Losing [m]y [virginity] to the beauti[f]ul girl from the gym

First off, this turned out infinitely longer than I expected. I had intended to pretty much just share the basics of what happened, but I enjoy writing and since the whole thing was still fairly fresh and recent, that didn’t go as expected. I hope some people will still want to read it. If anyone wants to skip ahead, the paragraph that begins “I realize I haven’t really described this girl” has a description of her, as well as some visual references to similar looking girls, and the paragraph beginning with “The movie wastes no time getting very sexual” is where the action starts.

I decided to write this up and post it because, frankly, I really want to share it and am not ready to do so with any friends or anyone.

I’ll give a quick background about myself first. I’m a guy in my mid-twenties, and for a number of reasons, most of which I won’t discuss, I was a virgin until this story took place. The one reason I will share is that I’ve been overweight, to varying degrees, most of my life and lacked confidence as a result. That’s not to say I never could have made things happen, but I always told myself I would get in shape soon, so I would wait until I did to pursue any possibilities. I did lose some weight here and there, but never nearly as much as I wanted, and I would always lose motivation and gain it back.

About a year and a half ago I was at my heaviest, with the least confidence I’d ever had, and something suddenly seemed to click. I made a plan, started eating better and going to the gym regularly, and have completely stuck to it ever since. I’ve lost about 80 lbs of my 100 lb goal, and have progressively gained more confidence. I still have a ways to go to be in the shape I’d like to be in, but I feel like I can accept how I look now more so than I can ever remember in the past. In addition to losing weight, I’ve added some muscle, and would say I kind of naturally have a fairly strong build.

I’ve been going to the gym 4-5 times a week since I started, and almost always at the same time of night. Very early on, and quite possibly the first night that I went to the gym, though I don’t remember for sure, a certain girl caught my eye, and honestly became a source of motivation for me to go each night. She was almost always there at my regular time. To be clear, my gym is absolutely crawling with good looking college girls, both ones I see regularly, and frequent new faces. This girl, however, always had something about her that appealed to me more than any of the others. While she was definitely gorgeous, there were a lot of girls that were as objectively attractive physically, and some who were even more attractive. I think part of what attracted me to her was that she didn’t seem full of herself, like many of the good looking girls at the gym, though she was definitely hot enough to be. Also, she didn’t seem to be at the gym for the purpose of being seen or flirting, like so many girls always seemed to be. I’m not judging the girls who do seem like that, but her not being like that was always very appealing to me. She always had her earbuds in and seemed completely focused on working out. I almost never saw her even talking to anyone else, other than an occasional brief conversation with an employee at the front desk, or with a girl that would occasionally come to the gym with her, who I learned is her roommate. I think this appeals to me largely because of my lack of confidence and high level of insecurity, because I tend to give up any hope with a girl the second I see her talking to another guy, even when that hope was only a fantasy to begin with.

I realize I haven’t really described this girl physically yet, which I probably should have already done. She is probably about 5’2″ with brown hair that’s about medium length, and always in a ponytail, at least at the gym. Her height is just about perfect in my opinion, because I am only about 5’8″ and love girls who are fairly short. She is usually in leggings and a tank top, but occasionally wears really short shorts. Her body is ideal to me. Her boobs are fairly small, which I actually love. I would say they are b’s, but I’m no expert. I would definitely consider myself an ass man, and hers is perfect in my book. Not big, but definitely there, and you can tell she works out. For a better visual, I came across a video with [this girl](http://i.imgur.com/X7fS3qD.png) a while back and was really surprised by how much she looks like her. For a brief second I thought it might be her. I quickly realized it obviously wasn’t, and the resemblance is mostly in her face, but I’ll admit I’ve watched the video far more than I’m proud of because of how similar they look. And because I feel my ability to describe her is lacking, my search determined that [this girl](https://gfycat.com/FlawedGraveFennecfox) (NSFW link) from the same site has the most similar body to hers I could find, though the girl from the gym’s body shows a little more muscle and overall evidence of working out. I feel like the butt and boobs of the girl in that gif are both really good visual representations, however.

