Thank you Tindz, for my First Hookup [FM]

Hey there Reddit! Obligatory “long-time lurker, first time poster” & some backstory. I am a lady in her 20’s who’s really coming into her own, and might have a story or two to show for it. If you just want something steamy, you can skip a bit to **** ;)

I was raised in a very conservative/religious environment, to the point where I thought I was asexual. Boys were literally the devil, and I’d rather have science and 30 cats, thank you very much. But, as things tend to do, once I left for college and left an ill-fitting faith in the dust, I realized something about myself: I am a MAJOR slut. It took a few more years to come fully to terms with this, and occasionally life /does/ get in the way so my slut-sona has to take the backburner. But, once I started dating my current bf it was very apparent that slutty Penelope was here to stay.

So the story begins, with my being in a long-term, long-distance relationship (a la grad school), and also absolutely insatiable.

When we first started dating, the bf had mentioned that he is super into the hotwife/hotgf kink. He loves a woman who’s in charge of her sexuality, who knows what she wants and takes it. I was initially opposed, but we would talk about it while we sexted with the caveat that it was fantasy, and that we were still a completely monogamous couple.

Well, the longer I was dating him, the more I trusted him, and the more stressed I became from school, the more I craved some hot and sweaty sexual release that is just not as easily provided with batteries and porn. Plus, a part of me liked the idea of parading around in slutty clothing, seducing men and then coming back with gw material to rehash over Skype with my bf. It had been a long time since we’d last talked about it, and so I approached it kind of like this:

Me: Hey bf, I’ve been soooooooo horny lately, and I was thinking…are you still okay if I maybe make out with other people, like at the club and stuff?

Him: Ofc! But is that /all/ you want to do?

Me:…okay, and maaaaaybe fuck them >///<

We had a really productive (and hot) conversation about boundaries, what we were looking for, and all that jazz. Armed with my guidelines, I created a tinder profile for the first time ever (nonmono relationship status front and center in my bio) and began to experience the joys and dread of swiping.

I had originally planned a date with a cute anarchist who loved handjobs, and I was looking forward to it in more ways than one. Then his work life got really busy, he bailed, and never responded to my messages about a new date time. This left me hornier than ever before—a slight breeze had my pussy slicking up, and I was really worried that my coworkers could smell the eau d sexually frustrated vagine. This lead to more swiping, more messaging, and finally the match that I dubbed “Soft Boy” (his skin was ridiculously soft) after our first encounter. He was Instagram model gorgeous, tall and kinda lanky but muscular, with beautiful curls.

The problem with the pretty boys is that their conversation is SHIT. I was trying to talk to this guy, and he was responding but not really giving me anything to work with. However, ya girl was just really down to fuck, and so I asked him to coffee. He said yes, we set up a meeting at a nearby coffeeshop in 30 minutes, and I was asking myself “shit, is this actually happening?” 48 hours prior I had never used tindz, and now I was waltzing off to meet my first date in thigh highs and combat boots. I’d donned a lacy black thong and coordinating bra for confidence, and swayed my hips with every step to deal with my nerves. I was a little early to coffee, and sat watching from a window as he walked into a nearby convenience store before coming over to the shop. “Is he buying condoms? Is this really happening?” I thought, sipping a hot latte. He arrived and ordered a chai, I jittered from caffeine and anticipation, and we talked about nothing much.

He was even cuter in person and his voice was a bit higher than I’d imagined. He was wearing glasses with thick frames, and I loved the kind of bookish hipster vibe he had going on. We finished our drinks, then went for a stroll around the park while I was weighing the pros and cons of going back with him. He lights a cigarette and takes a drag before asking “Hey, do you want to come back to my place?”

Nervous, but resolved in my sluttiness/horniness, I agree and we walk a few blocks to where he’s renting a house with some friends. We go to his room, which has very “college boy” vibes in that it’s not heavily decorated and is dominated by an unmade bed. We start to kiss lightly, and I breathily say “Hey, I have to tell my bf that this is happening.” He smiles and I fumble a quick “Bf! It’s happening, love ya” before Soft Boy pulls me onto his bed so we can make out.

