"Amber, I really need to cum," I said. "I've been locked up since yesterday afternoon. After your date is over, you usually let me masturbate." "Please let me masturbate, too," said Debbie. "I'm so horny!" "Maybe later," said Amber. "I have other plans for you two first. Now I would like for you two to attend to my feet. On your knees, girls." Debbie and I got down on our knees in front of Amber. She sat down on the bed a...

He rolled off the top of her and settled in beside her on the bed. They continued kissing as they recovered from their powerful orgasms. I just stood there beside the bed wearing my dress with my little penis locked up tight. I watched as they cuddled and made out. Amber said, "Laura, don't just stand there. Come over here and help us get cleaned up." "Do you want me to get some tissues for you?" "No, Laura. Come over her...

I opened the door, and there was Dave, handsome as usual. Dave is a tall man, around 6'2", with a muscular build. He wore a pair of beige slacks with a casual blue shirt. He had on a dark blue sports jacket. Dave was carrying a dozen red roses. "Hi, Dave. Please come on in. Amber will be down in a few minutes." "Hi, Laura. Don't you look pretty tonight? I love that dress on you." "Thank you, Dave. You're too kind." I blus...

It was just another routine day at the office. I was finishing up some computer work as the clock hit 3:00. Only one hour to go. One of my coworkers, Mike, stuck his head into my office and said, "Hey, Larry." "Hey, Mike, what's up?" "Some of the guys are getting together at my place tonight to watch the game. You want to come?" "Yeah, for sure. The Mets should take this one without any problem. I'll pick up a six-pack an...

After a few minutes of rest, Amy said, "We better get cleaned up. Mom will be home soon." Amy took the dildo back to her room, and Kaylee helped me brush out my hair and fix my makeup. We straightened up the bed sheets and made sure there was no evidence lingering of our pegging session. We decided to go downstairs and watch some TV. I went into the kitchen and got a glass of lemonade for each of us. Kaylee and Amy were s...

I was exhausted from the pegging and the powerful orgasm. We rolled over and cuddled on the bed for a while. Before long I had fallen asleep. Megan let me sleep for about an hour. I awoke to her spooning me from behind and kissing my neck. I rolled over to face her, and she kissed me tenderly. I felt that I was falling in love with Megan. I would need to decide how to tell Kaylee that I want to see Megan now. Oh well, I w...

I hung up the phone with Megan. I was so happy that we were planning to get together on Saturday. She told me she plans to dress me up again. And my sister has told me that Megan may want to peg me. I imagined being dressed up at Megan's, and her putting on a strap-on dildo, bending me over, and sticking it in me. I wasn't sure what I thought about that, but as I pondered it, I started getting horny again. I went over to...

Amy shut the door and locked it. Then she turned back to me and smiled. She started walking slowly toward me, moving her hand in an up-and-down motion that mimicked her stroking a penis. I could hardly believe my sister was actually going to jerk me off. I was so embarrassed, I blushed a deep red. I just stared at her as she approached me. Amy walked over to her dresser and got out a pair of pink panties. Then she got her...

After the girls had a blowjob contest and made me cum, Amy said, "OK, now that you took care of that little problem, I think we're ready to go. Let's see if we can fool Mom." Margo got her car keys and gathered up the empty beer bottles in a trash bag. "OK, let's hit the road." As we headed towards the front door, I was getting very nervous about stepping outside dressed as a girl. I was wearing Margo's cheerleader unifor...

I have had such an amazing afternoon with the girls and being dressed as a girl myself. I didn't want it to end. Dressed as Bethann, I had got to kiss Kaylee and Cindy. I really wanted to try kissing the other girls too. Especially Megan. I've always thought Megan was really cute and sexy. I thought that if Kaylee and I ever broke up, I would go after Megan. Sometimes, and maybe it was just my imagination, I thought I not...

"No pictures," I said. "I don't want any of the guys seeing me like this." "We won't show them to anyone, I promise," said Kaylee. "They will be just for us. We will only use my phone and I won't send them to anyone else. Do you trust me, Jon?" "Of course I trust you, Kaylee," I said. "But I still don’t want any pictures." "It will be OK, sweetie. I'll put them in a private folder and no one else will see them." "Oh, alri...

"Yes, that's a great idea," said Amy. "What do you think, Kaylee?" All the other girls chimed in, "Yeah Kaylee, come on let's do it!" "Yes for sure," said Kaylee. "Jon, let's see how you look in a dress! Margo, you don't mind if we borrow some of your clothes, do you?" "Not at all," said Margo. "Let's pick out something pretty for him to wear." "That's not a good idea," I said. "I think this has gone far enough." I must a...

"So what are you guys planning to do today?" my girlfriend Kaylee asked me when I picked up the phone. "Well, all the guys are going to the ballgame this afternoon," I replied. "But I'm not going because I want to spend the afternoon with you." "Oh aren't you the sweetest!" she gushed. "I've got the best boyfriend ever!" Deciding to add a little humor to the conversation, I said, "Is he better looking than me?" "Oh yes, h...

As I sat in the meeting I couldn't take my eyes off her. She was young and so cute and she was wearing a short pleated wool skirt. The skirt was a pink and light blue plaid color. She would cross her legs and pull the skirt down being sure not to show too much. When we went on a break many of us went outside. It was a nice comfortable fall day. I watched as she came out and stood by herself. She took out a cigarette, lit...