Unsafe Sex [M/F]

*I’m happily married to someone else now, but I had cause to write a short version of this for an AskReddit thread at one point and have wanted to expand on it ever since. First time post and all that jazz. Skip to the bold part if you hate lead-up.*

*And yes, before you post it, I know this was stupid, luckily nothing bad came from it. It was super hot, even if it was also super dumb.*

 

In my late 20s, I moved to a town in the South for a job, and not knowing anyone there, turned to Meetup to connect with people. One of the trips was a lake outing, where I met a lovely young woman I’ll call Jay.

Jay was around 5’4″, with bottle-red hair and a blinding 1000-watt smile; despite her usually-male name, her womanly curves were at least D-cups and were putting some serious strain on her yellow one-piece. As attractive as she was, her personality was the real reason I took notice of Jay that morning: she was a devious flirt, wickedly smart, and enjoyed all forms of wordplay – all of which are candles to my moth.

A little sun, lake excitement, swimsuits, and Jay’s shameless flirting with everyone who was interested made for a very nice day, and I did reasonably well at holding her attention – well enough that I managed to ask her to a play later that week.

There was a pretty immediate chemistry, and I broke several rules in the dating book by asking her on a second date almost immediately. We started seeing each other nearly daily, and Jay used her teasing skills to build up our sexual tension more and more each date without going *too* far, and making us lose control. She wanted to get to know me before jumping into bed, she said.

I think it was our fourth date when I found myself driving us back to my apartment, with my hand making its way up Jay’s skirt. She was wet – very wet – and she was breathing heavily, even before I started stroking her over her stockings.

We made it into the living room, where she pushed me flat on my back on the carpet and undid my belt. Jay proceeded to give me the best blowjob, bar none, that I have ever received. Her style was to go slowly, build up the tension, talk dirty, and generally tease me mind body and soul before sucking me into her mouth and doing lovely things with her tongue. I, of course, was busy undoing Jay’s shirt to free her massive chest, since she was now to far away for my fingers to wander down south.

“Jay, oh god, Jay, that’s amazing”, I breathed at her as she took me into her mouth again and again. This was seriously heavenly, but despite her skill, I’m one of those guys who can’t get off easily, and I’ve never cum from a blowjob. After a while, it became obvious.

“You’re not going to cum?” she asked.

“Sorry, I don’t usually from blowjobs. Maybe we could…?” I head-nodded toward the bedroom.

She gave me a look. “I wasn’t planning on that quite yet…” She appeared to consider for a second, but then she smiled deviously. “Oh well”, she said, in this amazing sing-song that I will never forget. She nodded and I led her into the bedroom.

**Being safety-conscious**, I grabbed a condom from my nightstand. She cutely wrinkled her face at it, clearly not pleased. “I like the feeling without it” she said, by way of explanation. “Have you been tested?” “No.” “Then I can’t, I’m sorry.” I slid the condom on and pulled her onto the bed with me.

The sex was amazing. Jay was by far the most vocal woman I’d been with, and also the most enthusiastic when it came to getting us both off. I’m a super lucky guy in that most of the women I’ve been with can get off from PIV sex, and Jay was no exception – I gave her an orgasm in missionary, and then pulled her on top of me where she rode me to orgasm a second time.

“You still haven’t cum?” She asked, looking at my hardness in the condom as she finished shuddering through her aftershocks next to me.

It was true, embarrassingly. I wasn’t always super successful with women, so having this amazingly hot, passionate, redheaded tease in bed with me had put me out of sorts.

Jay peeled off the condom and started giving me a handjob. “Well”, she said, “that just won’t do. Let’s see if we can fix that.” Jay put every trick she had to work, flirting with her sing-song voice and teasing me with her body.

She threw her leg over me and continued pumping my cock, now bearing down on me from above. “Jay…” I said, worried about how close she was getting to me now that the condom was off. “Shh… just teasing!” she said, licking her lips.

Jay was teasing herself too – her breathing was getting deeper and her chest was getting flushed. She leaned over me to whisper “mmm, you’re getting me *so hot*”. Her hot and dripping pussy rubbed against my upper thigh, making me gasp.

“Jay, you’re getting… too close” I told her, but her only response was to raise herself up and stroke me even harder, pointing me toward her opening. Her chest was heaving, her eyes were closed, and her tongue was sliding along her lips in the sexiest way.

“Jay, we.. we really can’t. It’s not a good idea. It really… OH!” Jay impaled herself on me, sliding me in up to the hilt in one smooth stroke. My brain imploded. The sex was great *with* a condom, but without one, even just sliding into her was heavenly. Jay began to slide up and down on me, slowly at first, but then faster and faster. I could feel the need to cum rising inside of me, and I could tell Jay was approaching another orgasm as well. She sped up yet again, riding me as hard as she could and moaning, and I couldn’t take it anymore.

“Oh god, JAY!” I shouted, spurting inside of her. She shook on top of me as my burst (or outburst) triggered her own orgasm, and we collapsed into a sweaty mess in the sheets.

 

Jay and I had many other adventures in the short time we were together, but I thought of her as more than a FWB and couldn’t handle it when she would flirt or sleep with other guys. We fell out and lost touch, and I later met a very wonderful woman who is now my wife. But that’s a story for another time.

Source: reddit.com/r/gonewildstories/comments/46p4pw/unsafe_sex_mf