeans or sweat pants when I went to work or the gym. When I was home alone, I’d wear some of her old make-up, usually just a little lipstick or eye shadow. Then one day, I decided to put on one of her bras, stuffed with a couple of small towels to fill the cups, then one of her old maternity dresses. I admit that I liked the way I looked and felt in those clothes. So, I decided to go all the way and I purchased these breasts and more clothes and make-up, and a couple of wigs until my real hair grew long enough to pass as a woman.”
I was speechless, and Margaret looked at me with a twinkle in her eyes and a knowing smile on her face, then she turned to Jack and said, “So Jack, do you tend to be more dominant or submissive, sexually?”
He blushed, and then said, “I guess I’d have to say that I am somewhat submissive, although sometimes I like being in control in the bedroom, when I’m in what I call my ‘man mood’ and wanting to get some release fast.”
I said, “Jack, would you take off that skirt now? I want to see what’s under it.” He blushed a deeper pink then slid his hands down to the waist band and unhooked the little hooks before sliding it down over his hips and ass, and letting it fall to the floor. He was wearing a pair of white women’s briefs under a white garter belt holding up the white thigh-high stockings. I looked closely and could see the outline of his flaccid penis and his testicles, and I unconsciously licked my lips as I saw his shaft begin to grow under my gaze. I felt the moisture gather in my own panties, and couldn’t resist reaching my hand into my pocket discreetly and switching on the remote to the vibrating ‘egg’ that I still had in my pussy.
I heard Margaret tell Jack to take off those panties and lay on the couch, which he did, fully exposing his semi-hard cock to both of us. I walked over to the couch, switching off the remote on my way, and I knelt between his legs, taking his cock in my hand and stroking it slowly as Margaret hiked up her skirt, slid off her panties, and straddled his chest. She said, “Lick my cunt, you naughty secretary.” I looked up at her and smiled as I began licking Jack’s cock, savoring the texture of his flesh on my tongue. Margaret moaned as his tongue hesitantly flicked at her wet flesh. I watched them as I continued to lick his cock, and I saw him bury his face in her cunt, making long strokes with his tongue, burying it deep in her wet pussy. She was grinding her pelvis against his face, and I could tell by her breathing that she was getting close to an orgasm already.
I began to suck his cock hard and stroke it fast, wanting him to climax as well. My right hand crept down to my pocket, switched on the remote again, then I moved my hand down to rub my clit. He was rock hard beneath my lips, and I guessed that he was about 8 inches long and close to a couple inches thick. I closed my eyes as I sucked him off, and wanted so bad to feel this glorious shaft deep inside me. I made up my mind then to remove the vibe from my sopping wet cunt and turn it off, then I stopped sucking him, and stood to remove my panties and pull up my skirt so I could straddle his lap. Margaret turned around to face me, and Jack continued to eat her pussy, occasionally sliding his tongue over and into her ass. I straddled Jack’s lap and wrapped my hand around his cock to guide it into my wet pussy, slowly lowering myself on him and feeling him stretch my tight hole.
Margaret smiled at me as she wrapped her arms around me as we both got pleasured from this sub male. We were like that for a few minutes, before Margaret said, “Time for Chrissy and I to trade places! Stop eating for a minute, Jack.” as she got off of his face and helped me to turn around and sit on his face before she climbed onto his lap and impaled herself with his rock hard love stick. I was enjoying his talented tongue work and within moments, I felt my juices flowing out of my pussy and into his mouth, which he greedily lapped up. I looked at Margaret, and she was riding him hard and fast, her breasts bouncing with each thrust. I felt and heard Jack groaning that he was about to cum, and she rode him faster and harder, making him work hard to control himself.
He started growling, and we both knew he was going to explode, so she quickly got off of his lap and I got off his face, and she started stroking him fast. Seconds later, the first jet of thick sticky hot cum shot out of his pee-hole and landed in a puddle on the floor. It was followed by several more streams, which landed on Margaret’s face and chest, and even on my tits and leg since I was on my knees by Margaret, fondling Jack’s balls as she jerked him off. When the cum was just a little trickle from the head of his cock, we all collapsed on the sofa and snuggled, still touching each other intimately. I sighed contentedly as Jack kissed first Margaret, then myself in a deep passionate tongue-dueling kiss. After about ten minutes, we got up and fixed our clothing, and Jack resumed his female persona, putting the breasts, bra, panties, skirt and blouse back on.
Margaret said, “Jack, how would you like to be my and Chrissy’s sexual slave a few times a week? There would be some tasks that we would have you do without question, if you accept.”
He thought it over for a few moments, then said, “I’d be glad to, Margaret. Since my divorce, I haven’t been very interested in the whole dating scene, and have resorted to porn videos, internet porn and magazines to relieve myself every couple days, but if I could make you and Chrissy happy sexually, I will try my best to be a good sex slave for you both. What did you have in mind for the tasks, anyhow?”
