This is one of my first dating app hookup stories and it certainly is one of the best or at least was the most fun. I had just downloaded a dating app (cough Tinder) and end up “matching” with this gorgeous red haired girl that I am going to call Adison for the sake of discretion since she was married and is actually still married today. Adison had beautiful natural red hair down to her mid back, a fair complexion, absolutely huge tits with perfect nipples, (to this day the nicest I have ever seen) and a curvy body that any guy would get caught staring at. Adison lives in a beautiful penthouse overlooking Central Park in Manhattan and is married to a guy who is out of town a lot for work and “frankly didn’t satisfy her sexually” according to her.
Adison and I decide to meet for a liquid lunch at a place we could enjoy a few drinks together near her house on the Upper East Side or UES for you city folk before quickly deciding we should take it there. I couldn’t take my eyes off of her hair, her huge fucking tits, and the giant rock of a wedding ring set she kept on her finger. Adison also dresses very chic, in a sophisticated and sexy way, which looked very sexy during a NYC Summer I must say. Anyway we get to her house and start kissing on her couch immediately while I slowly unbutton her shirt to finally see her amazing tits, I have been staring at for the last hour. I get her shirt and bra off and spent the next 15 minutes at least, alternating between sucking on and gripping her tits until her nipples were completely hard and I could tell Adison was ready to be fucked.
At this point we move to her bedroom and quickly got on to her bed where I laid on my back, grabbed a fistful of her beautiful red hair, and moved her head to my cock for her to take in the mouth, She see’s my pre-cum starting to come out and quickly moves to lick it off. She sucks my cock perfectly and takes her time, stopping just before I cum. I knew I wasn’t going to last long so I bend her over, spread her pussy lips with my fingers to see a glistening, and very tight pussy, before shoving my bare cock inside of her. Now you don’t let a beautiful girl with gorgeous red hair bend over for you without pulling her hair, so I grab all of her hair in a tight grip with both hands, so I can hold her head straight forward and fuck her like this from behind. Adison has an amazing ass and I love the way it moves with every thrust inside of her! Just as I’m about to cum I pull out and absolutely explode all over her ass. (I’m a very heavy cummer and its everywhere) We are both sweating profusely and collapse into her bed and lay they’re for a few minutes without talking and just looking at and touching each other’s bodies.
Adison looks me in the eyes and says, “You know that guys usually come in my ass and not on it.” At his point in my life I always dreamed of anal but have never done it (trust me I do plenty of it now) and I was immediately intrigued and told her I would be doing so, as soon as I got hard again. She reaches into a drawer in her night side stand and pulls out a purple dildo and starts putting it inside of her beautiful little pussy. I love watching her pussy grip it and open up for it as she takes it all inside of her.
While watching her do this for a bit while holding her hand tightly (yes her ring finger hand) we passionately kiss while she continues with herself until I motion for, and help her bend over to give me her ass. I finger her with my index and ring finger and rub her pussy juice on her tight little ass before gently pushing a finger inside of her, going in and out until I work up to a rather fast motion. I look down and the purple dildo is still next to us, so like I think any guy would do, I pick it up and slowly put it inside of her pussy telling her to hold it inside of her for me. While she is doing that I press the head of my cock against her asshole as she begins breathing heavy, she tells me “to talk to her” to distract her, as I put myself in, and I “tell her how much I’m enjoying her and how bad of a girl she is.” I literally feel her asshole open up for my throbbing cock and can feel the rather large dildo in her pussy as well. She continued to push the dildo in and out while I stood behind her, putting one foot up on the bed to get a bit higher while fucking her tight and beautiful little asshole. I took my time and enjoyed every moment of it before telling her I was going to cum. As I’m about to cum I pushed my bare cock all the way inside of her, grab both of her shoulders and pull her into me to get a bit deeper and absolutely explode inside of her as she cums as well.
Adison and I kept this up for what turned into almost daily for about six months. We explored a lot together sexually and I can absolutely say this was the start to my dating app sex life. We also have several secrets I’m sure neither of us will ever tell.
Last feel free to message with your thoughts and if you are a female in New York or the New England area I’m always looking for new friends to enjoy drinks, activities out, and activities in with.
Until next time friends.
Source: reddit.com/r/gonewildstories/comments/gcpvyi/red_heads_always_have_more_fun_mf
I have recieved quite a bit of messages asking me for tips on using dating apps for hooking up. If anyone is interested in my tips, message me and for a $5.00 tip on Venmo I will email you a 2 pager on exaclty how I do it along with a pic from one of my encounters. Its an art and a science I personally believe I have perfected.