Meeting the Boss
I love reading these stories and always wanted to have an experience worthy of submitting. Before I get started let me introduce myself. My name is Kellie. I’m 24 yrs old, 5’5”, 119 lbs, with a 34c-24-34 build, and a firm round butt (not too big), topped of with medium length, dirty blond hair. I have been married for 3 yrs to my husband of 31 yrs. David is 6’00” tall and fit, a hard worker and a good husband, who also has a cute butt.
We had just moved to the panhandle of Florida where my husband had received a job offer at a much better salary than he had been making. I’ll omit telling the exact location in FL, and what his job was to maintain some privacy. Our marriage has been great so far and we are still energetic in the bedroom or wherever the mood happens to take us. We have talked about our likes and dislikes and fantasy’s, and we try things out whenever an opportunity presents itself.
Some of the things we enjoy doing is having me flash if we’re out on the highway. Dave has even had me ride around in the passenger’s seat totally naked. He also enjoys it when I give him a blowjob when he’s driving. So overall he isn’t the jealous type. He also likes me to dress sexy when we go out, being sure to show my bouncy tits and nice ass. He thinks it’s kewl when guys turn and stare at me, and has even had some comment to him on how hot I look when we’re in clubs and they didn’t know he was with me. As a result Dave frequently lays out my outfits for me when we go out. He has never mentioned doing any swapping or anything, but he has hinted about me inviting a girlfriend over to try. As of yet we haven’t gone there, but it is a possibility. I wondered what he would think of another guy, but he’s too macho to try. As open-minded as Dave is I know that if I were ever unfaithful he would take it very seriously and probably want a divorce. He has told me enough stories about friend’s relationships for me to get an idea about how he feels.
David is very professional about his work and when arriving at this new company he worked overtime many nights trying to fit in and blend with the current staff. He told me stories about how great his boss is, and about if his boss likes an employee they can really move up the ladder of success quickly. Overall Dave felt like he was getting in good with the boss and could be very competitive with the existing staff when it came time for advancement.
We had been in Florida for almost 6 months when Dave told me about some of the employee’s getting together for a party. Evidently one of his co-workers wives was trying to find enough people to have a sex toy party. The girls would go to the party, while the guys would get a barbecue going and drink beer waiting for us to finish, then we could all eat. Dave thought this would be a good chance for me to meet some friends at his work, and show me off a little. Actually I had already met a few of them, but it’s a big company and there were sure to be many people that I had never even heard about. Dave also wanted to introduce me to his boss, and the party was being held at his house.
Dave had picked out a particularly daring outfit for me to wear. It was a thin, strapless white top that showed a good bit of cleavage, and opened a good 6 in before the bottom showing off my belly as well. He also selected my black slacks that I love. They are also thin and form fitting, and show off my ass, but I love them cause they’re so light and comfortable. For underwear I got a white sheer strapless Victoria Secrets bra and a black lacy thong.
After looking at what he had laid out I asked him if we were going out clubbing, or to his office party? He said “Well it’s a sex toy party and I want you to look sexy”. I think he was just horny and had his mind on himself, but I agreed and after showering I put on what he wanted. I must say I was very hot looking. I would have to wear this when we went out clubbing next. It took quite a while to get ready, cause Dave kept feeling me up and kissing on me, but eventually we were in the car and on the way.
When we arrived at the party I was overwhelmed at how huge his bosses house was. He not only had a fabulous home, but big gardens and walkways in both the front and the back of the house. I wondered how you couldn’t get lost in a home this big.
We got inside and I had Dave get me a drink to calm my jitters. We mingled around a little and caught quite a few stares from some of Dave’s co-workers. We mingled a bit and Dave introduced me to several of his friends. One cute guy inparticular (when Dave stepped off to get another drink) came up and introduced himself as Jarad. He made little effort to hide the fact he was looking me over, and when Dave returned he made polite conversation and excused himself. There were a couple of ladies who dressed in their clubbin clothes so I didn’t feel like the odd ball, but when they announced that the Toy Party was starting upstairs I grabbed me another drink and kissed my husband goodbye. I chatted it up with Susan, another wife of a co-worker similarly attired, and we had a great time oooh’ing and ah’ing at all the toys during the party. They had a full bar with snacks upstairs and I grabbed 1 or 2 more drinks during the party. To be polite I made a few purchases, some I wanted to try, and a really big rubber cock, just to scare Dave with. All of our purchases would be ordered and we would have to come pick them up when they were ready.….Then we went down to find the men.
