My first time to ever tell this story. This is absolutely true, from start to finish. Hope you enjoy, I know I did!
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Tina was always a lady that I would catch myself staring at. There were a couple of occasions that I would catch her staring back, but I didn't think much of it. I was in college, single, and she was married in her early 30's.
I am the athletic type, about 6'2" tall, not overly muscular though. I played basketball in college, so I was always in good shape and fit. I was a good kid growing up, never drank, never smoked, never did drugs, never had sex... That's right, I was a 20 year old virgin, and I was really shy around the ladies. Tina was about 5'4" tall and has an amazing body. I loved staring at her ass as she walked by me at church or in the grocery store.
When I was a sophomore in college, I went on a cross country trip with some adults to Michigan. We all stayed in a dorm type facility while we did some work in the area. One night, Tina and I had been talking a little bit. She was trying to set me up with a girl that she worked with, so we were discussing my love life a little bit. Her husband didn't make the trip, and she was a little flirty as we talked, but I didn't think anything of it at the time. She left for a little bit to use the restroom, so I went to take a shower and digest a little of the conversation that we had been having about this friend she had. When I came back, I found her in some really short shorts and a t-shirt. I was fairly certain she was not wearing a bra. I could see her nipples poking through the thin t-shirt material.
That's when she caught me staring for the first time. She didn't say anything, just smiled and looked away for a second. I looked down to make sure my fully erect cock wasn't sticking out of my gym shorts, and that's when I looked up and caught her checking me out as well. I kept thinking to myself, 'she is married, there is no way she would be remotely interested in me'. I couldn't take it anymore, I had to go somewhere and take care of myself so I would be able to sleep that night. The next night was more of the same, a little flirting, but she was very discrete about it. The other adults we were with knew she was married, so she didn't want it to get back to her husband that she was flirting with this younger guy while away on this trip. Funny thing was that we never once talked about sex or anything that could happen between us, it was mostly about this girl she was trying to set me up with.
We get back from this trip, and I ended up dating this girl, Julie, for a few months. Julie had moved in with Tina and her husband because of a falling out with her roommate. I ended up spending a lot of time and Tina's house because I was there to see Julie. We would go to her bedroom and make out, play a little. I never could get the nerve to have sex with her. We even sat there naked together just making out. She was a hot little redhead, perky breasts, and a rocking body. I loved getting her naked. I could tell that she wanted me, but she knew that I was a virgin and she wanted to make sure that I was ready. I can remember Tina yelling at us down the hall to turn the lights back on or to open the door. Julie and I joked that she probably just wanted to watch us anyway.
A few months went by and Julie and I broke up. She moved out of Tina's house that same week and I never really heard from her again. Tina caught me one day and asked what had happened, I told her that I wasn't sure, but something just didn't feel right. I asked if I could come over to her house and talk to her again sometime. She told me that she would call me the next day and we could talk.
The next morning, I get a call from Tina. It was 6:30 in the morning, fortunately I was already awake even though I was on Spring Break. I answered the phone:
"Hello? A little earlier than I was expecting, you alright?"