“Well, you could start by sending both Chrissy and I two erotic emails every day, complete with pictures and you must type your own description for each photo. Then this weekend, when you are alone, we want you to go to The Pleasure Palace and purchase a few items. I will give you a list later today before you leave to go home. On Monday, you have to bring in the items to me and Chrissy, and you have to use them in front of us on yourself, and use them on us as well. Do you think you can do that, Jack?” she asked. He thought a moment then nodded in agreement. Margaret sent him out to clean up in the bathroom, then she and I cleaned up the cum mess in her office as we talked about that wonderful new experience, both of us agreeing that the fun was only just beginning for all three of us.
After she and I cleaned up the mess, and ourselves, we sat at her desk, writing down a list of items for Jack to buy at the sex store: 2 pair of vibrating nipple clamps, two nine inch dildos, four porn videos, an assortment of flavored lubricants, two “Make Your Own Dildo” kits, and a pink butt plug, which Margaret said she would make Jack use at work.
Chapter 5
Margaret made a note to purchase a portable DVD player and a good supply of paper towels to keep in her office closet, along with several clothing items: sexy silk lingerie with bras, panties, stockings, and garter belts; shoes and slippers, a bathrobe, and a few sexy dresses. She took the black box out of the file drawer and inventoried the contents to see what she would need to add to it. She currently had 4 dildos of different lengths and thicknesses, 2 vibrators – an 8 inch and a 4 inch one, a pair of gold plated metal handcuffs, a pair of black leather cuffs, a fuzzy pink pair of cuffs, 2 black blindfolds, 5 silk scarves in black, red, white, blue and pink, a twelve pack of colored condoms, and two bottles of lubricant, one unflavored, one strawberry.
She looked up at me and said, “I think I just need to get more lubricants, maybe cinnamon and cherry and orange flavors. Oh, and a bottle of the kind that heats up as you use it. I bet we could get Heather squirming with that stuff on her.” We both laughed at the thought of Heather having that lube spread all over his rod as it heats up and he starts to move around and groan. I looked at Margaret and she said, “Girl, you got a twinkle in your eyes! I know what you’re thinking! We’ll do that on Monday!”
She closed up the box and put it back in the file drawer, locked it up good, and re-wrote the list to give to Heather for her weekend shopping adventure. She tucked the other lists into her purse before pressing the intercom button on her phone and calling Heather into the office. A moment later, Heather knocked on the door and stepped inside. We both said hello to her and Margaret asked, “Were you working on your ‘tasks’ already, Heather?” She nodded and stepped over to stand in front of Margaret’s desk. Margaret handed Heather the list and said, “You are to get these items this weekend at The Pleasure Palace, and you are to go there dressed like you are now, as a woman. If the salesperson asks, you are to say that you are getting the items to surprise your husband with a romantic night alone. After you pay for them, lay them out on the seat of your car and take a picture as proof that you bought them. Email the pictures to me and to Chrissy. Then make the ‘kits’ and bring the finished product to work with you on Monday along with the other items so we can see what you got and how you would use them for us. Any questions?”
Heather looked over the list and said, “This list seems pretty easy to finish. I don’t have any questions right now, except that I was wondering, wouldn’t you want me to make the kits here with you both watching and helping me do it?”
Margaret looked at me and asked,”Well Chrissy, what do you think? Should our little slave here make the kits in front of us, or all alone at home?”
I didn’t need any time to think that over, and I immediately said, “Make them here with us, of course! You might need help keeping your cock hard, and I know just how to do it! Mmmmm!!” Margaret saw the gleam in my eyes and smiled, knowing what I had in mind.
She said, “Okay Heather, we’ll see you here at nine o’clock sharp Monday morning for a special ‘meeting’ and we will not be disturbed for a few hours. Take your list and go home, then do the shopping first thing tomorrow morning. Don’t forget to email the photos to us as soon as you get home. Have a good weekend Heather, see you Monday!” With that, Heather turned and left the office to return to her desk and finish the first task of emailing the sexy erotic photos to me and Margaret.
Margaret and I said goodbye to each other with a hug, and then I left her office. Heather was at her desk working on the computer, and I said goodbye to her on my way out. I went down the hall and into my office, where Amy-Lynn was just turning off her computer to go on her lunch break. I knew she would be gone at least an hour, so I hurried into my office and quickly dialed Jeff’s phone. He answered immediately and I asked where he was. He said, “Baby, I’m in the elevator about to step into the hall outside your office.”
