When I was 21 I got a little naughty with one of my moms friends. Her name was Theresa and I found her incredibly sexy.
I would always come back to my parents house during the summer breaks while I was in college. I was always fit. I loved to work out and take care of my body.
One afternoon my mom had a group over to plan a wedding shower for my aunt who was getting married. I had been out at the gym and walked into a house full of about eight women drinking wine and having fun. I'm sure they were discussing wedding plans at some point.
"So we are going to get a stripper?" I heard one of the women ask as I walked into the room.
The entire room looked at me as I walked in. "I'm not the stripper!" I joked.
Most of the women laughed and everyone started talking again. I sat down at the kitchen table next to my moms friend Theresa and my aunt.
"So you are getting a stripper?" I asked my aunt.
"No. no. Well, I don't know. Probably no." She answered.
"Come on, we should get one." Theresa told my aunt.
Theresa was wearing a little black dress with black 5 inch heels. She had some sort of black hosiery on her legs. Theresa was about 40. She had a very good body. She worked out and was very fit. She was married to a doctor and she loved to show off her money. She always dressed well. She wasn't one of my moms better friends but I had known here for about 5 years. All the women were somewhat dressed up for the gathering.
"So are you paying for the stripper?" My aunt asked Theresa.
"Definitely!" Theresa answered.
"I can see that now, a bunch of forty year old married women and a stripper. That poor guy would be molested!" My aunt answered.
"I know I would have some fun! I know I would get my monies worth!" Theresa answered and then looked at me.
"Ok, so obviously you two have had a glass or two of wine." I joked.
"Ha, I've had three." My aunt answered.
"I've only had one." Theresa answered.
"One? Really? I just watched you fill up your glass." My aunt quickly said.
"Ok, maybe two or three." Theresa said.
"Well, let's hope that when you have your bachelorette party with the stripper there are a few bottles of wine!" I told Theresa.
"What are you trying to say? Theresa asked.
"Ummm, nothing. Just that a little alcohol helps with the inhibitions." I told her.
"Trust me, I can have a good time with or without the wine!" Theresa told me.
"Well, if we get a stripper, I know I'll need a few glasses of wine." My aunt told us.
"Whatever, you know you will have fun if we get a stripper." Theresa told my aunt.
"I don't know. I guess it would be fun. We would have to keep it under control though." My aunt answered.
"So you would let him give you a lap dance then?" Theresa asked.
"I guess, but only if he kept himself covered. Not if he is completely nude." My aunt answered. "Would you let a stripper give you one?"
"I would love it!" Theresa answered.
"Ha, I bet you would!" My aunt said.
"As a matter of fact, I'd be the one giving him the lap dance." Theresa said as she reached for the bottle of wine and poured another glass.
"No way, you would not give a stripper a lap dance." My aunt quickly replied.
"Oh yes. I would." Theresa quickly came back with.
"And what about Chris? He would be ok with this?" My aunt asked.
"Of course not. He would lose it if I got or gave anyone a lap dance." Theresa said in a calmer voice. She almost seemed sad that she was realizing her fantasy of the male stripper probably wouldn't happen the way she envisioned it.
"See, that's why we are not going to get a stripper." My aunt said.
At that moment another one of my moms friends, Lori, walked up to us.
"What's all this I'm hearing about a stripper?" Lori asked.
"Theresa wants to get a stripper for my bachelorette party." My aunt replied. "But we just reminded her that her husband would not be on board with it."
"Well, eventhough Theresa is out, I'm game for a stripper!" Lori told us.
"Wait, wait, wait. Hold on. I'm not out on getting a stripper." Theresa told us.
"She just hasn't figured out how to get it by her husband." My aunt said.
"Don't forget she is also giving him a lap dance!" I made sure to tell everyone. I was really liking the idea of Theresa giving a lap dance and felt it was good to bring the conversation back to that.
"Oh really? Theresa, a lap dance?" Lori asked.
"Yes, why is everyone doubting me giving a lap dance?" Theresa asked.
"Ok, let's make a bet then?" Lori said looking at Theresa and putting her hand out to shake on it.
"You want to bet on it?" Theresa asked. She seemed very hesitant to put her hand out to shake Lori's.
"Yes." Lori replied still holding her hand out.
"Well, I'm not betting anything on it." Theresa said.
"Why not? If you are going to do it, let's bet on it. Come on, it's just for fun." Lori said.
"Sure, whatever." Theresa said but did not shake Lori's hand.
"Would it make you feel better if we call it a dare?" Lori asked.
"Sure, so you are daring me to give a lap dance to the stripper when we get one. Right?" Theresa clarified.
