Alright random internet strangers, please allow me to share the story of how I lost my virginity, as the twist I mentioned makes it one I’d rather share anonymously.
Also I got a little backstory, but if you want to skip ahead the juicy part begins at the line.
First let me tell you about me: I’m a 19 yr old, socially rather awkward guy who lacks a whole lot of confidence. I assume there are 2 reasons for that: 1. I took quite a while to hit puberty, so I’ve been rather short and had a girly voice for a big part of my teen years. 2. My metabolism is messed up so I’ve been overweight for the greater part of my life.
However I finally hit puberty and also got the motivation to let go of my team sports ambition and decided to just hit the gym to get in shape. Now obviously covid happened so my gym closed, but after everything mellowed down (for the first time) the gym reopened and that’s basically where my story begins.
So when you go to the gym often you meet your fair share of people and recognize those who also come to train. For that reason I was surprised when one day I say a new face, and it was stunning. An absolutely beautiful girl with a body to die for whom I’ve never seen entered the gym. Frankly, I was to stunned to approach her or anything so nothing happened that day. A few days later I saw her again, but to my disappointed she was with someone and I couldn’t blame her. He was tall and muscular, all around good looking. I assumed they were a couple and that was it. Only it wasn’t, because I became friends with this guy and he was the closest I had to a Gymbro, so I was quite sad when the two didn’t show up for a while. Then the girl started to show up again but alone. A few times a week we would both be at the gym, but I still lacked the confidence to approach her. Until I started to make progress and with that progress came confidence.
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So a few days ago I was at the gym hitting legs, when she entered. I was happy to see her but I couldn’t bring out more than a “Hi”. Then God or someone sent me a conversation starter because as she was setting up the machine for some rows she got a call and went outside the door, that has to be unlocked with a membership card, to take it. She forgot her card however, so when she was done with the call she had to get my attention, to get back in. I opened her the door and the first real conversation ensued. She said something about forgetting her card and excused for interrupting my workout. I said that it was no problem anf because I didn’t want the conversation to die I told her that I could actually use her help, which was kind of true.
I asked her to help my out with my split squats because I’ve only recently implemented them in my split, so I wanted to know if I was doing it right. She helped me out and when she was done I thanked her and also told her: “I’ve noticed that you’re using your towel to get a better grip, if you want to you could use my lifting straps, that might make it easier”. Her answer blew me away: “I could also use my strap on … On you?” followed by laughter to play it of as a joke. I could only stammer: “don’t you have a boyfriend?” To which she replied that they’ve been broken up for a while now, which is why she didn’t come to the gym for a while. I just told her that I’m sorry and that she should be careful what she suggests, as I might say yes and we don’t want her to make promises she can’t keep, followed by more awkward laughter. Once again that seemed to be it. However not long after, she was done with the workout and came up to me to asked me, why I was always taking so long, she always feels bad when she leaves early. I told her that my life apart from the gym was pretty boring so I basically only waste some time. She asked me how much I had left and since it wasn’t that much and we already found out that we didn’t live far from another, she decided to wait for me.
Once I was done I packed my things, got some water for the road and we left. As soon as the door closed she asked me wether I’d been serious about our conversation earlier and I said: “half serious… I might agree to whatever you say but chances are I might chicken out”. “Why would you chicken out?”. “Honestly… I’ve never had an intimate relationship with someone, let alone anything that comes close to sex.” I’ll never forget the look on her face when she said that she might help me fix that if I’d like to. I answered: “I mean, it can’t hurt to try” so when went of to her place.
Once we arrived she told me: “we’ve both just been at the gym and I bet both of us were a little sweaty. How about we start by taking a shower?” I couldn’t do anything but nod. So we went to the bathroom and she immediately got naked and got in the shower, while I was a little more hesitant. She had to encourage me by saying “come on, whatever happens here stays here. You don’t need to be afraid of anything. It’s just up to you to decide how much exactly stays here” but in the end it was the look in her eyes that convinced me. So I got rid of my clothes and went in the shower too, but I was still a little shy and stood very much at the edge and covered up my private parts. She obviously noticed it, so she took my hands and looked my in my eyes again saying “relax, I know that you’re nervous but you don’t need to be afraid of anything. I’m not going to move to fast, right now I just want you to get a little more comfortable”. Finally I got under the stream as well, all the while I couldn’t take my eyes off that woman.
