How I [M]21 lost my virginity to a [F]30 redditor I met on my local r4r subreddit [Long]

So lately I’ve been reading this sub and It kind of inspired me to write the story of how I lost my virginity to a redditor some months ago. Idk if I’m the best writer but I did my best, I really just wanted to get this down and share it. I did my best to provide as much detail and at times the story might be a bit cringey or awkward, but I wanted to tell the story how it happened through my eyes.

At the time of this story not only was I a virgin but really inexperienced in general. Out of high school and in college I’ve never had a girlfriend, much less a kiss or done really anything, so I was looking to potentially try and do something about it. I had been browsing my local r4r subreddit when I saw a woman’s post saying she hadn’t gotten laid in a while. I sent her a message and I explained my situation. She started weeding out the other applicants and after chatting for a bit and exchanging some pictures she chose me. We talked and decided on a date to meet up. As the date got closer I was a bit nervous and tried to plan out exactly what we were going to do, messaging things like Are we going to do doggy, missionary, would you like me to eat you out? etc…Knowing I was nervous she humored me and kind of explained we should probably take things by ear.

The day comes and we had agreed to meet up at her place around 10:30pm. The anticipation was killing me and about midday I sent her an awkward meme saying tonight my head would be between her thighs. Now being a college student living with his parents I couldn’t just leave the house to go somewhere a 10:30pm without it being suspicious (I didn’t want my parents knowing what I was up to). This lead to me leaving at 7 and finding a convenience store where I could buy some condoms and sit in the parking lot and look at my phone for a while. After sitting for a while I got a message saying she got out of work early and I could come over at 10. She also asked me to bring my id in with me just to be sure I’m not a minor. (she had gotten some messages that were from high schoolers and just wanted to be extra careful)

Being a bundle of nerves I showed up and knocked on her door. She answered the door wearing a zip up hoodies and some track shorts that showed off ass. For the night I had chose to wear some cargo shorts, a t-shirt, and a Carhart hoodie. We proceeded to exchange pleasantries. She called my cute and I exclaimed how hot she was. We went inside and exchanged in some small talk. I took off my hoodie, and showed her my Id. Her dog was running around all over the place and Bobs Burgers was on her tv in the background. When we were both ready we went into her bedroom and closed the door so her dog wouldn’t disturb us.

We both sat on the bed and chatted. She rubbed my arm and I rubbed her thigh. She asked if I was nervous, and I knew she could tell when I lied and said no. We chatted about me being a virgin and she explained it was nothing to worry about and her first time was awkward too. Finally ready to get things moving she asked me

“So do you wanna start with a blowjob?”

“Yeah, that sounds good”

“Ok, get up and take your shorts off”

I got up and proceeded to undo my buckle. There was a moment there looking at her where I thought about how a woman’s never seen me naked before but that subsided as I quickly dropped my pants.

“So, uhh, should I stand or sit?”

“Its your first time, so you should probably sit.”

I sat on the edge of the bed and she got in front of me on the floor on her knees, smiled, and put my cock in her mouth. What followed was the most amazing feeling in the world. I’ve never felt anything like it. It was wet and warm, the moving and massaging of her tongue on my head, my cock was throbbing numb pleasure. I get hard just thinking about it. All i could do was lean back on the bed with my arms holding me from falling backwards exclaiming

“mmmmuggh”

“Holy fuck”

“This is amazing”

She stopped for a second saying

“This is really your first blowjob!”

All I could say was “yeah” before she went back to it.

Lost in the pleasure I eventually came in her mouth without warning. She proceeded to finish up, swallowing my load as I sat there. When she was done she cam up onto the bed sitting over me as I leaned back. She came in closer and we proceeded to make out. It stared with small kisses before we both started to incorporate tongue. During this entire process I could only think of two things 1. This is amazing and 2. How is it that I got my first blowjob before my first kiss. We continued in this position making out for a bit.