Me and Susan headed down together, and the men were mostly located out on the patio barbecuing and drinking, but we couldn’t find Dave or Susan’s husband Barry, so we walked around inside. We just followed the voices and laughing and came up on a closed, dark room, but you could hear guys laughing every so often, so we peeked in. Just sticking our heads in we saw that it was a home movie theater, and the guys were drinking and looking at a porno on the big screen. It was dark and our eyes were unaccustume so we stood right inside the door as out eyes adjusted. On the screen a young girl was getting thoroughly rammed by a guy with a nice long cock. Susan giggled, “the one you bought is right about that size isn’t it”. I laughed “No I think it’s bigger”. Then a voice next to me whispered “You had to buy one?…I carry mine around all the time, and it’s free”. I looked over and it was Jarad. I took a sip of my drink and told him it probably wasn’t that big though. He smiled and asked me if I’d like to bet? I said no thanks, but I couldn’t believe it was that big. He said there was only one way to find out. Susan was standing there smiling, and egging me on “bet him, bet him”. He stepped out into the hall, and we followed grinning nervously. The rum and coke’s had made me light headed, and a little horny. He offered to get us both drinks and told us to meet him in the back garden. We looked at each other, and I was pretty hesitant, but Susan pulled me by the arm, and I was too buzzed to say no.
We sat on a bench in the back garden of the house. From where we were we couldn’t see anyone or be seen by anyone (so we thought). Susan asked if I thought he was going to really show us, but I’d never met him before and had no idea. If it was as big as he said I wanted to see it though, and Susan agreed. Finally Jarad came walking around the hedgerow carrying 3 bottles of beer, and passed them out. He winked at us, “What have you ladies been talking about?”, and laughed wickedly. Me and Susan just kept staring back and forth at his crotch and laughing nervously. He asked if he won the bet, what would he win. We stammered, not knowing what to say. Susan asked what did he want to win. Jarad smiled and stated that if he won we had to show him our tits and give his dick a big kiss. I asked what would we get if we won? Jarad asked what would we like? Susan said he would have to pay for our sex toys.
Jarad smiled and agree. He asked if he could watch us play with our toys if he lost, but we told him to quit stalling and show us the goods. We were so trashed and laughed too much, but we were really enjoying ourselves. Jarad backed up against a hedge and unbuckled, and unzipped his pants letting them hang open. We could see he had quite a bulge, but nothing like what the guys had on the screen. He reached into the top of his underwear and pulled out a super size, but soft cock. “Here it is ladies, give him a second and I’m sure you won’t be disappointed”. As we watched he stroked it and as blood started rushing in it began getting longer and thicker. When finally he appeared satisfied at the size, it was bobbing up and down in the air in front of us like a fat red snake, and we knew we had lost the bet. It was an amazing cock, and I got all wet just looking at it. Jarad cleared his throat “Ladies this is 10½ inches of USDA prime beef, and I believe I get to see some tits.” Susan looked at me smiled, shrugged her shoulders, and casually unbuttoned her top and pulled her bra up till her tits popped out. Jarad made some rude comment and slapped her tits making them bounce around. He then pointed at his crotch, and she looked at me then slowly bent down and kissed Jarad’s cock right on the head. Jarad reached over and squeezed Susan’s tits while she was bent over, then it was my turn. I looked around making sure no one could see, and took a big swig of my beer, then pulled my shirt and bra up at the same time until my tits popped out. Jarad smiled and squeezed my tits and pulled me closer to him. He rolled my nipples between his thumb and forefinger making my nipples hard. He pushed my head down and thought I was going to pass out as this huge cock was pointing at my face. I reached out and grabbed it with both hands, my fingers were barely able to reach around it. I was so nervous, but a bet was a bet so I gave his cock a quick suck, and stood back up and straightened my clothes. Jarad pretended to help straighten my clothes, but was only fondling my tits and ass. He grinned and asked if we’d like to bet on anything else, we both smiled, but declined. Susan said maybe later.