Anyways, I looked forward to seeing her every night I went to the gym, but I never had the confidence to talk to her, and figured I maybe never would, especially since I don’t like the gym as a place for that kind of thing. I can honestly say that seeing her would give me an extra dose of motivation as I worked out. I tried to not make it obvious how much I would stare at her, but it very well may have been. For the past year and a half I’ve almost always been able to count on her being there, other than a couple of unpleasant stretches of two weeks or so when she may have been out of town or something. So I’ve done a lot of staring at her. I hadn’t, however, ever even considered that she might have ever noticed me at all, though it might be hard not to at some point when you see someone that often for that long.

Then, about a week and a half ago, I saw her somewhere other than the gym for the first time. I was in a waiting area in a public location and saw her walk in the door. I was surprised, and immediately realized I had to use the occasion to talk to her. Then, more to my surprise, she walked over and smiled at me in a way that suggested she recognized me from the gym, before sitting next to me. Before I could even go through with my plan to start talking to her she said, “Hey, I see you at the gym, right?” I told her yes, and that I recognized her as well, and introduced myself. She said, “My name is Mandy. Nice to actually meet you.” I was very happy to find that my impression of her seemed to be accurate and that she didn’t seem nearly as into herself as many girls as attractive as her would be. She was really friendly, and seemed maybe even borderline nervous/awkward.

Then what she said really surprised me. She said, “I hope it’s ok if I ask, but have you lost quite a bit of weight since you’ve been coming to the gym?” I was a bit thrown off, but pleased at the recognition, and answered, “Yeah, I’ve been able to make some progress. Thanks for noticing!” She then said, “You’re welcome! I see you there all the time and I was pretty sure I was seeing some big changes. You look great!” I was extremely flattered, and thanked her. We talked for a little bit about the specific progress I’d made, and what we were both working toward. She was extremely nice and complimentary, and seemed genuinely impressed. I tried to compliment her on the great shape she’s in and how hard she seems to work without seeming too forward or creepy. After a couple minutes she had to get up, but said it was nice meeting me and that she looked forward to seeing me at the gym. I told her the same. As she was walking away she also told me I smelled good, which was nice to hear.

Unfortunately, because I had things going on at my normal gym time, I had already gone to the gym that morning and had to go in the morning the next day as well. That meant I wouldn’t see her for a couple days. The day after, however, I was able to go at my normal time, and not long after I started working out I saw her walk through the door. She also saw me, and she smiled and waved. I smiled and waved back, and admittedly felt a bit of pride at the fact that I was almost the only person I’d ever seen her acknowledge like that. The rest of the time there I tried to pretty much focus on my workout, but glanced in her direction plenty.

When I finished my workout I left to get in my car, and as I was getting to it I heard Mandy’s voice behind me say, “Good workout tonight?” I hadn’t seen her, but she was standing next to her car which wasn’t far from mine, and had probably walked out just after me. I answered, “Of course! How about yours?” She said hers was great and we exchanged semi-awkward small chat for the next minute or two. She asked if I had any big Friday night plans, to which I honestly answered that I really never did, laughing a little. She laughed and said, “Yeah, I can relate. I usually just end up watching Netflix with my roommate, but she’s out of town, so even that’s off the table.” I awkwardly answered something about that being too bad. The window was as open as it could ever be, but this was not my element and I hated myself for not being able to capitalize. Fortunately, and to my very pleasant surprise, she then said, seemingly a little nervously, “Well if you want, you can come hang out at my apartment.” I tried not to sound too eager, but I said, “Oh, that sounds great! I’ll definitely need to shower first though.” She said, “Of course. Me too.”, and then we exchanged numbers and she texted me her address. She said to just come by as soon as I was ready.

This type of situation may be commonplace for a lot of guys, but for a girl that I was this into to be inviting me over to hang out like this was anything but commonplace for me. I drove home quickly and showered with more purpose than ever before. I didn’t want to make any assumptions or have any expectations about what might happen, but I wanted to be prepared. I checked to make sure the manscaping situation was as good as I felt it could get. I brushed my teeth thoroughly, swished and gargled mouthwash, and then, as ridiculous as it may sound, decided to repeat the process. My fingernails had been clipped recently enough, but I clipped them and made sure they were as good as possible. I didn’t want to take too long getting to her place, but definitely wanted to be sure I was at my best. I remembered her telling me I smelled nice the first time we talked, and made sure to put on a bit of the same cologne I’d been wearing. I worried more than I’m proud to admit about what to wear. I was pretty sure this situation didn’t call for anything more than something casual, and decided on just some shorts and a t shirt. I had optimistically grabbed some condoms at the store a couple months before, and put three in my pocket on my way out the door. Three seemed like a good number.