In retrospect I wish I had done more here. We were on the bed making out while my hands just sat there. I wish I had used my hands to explore her body, squeeze her ass, massage her boobs, but hindsight is 2020.

Eventually she pulled back and said

“Earlier you said you wanted to eat me out. You wanna try that now?”

“Yeah”

He got up and proceeded to take her shorts and pantis off. As I watched I thought about how I wished I could’ve taken her pantis off instead of her doing it herself. As she laid down on the bed, I positioned myself with my face low in front of her pussy. It looked beautiful. A little puffy with just a simple slit down the middle. As I looked at it she told me she had an innie and when I was ready I should use my fingers to peel it apart to get in there with my tongue. I wrapped my arms around her thighs and pulled myself closer diving in. Being my first time I didn’t know exactly what I was doing, but I gave it my all. Focusing on her clit while sticking my fingers inside her curling up as that’s where they say the g-spot is. We went at this for a bit, she gave me a couple pointers here and there and once or twice pushed my face in closer to her. I enjoyed doing it but it felt a bit awkward because I couldn’t really tell if she was enjoying it or not. Maybe she was just getting warmed up. Eventually though she told me when my cock was ready again she wanted me to fuck her. After another minute or two I told her I was.

She told me to get the condoms I brought. Idk why but when I went to the store I bought a 20 pack. This was a one night stand, we were never going to use all 20. It took a minute as I had to peel the plastic off the box, open it, pull out a condom, open that, and put it on. When she saw I was ready she got on all fours in doggy style position on the edge of the bed and presented that beautiful ass and pussy to me as I stood behind her. Admittedly the actual sex wasn’t all that great. We were both slightly bigger people and as I tried to slide into her I just couldn’t get the angels comfortable and right and it just kept popping out. After a couple of tries I suggested we change positions. She rolled over and we tried some missionary. This went a little better. When I pumped I no longer fell out but I almost immediately came and couldn’t go any longer. It felt awkward and I was hoping to go longer but she seemed understanding. This is when she asked if I wasted to try eating her out again, to which I eagerly said yes.

As she laid down I pulled off the condom, tied it up and put it to the side. This time I really went for it. As I dove in eating her out she provided many pointers. Suggesting I use the alphabet strategy, telling me what she did and didn’t like, moaning, and using her hands to guide my head. For some reason, in the heat of the moment I finally realized to use my hands more and reached up to massage her boobs. We never really got to taking my shirt and her hoodie off, but after a couple seconds of fondling her she immediately unzipped her hoodie so I could get to them directly. A couple times a had to stop for a second or two just to get some air, and I could tell I was starting to get some lockjaw but I was having so much fun and I could tell this time she was enjoying it that I didn’t care. Eventually her hips started to convulse and I had to go back to wrapping my arms around her thighs to keep her still so I could keep going. We kept going and going and she started moaning more and more all the wile shaking and using her hands to push me in closer to her pussy. I was going so hard and she was shaking so much that she eventually told me I needed to stop because she couldn’t take it anymore.

Together we sat up and she gave me this playful bat on the arm giggling as she told me if I did that every time I’d have no problem with the ladies. She then got up and told me she needed to go pee in order to prevent a UTI and that I probably should too. She got up, put her pants back on, and went to her bathroom. As she walked away I wished she would stay so we could go again, but it seemed like she was done. While she was in the bathroom I sat on the edge of her bed naked, thinking about what just happened. That amazing blowjob she gave me and how the only thing better was that I did the same to her. Eventually I got dressed and went to the bathroom once she was done. I peed, washed my hands, and did my best to clean my beard because it was a bit wet and smelled like pussy. I left the bathroom and got ready to leave. We hugged, she told me she had a good time, and we should do it again sometime, then I left.

Over the next couple weeks we texted once or twice but nothing really came of it.

Source: reddit.com/r/gonewildstories/comments/qqxsim/how_i_m21_lost_my_virginity_to_a_f30_redditor_i