The rest of the evening was very enjoyable, and I switched over to just drinking coke to avoid getting into anymore trouble. Jarad made frequent stops by to chat, but he never had another opportunity to do or say anything suggestive.
At around 11pm the party started to dwindle down to just 5 or so couples I finally got introduced to Dave’s boss, Tony. He was a little bigger than Dave, and had a rugged, Italian Stallion look about him. He had a good drunk going, as did we all, and we drank and chatted it up for another hour or so. The subject turned to sex several times and Dave told everyone about me in the car naked and flashing truckers. Tony asked me to give the whole group a preview of what the truckers would see on the way home tonight, and everyone applauded, and screamed for me to take it off. Even Dave laughed and pushed me up in front of everyone, but I had sobered up too much and just turned red and sat down. Everyone boo’d and laughed. I almost wished I did it, but Dave would have regretted it the next day.
A little after Midnight we said our goodbye’s and had to turn down flashing everyone 2 more times before we got out the door. On the way home I asked Dave if he really wanted me to flash everyone, specially his boss. He said he didn’t know, but it seemed like a good idea at the time. I told him maybe I would if he really didn’t mind. Dave said kewl and fell asleep until we got home.
We didn’t talk much about the party, other than to say we had a good time, and he was happy to show everyone his pretty wife. I had Susan’s number, and we went out to eat a few times, but we were both busy. She admitted that she had once had an affair with Jarad, but now they just fooled around once in a great while. She said he had wanted to do too many risky things that would threaten her marriage for her to keep up the relationship, but he was good in bed. Very kinky.
About a week after the party Tony’s wife Sharon called to let me know my orders had come in and I could pick them up whenever. I told her I would be over tomorrow around noon. I called Susan and asked if she wanted to go with me, but she was unable, so I went alone.
Since Dave’s boss seemed so rich I dressed nice before going over. Nothing like the other night, but a nice blouse and skirt, with heels. When I pulled up in the drive of the huge house I noticed how much grander it looked in the daylight, and I walked up to the door and rang the bell. I didn’t think anyone would be able to hear my little knock through a house this size.
I waited for a little bit, then the door opened up and Tony greeted me wearing a pool robe and pair of speedo’s. I immediately noticed his pronounced bulge in the front, and he apologized for his attire, but had just finished taking a dip in the pool out back. He invited me in and asked if I’d like to go for a dip. I declined saying I had just dropped by to pick up my order from the other night. He smiled and nodded, “Sharon has them all piled in the movie room, have you seen it?” I told him about me and Susan finding our way in there during the party, and seeing all the guys watching porno’s. He asked if I had been offended, and I laughed and asked “Do you mean was the girl that rides around naked in her car embarrassed by the porno’s?…Nope, I’m not that fragile”. We both laughed, and walked down the hall toward the movie room. Good he said cause he wanted to show me something. I asked him what it was, but he said that I would just have to see.
We got to the movie room and we sorted through all the orders until he found mine. “Big” he said..”What is it?” I told him I’d be too embarrassed to show him. He asked if that was why I didn’t give them a show the other night? I told him if I had drunk a little more I would have given them all a show. He smiled and told me he liked my spirit. I asked him what he wanted to show me, and he walked over to a console up front. It’s something I discovered the other day after the party, he said. I asked if it was a new porno…he smiled and said it was sort of an amateur film. Tony doused the lights and the screen in front lit up. It was a picture of the rear garden of his home and at that point I almost passed out. I knew just what it was. I didn’t think about it at the time, but he was sure to have security monitors on home this big. Sure enough after a few minutes watching the empty garden, me, and Susan walked over to the empty bench and sat down. A few minutes later Jarad walked up, and after that I exposed my tits and sucked Jarads big cock. He turned on the lights and a was froze in place. My face felt hot and must have been beet red.
