[jackqx4]

I forgot to mention when I lost my virginity, of course. Seriously, I doubt even a fifth of men make it past the 2 minute mark of feeling exquisite pleasure envelop your penis for the first time.

Kristin was a freckled red-headed girl who happened to be my best friend. We also dated briefly although that largely was a bad idea. We did, however, fool around quite a bit. The second time I saw her naked we 69ed on my parents’ bed. She blew me several times but the strange part is I never finished. Not once. It wasn’t for lack of trying! She would work on my dick but I would feel strong pangs of anxiety at the prospect of shooting in her mouth. Oh my God, what am I supposed to do with my penis in a girl’s mouth. How dumb is that in retrospect, seriously. The skills on my part at the time were also sadly lacking so she never finished for me either.

I have to confess, and I’m sorry for all the female OCC readers ahead of time, the first time I saw, and smelled, and tasted, Kristin’s pussy, I was appalled. A bush would be one thing but Kristin had a lot more hair than I was prepared to encounter. It made her vagina look more like a thorn bush waiting to ensnare my penis as if in a bear trap. I soldiered on fighting Charlie in the bush when I was going down on her but I could not get over what is this awful sour flavor on my tongue and why do you smell like a wet dog? Most of that was naivete and ignorance, looking back, because I met her ten years later and she looked, mmm, so fine. I went from a stupid no oral rule to wanting to dive face first into the pussy.

I’m hanging out with her at a mutual friends house consuming various illicit substances. At the time, I was actually more interested in Kristen’s friend Bethany who had the biggest set of perfectly round gorgeous tits I had ever laid eyes on. Instead, Kristen ends up alone with me on her friend’s bed and we start fooling around. She doesn’t even have her clothes off and I’ve barely even made my way under her shirt when she reaches over to the bedside table. And pulls out a condom.

Like we all do on momentous occasions, I shrugged my shoulders and muttered “OK”, as if I were being asked to complete a chore. I was attracted to Kristen but I didn’t really want to give her my virginity, especially since all my attraction that evening had been focused on Bethany’s exquisite features instead of the more homely but cute Kristen, who happened to have my cock in her hand. When a girl has your essence in hand, she has basically made the decision for you.

She helped me with the condom and like a deer in headlights I was confronted for the first time with entering a woman. She gently and slowly guided me into position and I entered her. I had never felt warmth and electricity surround my cock like this before. It didn’t escape the attention of my penis since after a few strokes I started to blow my load into the condom. I tried to hold back but I couldn’t, and because it wasn’t conscious, I didn’t even feel anything either other than the shock and spasms of my body.

After sheepishly trying to pretend like I could go on, things went soft and you would figure that was the end of it. Nope! She is all set for round two and feverishly trying to wrap a condom around my dick which is shrinking at an alarming pace. God love her, she tried and tried to bring me back in the game. She wanted it and she wanted it now, but ol’ saltpeter had apparently gotten to the fruit of my loins, limp as a wet noodle. I sat there feeling helpless and ashamed, too guilt-ridden to appreciate I was in a bed with a half naked girl who WANTED me, without once thinking about “Hey, how about start her fire instead and then work your way into it” which is what any Goddamn rational adult would think. Good rule of thumb when you are losing the heat of the moment: focus on her.

We stayed friends after and I did finally end up giving her my seed when she gave me an epic blowjob. That, however, is a story for another day.