This is part 2 of a 2 part series
Read the first part before or after this
[Part 1](https://www.reddit.com/r/gonewildstories/comments/d1iijx/back_to_back_first_date_flings_within_24_hours_m/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)
After a really successful (and has since turned out to be a 1 night stand) first date with the first girl, “June” (29 F), I had a rough morning and was in and out of sleep until like noon time. I was supposed to meet Cara (38 F) at a bar about a mile from my place in downtown Phoenix at 3. I text her and said I got caught up with stuff and if we could push back to 5. She agreed.
We met up at the bar and she is really well dressed and put together. Total “milf”. Big breast. Curvy hips. Great style and hair. She later admitted she had work done on her face and tits. Didn’t look like it though as it seemed really natural. I’m actually in shock during our encounter that her pics online didn’t do her justice, it’s usually the opposite. I’m pleasantly surprised. We get to drinking and talking like we’re old friends. We’d been talking about a week on the app and through texts. After a few beers we decide to eat there as well. Great place I recommend.
We quickly realize it’s been hours, it’s about 8-9 at this point, so I suggest we talk a walk and possibly go elsewhere. We hold hands and go to an upskill cocktail joint that attached to a hotel and office building. We have one drink and at some point I finally kiss her. Its more than electric. I’m truly ready to call it a night and then bam… Kiss.
She says it’s getting late and more drinks are not a good idea on a Sunday night. I agree. She says she’s going upstairs to the bathroom so I should go up there after I close out. I agree and do so. I close out and go upstairs. This place has like 8 solo bathrooms with the sinks in the middle all mirrors as well. Dimly lit for the cocktail/clubby feel. She comes out and checks herself out in the mirror. I grab her ass and kiss her neck while she’s doing it and it instantly makes her turn out and make out with me more. She looks around and pull me into the bathroom.
We make out like ravenous teens she’s wearing nice blouse and jeans. I immediately have my mouth on her shoulders and unbutton her shirt to reveal big fake breast, size Ds.. I wish I could explain this “milf” to you better man, everyone I know who has met her call her a 9-10 and that’s rare. Cara is the whole package.
I shove her bra down and suck on her perky huge nipples. I tell her how much I love that they stick out so far and she’s self conscious but thanks me. She pulls me back up to kiss her face as I feel her hands go down my pants.. I decide to return the favor and start unbuttoning hers. I lick my fingers and start to finger her while she’s leaning on the counter. Her eyes instantly roll back. From the unexpected yet welcome fingering. She gets fully on the counter and is still grabbing at my dick while I finger her.. I decide I want to take her right there, but I didn’t have a condom and decided against it. So what do I do? I fucking go down on her.
I pull her pants all the way doen with her panties and I go down on her. I’m am fingering and eating her out on the bathroom counter. She is so loud I’m sure we’re gonna get kicked out. After a few minutes of that she announces she’s cumming and not to stop. Forcing my head further into her. It’s really hot. And I couldn’t be more hard. After teasing her for a bit after, she finally gets off the counter and pulls her pants back up. She makes out some more and is stroking my dick again. I tell her I can’t believe I just went down on her right there. She says “Since I came, it’s your turn.”
She gets on her knees and goes to work. Between jerking and sucking me off (and the fact I came multiple times at night) I’m so hard and it goes a while. I do that normally cum fast from oral to begin with, but recent sex and drinks, I’m surprised I didn’t last even longer. She works hard for it and finally gets it just right. I announce that I’m about to cum and I hold her head to imply I want it in her mouth. She takes it all and swallows like a good girl. I’m so weak at that point I could’ve laid down and slept on that floor. We clean up and keave
We make our way downstairs and out and I walk her to her car. She asks where I’m parked and I told her I walked, no point in driving. She offers to take me home. She sees the outside and says it’s nice. I told her she’s welcome to come up a minute to see it, so when we go out again she knows where to come first. She agrees.
We get upstairs and she pops into the restroom. When she comes out I’m lying in the bed. She literally pounces on me and we start kissing again. I’m already unbuttoning her shirt as I really want to see these tits again. I go to town on them while she’s on top of me. She pulls of my shirt and start unbuttoning her pants. She’s completely topless at this point. I take the cue and take of my pants as well. She jumps on top of me again and with nothing but panties on. I’m in my undies. She immediately starts grinding. I’m sucking her breasts while she grinds me like we’re virgin teenagers.
She asks me if I have protection (I used them all the night before) so I told her I didn’t and it was okay. She then says “but you’re so hard I need you in me.” I told her she could go down on me again and I’d do the same. She starts to suck me off a little and at some point says fuck it and takes off her underwear. She says don’t cum in her and starts to ride me raw. I’m okay with it as I’m pretty clean and safe so from my end she was okay. I knew she was in an LTR that ended 3 months prior and sex was infrequent. Otherwise I might have stopped her.
She rides me very well and it takes me some time before I decide to roll her onto the bottom and I basically fuck her like a madman. I grab her tits with one hand, the other is interested the bed for leveragey and bury my face in the pillow next to her head and fuck her like there’s no tomorrow. I have her screaming and clawing at my back. She says “I wish you could cum in me” several times and I almost do, but decide against it, and I pull out and cum on her thigh.
We wash up and go lay down. It’s past 10 on Sunday and we both have to work in the morning. I will her to lay around for a while until she feels up to go home. We spoon for a bit and after a while of chatting about our night and the sex I’m getting hard again. I start to finger her more until we’re both ready and in our spoon I just slip it in and we go again. After a bit, her ass and hips are not letting me get leverage I want and at this point my cock needs power and speed cause he’s spent. So I get her on all 4s and we go at it again. I pull her hair and spank her a few times for good measure. She’s thoroughly enjoying the rough play and says I make her cum so much.
She again says she wishes I could cum inside her. I love a good creampie but I know it’s not a good idea as I’m know she’s not on BC. Her kids also over 18 and she’s done with that but I decide against it, much to my regret. I fuck her until I have to pull out and cum on her back.
All in all a wild and satisfying 24 hours after over 2 years of 3 sexual encounters with only 2 women in that time frame.
I haven’t seen June since although we chat from time to time. Soon again I hope. Cara and I dated for a littke over a month and had more fun and sexcapades, but she broke it off a month ago as she says we want different things in a partner. Shes not wrong and I agreed.
More to “cum” with other encounters before and since…
Source: reddit.com/r/gonewildstories/comments/d34yw8/back_to_back_swipe_app_flings_within_24_hours