I texted her that I was on my way, and she responded quite quickly with a smiley emoji. As I drove to her place, I was actually a little surprised that I didn’t feel more nervous. I mean, I’m not completely socially inept, but this was not a normal situation for me. Though I was feeling much better about myself and the progress I’d made, I definitely didn’t feel like I was someone who would find themselves in the type of situation I seemed to be in with a girl like this. But I just felt more comfortable with it all than I would have expected.

When I got to her door I took a breath and knocked, and she opened it within a couple seconds, smiling. Her hair wasn’t in the ponytail I was used to seeing at the gym, and it looked great just hanging free. She was barefoot, in a t shirt and short sweat shorts, and looked perfect. I’m all about girls in casual attire, and it was a perfect look for her. After a second I also realized she was braless, and I was definitely not complaining. I could just see the nipples of her perfect little boobs outlined by the thin material of her t shirt.

To my pleasant surprise, she gave me a hug, and I loved how her small, very fit body felt against me. Her bralessness made it even nicer, letting me feel her semi-hard nipples against my stomach. She also smelled great. After the hug she told me to come in and invited me to sit on the couch. She said, “Considering that we know each other because of the gym, and since you seem pretty dedicated to reaching your goals, I maybe shouldn’t offer snacks, but do you want anything?” I laughed and said, “Water would be good.” She smiled and brought a couple bottles of water over, before sitting on the couch next to me.

In keeping with the theme of me being pleasantly surprised, she sat right up against me, making me more or less automatically have to put my arm behind her head. We sat and talked for a bit, getting to know a few of the basics about each other. I learned that she was a college student, as I had expected. We talked a little about things like where we’re both from etc. She then asked if there was anything I wanted to watch, and I told her that there wasn’t really anything in particular, but that I was pretty much down for whatever. When she turned on the tv and went to open Netflix I saw that she had Plex and I commented on it. She said we could look through what she had on there, but that there wasn’t much. I mentioned that we could connect to mine if she wanted, since I have quite a decent collection. She liked that idea and we got it connected to my Plex.

I was suddenly embarrassed to realize that one of the most newly added movies that showed up was a borderline pornographic French movie. I hoped she wouldn’t notice, but she suddenly said, “Oh I read something about that movie! We should watch that.” I was definitely caught off guard and asked, “Are you sure?” She said, “Definitely, if that’s ok with you.” I wondered if she realized what the movie was like, but figured if she had actually heard or read anything about it, she would definitely know. So I said it was fine with me. I felt really weird about the thought of watching something like this with a gorgeous girl I’d just met, but figured why not?

As soon as I hit play she kind of nestled into me a bit more, and I let my arm drop down over her shoulder. She then kind of wrapped her arms around my arm and rested her head against me. While I was definitely hoping for things to progress further, I honestly would have been pretty happy to just stay like this all night.

The movie wastes no time getting very sexual. The first scene is a closeup shot of a girl masturbating. What was already a very unique experience for me was quickly becoming much more so. We sat there cuddling, watching explicit nudity and sex scene after sex scene. To be honest, I’d been turned on since talking to her in the parking lot, and that had obviously only escalated since. My cock was starting to stir, and was pressing more and more against my shorts. I honestly couldn’t decide if I was hoping she wouldn’t notice, or if I was hoping she would. Suddenly I realized that with each sex scene in the movie, she was breathing harder and harder. This realization made the hardening of my cock accelerate, and I was pretty sure I saw her glance down at it.

