The one time Whisper really worked out [long-ish] [MF]

Whisper is a mostly garbage app, but that hasn’t stopped me in the past from downloading it and seeing what’s up nearby especially when I’d travel for work (back when we traveled places, that is). A few years ago I went to Seattle and the first night I was trawling Whisper, skipping over all the artlessly thirsty posts from guys, and one caught my eye. It’s been a few years but it was pretty clearly from a girl in the Bellevue area who wanted an afternoon fling the next day. I’m skeptical of any post n Whisper but I hit her up and we got to talking. We never exchanged information, not even names, but we did eventually swap some verifiable pics and…honestly I don’t know how it worked out but she was pretty hot. Skinny body, small tits, a nice ass and just….very slutty.

We agreed that we could have some fun together and arranged for me to come to her place after work the next day. During the day she sent a couple pictures from work with her skirt hiked up at her desk, and I couldn’t wait to see that tight little shaved pussy in person. Work finally ended and I hopped in an Uber to her apartment complex – traffic was bad but I made okay time, she however got stuck for about half an hour, so I sat in her apartment office waiting area just biding my time and nursing an raging hard-on.

She finally told me she was getting dropped off so I stepped outside as she came up by the office – she was in a knee length skirt and a sort of tight blouse, nothing crazy but a little sexy. We barely even spoke outside, I think we were both acutely aware of being total strangers just meeting on the sidewalk who would be fucking in about a minute, so I said “hey there” and just followed her to her apartment. Going up the stairs I couldn’t help but run my hand up the back of her leg and onto her ass, which she didn’t seem to mind. I’m quite dominant and she made it very clear she was submissive, so I knew once we got inside I’d be going at her pretty rough and it was weird to be so restrained outside as she opened her door.

We stepped inside, she dropped her work bag and I dropped mine and I immediately pushed her back into her closet door – which came right off its rails, so she had to fix it real quick. Sort of a weird start. But knowing that would break I opted instead for the wall near her door which I pushed her back into, immediately kissing her and sliding my tongue between her lips which she hungrily returned. With one hand I held her wrists up above her head while my other hand slipped down to pull up the front of her skirt. She wasn’t wearing any panties, and I commented that if I’d known that I would’ve been fingering her before we even got inside – she smiled and said she wished I had. I let go of her wrists long enough to use both hands and undo her blouse, then reached back to unfasten her bra and let her tits free. They were small but her nipples were standing straight out, so I moved a hand to her neck instead and knelt down to take one, then the other nipple in my mouth, sucking and biting them while she started to breathe fast and moan when I used my teeth.

I love going down on a girl and I wasn’t going to skip that here, so I tugged her skirt down to the floor so she was completely naked (I was still fully clothed at this point), and got down on my knees to run my tongue up her inner thigh and along her lips up to her clit. She was already wet, and I could see it, but I wanted to taste her and she wrapped her hands in my hair and pulled my face in so I could really work her pussy. This went on for a few minutes until she said how unfair it was that she was naked and I wasn’t, so I stood up and told her she could fix it if she wanted.

She pulled my shirt over my head and then went right to undoing my belt, then my jeans, then pushing that and my boxer briefs down to the floor. My cock had been hard for…fuck, probably an hour by now so that sprang right out and she dropped right to her knees and took at least half of it right up to her throat. It was sort of surreal that I had met her in person maybe…10 minutes prior and here she was, naked, sucking my cock, but fuck it felt good. We both had things to get to later so I knew we didn’t have limitless time, and I really wanted to fuck her, so after a minute or two I pulled her up, moved her over to the couch, and then turned her around to bend her over the back of the couch from the side. Her ass was amazing looking, and her pussy was soaked and running down her legs while I told her I was going to fuck her. I should mention it was unnaturally hot in Seattle and she didn’t have A/C, so I was already sweaty but there was no way I wasn’t going to give this absolutely everything. I lined up my cock with her tight little hole and started to slide inside, continuing until I was buried to the hilt inside her. She cried out, and I wondered if her neighbors would hear with all the open windows but I mean…her place, her rules haha.

I started somewhat slow but we both wanted this to be rough so I pretty quickly picked up the pace until I was just hammering her pussy form behind, one hand in her hair pulling her head back and the other on her hip to pull her back into me with each thrust. Her pussy felt amazing, my balls were slapping her clit and her moans were driving me crazy but then she said the best thing: “I don’t know if I can take you in my ass, but I’m willing to try.”

Did not have to tell me twice. I asked if she was sure and if this was the best position and she said yeah, think so – so I pulled out of her pussy and knelt down for a moment to slide my tongue from her clit, along her now gaping slit, and over her ass while I darted my tongue into a couple times and spit on to make sure it was good and lubed. I stood up, put the head of my cock at the entrance to her ass, and slowly started pushing forward. There was basically no resistance – either she was super turned on or we just got lucky, but I pressed forward until my cock had disappeared in that tiny hole and she basically screamed into the couch cushions. I started picking up the pace again until I was again just pounding her from behind. I told her I was going to cum soon and she started yelling “cum in my ass” over and over (guessing her neighbors got a good idea of what she’s into). I could tell she had already cum at least once during this so I let myself go, pounded her even harder as I felt my orgasm building until she started to just straight up scream and I let out a loud groan as I shot my load deep into her ass. When I pulled out she told me to be sure to watch my cum drip out of her, which I did and was…pretty fucking hot.

We cooled off, used the restroom and sort of hung out in her living room naked talking about books and movies she had. She was laying on a bench sort of thing and her ass looked so good, eventually I started sliding my finger along her pussy from behind and then stuck one finger in, then a second and she started moaning again. My cock was getting hard and she said “come with me” and pulled me into her bedroom, laid down on her back and spread her legs wide. I got on top, and she guided my cock into her pussy and then grabbed my hands and said “no, up here” and put them on her throat. I tightened my grip on the sides while I started fucking her, and her eyes rolled back in her head. Her bedroom was even hotter than the rest of the place so I was legit dripping with sweat but we were lost in just fucking and sweat and moans so who cared. She came fast, maybe in a minute or two, and by the time she came the second or third time I let go too and pumped my cum into her pussy (we had discussed testing and BC beforehand).

I had to get to a work dinner and she, amusingly, had a date coming to pick her up so we cleaned up, made out for a second (which if I’d had more time…) and said maybe we’d do it again some time. We almost did, but I think that date ended up getting pretty serious, sadly. Still, that who escapade is why I still hop on Whisper now and then…especially if I’m ever in Seattle.

Source: reddit.com/r/gonewildstories/comments/go411q/the_one_time_whisper_really_worked_out_longish_mf