So hey everyone. I’ve been reading this subreddit for a few weeks now and finally decided to start sharing some stories. This first story is about an encounter I had with a milf I met on tinder.
At the time, I was 26 years old, working on my MBA on the weekends, living in a somewhat swanky apartment downtown, and in a local band that had a pretty decent following. I’m about 5’8” or 5’9”, 160 lbs. I’m naturally skinny, but have filled out a bit as I started drinking more. One day I was on tinder and, like most dudes do, swiping right to almost anything, then deleting the matches I wasn’t interested later. One girl I swiped right to was Carla (not her real name), a short blonde milf (38) with blue eyes. She also seemed like lots of fun based on her photos. After talking a bit, she pointed out that we had one mutual friend on Facebook. Turns out our mutual friend was my lead singer’s wife. I got her number shortly thereafter and we started texting, gradually getting flirty. We eventually exchanging pictures. Hers were pretty sexy, but there were no nudes (yet…).
My band was playing a Halloween show/costume party that weekend, so she made plans with her friend (my buddy’s wife) to come to the show. She lived an hour away, so she booked a room at this hotel downtown, which just so happened to be right across the street from my apartment.
We played at this quaint little wine bar a couple blocks from my place. I was there early to setup all our equipment and everything. I kept a lookout for her as people started filing in. A few minutes before we started playing, I saw her walk in with this sexy witch outfit on. She had on a tight purple corset, a floppy black witch hat, some sexy black heels, fishnet stockings, and a poofy skirt with some frilly shit on it. The skirt was black with some purple and green frills that made it “poof” out. She also had on a lot of makeup around her eyes that accented her purple and green frills on her skirt. We immediately made eye contact and held for a few seconds before our attention was pulled elsewhere. For some reason, we agreed not to tell my buddy and his wife about meeting on tinder, so I couldn’t go up and talk to her like I knew her already. After we got done playing, I kept trying to make an introduction, but kept getting pulled away by saying bye to all the people I knew that came, loading up equipment, settling up with the bar owner, popping the gazillion balloons we blew up, etc. By the time all the was done, she had texted me saying she was going back to her room to change. I remember thinking “Shit! Guess this isn’t happening…”. Then I get another text… “Come over. Room 409.”
I rush back to my apartment to take off my Michael Jackson costume. I was rushing to get ready when my phone rings… It is another girl I was FWB with who was at the show, Michelle (also not her real name). I don’t answer, so she calls back. Eventually I answer, which I came to regret. Michelle is crying, wondering why I don’t want to be in a relationship with her. (Side Note – this girl had taken me by the wrist at another Halloween party two weeks before and lead me to her car to have sex. She had also pulled me right off the stage to go fuck her in the parking lot multiple times over the course of being in that band. Our relationship was strictly based on sex. Maybe I’ll write about her another time). I do my best to calm Michelle down and be nice, but while also not burning the bridge for more sex again in the future. It was kinda rough, and I felt really bad, especially considering the fact that I had a hot milf waiting for me across the street… It felt like I was defusing a bomb.
After I successfully defuse that situation without the bomb going off, I throw on whatever shirt I can find, my same black shirt and black shoes, and bolt out the door. When I get across the street, Carla is outside talking to the front desk guy on his smoke break. At this point, I still haven’t said a word to her. I am instantly taken aback by her voice. She has this smooth, sort of raspy voice, and a southern accent. I totally wasn’t expecting it, but it was hot. The three of us chat for about a minute or two before the conversation died. The front desk guy definitely knew what was up.
When we got to her room, we continue talking for a bit. She offers me a drink but I decline (I had to be in class at 8 the next day and its already 1:30 AM). She tells me to wait a minute while she takes off her costume while she takes off her costume in the bathroom, with the door open. As we talk and she gets ready for bed, I get up and start walking around the room. I eventually lean on the door frame to the bathroom. I see she is wearing a nothing but a white, see-through tank top that I can see through and these tight black boy-shorts that make her juicy ass look amazing. It was definitely her best asset. As soon as she gets done taking off all her eye makeup, we go back to the bed.