Probably somewhere around halfway through the movie, in the middle of a sex scene, I felt Mandy’s head nudge my chin a bit, and realized she was trying to get my attention. I looked to see her staring into my eyes. Even as out of my element as I was, kissing her was 100% automatic. I leaned down and gently kissed her at a somewhat awkward angle. She was tilting her head back to accommodate me, and kissing me back. We kissed like this, with our faces a bit sideways, for a couple minutes, getting more and more passionate. Then I took my arm from around her, and semi picked her up, sliding her toward the end of the couch and positioning us so that I was essentially lying on top of her. We continued to make out, and I felt her hands slide under my shirt and up my sides a little. I then felt her lifting my shirt up my body and realized she was taking it off me. I lifted one arm up and let her slip it off it and over my head, then lifted the other arm as she removed it completely. At this point I was hoping she didn’t mind some body hair, since I have a fair amount, but she quickly rubbed her hands up my torso, as I hovered over her, and ran her fingers through my slightly trimmed chest hair, calming my worries a bit. She then continued moving her hands up between my arms and past my head, extending them straight up past her own head. I realized she wanted me to help her get her shirt off, and shifted my weight so I could use both hands to pull it up her body as she wiggled to assist me. Once I got it off and tossed it aside, I sat up a bit and just stared down at her topless body for a few seconds. I was awestruck that this was happening, and couldn’t believe how gorgeous she was. Her fit stomach and round little boobs looked incredible, and I honestly couldn’t believe I was lucky enough to be staring down at her like this.

I wanted to be absolutely sure she wanted this, and so I asked, “Is this all ok?” She actually seemed surprised, but said, “Of course it’s ok.” I had debated whether I should mention this or not, but felt in the moment that I should and I said, “I think I should tell you I’m a virgin.” I didn’t know what to expect from her reaction, but it was as good as I could have possibly hoped for. Without seeming phased at all, she just gave the cutest smile I think I’ve ever seen and said, “Well let’s do something about that. Why don’t you take me to my bedroom.” That response from her couldn’t have been any better for making me feel comfortable, and I suddenly felt so good about what was happening.

I stood up to head to her room, but she didn’t move and just stayed lying down on the couch. The way she held her arms up made me realize she meant what she said when she asked me to take her to her room. I loved that and was happy to oblige her. I leaned down and scooped her up in my arms. I loved how petite she felt and how easy it was to pick her up. She guided me down the hall to her room, and I carried her in and laid her on the edge of the bed. She motioned for me to come stand next her. As I did so, she reached out and unbuttoned my shorts. She then unzipped them and let them slide to the ground. As I stepped out of them, I also slipped my socks off. I had taken my shoes off when I got there. I was standing in just my underwear, with my cock straining against it, staring down at her in nothing but her little shorts. Even though I was a virgin, I had thought through these types of situations enough that I knew more or less what I wanted to do. In the moment it was hard to hold back and take things as slow as I wanted to, but I knew how I wanted this to go, and how I felt it would be best for her.

I climbed on the bed and again positioned myself over her. I gave her a couple light kisses on her lips, then moved to her neck. I spent some time kissing her neck, and along her jaw. She was running her fingers up and down my sides and back, and moaning slightly, and I believed she was enjoying it. After a while I moved my kisses a little lower and kissed along her collar bones. Then I moved to her chest and started kissing all over, zeroing my kisses in toward her nipples, but only kissing around them, without touching them. I then slid down, kissing along her smooth stomach. When I got to the waistline of her shorts, I gently kissed along the edges. I then put my hands on the sides of her shorts and asked, “Is this ok?” She just smiled a bit and nodded.

I started sliding her shorts down, and immediately realized she wasn’t wearing panties. I had been mentally prepared for panties at his point, and this made my heart start beating faster. As I slid her shorts past her pussy, I saw that she had a really nicely trimmed patch of pubic hair, which looked amazing. Once I got her shorts completely removed, and with her now completely naked, I again had to sit back and admire her. I still couldn’t wrap my head around the fact that this was happening. She looked perfect.

I retook my position and started kissing gently around her waist area again. I kissed around her pubic area and her hips. As I did this I was running my hands and fingers on her body. I was rubbing and running them along her stomach, her sides, her hips and her thighs. Occasionally I would gently brush against her boobs. I moved my kissing to her thighs and kissed up and down each of them, starting on the fronts of her thighs, then moving to the insides. She had been squirming more and more, and her moans and breathing had increased throughout, and when I started kissing up and down her inner thighs it all really started to increase. I then moved down and lifted each of her legs up in the air, giving an amazing view of her gorgeous ass and her pussy peeking between her thighs. I kissed up and down the back of each of her legs and her ass, bringing my kisses close to her pussy, but not touching it. I then put her legs back down.

