***tl;dr -*** Met up with 2 different girls on back to back days for first dates and both ended up back at my place. Hadn’t had sex with 2 different girls within 6 months of each other before this in YEARS
A few months ago, I just moved back to a city I lived in the past. (in the Sothwest US) and quickly downloaded the dating apps as all my friends from that time are married with kids or have since moved away. (I’m M 38) I’m fairly bored if I’m not out dating. I also have to say I had been with 1 girl in the last year at this point and haven’t had much luck for the last few years. 3 girls in 1 year and no LTRs so it had been pretty lonely.
Now I’m by no means a stud but I’m no slouch either. I just get busy and discouraged due to work travel. I typically have to swipe for a few days before I get a couple good matches that actually amount to some chatting and potential dates. I’d say I average a Meetup every other week because I just don’t get to often as I want to. Also, I’ve only been doing this since late May.
I met two girls in this process, we’ll call one June (29 F) and the other Cara (38 F). I was chatting with them on two different apps (OkC and Bumble) so I knew a bit about them to start. After chatting with both of them, I planned to meet June on a Saturday evening and Cara the next day on Sunday Afternoon.
**This is part 1 – All About June**
June and I had matched in the past but never met. As I used to travel here for work. So getting a different app and matching with her there I was surprised to find her again. She’s a shorter, curvy yet thin Latina. She’s still an avid partier and enjoys a good night out. But also has a demanding work and social schedule. It takes a while but we lock down a Saturday evening to meet up.
We meet at a venue about a mile from my place (I live downtown in this city and was able to walk). Live music with a good bar and bar and girl type food. We have a great time people-watching. Listening to the cover band. I made up backstories about them and we continued to bring it up. It was a good time. Hours and drinks later I say we gotta go “I’m too old to stay out past 12”.
She is clearly tipsy and I am a bit but not as much. June lives further out 20-30 mins. I tell her to come over so I can feed her coffee and sober her up before she drives home. She agrees. We come to my place and as she looks around. I pop into the restroom. She uses it after me and I start to brew the coffee. When she walks out of the bathroom she’s completely naked (so hot naked I want to call her right now) and walks into my room. I immediately start undressing.
We haven’t even so much as made out (just a quick kiss on the cheek and holding hands while walking) at this point. She laid down and I immediately get on top of her and we kiss passionately. She’s undoing my jeans and I have only managed to take off my shirt and shoes. I decide to help her but as I look down I can’t help but want to taste her delicious pussy..
I start kissing her tits and sucking/biting on her nipples as I use my hand to play with the other nipple and breast. I move over to the other breast with my mouth and my hand starts exploring her bare vagina. My hands caress her lover lips as she moans. I slowly start inserting my fingers and I am enjoying her movements and moans. So wet.
I kiss the rest of her. A staple I do is kiss/nibble/suck everywhere on her body in slowly working my way down. I even breathe on her pussy but don’t touch it with my mouth yet and proceed to her thigh and behind her knee, the to her other leg, and back up, again pausing but not touching her pussy with my mouth just yet. I suck/kiss/nibble her hip points and area between her thighs and waist. I even turn her slightly to spank and bite her ass… She likes this and tries to pull me back up as she says “fuck me already” but I don’t…
I bury my face into that sweet juicy muff. My fingers explore inside her wetness as I nibble/lick/suck her beautiful lower lips. Slurp up Al the juices as I go. Later she admitted to cumming about 4x while I was down there. I can attest to 1 for sure as she wrapped her legs around my head and shoulders. It was quite satisfying.
Once I can tell she’s too sensitive for my tongue I come back up and she starts kissing me. I love it when they want to taste themselves on my tongue. She rolls us over and immediately mounts me. It’s so wet I can hardly stay in at first. It’s pretty quick. I hadn’t had sex in nearly 6 months at this point. I’m clean up and we mess around some more. She can’t stop touching my dick although I’m clearly still recuperating and then decided to start sucking it back to life. After he finally comes back I get up and turn her around and we go at it again. So wet I slip out a couple of times. I’m only 6 inches so it’s not hard to slip out. But we get a rhythm going. And I last so long she has to stop me as she gets a cramp in her leg.
I finally finish after some more sucking and missionary. Everything is soaked from sex and sweat. It’s honestly hot. I have to grab another bedsheet and blanket.
She left at 6 am nice and sober…
I will post about Cara the very next day in a few…
Source: reddit.com/r/gonewildstories/comments/d1iijx/back_to_back_first_date_flings_within_24_hours_m