My pussy was already soaked, and I said, “Amy-Lynn is just leaving for lunch, so come on in, lover! I’ll be waiting for you.” We hung up at the same time and I quickly removed my panties from under my skirt, tossing them into the drawer of my desk. I still had the ‘egg’ in my pussy, but I pulled it out and cleaned up a bit using the baby wipes that I keep handy in the top drawer. I wiped the ‘egg’ off and then laid it on my desk as the door opened, revealing my handsome boyfriend Jeff. He was dressed in a tight black sleeveless muscle shirt, black jeans, his black sneakers and his skull biker cap. He had trimmed his beard and mustache down to just a goatee, and he looked sooo gorgeous! My pussy muscles tightened in anticipation of his loving tongue and cock, which I could see pressing against the buttons of his jeans.
He came in and closed the door, locking it behind him, then I ran to him and threw my arms around him in a big bear hug as he plundered my mouth with his lips and tongue in a passionate kiss. I felt his hand slide under my skirt and cup my bare ass and he growled as his fingers slid between my ass cheeks. His hand then slid down behind my thigh and lifted my leg so he could plunge his fingers into my hot wet pussy. He fingered me quickly and brought me to an orgasm almost immediately. My legs were weak so he picked me up and carried me to the couch, laying me on my back and spreading my legs wide. He buried his face in my cunt, licking and sucking my juices, nibbling gently on my clit and making me moan loudly. I wanted to feel his cock so badly that I reached down and began unbuttoning his jeans, then shoving my hand inside and grabbing his rock hard cock.
I stroked him slowly, my thumb caressing his head and spreading the pre-cum around on it. He let me up enough so I could turn around and take him into my mouth as far as I could without gagging. I sucked and licked and stroked him til I sensed he was close to cumming, then I stopped and turned around, got on my knees on the couch and he spread open my pussy lips with one hand as he guided his cock into my cunt with his other hand. He was fully encased in my wetness within a couple seconds, and started pounding my cunt hard and fast, his balls slapping my clit with each thrust. I was moaning and panting, and my tits were slapping against each other since I had freed them from my bra and shirt while Jeff was eating my pussy. He put his hands on my shoulders and pulled me upright, wrapping his left arm around me, beneath my tits. His right hand cupped my left tit and was gently pinching my nipple, sending shockwaves through me, from my nipple to my pussy.
Chapter 6
He whispered in my ear, “Baby, I felt your cunt tighten when I pinched your nipple, and I loved it! It feels incredible baby! You’re so tight and hot! Cum for me baby! Soak my cock with your juices!” I closed my eyes and focused on his pounding thrusts, ramming his cock into me hard and fast and deep, wanting him filling me completely. I could feel wetness seeping down my thighs as my fluids flooded his cock when I orgasmed on him. He didn’t stop, just kept ramming and thrusting within me until he was close to his own release. He growled and suddenly pulled out, frantically stroking his cock over my ass. His hot wet cum shot out onto my ass cheeks in several long white strands. I felt some of it leaking down my ass crack as he rubbed the head of his cock over my ass.
“Babe, that was awesome!” I said breathlessly as he cleaned the cum from my ass with a baby wipe. I was breathless and my legs felt like they were going to give out on me. I doubted I could stand steadily at that moment without him holding me up. He patted my ass and I turned and sat down on the couch as he threw away the cloth. He walked back to the couch, his now flaccid cock hanging out of the fly of his jeans. I licked my lips and he smiled. He always seemed to know what I was thinking. He tucked himself away and sat beside me. I snuggled close to him and we kissed again, telling each other just how much we missed them.
He hugged me tight to him and said, “Damn baby, that was great. Seems like it gets better every time we fuck. I’ve missed you so much, lover.”
I smiled with the feeling of tears gathering behind my eyes and said, “Honey, I’ve missed you too! You were wonderful, lover! Are you going to be busy this weekend? I’ll have the whole weekend to myself and I don’t want to be alone.”
He smiled and said, “Babe, you wont be alone. I’ll be there with you for the whole weekend. Say, why don’t you ask Margaret over for dinner tomorrow night and we can all have some fun. She can bring a friend too, if she wants.”
“That is a great idea hun. I’ll buzz her on the intercom right now and ask.” I said, getting up from the couch and going to my desk. I sat on the edge of my desk and pressed the button on the phone. Jeff came over and sat in the chair right in front of me and spread my legs, placing little kisses all over my inner thighs. I moaned softly just as Margaret picked up the phone in her office and said hello.
