I just smiled as I thought of all the effort that Mom went through to make this happen. I had a nagging thought from the beginning that there was no way she would just hook one of her coworkers up for sex, especially not in her son’s house. I know Mom can walk silently through the house, so I only heard the footsteps she wanted me to hear. “Angela” never spoke a word. I never heard her car pull up, or start again when she left, even though I could hear cars pass on the street. Mom had plenty of time to hop in the running shower and get that perfume off of her. Lastly, the tone of voice I heard in the muffled orgasms was a little too familiar…
I put the boxes back in Mom’s wastebasket and decided to leave them there so she could go on thinking that she had pulled off her grand deception. I decided that the sweetest way to handle this, was going to be by letting her have her victory, and then catching her the next time that she tried it.
I kept my cool over the next few days. Mom and I chatted when we had time together, and it had become common conversation now for us to chat about sexual topics. She didn’t like to talk about her experiences or desires nearly as much as she wanted to hear about mine.
She finally brought up “Angela”, and mentioned that the two of them had talked about how it went. I asked if she had enjoyed herself, and Mom said that Angela had a great time. She said that Angela had mentioned that there was an accident with the condoms, and that we ended up having some unprotected sex.
I just smiled as I said, “I was tied up, how could I have any control over that?” as I chuckled.
Mom said that Angela was a little concerned about that since she was still ovulating. I was a little surprised at this statement. I asked if that meant that Angela was a bit younger than Mom. She said Angela was, but that she still ovulated a couple times a year. She was in a period where her hormone levels went back and forth, depending on a few things. Mom claimed that some women could come back out of menopause if their sex life has a big increase.
“Maybe Angela needs to think about getting on the pill if she is going to keep having sex with young men.” I said, smiling as I got up to refill my coffee.
A few days passed. I had a few of my Cougars over while Mom was at work, and a new woman I met in the neighborhood I am working in right now. Things were back to normal for me, and I didn’t have any complaints. I did have a curiosity brewing though, wondering when I would hear more about “Angela”.
The next Saturday morning, I was out enjoying the pool. Mom happened to be off that day. It was late morning by the time she got up. She walked out the patio doors and asked if I had breakfast yet. I asked her if she meant lunch. She laughed a bit and said she was going to cook herself some eggs.
A little later, she came back outside. I was laying in the lounger, enjoying the sun. Mom came over and sat next to me. She said Angela came by to see her at work yesterday. I just stayed quiet while tried to hold off the smirk that was coming across my face. Mom said that Angela was asking if she could meet that young man again… I just chuckled a bit. Mom was expecting me to say YESSSSS.
When I didn’t answer, she poked me, and asked what she was supposed to tell Angela. I put my hands behind my head in a smug manner as I said:
“I think the young man can be persuaded, but he has some rules.”
Mom looked a little surprised. She was expecting me to be dying to let her tie me up again.
“HEEE, has rules?” She asked.
“Yep, so if she wants to come by again, she will be the one tied up, and wearing the blindfold.” I said confidently.
Mom was at a loss. I had thrown her off of her game, and she had to make a decision, and decide if she was willing to give up her dominant position. She would also have the challenge of figuring out how to keep up the charade if she really wanted to. I decided that I would play dumb and go along with whatever lame requirements she had if she wanted to keep “Angela” alive.
Mom said that she would give Angela a call and see if she was okay with that arrangement. I enjoyed the sun a little longer and then went in and did some paperwork in my office. After a couple hours, Mom came knocking on my door. She seemed a little embarrassed for some reason, maybe because she had to pull off a long shot to keep her son from knowing that Angela didn’t exist. I had already decided that “Angela” was going to be real for as long as Mom decided to keep it going. I figured at some point we would both know that it was fake, but we might keep her alive just for an outlet for Mom…
Mom quietly told me that she talked to Angela, and that she was a little worried about being tied up. Angela said that if she was going to be tied up, she didn’t want to be completely naked. Mom has two birthmarks that are quite unique, so I couldn’t argue with the nudity issue. I said that I had no problem with Mom “giving Angela” a robe to wear. I told Mom that I was also okay with setting this up whenever.
After a little pause, Mom said that Angela was free tonight. She said that she would call and arrange it, but for Angela’s comfort, Mom was going to wait in her room while it happened. Angela would be robed and blindfolded, and I could tie her up when I came in the room, but when it was over, I had to untie her, and then come down and knock on Mom’s door, then go wait by the pool outside.
