All week long I couldn't stop thinking about what happened Saturday night between Charles and I. I couldn't stop thinking about Charles. I don't know why. He is an attractive man, especially for an older guy, but he's old enough to be my dad. Shit he's more than twice my age. He was a good fuck, that much I know. But I was torn about what to do, Should I pursue this more even though he is my roommates boyfriend? Or should I just let it go, forget about going any further with him? He and Sherry seem to have a good thing going, I certainly wouldn't want to mess that up. And could a relationship between a 22 year old girl and a 45 year old man actually work? I had my doubts on that one. But at the same time I couldn't stop thinking about how good it felt to fuck him.
Anyway my week seemed to drag as these thoughts continued to race through my mind. Shelly noticed that I seemed to be preoccupied and asked several times, but I always said it was nothing. I wasn't sleeping much, but I found that if I played with myself and came then I stood a better chance of sleeping. By the end of the week I was a mess, couldn't concentrate at work, couldn't sleep at night. On Friday night I went out with a couple of friends, had a few drinks, danced and danced. That got my mind off of my situation. When I got home I was good and tired, and slept to almost 1pm on Saturday. Which was unusual since I rarely sleep later than 9am anytime. I felt revived after getting up and decided that I wasn't going to mess up their relationship, I would pretend that last Saturday never happened.
I was fixing dinner when Sherry called. She had been out all day doing what ever. She asked if I was doing any better to which I said yeah. She went on to say that she and Charles would be over about 9pm and the three of us were going out as usual for Saturday night. I didn't really want to so that last Saturday wasn't repeated, but I didn't have anything else to do and Sherry insisted.
They showed up at the apartment just about 9pm like they said. I wasn't ready since I was a little apprehensive about going out with them again. Sherry insisted I shower which I did. Wrapping myself in a towel I returned to my room to find Sherry going through my underwear drawer.
"What are you doing?" I asked, kind of surprised, kind of annoyed she was going through my stuff. Not that I had anything to hide but still.
"Oh I'm sorry I just figured I'd pick out something for you to wear tonight. I'll leave if you want." and she turned to leave.
"No thats ok." I said. "Did you find anything interesting?"
"How about these?" she smiled as she held up the skimpiest pair of panties I owned. A sunshine yellow triangle patch of of fabric up front, not much more than an inch wide strip up the back, and skinny little strings for a waist band.. She must have digging deep into my pantie drawer cause I hadn't worn them in a long time.
"I forgot I had those."
"Ok then you'll wear these. Now how about a bra."
"Next drawer down, you might find a matching bra." I said while brushing my hair.
"Here we go!" Sherry said excitedly pulling out the matching yellow bra. She came over to the bed.
"Put these on now, I want to see you in these." She said holding out the bra and panties. Taking them I hesitated for a second.
"Oh I won't look until you get them on." and she turned towards my closet. "I'll see what sexy dress I can find for you."
Watching to make sure she wasn't looking I dropped the towel and quickly pulled on the panties. They didn't cover much. Then I pulled on the bra, fastened it then adjusted myself in it. Just then Sherry said "Wow!" I turned to she her pulling out my super sexy mini dress, something I bought a couple of years ago but never had the nerve to wear it out in public. A black leather mini dress with a zipper running down the front.
"You gotta wear this." She said while holding it up.
"I don't know...."
"Look at you." Sherry said as she saw me standing in the skimpy panties and bra. "You look so hot in those. Hey Charles you've got to see Heather." She yelled out the door.
"What?" I said stunned, but before I could do anything Charles was standing in the doorway.
"You are a sexy little momma." He said. I was embarrassed, standing before these two in the skimpiest of panties and bra. Grabbing my towel I quickly wrapped it around me.
"What do you thing about this?" Sherry asked as she held up my dress.
"If she wore that I don't think I could keep my hands off of her, that is so sexy. I bet it would look great on you." He replied. Anyway I'm still not sure how they did it but they got me to put on the super sexy mini dress, but only after they left my room. I had to loose the bra as they wanted me to wear the zipper down low, below my breast, showing the skin between them.
We hit the club and I was the hit. I think every guy in the place wanted a piece of me. And some of the girls too. I stuck close to Sherry and Charles and that seemed to keep away some of them. But I had my share of dance offers, free drinks and a couple of guys gave me their number. Not that I was interested in any of them, but I was having fun. As the night wore on the zipper on my dress got lower and lower. Charles kept nudging it down. He did his fare share of groping me which had become our usual game. Sherry didn't seem to mind and also helped out. I think they both were trying to see how much of me they could expose. Actually a couple of times he pulled my dress open so one of my tits were exposed. I was buzzing and didn't really care. Neither did any of the people around us, especially the guys. We left shortly before last call as I think Sherry had a bit too much to drink.
We staggered back to our apartment, Sherry was more carried by Charles than walking. Once inside he dropped her carefully on the couch and sat down next to her. I sat on the chair across from them. They kissed a couple of times, she whispered something to him but I couldn't make out what she said. He was rubbing her breasts and kissing her. This went on for a few minutes then he stopped. It looked like Sherry had passed out. It looked like the evening was over.
I got up to go to bed. As I walked by the couch Charles grabbed my hand, pulled me down on the couch. Now I was sitting to one side of him, Sherry on the other.
"Lets see those tits." he said as his hand made its way towards my chest. The zipper on my dress was still pretty low, and my dress hung open a bit so I'm sure he had a pretty good look at them anyway. I pushed his hand away and tried to get up. He pulled me down again, this time on his lap. Quickly he wrapped his arms around my waist so I couldn't get up. I tried but he held me tight. Since I was tired I slowly settled back against Charles. I could feel his breath on my neck. It was nice to be held by a strong man, but he belonged to Sherry. I wasn't going to let anything happen this time.
"You smell great." he said, loosening his grip on me a bit. His one hand found its way to my thigh, gently rubbed up and down. While enjoying the attention my thigh was getting I realized his other hand was tugging lightly at my zipper. Pushing his hand away I heard a moan. Sherry shifted her head a bit but still appeared to be out cold. I left my hand covering my zipper, holding my dress closed. I tried to get up but he held onto me.
"No we can't do this." I whispered angrily, "Sherry will know."
"No she won't, she wouldn't even care." He tried to pull my hand from the zipper. I wouldn't let go. He kissed my neck, quick little kisses just slightly moving for each kiss. Then his hands were on my shoulders, massaging then. It felt great, he really knew what he was doing. His hands moved towards my neck then back towards the shoulders. All this time he kept the little kisses coming, on my neck, on my ear lobes.
"Just relax and enjoy." he whispered in my ear between kisses. I closed my eyes and let my body relax, sinking deeper into Charles, just enjoying the attention I was receiving. I must have been enjoying it too much cause suddenly I realized he pulling on my zipper. I tried to push his hand away but he got the zipper all the way down. He pulled the dress open, exposing my body, my tits.