My [F]irst Tinder Meetup Leads to my [F]irst Strapon Experience

After being unsure of my sexuality for a while I ended up sleeping with a girl I met at a club and had an amazing time. I had no doubt that I was bi and so naturally, I did what anyone else would, and went to make up for all the missed time. I downloaded Tinder but it just sat on my phone for a few weeks not doing anything with it because I was worried. Then one night I hung out at a guy friend’s house for some drinks. We were a few drinks in when I mentioned my Tinder and so he nagged me to make one until I felt like I just had to. We looked through all my photos and picked the best ones before trying to come up with a good bio. We lasted maybe three minutes before we gave up and settled on “here for a good time not a long time.” If you have a Tinder you know this is the most basic caption for girls and so I was a little worried, but I thought it got my point across pretty well.

We spent the rest of the night swiping through profiles, talking about each one before swiping, and slowly figured out what my type was. We started getting a few matches and with a few drinks in my system I had no filter on my flirting. Maybe forty minutes into the whole deal my friend and I came across Sabrina’s account. She was a twenty year old with a septum piercing, a flirty bio, and an amazing body. There were some girls that we had swiped right on that I thought were cute but I really thought she was hot. I had thought girls were cute in the past but I had never really been this attracted to any. After swiping through all of her pics a few times, we swiped yes and instantly got a match.

I said I should wait to message her to not look too interested but just as fast as I matched with her she messaged me. She was super flirty off the bat and at this point I was drunk and turned on enough that I went along with it no problem. The conversation turned to sex pretty quick and I mentioned that I wasn’t really sure if I was more dominant or submissive with other girls. I didn’t think much of it when I sent it and was definitely not expecting her response to be “why don’t you come over friday night and figure it out?” I opened it and just stared for a second before thinking up a response.

I kept thinking of our meeting the whole week and when Friday morning came, I instantly thought about my plans and how I needed to prep. I quickly planned my day out in my head with enough time to get ready before we would meet. I went through the motions of the day but had so much trouble focusing, messaging her every once in a while to flirt and plan the night further. Once I was finally back home done with my day I hopped in the shower, cleaned up, shaved, and dried off. I did my makeup and then stood in front of my dresser, completely naked, for the next fifteen minutes trying to decide on an outfit. I wanted something casual but still hot and so I eventually settled on a short white skirt with a skimpy black tank top and some sneakers. After standing in front of my mirror for another ten minutes, I figured there wasn’t much more I could do. I grabbed a jacket and headed out the door to her place stopping on my way to the train to get a bottle of white wine for each of us.

I buzzed into her building and made my way to her door before pausing. This was my first time doing anything on Tinder and I was suddenly worried. What if she didn’t look like her pictures? What if her pictures weren’t even her? What if I was about to get robbed, or kidnapped by a serial killer? But after calming myself down I knocked on her door and perked up, waiting for her to open. The door swung open and she was there smiling, wearing a black tube top that hardly seemed to contain her and a pair of those flared hippie print pants. While I knew I was into girls at this point, there was still something different about her. I had never really lusted over a girl like I had over guys. Seeing her in person and just thinking that she was hot was something I wasn’t used to and so after stumbling over my hello, I came inside. As she led me into the apartment I looked down and saw her ass bouncing with every step, only making things worse for me. She told me to sit wherever I wanted and so I kicked off my shoes and plopped onto the couch, hoping she might sit next to me. She thanked me for the wine as she opened the first bottle and said that she was a bit of a lightweight and would not be able to match me. She came around the couch as I told her it was fine and took a glass out of her hand. She sat right next to me, poured us each a glass, and set the bottle on her coffee table before toasting to “new discoveries” with a flirty grin.

We started chatting and instantly had that connection where conversation just flowed so easily without ever having to think of new topics. We kept pouring ourselves more glasses and eventually finished the first bottle. After looking at each other and hesitating I told her to sit and went to open the next one myself. As we started going through the new bottle the conversation quickly turned sexual. She asked me about my first time with a girl and begged for more details, seeming to love hearing about it. It was really weird to share my sex life so openly with her for some reason. I had done it plenty with girls I was friends with but with actually being into her, it was entirely different. We continued to pour over our sex lives, laughing loudly and slowly moving closer to each other on the couch. At one point I said something that made her laugh and after she stopped we just stared at each other for a second. It felt right and so I closed my eyes and leaned in. Our lips met and instantly I felt her free hand rub against me. She put her glass down and I did the same before she moved me to sit straight on the couch, jumping onto my lap and straddling me.

We started making out, and I was pretty much instantly overcome with the urge to pull her top down. She grinned and slipped the tube top over her head, throwing it off to the side before pulling my head into her chest. I started sucking on her nips and neck, only getting more turned on by her moaning. We made out for a few minutes but it was just so intense and pretty soon after she started working my top off and so I stood up and just said “go ahead” with a grin. I just expected her to do the same thing I did but she came over and immediately slipped my skirt and top off, revealing that I decided to not wear a bra or panties and she looked up at me and stood up before saying that it was my turn. So I turned her around and pulled her pants down to reveal the same thing. The only difference was that her ass was probably the nicest I had ever seen in my life. Again, like something had come over me, I pushed her onto the couch with her knees on the cushions and her arms resting on the back, with her bent over. I squatted down and buried my face between her cheeks and started eating her out.