I agreed to her terms. Mom left for a bit. She came back after a few minutes and said she was going to run some errands, but things were set up for this evening. I smiled and told her that sounded good. She turned around and left, and then drove off to who knows where…
Mom came back about an hour later. She had a bag in her hand as I saw her head up to her room. I went about my business and settled in to watch a little TV. Mom came down and asked if I was going to be ready in 30 minutes. I told her that I looked forward to it. Twenty minutes later, she came over and told me that it was time for me to go out to the patio, and that I was not to peek into the house. I went outside, and Mom pulled the curtains behind me.
I sat in the lounger for a while, before I finally heard the front door slam, and some rather loud steps going upstairs with some murmuring. After a couple minutes, Mom came to the patio door and said it was all set. I was to wait five minutes to give Angela some time to relax, then go upstairs. I told her to let Angela know to be kneeling in the arm chair when I come in.
Mom closed the door and went upstairs. I waited my 5 minutes, and then I started my plan. I went upstairs and opened my door. I saw her bent over, kneeling on the soft armchair that I had moved to the middle of the room. She was wearing what I have to say is one of the cheapest wigs I have ever seen, but then again she was pretty rushed to shop for one! I walked over and picked up the restraints that were tied to the chair legs, and put them on her wrists. Then I grabbed a piece of cloth that was on the bed, and tied a gag into her mouth. After she was tied up, I walked back out of the room. I went back downstairs to my office. I opened a drawer and pulled out a cloth bag of goodies that I had picked up this week.
I went from my office to the patio door. I opened it and sorta yelled “Let’s go!”
I closed the patio door and headed to the stairs. I stopped at the bottom of the stairs and started talking to myself.
“Okay, you’re up first. She’s tied up. Don’t take her robe off. Do your thing, and come on back down. You’re second. I will go last. You have to wear a condom too.” I said, making sure my voice carried up the stairs.
I grabbed a few things out of the bag and set it down. I started to lightly walk up the stairs. When I got in the room, I took the lid off of a can of scented hair gel and quietly set it on the dresser. I stripped down, and quickly put on a strap-on harness, tucking my cock up into the waistband. I mounted a small dong to it, and then tore open the wrapper on a condom. I rolled the ribbed condom onto the dong, and then grabbed the can of hair gel and my tube of lube. I set the can of gel under the chair so “Angela” got the scent good and strong.
I lifted up her robe, exposing her smooth, round ass. I lubed up the condom and went right to work. I slid the dong into her kitten and started thrusting away. When Angela felt the narrow, short penis inside of her, it sank in that she was not getting fucked by the same young man as last week! She started to struggle a bit and pull against her restraints. She whimpered into the gag and seemed to cry a little bit.
I kept right on thrusting, and it didn’t take to long before Angela’s whimpering turned into moaning. Her moaning turned louder, and louder. The gag barely held it back as she started to scream. I felt her juices squirting against me, and running down my legs. I kept pounding away with the slim dong, and Angela kept cumming. After her sixth or seventh orgasm, I made some fake groans, and acted like I was cumming into the condom.
I pulled the dong out of her, picked up the can of hair gel, collected my clothes, and walked down the stairs. I closed up the gel and put it back in the bag. I pulled the slim dong out of the harness and tossed it in there too. I re-positioned the harness, and pulled my cock through the hole. I reached down in the bag and pulled out a big, hollow dong. I rolled it back and put it on the tip of my cock, then rolled it down to cover the length of my shaft.
I slid a ring down over it and attached the harness straps to the ring. I grabbed a magnum condom out of the bag and rolled it over the dong. I reached down into the bag and pulled out a stick of strong smelling deodorant, and turned to walk up the stairs.
I walked into the room naked, and went straight to the chair with that tied up, gorgeous ass sticking out for me. I set the deodorant under the chair and picked up the lube. I made sure to cover the condom well. This dong was a monster. Not much longer than my cock, but it made me so much thicker.
I placed the tip of the dong at Angela’s entrance, and started to push forward. She resisted, squeezing down and screaming a little when she felt what was poking her. The head was lined up, so I reached forward and pushed the robe up further, grabbing a solid hold of her wide hips.
I pulled her back by her hips, pushing the dong forward. She yelped as the head of the massive dong popped inside of her. I kept pushing, and she bit down on the gag, groaning as I started to split her in two. I hit bottom, and she let out a sigh of relief as I started to pull back out.
I started with a slow rhythm. The discomfort was gone right away as Angela started to moan with pleasure. The little bumps on this condom must have been teasing her well, because I wasn’t inside of her for a minute before she started on another orgasm. I kept going, stretching out her pussy with the huge phallus inside of her. This mature woman in overdrive just couldn’t stop cumming as I pounded her harder and harder.