I started kissing closer and closer to, and all around, her pussy. By now she was squirming quite a bit, and breathing quite heavily. Her hands were gently rubbing my shoulders and neck, and occasionally resting on the back of my head. I positioned my mouth over her pussy and breathed a long breath on it. She moaned and thrust her pussy up slightly towards my mouth. I could tell that she was ready to feel my mouth and tongue on her pussy, and that that’s what she was expecting next, which is what I was hoping for. But instead I kissed from her pubic region back up her stomach, chest, and neck, to her mouth. I gently kissed her lips and then looked at her face for a second. Not to sound like a broken record, but I still couldn’t believe that this beautiful girl was doing this with me.

I then moved my mouth to her right nipple, gently licking it, before taking it into my mouth. I was off to one side of her at this point, and as I was putting my mouth on her nipple, I had my left hand on her left breast and I moved my right hand down to her pussy. I let it rest on her pussy, with the heel of my hand lying on her pubic area, and my fingers draped down over her pussy lips. I just let it rest like that while I gently sucked and licked her nipple. I would alternate between sucking her nipple and swirling my tongue around it, while gently kneading her other breast with my other hand and playing with her nipple. I then moved my mouth from her right breast to her left, and vice versa with my hand. I gave her left nipple the same sucking and licking treatment. All the while my right hand was still resting on her pussy, but just resting. I could feel her wetness on my fingers. She would occasionally buck her hips a little to push her pussy against my hand, but when she did I would move it away a bit.

Then I moved back down and positioned my head between her legs again. I was pleased to see she looked as wet as she’d felt on my fingers. I put my hands to the sides of her pussy and gently spread it apart. It looked so beautiful. I looked up to see her looking down at me, almost pleadingly. It was interesting to feel like I was in a position of control like this, considering how completely out of my league I felt she was, and how ridiculously fortunate I was to even get the time of day from her. I had thought through this scenario many times, however, and I felt like it had paid off. Though I’d never had sex, I had gotten as much information as I could from wherever I could to prepare for a moment like this. I’d read things online, watched things, and talked to girls who were willing to give me advice and feedback. I was feeling like all that had helped prepare me to make this a good experience for both of us.

Though I was feeling fairly in control and confident at this point, I wanted her input. While still looking at her face I told her, “I want you to guide me and help me know what you like and how to make you feel good.” Again, she just nodded. I then opened my mouth and, with my tongue broad and relaxed, licked slowly from the very bottom of her pussy to her clit. The second my tongue touched her I felt her body shudder and heard her let out a moan. She seemed to have been aching for this. I absolutely loved how she tasted, and I looked up and told her, “You taste so good.” I could barely get the words out before she had her hands on the back of my head, pushing me back towards her pussy. That was fine with me. I continued to lick long and slow licks up the length of her pussy. I then began to lick between her inner and outer labia, alternating sides. After a bit I felt her grab my left hand and move it just above her clit. She moved my hand in a circular rubbing motion, and I quickly got the message and took over on my own. She then used her hands on the back of my head to gently guide my mouth up to her clit. I started gently licking at her clit, and she quickly pushed my face further against her, so that my mouth was completely over her clit. With my mouth like this, I started swirling my tongue all over and around her clit, and her moans, combined with her letting the pressure off my head with her hands, told me she liked it. Now, I decided to take a little initiative on my own. I took my right hand and I started gently teasing the opening to her pussy with my pointer finger. This elicited another distinct moan, so I started to slowly insert it. With my mouth and other hand still working, I slid it gently in and out of her wet pussy. Then, after a minute or so, I inserted my middle finger as well, again eliciting an extra moan. Her moans continued to increase and she began to buck a little, as if she wanted my fingers deeper. I pushed them in as far as I could while keeping up what I was doing with my mouth, and began to feel for the area where I knew the g-spot was. Suddenly she let out a loud, sharp moan, along with a breathy “YES!” I kept my fingers where they were, and kept doing exactly what I was doing. She let out high pitched moan after high pitched moan, getting louder and louder. Her body was shaking, and I was sure she was close to cumming. Suddenly, she let out one loud squeal, and push my head away with her hands as her body quivered. I couldn’t believe I had given her an orgasm, and I could have easily ended my evening right then and been completely content.