Tony was smiling. I guess you had enough to drink then didn’t you? He sounded serious, “I’ve got to tell you I was shocked at what happened out there, and I feel compelled to show Dave what’s going on”. I jumped up and begged him not to show my husband. I told him that Dave would probably kick me out if he found out. He said that people had to accept responsibility for their actions. I explained that I was drunk and had lost a bet and would never do it again. I just babbled, begging him not to show Dave. Finally he said that if I was serious about not wanting Dave to see, and was willing to do him a favor he might consider not tell Dave about the incident. I was flooded with relief and said whatever I could do to help him out I would do.
Tony smiled again and said that if I got naked in front of him he would hardly be in any position to say anything about it. I looked around nervously, and asked if that was all he wanted, and he said sure. I walked over to the door of the movie room and closed the door. He sat in a chair up front and asked me to come up front and give him a good show. I was terrified about Dave finding out, and was happy to get out of this situation. If a little flesh would do it then so be it.
I stood in front of Tony and unbuttoned my top sliding it off my shoulders and down my arms to the floor. “Your wife isn’t coming home is she?” I asked. Tony told me not to worry and finish disrobing. I smiled and said as you wish, then unsnapped my skirt. It easily fell down to my ankles, and I stood in front of my husband’s boss in my bra and panties. He motioned for me to turn around, and reached out and grabbed my ass when my back was to him. I moved away a little and he told me to lose the bra. I reached back and unhooked my bra and held it in place for a little while teasingly. He smiled and reached out and tugged it out of my grasp. My titties bounced freely as the bra fell away. He commented on how firm and perky my tits were, and I said I was glad he enjoyed them. Finally he pointed at the panties and told me to remove them too. I asked if he would reconsider, and he said that random truckers could see me naked, but the man who provided me and my husband with money and food couldn’t see anything. No he said take it off, so I slipped my thumbs into the side of my panties and pulled them down to my knees and let them slip down to my ankles.
He smiled and stood up letting his robe fall to the floor. His speedo’s were tenting out in front of him and he walked closer to me running his hands over my body. I asked him what assurances I had that he wouldn’t show my husband. He smiled and pretended to be shocked “Oh you want assurances, well that’ll cost a bit more then”. I was so nervous but Tony scooped up my clothes and threw them all into a back room and locked the door. He said you better listen good, because I won’t repeat myself. You will do everything I say or I will show everyone these pictures, specially Dave. He asked me if I understood and I was so shocked that I just nodded. He grabbed my hand and led me (naked) out of the movie room and down the hall. The other room was dark but he led me in and stood me up against some funny looking exercise equipment. Before turning the lights on he bent me over the equipment and I stiffened up, but he quickly reminded me that he would show everyone. He stretched my arms out and attached them to 2 points on the equipment with velcro straps, then left me spread across this equipment as he went to find the lights. When the lights came on I found myself to be in a little sex dungeon with mirrored walls, video camera’s, and various toys displayed everywhere. He flipped both camera’s on, then came over to me and pulled out a few pins in the equipment and repositioned it, which made me stretch way over exposing my rear, and making my tits hang down. Tony moved over and ran a hand across my body, and slapped my tits making them jiggle and left a red mark on the side. He ran a hand over my ass and down my leg and stopped to secure a strap around each ankle. Finally he moved in behind me and stripped off his speedo’s. I could see his sizable erection bobbing in the air in front of him as he moved between my legs. I begged him to let me go and don’t do this, but he asked if I’d rather have Dave see the video’s. I told him I’d rather Dave not see the video’s. He said then, “beg me to fuck you”. I asked “what” and he said Dave would not like it if I kept being this stupid. I stood there naked and vulnerable with tears leaking out the corners of my eyes, and asked Tony to fuck me. He made me repeat it over and over and finally scream it. He ran his hands between my open legs and started working his thick fingers into my pussy. He worked them back and forth until I was getting all wet and juicy, then started penetrating my exposed pussy with his well-lubricated cock. I could feel him stretching my pussy like it had never been stretched before, and as he entered me I felt so filled up I thought it would come out my mouth. He started fucking me harder and harder. My wrist started turning red as they pulled against their bindings, and my pussy was swollen from the good fucking it was getting. He asked me how I liked things so far, and I told him to just hurry up and finish. Tony frowned and told me that when I was asked that I was to respond “I love your cock, please give me more”. So he asked me again how I liked things, and I told him what he wanted to hear. Of course I had to say it several times, which seemed to make his cock even harder and he ravaged my pussy again, and pulled on my nipples until I cried out.
