I am twenty eight and my first time was during this past weekend. I have always had difficulty with meeting new people, I can have pretty bad social anxiety. Over the course of the summer I tried various dating apps: OKCupid, Tinder, Bumble, and many more. At first I was simply looking for someone to build a relationship with. After two months being stood up multiple times a week I just gave up on dating apps and decided to check out craigslist casual encounter ads; nearly all of the ad's on craigslist are fake or the poster is looking for a pornstar bull.

I went back to the apps and eventually discovered an app called Feeld (formerly 3nder), the purpose of the app is to help connect people for threesomes. A threesome is something that seems exciting and worth trying out. After a few weeks of swiping I finally got matched with a girl who had just gotten out of a long term relationship and was looking for no strings sex. Her demands where that I be rough and that I go down on her, things that fortunately I was very interested in doing. We spoke for a day and made plans to meet but her schedule got busy. A few weeks passed and she contacted me and we met that night. She was hanging out in a college town, we wanted to get a hotel but it was expensive due to a home football game.

We decided to get a motel room closer to her home. During the drive we talked a little about music, television, and movies but it was mostly to pass the time. At the motel our room had not been cleaned, on the table there was a half eaten sausage and the trash bin was full of mustard bottles. We walked back to the check in office and the desk clerk had clearly just woken up, he grumbled and nodded in and out of consciousness but got us a key for a different room. The second room was also messy, on the counter there was a large empty wine bottle (4.5L bottle, absolutely massive). The room was marginally cleaner than the previous so we kept it.

We made awkward small talk and she turned on the television, there was an Anthony Bourdain: Parts Unknown marathon running. She rolled up a joint and we smoked for a little while, I'm not very experienced with marijuana but I spent time explaining how the drug effects me. Whenever I smoke I get a body high, its like I am covered in icy-hot and my body just throbs. I did get a little bit of body warmth but I wasn't especially high, perhaps it was a different strain of pot than what is normally offered to me. She decided to take a shower, she walked into the bathroom and shut the door but then reopened it, I watched her undress a little but went and sat on the bed because I was feeling a little too self-conscious and creepy.

After a few minutes she emerged from the bathroom wearing a towel. She sat on the bed and we talked a little more. I was starting to feel pretty nervous and was afraid that nothing would happen. I asked what she liked most about her body, she talked about her butt and breasts, I mentioned that I like my legs. I wasn't sure how to move forward, how to start, but she took off her towel and I just simply said "I have always wanted to try eating out" and dove in. The first thing I noticed was the faint smell of body odor, thankfully it wasn't coming from her vagina so I was able to get past the smell by just resting my nose near the top of her labia. This was my first time but I have read a lot on the subject of cunnilingus so I felt like I had a good idea of what to do but there were of course still surprises. Her labia was a bit meatier than what you would see in a porn, I spent time licking and sucking on it, the lights were off so finding the exact location of the clitoris was a little difficult. I knew its approximate location but I had to stretch (or perhaps dig is a better term?) open her labia to get to it. Even though it was my first time she seemed very receptive to everything I was doing. After about five minutes I then started to use my fingers, I used two fingers on my left hand to get inside and stimulate her g-spot while my right ring-finger worked at her clitoris. She moaned quite a bit and eventually started to arch her back.

After about ten minutes I grabbed a condom, putting it on was a little hard because I wasn't fully hard. Earlier in the night I took a boner-pill I bought from a gas station, I wanted to make sure I wasn't a one pump chump on my first night. Unfortunately I think a combination of the pill and the pot made it so that I couldn't get fully hard or feel a great amount of pleasure. Eventually the condom was on and I entered her missionary style. I started slowly as I didn't want to cum too fast, after a few minutes I realized that I wasn't anywhere near close to climax so I just started pounding away at her. We had talked about he she wanted to be fucked pretty rough, I rolled her onto her side and straddled one her legs and pounded away like a jack hammer. In this position I used my free hand to spank her. She was really into being spanked, gasping, moaning, and screaming with every slap.

We switched to doggy and I pounded away for a little while but started running into problems. I am not the most well endowed man, combine that with my erection only being half hard and her large butt (she had a nice ass, very large) it was difficult to get into her while doing doggy. We switched it up, I laid on my back and she began to ride me. This position was pretty great, even though I wasn't the hardest and some times she was grinding on top of me while I slipped out it felt awesome. She hopped up and down on me with a great fervor and at times I would raise my pelvis high into the air and she started moan loudly and make cries of "FUCK!" I eventually lost my erection so I went back to eating her out fingering her. I unsure if she orgasmed at all during the penetrative sex but I am proud to have gotten her off multiple times with my fingers. I was starting to get hard again and she said "I think I should return the favor" and began to blow me. The blow job was pretty great, my favorite part was when she would go down all the way and slowly rise up the shaft while applying more pressure. As great as this was I never really got close to cumming. I went back to fingering her and got her off again, this time she needed a break and just laid on her back breathing heavily for ten minutes just saying over and over again "FUCK."

We took a break and ordered some pizza. As we waited for the pizza we watched a little bit of Anthony Bourdain and talked about the sex we had been having. She paid me lots of compliments and was pretty much telling me how awesome I was. At this point I revealed that it was my first time, I am not sure if she really believed me but I guess it's not that important. Maybe I should have told her before that I was a virgin but usually when I told a potential hookup they stopped talking to me. I was super stoked that she was having a good time, I have never been good at much so it felt great to be told that I was pretty good at fucking. Pizza eventually arrived and we ate and continue to chat about nothing too important for another twenty minutes or so.

After our extended break we got back into the swing of things by starting with a 69, this position wasn't exactly as fun as I was hoping because it was hard to get my hands in place (I feel like my finger game is much better than my tongue). We went back to cycling through different positions and performing oral on each other. It was a pretty wild time, she would scratch my back and at my shoulders and neck, I would bite back at her neck and ears. There wasn't really any kissing, I tried kissing her on the lips once but she kind of pushed me away, but that was okay because the biting and scratching was awesome. There was a lot of spanking, tit slapping, and hair pulling going on as well. After going for quite a while I couldn't continue intercourse due to being out of condoms; I went through six of them because they would slide off at times when I softened up a bit; an odd thing also happened, the first condom I used that night gave me a hickey on my cock. So I just went back to cunnilingus and finger play. She had some pretty intense orgasms where her whole body rose and she would try to push me away, in response I pushed her arm back spanked her, she was loving it. After a while I had to be a little more gentle because she getting a sore and overly sensitive. After her last orgasm she just lay there breathing heavily for a long time. She went back down on me and the blow job was awesome, I don't think I have ever felt anything so pleasurable in my life. However I still couldn't cum, I was never really close to cumming. She was a trooper and blew me for about 15 minutes before her jaw got tired.

We were both pretty exhausted and went to sleep. She took most of the blanket but I was pretty warm so it was alright. We didn't really cuddle much, just kind of laid back to back. After a while there was a little bit of spooning but nothing to crazy or passionate. We were simply two people that fucked and had a great time but there really wasn't any kind of romantic connection. I slept for a few hours and awoke to her facing me, half awake, and moaning. I went back down on her and worked my fingers again, I'm not sure if she came that time, if she did it wasn't as intense as some of the others. She said something like "damn, I have never been woken up like that before," I smiled and fell back to sleep for a couple more hours. Later I woke up realized that we overslept a little and quickly took a shower. I dropped her off at her house and headed back home, later that day I got a text telling me that she had a great time. I truly had a great night, I never had an orgasm but the entire experience was great and I can't wait until I have sex again.