As soon as she pushed my head away from her clit, and while she was still quivering, I climbed over her and kissed her. After her shuddering had subsided a bit, she reached up and pulled my body in closer and started kissing me back. We made out like this, with me lying on top of her, for at least a couple minutes. I then propped myself back up and put my hands on the sides of her face. I gave her a gentle kiss on the lips, looked down at her and asked, “Do you want to keep going?” She grinned and said, “Stand up and let me see that cock, and I’ll let you know.” Having her playfully refer to my “cock” like that was almost too much. If it hadn’t been fully hard already, it was now. I quickly got up and stood next to the bed. With her watching, I started slowly sliding my underwear down. I made sure to make my waistband kind of catch on my cock on the way down, making it spring free and bounce a little, for good effect. While I still had a lot of insecurity when it came to my body, even after losing the weight I had so far, my cock is probably the one part of me that I feel best about. That wasn’t always the case, but, while it’s certainly not huge, I’ve come to realize it is slightly above average, and apparently aesthetically pleasing. And though my cock had never seen action yet, a number of girls had seen it, some on Reddit, and assured me I should be happy with it. So I am. I got the impression that she was as well. Her eyes didn’t bug out of her head, but her expression suggested to me that she liked what she saw, and she said, “Mmm yes, we’re going to keep going.”

I bent down and retrieved a condom from my shorts on the floor. As I went to rip it open she said, “You don’t have to worry about that, if you don’t want to. I’m on birth control, and I know we’re both safe.” I know it would be smart to still be careful, but I trusted her completely, and to be honest, I liked the idea of feeling her with my bare cock my first time. So, wise or not, I dropped the condom and climbed back on the bed.

I again positioned myself over her. I leaned forward and kissed her some more, which made the top of my cock push against her wet pussy. I moved my hips a little as we kissed, rubbing it against her. I then stopped kissing her and shifted my weight to my left side, so that I could use my right hand to guide my cock. I grabbed it and slowly rubbed the head up and down her wet lips, stopping at the top to rub it on her clit. I then positioned my cock at her entrance and looked her in the eyes. My heart was beating much faster than I would have liked, but there was nothing I could do about it. I started to very slowly push my cock inside of her, while still looking at her face. As the head slipped inside, she closed her eyes and tipped her head back while biting her lip. I stopped when I was about half inside her and slowly pulled back out, except the very tip. With my hand still around the base of my cock, I started inserting myself again. When I was inserted to where my hand was, I let go of my cock and leaned forward with my weight on both of my arms. I continued my slow insertion until I was completely inside her. I stayed inside her like this and kissed her some more. It felt unbelievable to be buried inside her like this and I wanted to savor the feeling. I probably stayed like this, just kissing her, for around 30 seconds or so. I then started slowly pulling back out, again until only the very tip was still inside. I kept slowly pushing my way all the way inside, then pulling almost all the way out, trying to keep up a steady, slow rhythm. Unfortunately, it didn’t take long before I felt like I was close to losing control and cumming, probably close to around a minute. I didn’t want to pass the point of not return already, so I pulled out of her.

She asked if I wanted her to suck my cock, but I told her honestly that I was close to cumming and didn’t want to yet. I moved back down with my face between her legs, and started using my fingers, hand and mouth how I had made her cum before. She was moaning and rubbing her hands in my hair. I kept this up for a few minutes, and though she was clearly enjoying it, I didn’t make her cum this time. I then moved up, lying next to her, and stuck the two middle fingers of my right hand inside her. With my palm facing up, I used them to target her g-spot with “come hither” movements, and at the same time had my thumb on her clit rubbing it. It was hard to coordinate the movement of my thumb with the movement of my fingers, so my thumb work was a bit clumsy, but she responded well to it. As I fingered her like this I went from kissing her, to spending time licking and sucking each nipple, and back and forth like this. After a minute or so I felt like I had calmed down enough to start fucking her again without cumming right away.