The shower went relatively uneventful, we helped clean each other but we decided to wait with anything more sexual until we were in her bedroom. So we dried each other off and she just took my hand and lead me to the room next door, said bedroom. There she just told me to lay down and relax, it’s my first time so she’s gonna help me out. Then she started to blow me. Guys, I’ve never had a blowjob before but I’ll never forget that one, ever. Looking back at it I still can’t find words to describe it. As far as I could tell, she didn’t do anything to fancy, just the sime up and down motion while playing with my balls with one hand, but that was enough. She also instantly noticed when I was about to cum and stopped. Just in time so that I wouldn’t.
Then she asked me if I would like to try to eat her out, and I said I could try but it’s really up to her if she wanted to take the chance. She said sure, so she laid down too and I got up. I gave her a kiss, and then I started to work my way down her body, as I’ve seen in some porns. She asked me: “I thought you’ve never eaten someone out before?” to which I replied: “yeah but I’ve seen a movie or two, however now I’m entering unknown territory”. She then went on to tell me where exactly I should be with my tongue, and whether I should take it slower of be a little faster or more energy or less, stuff like that. We just had a shower, so she was smelling and also tasting sooo incredibly good. Then she told me to stop and use my fingers, which I did. She again told me where to rub, how many fingers, how much intensity and also when I should actually put the fingers in her pussy. After a while I started to experiment on my own, and she seemed to enjoy it.
Then she told me to stop, sat up and looked my in my eyes with that look she’s given me before, which I’ll never forget. She said: “you know, you still haven’t given me an answer. About that thing I said in the gym. Would you be down to experiment a little?” I answered: “girl, I haven’t even had sex before, so I don’t have preferences. Of course we can try stuff out, otherwise I’ll never find out what I like and what not.” She then told me to lay down on my belly, and don’t look. Then she started to eat my ass, and it was just insane. It was like a blowjob without me being about to cum after a few minutes. When she asked me if I liked it I could only moan. I was in absolute heaven, and it only got better when she also started to use her fingers. She asked me if I was okay with it and again I could only moan. Then she stopped and asked me if I wanted to take it a step further, and I knew what she meant (obviously, she has already hinted to it) but I agreed as what she’s done so far had felt insanely good. She then leaned over and kissed my neck while telling me to not move.
She was back really quickly and kissed my neck again before she asked me if I was ready. I told her that I didn’t want to wait any longer, so she grabbed my ass, and spread it, making place for her strap on. It wasn’t too big, maybe 7-10cm long and 3-5cm in diameter, so it was perfect. She slowly went in and it felt so good, I moaned louder than before. She then slowly went out again and pushed it in again. I didn’t want it to stop. After a few minutes of slowly pegging me she told me to put my ass up a little, to which I obliged. She then removed the dildo for the belt thing and just let it sit in my ass, while grabbing my dick and jerking me off. That too felt better than anything I’ve ever felt. She then told me to turn around and wait a little, which I promptly did. She came back with a condom and put it on my dick, because she finally wanted it in her pussy. She sat on my and then rode me, all the while she occasionally kissed me or moved the dildo, that was still in my ass, a little. It didn’t took long before I busted a bigger load than ever before, maybe 2 minutes. She noticed it and got off me and started blowing me again, very carefully and slowly. Whenever I’ve had fun with myself I’ve never continued further than that point, and I realized in what I missed out. When she was done we got under the blanket and cuddled a little. She asked me if I was up for round two, maybe with me being on top. I said that I would love to, but I’d also like to comprehend what just happened. She said she understood, but she won’t let me of the hook that easily, as she did most of the work today. I said said “bet, I’ll take your word for it”.
So I ended up with that story (sorry for the length btw) and a lookout for a second time. I’m just so fucking extatic about that and wanted to share it with someone
Source: reddit.com/r/sexystories/comments/uz3whd/i_lost_my_virginity_with_a_twist
fuck this is hot…