We sit on the edge of the bed and start making out immediately. She is a little drunk and super into it. I use my hands to explore her body. Running my hand down her torso, around her ass, down her thighs, up her neck behind her ear, etc. I then reach up under her shirt and feel her soft tits. They felt a little loose compared to the younger girls I had been with, but I had no issues. I was super turned on in this situation and was rock hard. She returned the favor by running her hand down the length of my shaft, rubbing it from the outside of my pants.
Next, she tells me to scoot back on the bed. I lean back and lay down with my hands behind my head. She gets on top of me and kisses me passionately before kneeling in front of me on the bed. She runs her hands up my thighs and under my shirt. Next, she starts undoing my belt buckle and pulls my pants down. I kick off my shoes and she proceeds to pull them all the way off. She comments on how excited she is to see my big cock (8” fully erect) and rubs it through my boxers.
She then pulls down my boxers and gives my cock one long lick up the length of my shaft. When she gets to the top, she swirls her tongue around the tip and then takes the whole thing in her mouth. I was very impressed, because I had never had a girl swallow my entire dick to that point. She continues to blow me and is doing one hell of a job. She was a total pro. I don’t know exactly what she was doing, but there was tons of tongue-swirling, sucking, and using her hand at the same time. I had to tell her to slow down or else I was going to blow my load right then and there.
Next, she straddles me and pulls her tank top over her head. Her tits are perfect. They were full C cups, perfectly positioned, and perfectly proportional. She starts grinding her pussy against my cock while I play with and suck on her boobs.
Next, we both finish getting naked. She straddles me again and grabs hold of my cock and lowers herself onto me. Her pussy is soaking wet and I slide right in. Since I was so primed from her amazing blowjob skills, it doesn’t take me long to cum at all lol. She tells me to come inside her, but it wasn’t in time. I had to pull out and shot my load all over my own stomach and chest. We both laugh about it and she licks it all up and swallows. After I catch my breath, she asks if I’m ready to go again. I look down at my soft dick and say “Well, apparently not”. So, being confident in her abilities, she goes down on me again.
Soon enough, my dick is rock hard again and ready for action. Now this is where it gets a little weird. She lays on her back to do it missionary style. After I get my dick in, she tells me not to move. Apparently, the only way she can come is if the guy just lays there perfectly still while she does all the work under him. So that’s what I do. I’m basically sitting there in pushup position while this milf grinds and gyrates her pussy under me. It doesn’t take long before her body starts to tense up. I can feel her pussy getting tighter around my shaft. As she comes, I start to fuck her in the same rhythm that she was gyrating her hips. Apparently this worked, because her moans started getting louder. She was getting more flushed on her upper chest. I eventually work up to a good speed and take control. We continue to fuck like this in missionary for a good minute, both of us getting hot and sweaty.
I was getting close to coming again, so I figured I had to change it up. I made her turn around so I could fuck her doggy style. I picked up right where I left off and began fucking her hard from behind. I grabbed hold of a fist full of hair on the back of her head and pulled back, giving me a good grip. As I looked down, I watched as my hips powerfully slammed into her, sending waves up her ass. With my free hand, I give her few good smacks on the opposite ass cheek, leaving a hand print. We fuck like this until I pull out and blow an even bigger load on her ass and lower back.
By this time, it is really late, so I put my clothes on and get ready to leave. For some reason, she seems really intent on me staying with her. I explain my plans for the next day and finally leave.
In the following months, we tried unsuccessfully to make follow-up plans. Between her kids and ex-husband and my school and work, it was hard to find time. We did, however, exchange a fair amount of nudes. I will still get random, unsolicited videos of her playing with her vibrator every now and then.
Source: reddit.com/r/gonewildstories/comments/6l6zod/my_f_milf_story
She sounds hot. Too bad you never got more of her.
Hope to hear some stories about that other FWB that wanted to fuck
We’d love to see one of those nudes if you got ‘em. Great story!
I am a newby great post