Not entirely sure of what she liked, I just started doing what I like done to me. I basically started making out with her pussy, giving long strokes of her lips with my tongue, and pushing my face into her. Then I started sucking on her clit lightly, flicking my tongue across it. This seemed to do the job as she reached back, grabbed the back of my head, and shoved it into her harder. After a few minutes of this her legs started shaking and she moaned for me to keep going until she pulled away and went “fuck that was so good.” Then for the third time I just got an urge and in a split second decided it was right. She had mentioned she liked a little anal play and so I buried my face in her again, and started swirling my tongue around her asshole, mixing in some long strokes. Before she had the chance to say anything I slipped my middle and ring finger into her pussy at the same time and started fingering her gspot as I ate. This only lasted for maybe a minute before she pulled me back and went “ok ok now it’s my turn” before moving and laying down on the couch.

I licked my fingers clean and looked at her kind of confused and right as I was about to ask her what to do she laid down and grabbed my leg, telling me to sit on her face. I straddled her head and she instantly started eating me out. I’m guessing she figured that I ate her out how I liked to be eaten out because she was doing exactly what I wanted immediately and started pulling my hips into her face. Everything about it was perfect. She was eating me out so well, I felt myself getting closer and closer, and I had an amazing view of her tits that I got to play with the whole time. After probably two minutes my thighs squeezed around her head and I came so hard I had to lean over and brace myself on her to keep myself up. I climbed off her face and instantly laid down on top of her kissing her and playing with her tits more, but after a little she pushed me away and told me she had a surprise for me. I sat up and she told me to close my eyes and keep them closed until she told me to open them.

So I sat there, completely naked on her couch, terrified that one of her roommates might walk in and then finally I heard her say “ok now open them.” I tentatively blinked them open to see her holding a dildo attached to a strapon harness. She looked at me, smiled, and gesturing forward said “put it on” with the same grin she had throughout the night. I got up and made her help me put it on, stepping through the holes, and tightening straps as said “yeah as soon as you said you weren’t sure about if you were a domme or sub I knew you had to try it.” It seemed really sweet to be honest and I was taken back at how nice it was of her. But as soon as it was on I only had one question. The thought of using a strap on had honestly not really crossed my mind that many times at this point but as I was standing there holding it I felt sorta… powerful? So I looked at her and just went “how rough do you like it?” And with the same grin as before she said “why don’t you figure out for yourself? Experiment a little.”

At this point I was really excited but just had no idea what to do so I just kinda thought for a second. I grabbed her shoulder and pushed her onto her knees and guided her face towards the strapon until it was in her mouth. She started blowing it without any prompting and so I used the time to think and let her lube it up with her mouth. She was so into it that I felt bad making her stop but I was too excited to let it go any further so I pulled her head off and moved her back to the couch into the same position as before. I spread her cheeks again and made out with her pussy a little before getting back up and sliding into her. I bottomed out and she let out a moan and I was so turned on so I started thrusting and instantly speeding up. It was actually really difficult for me to figure out the right angle and how to get the pace right at first but after a little bit I was getting the hang of it and getting more into it.

I started slapping her ass and reached one hand forward to pull her head back by her hair. In the middle of it she told me to play with her ass and so I slipped my thumb in and started going as hard as I could. She was screaming louder than I had ever screamed and I was so into it and pushed myself to try and go even harder. As I made that final push she screamed that she was cumming and started squirting. She kept going for a little and when I could tell she was done I slowed down and she fell forward, letting the strapon slide out of her, with her legs shaking. She looked at the wet spot and told me not to worry and then went “I want a turn” giving me the same grin. So we started undoing the straps and as soon as it was off she told me to go get in the same position she was just in. I followed her instructions and looked back to see her almost done. I turned back around and felt her put one hand on the small of my back and push down, with the other hand guiding the strap on inside me.

The thought of her squirt being lube for her fucking me turned me on a ton and she instantly got rough with me, slowly pulling out, and slamming all the way in. She did this for a little before she grabbed a handful of each ass cheek and started speeding up. She got up to full speed pretty quickly and left me with my mouth open wanting to moan but being almost silent as she slipped her thumb into my ass. It took me even less time before I opened my mouth and moaned “fuck I’m gonna squirt.” She barely acknowledged it and I ended up soaking the same spot as her. Immediately after I squirted she pulled out and yanked me back, putting me onto my back. She put my legs on her shoulders and then leaned in until my knees were pressed against my shoulder and I was folded in half. I felt her slide inside me so deep and start slamming into me, letting her weight fall down onto me as she started tongue kissing me.

We didn’t say anything for the next two minutes aside from me moaning “fuck” under my breath as she fucked me as hard as she could. I ended up squirting two more times before she slipped out and held my legs back to my shoulders as she ate me out one last time. I came one last time and at this point my legs were shaking and I was totally cum drunk (as well as actually drunk) and just out of it. She had fucked me better than the majority of guys I had ever been with and was honestly probably in the top three fucks I had ever had. We ended up grabbing our clothes off of the floor and going into her bedroom where we fell asleep naked together.

I left the next morning and we had agreed to meet up a lot to have more fun but I ended up having to fly back home because of the Coronavirus. We send each other a lot of nudes these days but hopefully as soon as I’m back I’ll have another story to post.

Source: reddit.com/r/gonewildstories/comments/fxf9m2/my_first_tinder_meetup_leads_to_my_first_strapon