I said, “Hi Margaret, it’s me. Jeff is here in my office and wants to know if you’ll (Mmmmmmmmmm yeah baby) join us for dinner tomorrow night (Ohhhhh yesssssss lover) and maybe some sexy fun afterward, and (Ohhhhh mmmmmmm) bring a friend!” Silence for a moment……”Oh great! See ya around eight o’clock then!….Yeah, Jeff’s licking my pussy as I’m on the phone with you, hahaha!….Mmmmm yeah sounds great! See you tomorrow night! Bye!” I hung up the phone and gave Jeff a playful swat on his arm as his tongue made love to my clit. He picked me up and carried me to the couch again, then swiftly buried his shaft in my sopping wet pussy. He fucked me hard and fast, then slow and gently, bringing waves of pleasure upon me and my senses. He started going fast again, and within moments I was climaxing all over him. I felt my juices run down the crack of my ass and puddle on the vinyl of the sofa as he continued the fast hard thrusting within me. I thought for sure that I had died and gone to Heaven when he finally reached his own release, his cock pulsing and throbbing within my love tunnel. He collapsed upon me, breathing hard from the exertions. Jeff kissed me deeply and repeatedly whispered, “I love you baby.” in my ears between kisses.
I heard the outer office door open and close, and Jeff sat up quickly, tucking his cock back into his underwear and pants as I sat up and fixed my skirt and shirt. I knew it was Amy-Lynn returning from her lunch break and I said to Jeff, “Wow babe, that hour sure went fast. Thanks for stopping in today, lover. I really needed that release.” He pulled me to my feet and ran his fingers through my hair, trying to get it back in order for me, which I thought was such a sweet gesture that I felt tears prickling at the back of my eyes. “I’ll see you tonight when I get home, honey. I’ll have your favorite dinner waiting for you at six o’clock sharp!” I told him with a smile and a hug before he left my office. I heard him say hi to Amy-Lynn, then he left.
I went into my bathroom and cleaned up, washing my pussy and ass well before putting my panties back on and fixing my hair and make-up again. I went back to my desk and sank into my chair, turned on my computer and spent the final few hours of the day getting my work caught up so I didn’t have to take any of it home with me for the weekend. I was too energized and excited about my upcoming weekend with Jeff to worry about having to do paperwork. Margaret called me and asked if there were any other items I thought she might need for the black box, but I couldn’t think of anything at the moment, so I reminded her of dinner tomorrow night then said goodbye, hanging up the phone and clicking the save key on my computer to save my work. I printed out what needed printing, then shut down my computer and stashed the files in my desk drawer. I put my ‘egg’ back in my purse, grabbed my jacket and keys then left the office, looking forward to the weekend and to the fun Monday morning in Margaret’s office with Heather.
As I was leaving my outer office, I saw Margaret in the hall with a very attractive guy. I casually strolled over and said hello to her, and she introduced me to the hunk. His name was Bill and he was a friend of hers who she was going out to dinner with after work. Bill and I shook hands and the thought struck to invite Bill to come to dinner with Margaret at my house the next night. I asked him and he gladly accepted, especially after Margaret told him what the dinners at my house usually involved…lots of food and lots of sex. Margaret said she’d pick up some wine for dinner and then we all left the building to go home. It was going to be a very exciting weekend.
Chapter 7
I went home and quickly showered and shaved my legs and pussy and underarms. I dried off and slid on my sexiest negligee, a tiny pink floral print baby-doll top with matching ruffled panty-shorts. I slid my feet into my fuzzy pink bunny slippers and then did my hair and make-up, splashed on some perfume, then went to the kitchen to begin making dinner. I decided to make a simple meal of baked breaded haddock, steamed broccoli with cheese sauce, and diced fried potatoes seasoned with salt, pepper and Parmesan cheese. I looked in the freezer for something to use for dessert, and saw a carton of fudge swirl ice cream. That would be dessert for Jeff and myself this night. Just as I was taking the fish from the oven, I heard the front door open. I knew it was Jeff so I pretended like I didn’t know he was there. I was stirring the potatoes around, and felt hands come around me and pull me back against a very noticeable erection.
I made a purring sound deep in my throat as he leaned down and nipped at my shoulder and the side of my neck. I tipped my head to the side and closed my eyes as I continued slowly stirring the potatoes. I whispered huskily, “Lover, the potatoes will burn if you don’t let me finish making them for dinner.” He growled as he kissed my earlobe, sending shivers throughout my body. He reluctantly released me and sat at the table. I glanced at him and noticed the “tent” in the front of his pants. I giggled at him as he shifted to ease the pressure of his pants on his cock, and I wiggled my ass at him as I turned back to remove the potatoes from the pan. I popped the broccoli into the microwave oven and then put fish and potatoes on each of the two plates on the counter.
I asked Jeff to get the wine out of the fridge and pour it, which he did. The microwave bell rang and I took the broccoli out, mixing the cheese sauce into it then spooning some onto each plate. I carried the plates to the table and sat one in front of Jeff, and one in front of my chair before sitting down. We talked about work as we ate, then Jeff helped me wash the dishes and put them away. I asked him if he was ready for dessert yet, and told him there was fudge swirl ice cream in the freezer. He laughed and said, “Baby, the only dessert I want tonight is your luscious body. Come here, beautiful!” He pulled me close and kissed me deeply as his hands slid all over my back and ass. He slid his hands under the waistband of my panty-shorts and squeezed my butt cheeks just as my hand found his belt buckle and unfastened it, pulling his belt from his pants.