I stopped fingering her, stood up and walked to the foot of the bed. I grabbed her legs and helped pull her to the edge. I felt that standing like this would help me feel more in control of my body, which would hopefully help me last longer. I again rubbed my cock head on her lips for a second, before slowly pushing into her. This time I used slightly quicker thrusts, but still quite slow. This position also allowed me to use my hands on her body more. I used both hands to squeeze and knead her boobs, and play with her nipples, as I slid my cock in and out of her. I then used one hand to rub her clit, while the other continued to play with her boobs. This combination seemed to work for her, and her moaning was increasing and she was moving her hips. I could tell she was getting close to cumming again, so I kept doing what I was doing, while increasing my thrusts. Her moans turned into a borderline scream, and she wrapped her legs around me, holding me against her as her body shuddered with her orgasm. Feeling her cum with my cock inside her was incredible, and I was close to cumming myself.

After her orgasm had subsided she stopped holding me against her with her legs. I started to pull out of her, planning to prolong things by eating her out again, but she quickly wrapped her legs back around me and held me in place. She said, “I want you to cum.” I had kind of hoped to try out more positions, but admittedly was also ready to cum. I asked, “Where do you want me to cum?” She looked at me like that was a stupid question and said, “Inside me.” That would have been my first choice, but even with her on birth control I wouldn’t have cum in her without permission.

With her legs still wrapped around me, she again started coaxing me towards her, easing me inside. That was just to get me going and she then let go and spread her legs. Before I could do anything with my hands, she grabbed both of my wrists and guided them to her boobs. I got the impression that now that she had just cum, she wanted this to be about me. She did, however, use one of her own hands to rub her clit while my cock slid in and out of her, her other hand rubbing my arm, side, and whatever other part of me she could reach. I kneaded her little boobs while I kept fucking her. The break from thrusting I’d taken during her orgasm, while she held me still inside her, had given me a bit of renewed stamina, but my inexperience still caused me to approach the brink of my own orgasm within a minute or two. My breathing was getting ragged, and she obviously knew I was close to cumming. She started gently rubbing both of her hands up and down my arms, almost as if to encourage me. I looked at her face and she looked perfect, biting her lower lip slightly and letting out a whimper with each of my thrusts. I felt my orgasm building, and buried my cock all the way inside her as I shot the first of my cum in her, letting out my own loud moan. I backed out slightly and pushed back in with each spurt. My orgasm was extremely intense, and it felt like I was cumming much more than usual.

When I finished shooting my cum in her, I fell forward on top of her, without letting my cock slip out of her. She again wrapped her legs around me. I kissed her again, and told her she was beautiful, which I suddenly realized I had neglected to say throughout, though I’d thought it often. I regretted not expressing that more, but she seemed genuinely flattered, and may have even blushed. I suddenly remembered that she was actually a fairly shy girl, which I loved about her, and which had been easy to forget when we were having sex. She had seemed more confident and knew what she wanted.

As we continued to kiss, I put my arms under her and around her back, and lifted her up, making sure my cock stayed inside her. Holding her up, I turned around and fell back onto the bed, with her now lying on top of me. I wasn’t ready to not be inside her yet. As my cock softened insider her, and as my and her cum started to escape her pussy, we just lay there, kissing. I had my hands on her ass, and loved how it felt. Her body was perfect.

I eventually let my softened cock slide out of her and we got up and got in the shower together. We helped wash each other, kissed, and let our hands explore each other. I spent the night and we slept naked in her bed. Before falling asleep we talked quite a bit, and she was ridiculously sweet and complimentary. She definitely helped me feel even better about the experience.

In the morning, I woke up before her and woke her up by starting to lick her pussy. I hoped it would go over well, and it did. She woke up smiling down at me. After gently eating her out for a few minutes, she said she wanted to shower again and invited me to join her again. I of course followed.