****

His kisses were quite forceful, and he used a lot of tongue. My competitive nature drove me to keep pace and although my preference is for the lighter, teasing kisses (still with lots of tongue) I found my nipples hardening and felt the slight beginnings of wetness as we kissed. I rolled on top of him and used my weight to pin him down, nibbling his lower lip, trailing kisses to his neck where I bit lightly—no hickies, although they’re my favorite, because he worked the kind of job where you get seriously reprimanded or worse for them.

Straddling him with my wet pussy pressed against the growing bulge in his pants, I peeled off my shirt. I was disappointed that he went immediately to unhook my bra instead of admiring the sight, but quickly recovered as he roughly grabbed a tit and started sucking on my nipples. Normally, my breasts aren’t very sensitive, but that night it had me panting and gasping. With my next breath I pushed him off and said “Strip. I want to see you naked.” He hastily pulled off his sweater and then his jeans and underwear, and I was rewarded by a soft but muscular physique. This is where he got the nickname “Soft Boy” btw, he had the softest skin I’d ever touched! I was also wildly impressed—his cock was thick, long, uncut, and honestly quite a bit like my bf’s! I felt like I’d won some kind of hookup lottery.

Not able to contain myself any longer, I reached forward and brought his dick up to my lips, teasing a little around the tip with my tongue as I got more acquainted. I slowly wrapped my lips around the head, looking up at him as I slid his shaft as far down my throat as possible without gagging. He just moaned “fuck” softly, and tangled his fingers throug my hair while my blowjob got increasingly sloppy. I played with his balls lightly as I worked his cock up and down, every once in a while pausing to let it leave my mouth with a POP. He would shudder, I would lick up the side of his cock and then slowly tease back into a coherent rhythm.

His moaning got louder until he forcefully pushed me back, face flushed. “Your turn,” he said, before picking me up off of the floor and onto the bed. He ripped down my skirt and panties, but left on the thigh highs, and started kissing down my belly while roughly squeezing my tits. He stopped right above my recently waxed pussy, and his hot breath made me shudder in anticipation. He began to lap at my clit and then up and down my slit, pausing to comment on how nice I smelled and what great noises I was making. He began to finger me as he sucked my clit, slipping one then two then three fingers into my wet and ready pussy. I could just barely manage a little instruction as to which tongue motions felt best between my gasps and moans.

I was beginning to get lightheaded when he stopped sucking and asked if he could fuck me. My lips curled into a smile as I purred “of course.” He retrieved the newly purchased condoms from his pants pocket, but I took the box from him and playfully selected one from the package. I forced him back down on the bed, sucking his cock while I unwrapped the condom. I slipped it on, and then lowered myself slowly onto his cock. I savored every second of that entry, but it was especially hot how he moaned when I bottomed out. I began to bounce up and down on his cock, twisting my hands through his hair and enjoying the forceful nature of his kisses. I could feel him getting close when he abruptly pulled me off, laid me down, and began to fuck me missionary. At 5’ 9”, I’d never been so casually thrown around before and my mouth made a perfect o while he pounded away at my pussy. Now he was in charge, and I was having the time of my life writhing underneath him.

Every time I could feel him getting close, he’d switch positions—we cycled through doggy, reverse cowgirl, a number of just limbs-at-odd-but-sexy-angles positions. All the while, I was rubbing my clit and drenching us both with my juices. I worked myself to the point of no return and came hard but quietly while bobbing on top again, one hand at my clit and the other squeezing my breast. Although I’m usually up for round 2 (and 3 and 7), everything was ON FIRE sensitive, so I gently got off his cock and peeled back the condom. I looked him straight in the eyes and said “I’m going to savor every last drop of your cum” and began the second sloppy blowjob of the night. He was really close, and within about a minute I had rope after rope of thick cum shooting down my throat. I swallowed it all, gently licking the residual from his cock, and then nuzzled up to his collapsed form.

We talked some, cuddled some, before he got up and was like “so, I have to go watch GoT. Text me later?” I hastily dressed and although I was disappointed by the abrupt end to our night, I was beyond excited to tell my boyfriend of my first hookup. I called him and quietly recounted vague details as I walked through the suburbs back to my apartment. Once home, we Skyped and I explained everything in far sluttier detail, coming 3-4 more times thinking about the fun I had (and was anticipating having) with Soft Boy.

Source: reddit.com/r/gonewildstories/comments/d2230q/thank_you_tindz_for_my_first_hookup_fm