Finally he released my bindings and had me kneel before him and lick my own juices off his cock. He had me beg him to cum in my mouth, then he shot his hot cum all over my face. He paraded me in front of the cameras and made me lick gobs of cum off my lips and cheeks and tell him how good it was. He then shoved a vibrator up my pussy and put nipple clips on my tits and took me to a shower to clean up. While I was cleaning up he pulled a camera into the bathroom and filmed me drying off. I was then given my clothes and allowed to dress, and had to suck his cock one last time and swallow it all this time, so as to not get any on my clothes. Tony gave me my packages and walked me to the door. He said if I ever thought of telling on him he would have a film of me begging him to fuck me all ready to play for everyone…specially Dave. I told him I wouldn’t say anything, and was glad this was all over, but Tony just smiled.
Tony said it was not over yet and that if I knew what was good for me I would listen to him when he called. I started to protest, but Tony just shushed me and pushed me out the door. I didn’t hear anything from him for almost 2 weeks and I was almost convincing myself that it had never even happened, when he called.
Tony told me that he was working Dave extra late tonight and I was to dress sexy, high heels, with no underwear and come over. I tried to protest, but I was reminded of the video that Dave would see if I refused.
I was shaking as I picked out my sexiest clothes and almost cried. When I looked at myself in the mirror, the lack of underwear made me look like a total slut. I was dazed and in shock as I drove over to Tony’s house. When I pulled up there were several cars in the drive and I looked around to see what was going on before I approached, but everything was quiet. I knocked on the front door and in a minute Tony opened it up and let me in. I asked him what was going on and he said to come on in and enjoy the party. He said that some of his out of state representatives were in and he was having a little party. As I walked in I could see that it was all guys, and they looked me hungrily up and down. Tony got me a drink and walked around introducing me to people like I was his date, and after a while I started to relax. I thought maybe he just wanted a young sexy date to show off, and I was soon laughing and enjoying the attention. Tony grabbed my ass a little and told me to unbutton 2 of my top buttons on my blouse. I sighed and reluctantly obeyed. I had to be careful, because if I leaned over my tits would be immediately visible to anyone that I was talking with. But try as I may, I couldn’t help but flash a few of the men there. More and more I saw men whispering to each other and looking at me, and more and more frequently Tony would pass by and flip my skirt up exposing my ass or ask me to bend over and get something for him. He commented to a group of men how firm my ass was told me to turn around and lift my skirt up and show them. I looked at him in total shock, but he just waved me around and told me to “show him some ass”. I reluctantly lifted my skirt in back showing them all my rear. He then asked if any of them wanted to touch it, and several leaned over and patted my butt, commenting on how sexy and firm my ass was. I was getting the feeling this was going to be a bad night, but I was helpless to do anything about it.
Then Tony called everyone’s attention to the big screen TV at the end of the room. He told everyone that since this was a business meeting, and we would all be writing this off on our taxes as a business expense, then he should at least show us a company training film. Everyone boo’d, but I was actually relieved and hoped this night was actually coming to an end. He told everyone that this was a newer film and everyone was sure to like it. Tony called me over and asked me to get him a “Captain and Coke” so I smiled and hopped over to the beverage table and got us both one. When I got back everyone had already formed a semi circle around the TV, and Tony brought out a VHS tape and popped it in. The screen flared to life with the company logo, and Tony’s voice talking about employee moral. I handed him his drink and he put his arm around me and pulled me close. With my back to the crowd no one saw Tony fondling my ass as we sipped our drinks. He slipped a finger between my cheeks and rubbed my asshole trying to make me squirm, but I just stood there sipping drink and smiling.
