Where it happened: Wisconsin
Langauge: English
Sex: Male
Rating: 3
Category: Straight
I had moved away from my birthplace outside of Milwaukee, Wisconsin to Tennessee at age 12.
The move was pretty rough on me and I spent any and all vacations available
back “home” in Wisconsin. When I visited I stayed with my best friend, Eric.
My new life in Tennessee hadn’t been going so well, and it took me a long time to make friends. Girlfriends were
out of the question. Fortunately, this didn’t matter all that much because for some
reason beyond my realm of understanding the girls loved me in Wisconsin. As a result,
I made up for a lack of female companionship on these frequent
visits.
On one particular summer visit, Eric was working a lot, and I spent most of my time with my friend Tony and his girlfriend, Trish. Trish’s friend Sue had developed a crush on me.
As a result, we all spent a lot of time together, double dating and such.
Sue and I were getting along fabulously, which was amazing to me because she was 19! Throughout the first few days of our tryst, kissing and petting marked the end of each night.
One day I was out with the “gang,” coming back from the mall. We were all
crammed into Phil’s car. Phil, Eric, Tony, Frank, T.J. and myself. Everyone was talking about
sex and their experiences. Then T.J. asked me when I had first lost my virginity. Regretfully,
I had to reply that I hadn’t. A resounding “What!??” was the overall response from my
shocked companions. They had assumed I was just as desireable to girls in Tennessee as I
tended to be to the girls in Wisconsin.
Before I knew what was happening, they pulled up in front of Sue’s house at about 3 in the afternoon.
They pretty much kicked me out of the car and said, “Don’t come back until you’ve gotten laid.” Not
having much choice, I walked up the driveway to Sue’s front door and knocked. Amazingly enough, she was
home and would you know it, alone. After a few minutes of small talk, “What the hell are you doing here?” and
the likes, we were on the couch making out. We quickly move to her room and began stripping off our clothes. I couldn’t
believe it. Was getting laid really this easy?!
When we were both naked, I whispered into her ear, “Do you want to do it?” She said yes and I proceeded to
try to enter her. I couldn’t for the life of me get it in! A combination of inexperience and having a pretty
good-sized member conspired against me. Sue, tired of my fumbling, attempted to rectify the situation, but even
though she appeared ready enough, she too had trouble. One tug too many resulted in me losing my
erection. The horror! I could barely believe it was all happening. Here I was about to lose my virginity and
and I was getting soft. I told her to hold on and bolted to the bathroom where I attempted to regain my “composure.”
No luck! I came back shameful and disheartened. She said “I guess it wasn’t meant to be.” No sooner than
she finished this agonizing statement did her parents pulled up the driveway. She shrieked, “Get your
clothes on and get out, quick. Meet me around the corner.” I quickly dressed and jumped out her second story
window, ran around the corner and waited. She came out
ten minutes later and took me home. We didn’t talk about it much but FAILURE was resounding through my tortured mind.
I had lost my chance. I was in agony.
Thank God for my determination and some tremendous luck.
Two days later Phil and I attended a party in the middle of nowhere. It was at some kid’s empty house he and his parents
had just moved out of and he still had a key. Phil got hammered and I had to drive him home. I was only 15 and didn’t even
have a learner’s permit. As we were leaving, Sue was coming in. Oh, the humanity. I said a quick hello and reluctantly took
Phil home. We drove dark winding roads along Wisconsin farm land. We probably made 20 turns. Finally, we pulled up at Phil’s
house. I put him to bed and jumped back in his car. I was going to go back and get Sue to finish up what we’d started the
day before.
I don’t know how the hell I did it, but I made it back. I went into the party, grabbed Sue and took her with me back
to Phil’s. We jumped onto Phil’s parents king size waterbed and started in. Soon we again came to that crucial point of entry. I was
not going to screw it up this time. Using my finger as a guide, I entered into Sue’s silken walls. The feeling was exquisite. I was
having sex. Believe it or not I lasted quite a while and I got to try several positions, Sue on top, spoons, etc. Concerned about
pregnancy, I pulled out of her at the moment of climax, covering her belly with semen. I quickly ran to get something to clean her up and
when I returned Phil was standing in the doorway of his parent’s bedroom. He was staring at Sue’s naked, semen-covered body! He slurred, “Sue, are you
naked?” I quickly routed him back to his room. I apologized to and cleaned off my new lover. I then rolled into her warm embrace thanking my lucky stars
that I actually found my way back to the party.
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