He growled and said, “I want us naked baby, let’s go to your bedroom.” He grabbed the wine bottle and I grabbed the glasses and we went to my room. I picked the cat up off the bed, putting her down out in the hallway, then closing the door I turned to face my lover, who was now standing there by my bed in just his red silk boxers and his socks. I walked into his embrace as he held his arms out to me, then we fell on the bed, our hands all over each other. Within moments we were both naked, our clothes scattered on the floor. He pushed me onto my back and buried his face between my legs, licking my pussy and fingering it too. I was already wet, and so very close to orgasm, and his tongue on my heated flesh was making me more and more aroused with each stroke over my clit.
He pushed his tongue into me deep a few times, and that’s what put me over the edge. My climax hit hard as my muscles tensed and relaxed repeatedly over his fingers and tongue. I heard him lapping hungrily at my love honey and he looked up at me, smiling. His goatee was glistening with my juices, and I handed him a tissue to wipe his face as he moved up to lay beside me. I sat up and moved between his legs, taking his cock in my hand and placing a kiss on the very tip of it where the pre-cum had gathered. I smeared the fluid on my lips then took him deep into my mouth, caressing him with my tongue and squeezing him with my lips as my hand fondled his balls and stroked his cock. I sucked him for a few minutes, until I could tell he was close to his release, then I moved up and straddled his lap, impaling myself on his rod and riding him hard and fast, grinding my pelvis against him hard.
I felt the tremors begin deep in my belly as my climax approached quickly. Seconds later, I tightened my sheath around him and felt my juices leak out to coat his shaft. I collapsed on him but he continued thrusting within me, urging forth his own release, which quickly followed my own. He growled loudly as I felt his shaft pumping his love juice inside me. He held me tight and kissed me several times before letting me roll over onto the bed beside him. I let out a satisfied sigh and said, “Wow lover, that was great!”
He agreed and asked me what all the fuss was about at work today with that meeting I had with Margaret and her new secretary. I wasn’t sure how much to tell him, but I spilled my guts, telling him that Heather was actually a guy named Jack who liked dressing as a woman, and Margaret wanted my help to show Jack what women are supposed to be like, from hair and make-up, to clothes, to sex and everything in between. I told him that Margaret was a very dominating woman who loved being in control, and that I was only helping her out, but I didn’t tell him that I had fucked Jack on Margaret’s sofa in her office as he ate her out. I told him about the shopping list that Margaret had given Heather, and what we were planning for Monday morning at the office. He laughed and said, “Don’t forget the video camera, baby. I wanna see what torture you gals put him through.” I let out a sigh of relief, glad that he wasn’t mad at me or anything, then we snuggled down and fell asleep.
Chapter 8
Dinner the next night was great. Margaret and Bill showed up early, and she helped me make dinner, which consisted of freshly baked home-made lasagna, tossed salad, garlic bread, and red wine. Dessert was Black Forest Cake with Cherries and Vanilla ice cream drizzled with chocolate sauce. After dinner, we all went into the livingroom and I popped in the video we had planned on watching. It was a classic porn flick called Behind the Green Door, starring Marilyn Chambers. I had never seen it before, so I had no idea what it was about, but Jeff said he had seen it and that I would enjoy it immensely. So we all settled in on the couch and love seat to watch the film on my new big screen tv. Jeff and I were on the sofa, and Margaret and Bill were on the love seat.
Every so often, I would glance at Margaret and see her nostrils flaring as she watched the people on the film making love. Once, she caught me looking at her and she winked at me. Since that was when a person on the film was being handcuffed, I knew she was thinking about what was going to happen Monday at the office with Heather. I was thinking the same thing. She turned back to the film and I heard Bill groan softly. I gave a quick glance over to see Margaret’s hand disappear into the waistband of his pants to stroke his cock. Jeff had his arm around me and was lightly stroking the side of my breast as I leaned my head on his shoulder. My hand rested on his thigh, and I slowly slid it up to his crotch, my fingers teasing his pubic hair, barely touching his balls and cock.
The lights were off and the only light in the room was coming from the tv, which made it mostly dark in the livingroom. Jeff and I were snuggling and touching each other on the sofa and kissing passionately while Margaret and Bill were making out on the love seat. I didn’t dare look over there, but I did hear Margaret panting and moaning, so I guessed that she and Bill were starting to do oral sex on each other. I felt Jeff slide his hand beneath my skirt, push aside my panties and begin stroking my wet fleshy nether lips. His finger found my clit and began teasing it, pressing hard on it one moment, barely touching it the next, and driving me crazy with lust. I stretched up to give him a kiss on the cheek, and whispered in his ear, “I want you so bad, lover! Fuck me now baby! Please!”