When the orgasms started to take longer for her to climax, I would wait until Angela was at the very top, and then raise my hand and give that creamy white ass a sharp spank. It was stinging my hand, so I can only imagine how her ass felt with that bright red hand print on it! The sensation triggered her to go over the edge and scream in ecstasy, pulling against her restraints.
I finally shoved the dong hard inside of her, and grunted in a low tone, faking yet another orgasm. I pulled the dong out, picked up the stick of deodorant, and walked back downstairs. I threw the deodorant in the bag and started to unsnap the harness. I rolled the condom off, and then did the same with the dong, tossing everything in the bag.
I pulled out my normal antiperspirant and rolled on a fresh layer to make myself smell like what Mom,… I mean Angela knows that I smelled like last time. With that, I walked over and opened the patio doors. I talked in a few different voices as I quietly walked over to my office and slipped the bag back into the drawer, locking it up. I went back and said my goodbyes as I closed the patio door and headed up the stairs.
“Alright Angela, you’re all mine now!” I said as I entered the room. I was rock hard at the sight of that beautiful rear end. I could see that her pussy was still gaping open, stretched badly from the pleasure she had just endured.
I reached down and pushed her legs forward, tucking her knees up underneath her. Her ass dropped as she sat down on her heels. I picked up the lube and started to pour a few drops on her back door. When Angela felt that, she started to struggle, protesting heavily. I chuckled to myself as I started to rub her anus with my finger, working the lube around.
I poured more lube on and started to press my thumb against her back door. She was squeezing tightly, trying to keep me out as she continued to twist around and protest through the gag. I told her that she had better relax, because she was just going to make it harder for herself. I pushed my thumb inside of her as she kept resisting. I stroked into her with my thumb, massaging the front wall as I worked the lube into her.
After a few minutes of playing with my thumb, Angela had given up. She relaxed as I commanded, and was laying there in submission. I started to pour lube on my rock hard shaft. I pulled my thumb out and spread the lube evenly over my cock. I pointed the head to her back door and started to press forward. She tried to move forward, away from me, but she didn’t squeeze down like she had been doing.
I moved forward with her, and when she couldn’t move any further, I kept pressing forward. The head of my penis stretched her. She groaned as I pushed the head inside. The hard work was done, and I slowly eased in, straitening out her insides as my hardness went deeper and deeper, exploring this virgin territory.
I felt my balls touch against her soaking wet kitten. Angela gave a sigh of relief again, now that the uncomfortable job was over. I slid slowly out, until just the head of my cock was being tightly held captive by her anus. I took a hold over her waist, making sure to seem different than her last lover. I talked dirty to my captive fuck toy as I slid my cock deep inside her ass over and over.
My balls started to slap loudly against her wet lips as I picked up the pace. Her virgin ring felt amazingly tight, massaging my shaft as I stroked passionately into my M,….. I mean Angela. Finally, she started to let out little sounds of pleasure once again. I ran my hand over that red hand print on her ass as I slammed my length into her.
Her moans were building louder and louder. I pumped harder, faster, deeper into her. My balls started to splash her juices as they flowed out of her kitten. Angela opened her mouth wide, and even with the gag, she let out the loudest scream she had ever given me! The erotic sensation of giving this to her, her virgin ass’s first orgasm, made me lose control.
I yelled out with her as my balls squeezed tightly as I pumped every drop of cum I had, deeper inside of her than she has ever experienced before. My knees got weak after releasing all of my seed during our erotic first, and I leaned forward against her amazing ass to steady myself. I stood there, letting the mutual bliss of our orgasms slowly settle into us.
My cock slowly went soft, letting her incredibly tight ass squeeze it out. I watched her clench up tightly as the head came out, only letting a little bit of my cum leak out. I stood up and walked around the chair, taking off her restraints. I left her there to recover as I walked down the hall and knocked on Mom’s door.
“I’m finished with her.” I said, loudly stating the fact that Angela had just been well used, in true gang-bang, submissive fashion.
I walked down the stairs, and picked up my clothes. I turned the pool lights out as I walked out onto the patio. I tossed my clothes on the lounger and decided to take a dip in the water. I just floated in the pool lounging lazily as I recovered from my activities. After a few minutes, Mom came to the patio door and pulled the curtain shut. She did her thing, talking to herself, slamming the front door, before coming back to open the curtains. She was wearing a robe too, but not the one she had loaned to Angela.
She walked back into the house, and a few minutes later she came back and walked out onto the patio. She said that a dip in the pool sounded like a good idea. She walked to the steps and opened her robe, letting it drop to the ground…