I (m34) was living in LA when I met U/tender_touches (f29). I posted an r4r for NYC a few weeks before I made my move back east. She responded with a thoughtful message explaining that she was essentially a 29 year old virgin with v little experience. I think at that point she had sucked one dick in her whole life. We started chatting every few days as she tends to disappear from texting from time to time (I wish I had that sort of control). We talked about each other, our history, she would tell me about the reddit dates she was going on (I really liked hearing about her slutty adventures. I guess that explains my fondness for this sub).
We chatted on the phone on my last night in LA. I remember my house being totally empty save for an air mattress. I was sitting on the floor and we had a very casual albeit sexually charged convo about our history and what we were looking to do to each other. I was excited to meet her.
I drove across the country (Kansas is boring as fuck, FYI) for a week and made it to my new place. Our texting was pretty sporadic but after a week or so we eventually met up in the city. She had sent me a few pics, she was tall and had a lean frame. She shared a bunch of VERY fucking dirty videos before our meet up. One in particular was of her fucking her ass with a wall mounted dildo while her pussy was just dripping all over the floor. It was so hot. I couldn’t wait to meet her. She was exploring some ass play at the time so I told her to wear a plug to our first date.
I chose a bar I liked in the west village. We met up one afternoon with very loose plans. We met each other on the street and she was 100 times cuter than the photos. We walked over to the bar, it was dark and tiny. I got us drinks and then we sat down in the back corner. And it felt a little awkward at first. We both wanted to talk about dirty stuff, but a group of ham bros sat down at the table next to us. So much for being discrete. I was actually worried that it wasn’t going well, lots of silence between us. She had tickets to go see girl pink uptown so we decided to go to the show and walk there.
Once we left the bar, I asked her ‘ So how’s the plug feeling?’ She giggled and said it felt good. She said she went into the bathroom while we were in the bar to adjust it. That’s when the ice broke and we started talking more freely. The wine helped a bit too. We talked about friends, if anyone knew about the meet etc. We continued walking uptown. I had to piss so we stopped at a hotel in Times Square and found the bathroom in the bowels of the place. It was empty, while we were down there I kissed her briefly and reach around behind her to feel the plug. It was definitely in there. My cock was getting swollen. It was just a quick grab then we continued on our way to the show. I was getting excited about the trouble we were gonna get it.
We got to the show. I didn’t know the band but I was one of maybe ten dudes there. I did know the venue so we headed all the way upstairs where I knew it wouldn’t be too crowded. We ordered a few more drinks then found a spot against the railing where we could look down and see the crowd and the band.
We continued chatting and touching each other. Finally the band came on and we were right up against each other. We were both carrying our coats, so I snuck a hand underneath the coats and started rubbing her pussy outside her jeans. She started to squirm and grind down onto my fingers. I didn’t focus on just the clit, but her whole vulva. I wanted to be inside. I wanted to feel how turned on she was. After a few minutes I started unbuttoning her jeans and pulling her zipper down. I pulled her jeans down a bit so I could easily slide my hands between her legs. My hand slid underneath her panties and I could feel the heat radiating out from her pussy. I slipped I finger down her slit and it was the wettest pussy I’ve ever encountered. Fucking drenched. Soaked. Deluge. Tsunami. I gently pressed on her clit a little bit and I could see her quiver. Then slid my fingers further down between her legs. Soaking. I played around for a little bit touching her everywhere I could reach. I eventually pulled my fingers out and let her suck on her juices. She lapped it up. My cock was just dying to be let loose. I could feel it throbbing in my jeans. We continued to play around during the show. Squeezing her nipples. Playing with her pussy. It was sooo fun. I hope someone from below could see us, but I doubt it. We just played with each other for the rest of the show. Moving my fingers around in her panties and bringing them out for her to suck on.
The show was over and I invited u/tender_touches back to my apartment to meet my dog (so smooth amirite). After a long train ride, we finally arrived. I don’t remember any making out and we had discussed that I would teach her how to give blowjobs. So we got naked and took a seat on the couch. She started working on my cock, getting it wet and licking and kissing it. It was obvious she hadn’t really done it before but it was soo great to have someone that was eager to learn how I liked to be sucked. I gave her a lot of pointers. My cock is cut, so it usually requires a lot of saliva (I’m assuming sucking a cut vs an uncut cock requires different technique, but what do I know). I taught her to seep throat it to really produce a lot of saliva. How it’s important to not grab the flesh and stroke that up and down, but to use the saliva as a lube so that the skin stays put but her hand glides over my shaft. She picked it up really quickly and after a few more hangs I was needing to tell her to stop because she was gonna make me cum too fast. But this time was just east, chill and teaching a future student of slut.
After letting her practice for awhile, she probably had my cock in her mouth for 30+ minutes. There was saliva all over my balls and dripping down to the couch. I was in heaven. I played with her pussy while she was sucking me, which caused her to pause a few times and quiver or moan. She would continue her duties after I stopped. But alas, it was time for the fucking.
I grabbed her hand and lead her into the bedroom. We started in missionary and holy fuck was she tight. We started pretty slow but before long I was thrusting harder and harder. We tried a bunch of different positions that first night. She laid on her stomach and I easily slid my cock inside her. Then doggy and I came in her shortly thereafter.
It was the first of many escapades with u/tender_touches. We played a lot during those months and she very quickly became highly skilled at sucking cock. I would have to stop her after a minute otherwise I was going to blow my load too soon.
Perhaps more to come…..
Source: reddit.com/r/gonewildstories/comments/ldx4pm/i_m_taught_a_redditor_f_how_to_suck_really_good