He lifted me onto his lap and I put my hand inside his sweat pants, pushing them down enough to release his throbbing member to my hungry hands. He pushed up my skirt to bunch around my waist and pushed my panties aside, then whispered, “Guide my dick into your cunt baby.” So I wrapped my hand around his rock hard shaft and guided it into my hot sheath, easily sliding down his full eight inch length to impale myself on him fully. I started moving slowly on him as his hands went beneath my ass to help raise and lower my body on his. I risked a glance over at Margaret and Bill and saw that Margaret had her hands full of Bill’s sizable cock, or maybe I should say she had her mouth full of his cock! She was on her knees on the floor in front of him and her head was bobbing up and down energetically and his hands were buried in her long reddish-blonde hair on either side of her head.
I continued fucking Jeff as I kept watching Margaret and Bill. She got up from the floor and knelt on her knees on the couch with her ass in the air and he moved behind her and rammed his shaft into her weeping cunt from behind. I could see her juices coating his shaft when he pulled from her and plunged back into her body repeatedly. I turned back to my lover and he was sucking one of my breasts into his mouth as I rode his cock hard and fast, grinding my clit against him every time I went down. His hand was on my upper thigh and his thumb was rubbing my clit hard. Within moments, I was ready to cum. The noises in the room were getting louder as Margaret and Bill, Jeff and I all were getting close to orgasm. Within minutes, we were all shouting as our climax hit us.
We all collapsed on the sofas and were panting hard, trying to catch our breath. I stood to go in the kitchen for another bottle of wine, but my legs gave out on me when I stood, so Jeff lifted me back onto the couch and he went to get the wine. We sat and sipped slowly at our wine while still watching the movie, and Margaret and I talked about the meeting with Heather coming up Monday morning. Jeff and Bill seemed more interested in the video, so we chatted quietly. Margaret told me that she had gone shopping that morning for the items she needed for her black box and the other items as well, so we now had everything we needed for the ‘meeting’. I told her that I was looking forward to it, especially after what happened yesterday in her office with ‘Heather’.
She agreed and I asked her if she’d like some tea, which she said she would, so I went in the kitchen and put on a pot of water to heat up. I took two mugs from the cupboard and sat them on the table, placing a tea bag in each one. She came into the kitchen carrying the wine glasses and empty wine bottle. I took them from Margaret and placed the glasses in the sink, then rinsed the wine bottle and put it in the recycling bin. She and I sat there at the kitchen table chatting while waiting for the water to heat. She said, “Wow girl, the guys are sure enjoying that movie. They were sitting there with their tongues hanging out, practically drooling over the busty blonde woman.” We both laughed at that. We sat there chatting about Heather and our plans, then the tea kettle started whistling, so I poured our tea and grabbed the honey and lemon slices, putting them on the table between us.
Margaret said, “The first thing I want Heather to do is undress without us telling her what to take off. We should just have to close and lock the door after she comes in my office Monday morning to know that she’s to get naked for us. Maybe you can leave a note on her desk, so she knows what to do. I was planning on going in tomorrow to set things up. I’ll take my small color TV in and put it on the table in my office, and put the DVD player and videos on there as well. I’ll get out the black case Monday morning when I get there, and I’ll have everything else ready in the closet and on the table and desk. I think we should start out by having her give us each a massage, then we do the same to her while making her watch a porn film without stroking her boy parts. We might have to tie or handcuff her hands to the chair though. What do you think, Chrissy?”
I thought for a moment and said, “Yeah, that would be great to tie her to the chair so she couldn’t touch anything. We could stroke and tease her really good and drive her crazy with wanting to cum but not being able to. Maybe we could even get in a bit of enjoyment for ourselves at the same time, with some licking and sucking and teasing her by touching ourselves or each other while making Heather watch us.” I couldn’t believe I had said that, and I felt the blush rise in my skin, from my toes to my ears, I was so embarrassed that I had said, “Oh My God, I cant believe I said that. It must be the wine talking.” Margaret reached over and patted my hand in understanding, and I smiled.
We sipped our tea and then went back to the livingroom where the guys were still watching the video. I sat on Jeff’s lap and felt his erection poking out from his pants. I playfully wiggled my ass and his shaft slid easily into my waiting wetness as he pulled me back into his embrace. We kissed for what seemed like hours, as he slowly moved within my love tunnel. I heard whispered moaning and looked over to see Margaret with her face in Bill’s lap, her head bobbing rapidly up and down as she sucked his cock. We all made love for a couple more hours, even after the movie had finished. Then we dressed and said our goodbye’s. Bill thanked me for the invitation again, and we all hugged.
