How I Lost My Virginity

I gave it away when I was 16 to a guy that was 21. I was part of an advanced placement program that allowed high school students to go to college early and get credit for both (not many of these programs are still operational now, unfortunately).

Our program had Resident Advisors who were regular-aged students, three females and three males that lived on and led each floor and did activities, rounds of the building, duty in the little office of the building, counseling, etc. And I had a HUGE crush on MIke, who was on the first floor male wing as an RA. We had a couple of classes together - French and Art - so of course we had to work on projects together or set up our drawing easels in the TV lounge and sketch together, right? My parents thought it was super cute that I talked about this guy, and my Dad even met him when he came for a Parents Weekend event the program did.

What they didn't know is that one night I sneaked over to his room and had him draw me in the nude and begged him for nearly an hour to take off his shirt and kiss me. I'll never forget how intense that kiss was, how revved up I was, how much I wanted him, teenage hormones screaming at me to throw open my legs and give myself to him. After some kissing and petting, I sucked his beautiful dick. Tried to, I was pretty bad at it having almost no practice. I remember being embarrassed - he had a girlfriend and there were rumors that his neighbors had heard them having sex regularly, so there was no way I could compete. But I was sure as hell going to try. After that, he laid me down on the bed and licked, sucked, and fondled my aching pussy for nearly an hour before finally penetrating me with that same beautiful dick I tried to swallow. I laid there and let him do whatever he wanted, which meant eventually him pulling out with a quiet grunt and cumming all over my stomach. I laid there and just looked at it, feeling it cool. I felt so much triumph in that moment, seeing that cum tinged with pink from the blood of my hymen HE had taken. I had just a little cum in my belly button and on my boobs. I felt like a woman at that moment. He got a cloth and cleaned me up, and I rolled into his chest and he held me. We stayed that way until well after mid morning, thank God most of the floor had class at that time so I could slip out. We skipped French that day just so I could stay in bed with him.

I don't regret anything OTHER than the heartache I got later on - we had two other experiences like this one before graduation. He married the girlfriend about two years ago (before COVID) I don't think she has any idea what happened between us. I ached for him all over when I saw their wedding photos - I'm a woman now, you could have had me instead.