Earlier this year I decided to start playing around with Tinder. I didn’t really expect to have much luck with it since I’m a 40 year old married guy looking for women to fool around with, but I was pleasantly surprised with the results. Thought I’d share a few of my stories, mostly because I like to relive them, and figured this was a fun way to do so.
A little back story: at the time that this was going on, I somewhat had a FWB that I would see from time to time. Things were really spotty between the two of us, and it was really hard to work out our schedules to actually make something happen, and even when we could work out our schedules, it seems like there were always last minute things that would come up. She’d get sick or start her period, her kid would get sick, her boyfriend (yes…) would change his plans resulting in ours falling through, etc. This will be important later…
Anyhow, so I matched with Suzie via Tinder and we started chatting. Suzie was a 58 year old woman with kids about my own age. She carried a few extra pounds but overall kept up her appearance. She always had her nails done, blonde hair, and eyes that you get lost in. We were both looking for similar things, although she was single. We both were interested in finding someone for sex, and wanting someone who could be a fairly regular thing. We hit it off, but since we lived in different parts of the city, the convenience for being a regular thing wasn’t really going to be there. We kept talking though and were both still interested in trying to meet up at some point if we could arrange our schedules to do so.
We did a lot of sexting while trying to arrange a time, and even had some steamy phone sex a few times. It was so hot to listen to her getting herself off while we played on the phone.
So, during all of this, my FWB decides to try and arrange something. She was going to head out of town for the weekend and was going to take the afternoon to get an early start. She gave me a heads up and suggested I should take the afternoon off too and we could spend a few hours playing before she left town. So I got the time off approved, but started questioning if it would actually happen. It turned out Suzie had that same afternoon free, so I told her I had a meeting that afternoon that I was taking off for, but was pretty sure the meeting would be canceled. Well, sure enough, my FWB backed out on me, leaving me off work with nothing to do. I fessed up to Suzie that I was supposed to meet my FWB, but it fell through, and if she wanted I was free.
We arranged a time and place to meet for a late lunch and off I went. We had lunch together and spent a while chatting just getting to know each other. Finally after we were done eating, and both feeling comfortable with each other, we decided to head back to her house. I followed her there and we went inside. Once inside, I pulled her close to me and kissed her and it was good. She told me she wanted to freshen up quickly and make myself comfortable on the couch and she’d be back.
Pretty soon she called down to me that she was ready and I headed upstairs to find her in a sheer black robe with only a pink thong under it. She looked incredible. She led me to her room and we started making out and my shirt and pants were off in a flash. We layed on the bed, kissing, my hands exploring her body and soon I had a hand down her panties fingering her. She was so wet and felt amazing. I started kissing my way down her body, stopping and kissing her breasts and sucking on her nipples and then made my way down her stomach until my kisses were on her panties. She lifted her ass so I could slide them off and soon they were on the floor and I was making out with her pussy. I ate her out for a bit and she had her first orgasm of our time together.
She told me she wanted to suck my dick, so I got up and pulled my boxers off and she laid back on the bed so I could slide my cock into her mouth. It was so hot seeing her naked body laying out across the bed, my dick gliding in and out of her mouth. I leaned back over her so I could suck on her clit some more and the set her off again and she told me she wanted me inside of her.
We grabbed a condom and I laid down on the bed. She got on top of me and I watched as she lined my cock up with her pussy and lowered herself onto my shaft. She felt so good on my dick. She began to ride my cock and my hands were again exploring her body and playing with her tits. She rode me for a little while and I couldn’t take it anymore and I unloaded as she rode my orgasm out. We cleaned up and returned to her bed.
We continued to make out and I was fingering her some more. It didn’t take me too long to recover and soon I was hard and ready for some more fun. She got up to get another condom and I laid there on her bed stroking my cock. She always loved the videos I sent her, so I wanted to make sure she had the image of me laying in her bed jerking off in her mind. She gave me the condom and laid back and opened her legs for me. I moved between them and slid myself inside of her again. I always love rounds 2+, while my orgasms aren’t as strong, I can go a lot longer, and this was no exception. I fucked her in the position for a while, holding/pinning her hands above her head as I rode her. I fucked her like that until I was cumming again and we took another quick cleanup break.
We were making out and I was fingering her again and she suggested we get her toys out. So she returns a few moments later with her vibrator and gives it to me to play with her. I was laying there fucking her with her vibrator and she’s moaning. I get hard again and so I start stroking my cock beside her and she takes over the vibrator. We’re laying here, kissing and watching each other get off and it was so hot. I end up moving so that we’re facing each other, her legs over mine her pussy and vibrator only a few inches from my hard cock and we’re both getting hotter and keep inching closer together. Soon we’re so close my cock is against her vibrator which is against her clit. She’s stroking us both at this point.
She sits the vibrator to the side and tells me to rub her clit with my cock, so I’m grinding my cock against her clit and she’s rolling her hips, letting her lips stroke my cock. This is all so hot and I tell her how tempted I am to slip my cock into her. She’s rolling her hips and looks me in the eyes and says “do it”. So with her next hip roll upward, I push my cock down against her and the tip of my cock slips into her pussy. I grab her legs, pulling her closer and my cock dives deeper into her pussy. Feeling her flesh against mine feels so good, and we’re both in ecstasy. She tells me she wants me to fuck her doggy style, so she moves to the edge of the bed and I step in behind her and again enter her pussy bareback. I start fucking her like this and we’re both moaning and our orgasms are building up again.
I wanted to cum in her pussy, but asked her where she wanted me to cum at. Unfortunately she told me to either cum on her ass or her tits, so I fucked her right up until I was at the point of no return and she turned over and I unloaded on her tits.
After this we cleaned up again and both jumped through the shower. We kissed after getting dressed and I took off for home.
Source: reddit.com/r/gonewildstories/comments/i2qqg2/tinder_success_the_real_estate_agent_mf