Margaret and Bill left, then Jeff helped me clean up the livingroom and kitchen before we went to the bathroom to take a quick shower before going to bed. In the shower, we washed each other, Jeff lingering over my breasts and pussy and ass with the wet soapy washcloth, while I took my time washing his cock. By the time we were finished, we were both so turned on that as soon as we got in the bedroom, Jeff had tossed me onto the bed and started ramming his shaft home into my hot wet love canal. His hands were on my breasts, kneading and squeezing, pinching my nipples. I was kissing him fiercely, my tongue rubbing seductively against his as I pressed my lips to his. Within moments, I felt the tremors of orgasm approach as he pounded me harder and faster, our bodies making a squishy sound where we were joined.
I tensed as my climax hit and I screamed out his name as I came, my body releasing my love juice all over his shaft just seconds before he reached his own release, and shot his cum deep inside me, his cock pulsing steadily for a few moments. I hugged him tight, not wanting to let him go. He pulled from me with an audible ‘pop’ then pulled me up to my feet after he got out of bed. We went to the bathroom and washed up again, then returned to bed. He turned off the light, pulled the blankets up over us and then put his arm around me, pulling me tight to him. I rested my head on his shoulder and my hand on his chest. I yawned and he said, “Baby, go to sleep. I love you.” I guess I had said that I loved him too but I don’t remember, since I had yawned again, then closed my eyes and within seconds I was sleeping.
Chapter 9
The next morning, I awoke alone in the bed, but I knew Jeff was still here. His clothes were on the chair by the dresser. I stretched slowly like a cat, luxuriating in the warmth of sleep that remained in the bed. I glanced up to see Jeff, my sexy handsome lover, standing in the doorway with a tray of food. He said, “Good morning, beautiful. Hungry?” I smiled and nodded then he approached with the tray. He lifted the linen napkin from it and I saw that he had made waffles, eggs, bacon, and toast. There was also a bowl of fresh fruit, a glass of orange juice and a steaming mug of tea on the tray. There was enough for two people, so he joined me on the bed and we ate breakfast.
That Sunday went along quickly. Jeff and I spent most of the day in bed making love, only taking a couple hours to go for a walk and do some shopping after lunch. We returned home and put away the groceries and other things we bought, then snuggled on the couch watching a movie and munching popcorn. Even though the movie wasn’t a porno, we still ended up making love before it was done. Jeff made me cum four times while I was on the couch, just from doing oral sex on me, then since my legs were weak, he carried me to the bedroom and we made love all afternoon, slowly and leisurely, taking our time exploring each others bodies.
After dinner, around 8 pm, we took time out for a shower and I laid out my clothes for work the next day. I chose a pale blue short-sleeved blouse with lace around the collar and hem, a short dark blue skirt, my light blue bra and thong set with the matching garter belt, and a pair of black fishnet stockings. I chose a pair of three inch blue heels to wear too. With my clothes all set for work, we went back to bed, making love a few more times before falling asleep holding each other.
The next morning, my alarm went off at 7 am. I got up, washed my face, breasts and pussy with a washcloth, then got dressed before doing my make-up and brushing my hair. I pulled it back into a simple pony-tail for the day. Jeff laid in bed watching me dress and teasing me with peeks of his hard cock, knowing I didn’t have time for another round of making love. I picked up a small pillow from the chair and threw it at him for being a tease, and he laughed, a deep sensual sound that almost brought me to my knees with desire. He chuckled, knowing what his laugh does to me, and I had to promise him that we’d make love as soon as I got home from work that afternoon, which he agreed with. He got out of bed and pulled on a pair of boxer shorts, then we went to the kitchen for some breakfast.
He made me sit while he fixed up some scrambled eggs with cheese and ham, toast, juice and coffee, and some fruit. We ate then I had to leave so I wasn’t late for work. I grabbed my purse, making sure my vibrating ‘egg’ was still in it, grabbed my keys from the hook on the wall and slid my arms into my jacket, which Jeff was holding up for me. We kissed goodbye and he promised to clean up the apartment before he left for work at ten.
I got in my car and drove to the office. Ten minutes later, I pulled into the parking lot and saw that Margaret was already there, and so was Heather. I grabbed my purse and walked quickly into the building to the elevator. When the elevator arrived at the third floor, I saw Heather and Margaret standing by the door to her office chatting. As I approached, they both turned to greet me with a big hug, which I returned as well. I took my purse to my office, then a moment later, Margaret knocked on my door. She came in and closed it behind her, then sat in the chair across from my desk. We talked about our plans for the ‘meeting’ with Heather, just to make sure we knew what we were going to do. Fifteen minutes later, we went back to her office and saw that Heather was sitting in the chair wearing only a blonde curly wig and a pair of white high heeled shoes.
