Where it happened: front seat of truck
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My first time was on my 18th birthday, while I was in my freshman year in College, in the Upper Midwest. While I had fooled around with a few girls, nothing had gone too far up until that point, and a shy streak kept me from pursuing as many ladies as I would have liked.
I met Ruthie my first day of classes and was immediately smitten! She was good looking, for sure, but she had more than that. Whether it was a smile, a playful slap, or batting of her eyelashes, she had that certain something that turned guys to jello. Her most incredible feature was her blue eyes, which absolutely sparkled, and when she looked at me, I swore she could see right into my heart and read just what I was thinking about her.
As our casual friendship grew, I learned that she had a boyfriend back home, though things seemed a little rocky. She learned that my birthday was coming up and suggested I go out with her and her roomate to celebrate. With a doctored ID, we headed across the state line where the drinking age was 19. She was already 20! After a few drinks we headed back, got a few more beers and a pizza, and soon her friend said she should go home, leaving just Ruthie and I.
We drove and talked for a while, and then I decided to park in the county, where the lights of the sleeping college could still be seen. After summoning all my courage, I leaned over to kiss a girl who most would say was clearly out of my league. Fearing rejection, I was instead greated witht the warmest, softest kiss in the world.
We kissed, touched and cuddled, and soon began removing our clothes. I remember fondling her pert breasts, and wetting my fingers in my mouth to tease her nipples, something she told me years later turned her on like nothing else! Soon, I had my hand down the front of her jeans, exploring her delicate pink folds for the first time. I knew I was in heaven, and she seemed to be in her happy place too!
Once we were undressed, she straddled me as I sat in the passenger seat of my subcompact truck, impaling herself on my erection which felt like it would burst. She rode me that way as we ground out our passion between us. At one point, she stopped to tell me that it was safe to cum inside her as she was on the pill.
I lasted much longer than I would have expected, but soon I could hold back no more and came inside her. I wasn’t sure if she climaxed, so kept going anyways until we were exhausted. She had climaxed, she later told me, but I had missed the signs. Inexperience!
After a time, we got dressed, and headed back to town. She turned on the radio, saying that whatever was on would be “our song”. Whenever I hear “If you get Caught Between the moon and New York City”, I think of that night. The evening ended with another long kiss outside her dorm.
We were together a few times that fall, but she patched things up with her boyfriend, who she went on to marry and have kids with. I too got married, have kids and we keep in touch by email. I suppose a perfect story would have had us in a beautiful hotel room, and us living happily ever after, but I wouldn’t trade my first time for anything!
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