"Exactly!" Said Lori.
"You are going to look bad when I complete your dare." Theresa said.
"I just want to remind you two that it's my bachelorette party and maybe I don't want a male stripper." My aunt said coming between them.
"Oh, you are getting a stripper!" Theresa shot back. I could tell Lori had gotten to her. The best I could do was assume that Theresa and Lori were competitive with each other. Watching Theresa get all worked up was turning me on. Normally she would sit in her chair very classy and lady like. With her exchange with Lori, she was moving all around her chair. I kept watching her cross and uncross her legs. I watched her dress keep moving higher and higher on her thigh. I kept trying not to look but I was getting more and more turned on.
She caught me a few times looking at the legs. I really think she knew I was getting turned on by her. Maybe it was Lori or maybe she was ok with me checking her out. I knew at that point I needed to leave the room or I was going to do or say something stupid.
"Well, it's been fun hearing this lively discussion on male strippers and lap dances, but I need to go. I got stuff to do!" I said with a smile and got up from my chair to leave.
"Are we boring you with our lap dance discussions?" Lori asked.
"Oh no, I found it very interesting. I really just have things to do." I replied.
"I think we get the hint. Us forty year old ladies just aren't as much fun to talk with as those college girls you like." Theresa said.
"Well..." I started to reply.
"Speak for yourself Theresa, I'm every bit as interesting as college girls these days." Lori said cutting me off from finishing my sentence.
"Well, I am too. I mean of the two of us, I'm the one going to give a male stipper a lap dance." Theresa said to Lori.
"Whatever, we will see that when it happens." Lori replied back to Theresa.
"It will happen." Theresa continued to stand her ground.
"Would you want Theresa to give you a lap dance?" Lori suddenly asked looking right at me.
"Who? Me?" I asked looking around and saw all eyes looking at me, especially Theresa's.
"Yes, of course you. Would you want Theresa to give you a lap dance?" Lori asked again.
"Uh, well, I. A lap dance?" I asked as my mind raced trying to figure out how to answer that question.
"Ok, relax. Deep breath. Let's say you had the choice between one of your college girl friends and Theresa, who would you want a lap dance from?" Lori asked.
Once again, all eyes were on me. Theresa seemed to really be wanting to hear my answer. I'm not sure if it was because she wanted to know if I found her attractive or if it was her just hoping to show up Lori.
"Definitely Theresa. I can tell she has some dance moves that would blow away any of these college girls." I answered.
"See there. He knows what he is talking about." Theresa proudly proclaimed.
"And on that note, I am off to do other things." I told the ladies.
I left the kitchen and went down to my bedroom which was located in a large walkout basement. My parents lived on the side of a hill and finished out the walkout basement. It made for a great entertaining area. It was a large space that had a TV room and then a separate bedroom. The TV room had multiple couches and a pool table.
I had been down stairs a while watching TV when I heard footsteps coming down the stairs. It was my aunt, Theresa, and one of my aunts friends. They came down to see about using the space for a get together.
I mostly ignored them as the went out a sliding glass door which lead to a pool. They stayed outside and talked for a while. I kept staring at Theresa. I watched her walk in that dress and those heels. I knew earlier that her dress was short but I didn't realize until now exactly how short it was. I found myself getting very turned on. I thought about her giving a lap dance and how sexy it would be.
Just as I was completely into a sexy daydream about Theresa giving me a lap dance, they turned and walked back into the TV room. I quickly grabbed a pillow and covered up my erection.
I knew they had to have known since the pillow I grabbed was smaller and placed right at my crotch area.
"Everything ok?" My aunt asked.
"Oh yeah, all is good." I replied trying to look only at the TV.
My aunt and her friend headed to the stairs to leave. Theresa was behind them. Theresa paused and looked at something in the floor a few feet away from my on the couch. She then reached down to pick something up. My eyes watched her legs in her dress and heels as she leaned down to grab it.
"Someone dropped a button" Theresa said as se reached down to pick it up.
"Really?" I said. That was the best I could come up since I wasn't sure what she said since I was so into looking at her legs.
"Yes." Theresa said looking back at me and catching me looking at her legs.
"Maybe it's mine, I don't know." I replied.
Theresa stepped toward me and handed me the button. When I reached out to grab it, the pillow dropped. I quickly sat up on the couch trying to hide my erection.
I know Theresa saw but she didn't say anything. She just kept casual and looked around the room. My aunt and her friend had gone upstairs and it was just us two.
"This is a great room for entertaining." Theresa said.
"Yes, I've hosted a party or two down here." I replied.