I said, “Hi Heather. What are you doing?”
Heather replied, “Mistress Margaret asked me to sit here naked and watch the video on the TV. I want to cum from watching the people fuck and suck, but I cant touch myself, since she tied my hands to the chair arms.” I looked at Margaret and smiled, then stepped around in front of Heather and slowly pulled my skirt up to reveal my transparent light blue thong panties. Heather/Jack sucked in a deep breath when I rubbed my fingers lightly over my panties, feeling the moisture gathering there already. I looked down at his lap and saw his cock jump, noting that he was leaking pre-cum and it was dripping from his balls onto the chair.
I slid my panties to the side and dipped my finger into my wet pussy, then held that finger out to him to suck clean, which he did with a throaty moan. I looked at Margaret and she nodded, so I untied the bonds holding his arms to the chair, then I pointed to the couch. He went willingly and I retied his hands to the couch. I let Margaret tie his feet then I took off my panties and rubbed them over his chest, belly and cock, watching it twitch rapidly. I stepped up onto the couch and turned so I was facing Margaret. I lowered my body down so my wet pussy was just inches above his face. I could hear him panting and I knew he wanted to bury his face in my wet cunt, so I let him. The first flicks of his tongue over my clit were so erotic, I almost came right then.
He did several long slow sweeps with his tongue before plunging it into my wet hole. I saw Margaret take his cock into her hand and begin stroking it but she kept telling him that he was not to cum yet. I felt more than heard his groan of frustration at that statement. Margaret stopped stroking him and went to her desk, taking out a small plastic case from the drawer. She opened it and took out a 1 inch cock ring. She came back to the couch and stretched that ring over his cock and rolled it down to the base, which would help to keep him from cumming. She started to stroke his cock again and I saw her take him fully into her mouth, sucking him and licking him. My legs were starting to get weak as he was eating my pussy and I knew I was going to cum all over his face within moments, so I got down even lower and knelt on my knees. I leaned over and started fondling his balls as Margaret sucked him.
After a few moments, she stopped and removed the cock ring, then helped me off the couch. Jack sighed with frustration at not being able to cum yet and I giggled. Margaret pulled the two chairs over to the couch and she and I sat down. We had our skirts pulled up around our waists and our shirts open to bare our breasts. She had also gotten a pair of dildos from her black case which was on her desk, and handed me one of them. I smiled as I started rubbing it over my nipples after wetting it with my tongue. Jack groaned as it circled my nipples, leaving a wet trail behind on its way down my chest and belly to my pussy. I tapped the head of the dildo against my clit and his cock jumped. I saw his pre-cum drip onto his stomach and I licked my lips. I slid the dildo into my pussy and looked over at Margaret, who was doing the same thing as I was.
Here we sat, Margaret and I, fucking ourselves with dildos and making a handsome cross-dressing man watch us without being able to touch himself or cum, and it was great. After a few minutes, Margaret reached over and took my dildo, then sucked my juices off it. She handed me hers and I did the same thing with her dildo. Then she got up and untied Heather/Jack. He came over and buried his face in Margaret’s pussy and his fingers in mine, stroking me to another orgasm within seconds. I saw the look of pure pleasure on Margaret’s face as he ate her out while he fucked me with his fingers. I pushed his hand away and got down on the floor between his knees and started sucking his cock.
I felt Margaret hand me the dildo she was using and I knew what she wanted me to do with it. I rubbed it over his balls and ass crack, then pressed it slowly into his ass as I kept sucking his cock. He groaned as the dildo went deeper into his ass and I started fucking his ass with it. I felt his cock get harder in my mouth as I sucked him hard. Margaret was still getting eaten out and had her hands on the back of his head, pushing his face into her deeper. Within moments, I felt the first hot jet of cum hit the back of my throat as I sucked him. I continued fucking his ass with the dildo as he shot stream after stream of hot sticky salty cum into my throat, swallowing every drop until his cock went limp between my lips. I withdrew the dildo and laid it on the floor, then I sat up to watch him finish Margaret off.
She was squeezing her breasts and pinching her nipples as he kept licking and sucking her pussy, his lips tugging on her clit as his tongue flicked it rapidly. She was moaning and writhing on his face. He must have hit the right spot because suddenly she tensed and screamed as she came all over his face. I saw the fluids shoot out from her pussy and drip down his chin as he continued lapping at her wet cunt. They both collapsed and struggled to catch their breath as we all sat in the afterglow of several mind-blowing orgasms.
Margaret looked at me and said breathlessly, “Heather will do a great job as my secretary, Chrissy. Don’t you think so, girlfriend?”
I nodded and said, “Oh most definitely, Margaret. Most definitely!”