Suddenly the screen flickered and from my angle I couldn’t see what was going on but everyone got silent. I peered over at the screen and there I was in the movie room taking off my clothes for Tony. Once I was naked and in the next scene I was being led into the sex room and being tied to that funny looking movable frame. Tony had obviously done a good deal of editing. Throughout the show I begged him to fuck me, and fuck me harder. To all appearances I was a willing, consensual adult having kinky sex.
At the end of the movie there was stunned silence and Tony asked everyone if they had enjoy today’s training film? The question was followed by a roar of approval and applause. Tony unsnapped the side of my skirt, pulled it off all together, and tossed it into the crowd. Laughing the guys quickly hid it. There I was with my pussy and ass exposed in a room full of guys, and everywhere I went I got felt up. At the drink table a man grabbed me between the legs from behind and inserted a finger into my pussy as I got my drink. He then asked me to pour him a drink since his hands were busy and everyone had a good laugh at that as he continued to finger me as I made his drink. After that I guess they saw what they could get away with and another man quickly removed my top, and there I was naked (in heels) in front of a room full of men. Tony brought out a basket full of condoms and told everyone that the entertainment had arrived. They all laughed and made rude comments as they grabbed handfuls of condoms. Of the whole group only 3 men stripped down, but that was enough and soon they held me down on the sofa and took turns fucking me and having me suck them off. Tony walked by and told me if I behaved it would all be over in an hour or so, but 2 hrs later I was being dragged into back rooms and being made to suck and fuck strange men. Some had cocks so big I though they would rip me open, and one even lubed me up and entered my virgin ass making me cry out and struggle to escape, but I was quickly restrained and after a little bit the pain subsided.
Finally after 3 hrs of continuos fucking and sucking Tony told everyone that the entertainment was leaving. There was a round of boo’ing, but he stated that if he let them fuck me any more I would be ruined for life and I wouldn’t be able to return and pleasure them again. Everyone sighed and boo’d, but I was helped to my feet and patted on the back like I was one of the guys. Tony brought me a robe and helped me walk to the back bedroom where he showed me the bathroom and any necessities I may need. I looked up in the mirror as Tony leaned against the counter. My make-up was ruined from tears and cum. I asked what he meant when he told those men about me entertaining again? He smiled and told me that I had done well, but that he couldn’t afford to let me go. He told me how he found out that if he treated fellow associates, and business partners and vendors to these parties he got better offers, more discounts, and overall more business. Everyone (mostly married guys) would be very friendly and give him their best prices to stay in his good graces, so they would get invited to his parties. Overall he said it allowed him to pay his employee’s “like my husband” a good wage because the company did so well. The only thing he had to do was find some great looking ass to pleasure everyone with. He looked very pleased with himself.
I was dumbfounded and just stood there. I open my robe up and showed him my body. I had red marks all over my tits and stomach, and my pussy and ass were stretched and sore. I told I couldn’t do this, because eventually Dave would find out anyway and my marriage would be over. He told me that he would find someone new soon and I could stop, but these big parties only came around twice a year and I was just lucky. He said usually it was just entertaining one client at a time. He told me he would find another girl soon, but if I didn’t do as he said in the meanwhile, then David would surely find out, and he would lose his job. I just stared in the mirror wondering how this happened to me and wiped my face.
After cleaning up and getting dressed I left out the back door and drove home. I got home and took a long shower. David didn’t arrive for an hour or so later, and I tried to pretend to be interested in his day. When we went to bed he tried to get all lovey and I had to ask for a rain check, stating I was exhausted.
Since then Tony has only called me three times for individuals. He always makes sure David is working late, and twice it has been for the same guy. A big black man who spanks my ass while he takes me doggie style. Before he cums he turns me around and cums all over my face and in my open mouth, then he watches as it drips off my chin. I usually have to remind him not to leave any marks on me since he pulls and pinches on my tits so much.
I told Tony he needs to find someone else soon. I feel like a prostitute and don’t think I can do it much longer before it affects my marriage. He always says it won’t be long, but then he threatens me again if I disobey him.