How I (19m) learned to be more careful

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Posting this story because it happened (at least the first part) on New Year’s Eve/New Year’s Day 2011-2012, and I still think it’s hot.

It was halfway through my freshman year of school. I was kinda-sorta dating a junior girl named Kat. Things had gotten complicated with her over winter break, which is why I say kinda-sorta. To put it bluntly, neither of us were very mentally healthy people, and she was a chain-smoking, alcoholic nymphomaniac, whereas I was a bit of a pot-smoking satyriasis (look it up). She had rekindled a relationship with her ex by the time I returned from my parent’s house to my friend’s apartment on New Year’s Eve. I was already drinking, already stoned, at a NYE party in this apartment when she called. She wanted to see me. She sounded pretty drunk. I tried making an excuse that I was hanging out with my friends, and she said something like,

“It’s okay Tom, I’m drunk, I get it, don’t mind me…”

Basically, some emotional blackmail. I decided that I’d go see her, mainly because getting laid sounded fun. Over the phone, I worked out a thing with her friend Renata’s boyfriend, who came to pick me up in his jeep and drove me to the trailer park (yes, this was that sort of place) where Renata’s party was happening.

There weren’t many people there when I arrived and Kat was in a good mood, surprisingly. She was a lanky woman who looked a bit like a 50s actress meets goth chick. She had curly jet black hair, and a bucktoothed smile. We drank her vodka and smoked some clove cigarettes. When everybody else who lived in the trailer (Renata and BF, plus their roommate, Jen) had gone to bed, Kat and I unfolded the pull out (ha!) couch and got busy. We kissed while we undressed each other. I ate her out and she seized at my nape. We had sex and she left her t-shirt on. I hit it raw. She was on the pill and we did not use a condom; we never used condoms. She cupped her hands over my butt and pushed me forward and I took the cue to really give it to her. She was trying not to make noise – her friends were in the other rooms, across thin walls, after all – but I remember her eventually moaning anyway. Between moans, she said she was gonna cum. I spread her legs a little wider and moved a little faster.

She had a bucktoothed O face. I haven’t forgotten that. I came inside her. I pulled out slightly too soon, necessitating some cleanup before we fell asleep.

I remember feeling, by the end of the night, with her arm around me, that maybe we were reconnecting, maybe she’d shrug off her much older, creepy-sounding ex and we’d get back together for real.

…the issue being that about two days later, I, too, was fucking someone else. This girl in my dorm who I’d known for a while named Cheryl. We’d had a mutual interest in each other for a few months. She was a innovative writing major, like me, with buzzcut blonde hair.

She did not bother announcing that she was gonna cum, though she sure seemed like she did, as I remember it. She did not have buck teeth.

As with Kat, I was hitting it raw. I don’t even know if she was on the pill or not.

Then Kat and I had sex again, like the next day – this time it was much more tense and awkward…then we formally ended things a week or so later.

ELEVEN MONTHS LATER:

I’m at a different school. I transferred to a school in Boston, to be closer to home. I was trying to put the crazy confusion of freshman year behind me (though I wasn’t entirely successful). One of my friends from that first school, who was also a friend of Kat’s, contacted me. He told me she was engaged, and had had a kid. I panicked a little. Similar to how I panicked a little when my groin started itching towards the end of May and I thought if this was my comeuppance for all the unprotected sex (it turned out to be nothing). Except a little worse. I went to her Facebook and looked at all the pics of her baby, seeing it resembled me even slightly.

What I discovered was: she was very confident it was this other guy’s kid (NOT her exes lol) who she had begun seeing immediately after we broke up for good. She was engaged to this guy. They were getting married in a month.

I decided then and there: begin wrapping it up more often, dude. I don’t care how much you enjoy the feeling of a wet pussy. WRAP. IT. UP.

Was I perfect about this resolution?

NO.

If no condom was available, did I at least check to make sure the partner’s I was with afterwards had a clean bill of health plus were on the pill?

…MOSTLY.

(By the way, this was not meant to be a lecture on safe sex, just a fun/sexy story).

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NSFW: yes

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