The horror stories your parents tell you when they give you the “talk” are somewhat true. Clumsy, awkward and painful, but a great memory nonetheless. My first time… I had no idea it would be my first time. It was my senior year of high school and I had something I would describe as a ‘sexual awakening.’ A.D.I.D.A.S. All day i’d dream about sex! Getting closer to the big 1-8 and being one of the few virgins in my senior class I decided it was time to take charge, so I did.
For two weeks I played out the scenario: I’d ask my boyfriend to spend Friday night with me (parents would be out of town for the weekend), we’d watch a cute movie, get down to business and he’d make me breakfast in bed. I’d have Saturday to recooperate (I imagined sex was some super strenuous activity) and Sunday to brag to my besties.
I wake up Friday morning, start to rethink everything and eventually discard the plan completely. Certain that my cherry would not be popped tonight. The day moves slowly, 10am: breakfast, 2pm: tv, 4pm: my parents leave, 6pm: I’m bored. After suffering what may have been the most boring Friday of my life I decide to text my boyfriend, “come over.”
We went to my room. Things started off as usual. After fifteen minutes we started to make out. Pretty soon my pants were off and I was straddling him. Soon after that I felt his hand slip into my panties. It wasn’t unusual, he had had his hands in my panties a few other times, but this time I felt his finger press against me. It was a strange feeling. So strange infact that I stopped kissing him and became hypnotized by what he was doing. After a few seconds of trying he finally got a finger in. Surprised, I thought to myself ‘well that didn’t hurt at all! I don’t know what all the fuss is about.’ After a few moments of him working his finger in and out of me he flipped me over. He was on top.
After seeing the confused look on my face he said, “Now let’s see if you can take a dick.”
I giggled and said “It can’t be MUCH worse than your finger,” but before I knew it my panties were at my ankles and his dick was pressed up against my lips. My heart starded to race and a million thoughts ran through my mind. He leaned down to kiss me and made his first thrust. I let out a gasp, but we both realized he hadn’t penetrated me. Then another and another and finally I squaled. It was NOTHING like his finger. It hurt each time he pushed into me, so I dug my nails into his back and held on tight. He didn’t make a sound, but I couldn’t help but squeal and moan. Faster and deeper with each push until I actually started to like it. I could still feel the pain, but I didn’t want him to stop.
The whole thing didn’t last long though. Five, maybe seven minutes max. He leaned down and kissed me again. He rolled off of me. He was tired. I was lightheaded. It all felt like a dream. We laid there holding eachother for a while. He got up and went to the bathroom to clean himself off. I got up to look for my panties and to my horror there was a bright red stain on my pink floral quilt! I started to cry. He came in and saw me staring at the spot and held me.
The night ended well though. He helped me wash my sheets and remake my bed. There was no breakfast in bed, but there were cookies and ice cream. It wasn’t the “in a castle on my wedding night” scenario I’ve had since childhood, but I wouldn’t change it for the world.
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