The following is a true story.
When I was in college, there was a girl named Trish that I would hook up with. We never dated, but we did have sex off and on during my junior and senior years. Trish wasn't the hottest girl on campus, but she was a great booty call. She's about 6 feet tall, and weighs around 150 pounds. She has D cups, and one of the best asses ever.
Fast-forward 7 years to where things began. I've been married 3 years. I definitely married up, and all things considered, things were going well.
Like every guy, I like to go on Facebook and check out pictures of girls I use to have sex with. On a number of occasions, I have masturbated to Trish's pictures. Towards the end of a heavy night of drinking about 3 months ago, I sent her a message telling her I would be in town for business the following Monday, and asked if she would want to meet up.
The following morning/afternoon when I woke up, I noticed I had a message. Sure enough, Trish had written back. She said she would be around, but said it might not be a good idea since I was married. As I sobered up that day, I began to think it wasn't a great idea, however, I continued to flirt back and forth with her. I left things by sending my cell phone number and telling her to give me a call Monday night if she wanted to hang out.
My flight arrived later afternoon on Monday, and I checked into the Marriot around 6 PM. As I was unpacking, I heard my phone chime. It was a text from Trish, and it said, "wanna hangout?" Instantly I got hard. I had never cheated, and never planned to. I was in a great marriage, and there was no reason to ruin that.
Before writing back, I decided I would meet with her, but wouldn't cheat. I figured it would be fun to get as close as possible to cheating, but not actually do it. I could always just beat off later that night. I wrote back saying sure, but letting her know I didn't have a car. After texting back and forth, she offered to head over to the hotel to pick me up. I gave her my room number, and then continued to unpack.
20 minutes later, there was a knock at my door. As I opened the door, I couldn't help but smile. Trish was wearing a tight gray t-shirt, and volleyball/booty shorts. I instinctively gave her a hug, and felt her tits against my body. She giggled and stated that she didn't think my wife would like me doing that, and I joked back that she won't need to know. As Trish walked into the room, I noticed the back of her shorts said, DARE ME. Damn she had a fantastic ass still, and she had to know I was checking it out.
After about two minutes of small talk, I asked her about her shorts, and eventually got up the courage to ask if she wanted me to dare her. She responded by saying sure, but if I did, she got to dare me.
Without even thinking I agreed. The first dare that came to my mind was for her to do something for my entertainment. I dared her to give me a lap dance. She told me how dumb it was, but agreed. I opened Pandora on my iPhone, and typed in Rap. After skipping a few songs, I found one that was very fitting, Lollipop by Lil Wayne.
As the song began, Trish turned around and began making her ass cheeks bounce. I took this chance to tuck my boner up, and unbutton my pants. She was literally shaking each ass cheek one at a time, and then both of them together. As she turned around, she took off her shirt so she was only wearing a hot pink bra and booty shorts.