Once in the bathroom we didn’t quite make it to the shower before she dropped to her knees and took my semi-hard cock in her hand. She licked up and down the length of it, before taking it in her mouth. Not long after she had started, her previously absent roommate opened the door and got a bit of a shock, as did both of us. The bathroom had a door on each side, to each of their bedrooms. The roommate immediately apologized and closed the door. She’d been wearing nothing but panties, which made for a pleasant addition to the shock. I looked down to see if that would be the end of what was my first ever blowjob, but Mandy seemed less fazed than I was and went right back to sucking. I had nothing to compare it to, but it felt incredible. It definitely wasn’t the face fucking I’d often seen in porn, but that was completely fine with me. She used her tongue as she sucked in a way that felt amazing. She also used one hand on my cock as she sucked, while she played with her nipple with the other. I got the impression that was more for my benefit than anything, and I loved it. After a couple minutes I warned her I was going to cum, not knowing where I should do it, but she didn’t change a thing. I moaned as I started to cum in her mouth, and she started sucking harder, while continuing to jack me off with her hand. She took every drop in her mouth and swallowed.

We showered together and spent the morning together at her place. I was properly introduced to her roommate, which was obviously a bit awkward, though I was very clearly more embarrassed than she was. They both seemed pretty amused about it. I made them both breakfast and we just lounged around for a couple hours.

Before I left we talked alone in her room for quite a while. I told her how I had always been attracted to her at the gym. She said she had started noticing me a few months back, and had started to notice my progress. Apparently after a while she had started to be attracted to me as well. She said she had suspected I was attracted to her, and hoped I would talk to her. I’m not sure we would have ever talked if we hadn’t run into each other outside of the gym.

I also learned that she had only been with two other guys, both long term boyfriends who she’d waited quite a while to sleep with. She’d broken up with the most recent guy almost a year earlier, and hadn’t had sex since. She asked how I felt about a “friends with benefits” type situation for the time being, and I had absolutely no complaints. She said she didn’t really expect to be sleeping with anyone else any time soon, but actually encouraged me to do so. I would definitely be pretty content just sleeping with her, but now that I had gotten past that barrier, I liked the idea of trying to play the field a bit.

(Too long to post, so continued in comment)

Source: reddit.com/r/gonewildstories/comments/6iky2i/losing_my_virginity_to_the_beautiful_girl_from

41 comments on “Losing [m]y [virginity] to the beauti[f]ul girl from the gym

  1. (Continued from story, because it was too long to post)

    This was about a week and a half ago, and I’ve actually since been with my second girl, as well as with Mandy another time. I’m considering writing about the experience with the other girl, but I’ll probably have to learn to be more succinct if I do.

    When I see Mandy at the gym now we say hi, but that’s about it. We agreed on that for now. I’ve also seen her roommate at the gym a couple times since, and I can’t help but be a little embarrassed when I do. I think she enjoys that. Mandy actually said something in a text about how I could maybe sleep with her too, but I assume it was just a joke.

    It’s kind of crazy how different my life is from what it was less than two weeks ago. I wasn’t even expecting to not still be a virgin right now, let alone to suddenly be FWB’s with the girl I’ve been crushing on for over a year, and to have the confidence to get with other girls as well. I’m definitely pleased with how things are going.

  2. As a dude, I’ve got to say this is the sweetest GWS I’ve ever read. I hope you and this girl eventually start dating and make each other really happy. And congrats on the weight loss!

  3. Good on you mate. Well done. My fingers are crossed for you that it turns into more than FWB ;-) Sounds like she’d be lucky to have you.

    Congrats on your weight loss and good luck on reaching your goal weight.

    (Great story also)

  4. I echo Hardware’s comment. What a fantastic story. You wrote a really engrossing, captivating story. I am rooting for you!

  5. You must be extremely good looking? Not to be a dick, but just considering how this happened and your beta behavior

  6. Definitely would like to hear about the other girl and your second time with Mandy. Good story man.

  7. Wow! Great story. Well written. Down 30 pounds myself and gained back 8. Gonna refocus and keep pushing. Also please date her!

  8. Came for the sex, stayed for the feels. And the sex was awesome too!

    This was a great story. I really enjoyed hearing about how you felt you had made so much progress, both physically and socially. I hope we can hear more about your adventures!

  9. Wow, your background is almost exactly the way I went as well. Overweight, finally did something about it, got confidence, & lost the v-card in mid-20s. Too bad I then got complacent & lazy & now back or worse than square one. You have nudged me back in the right direction.

  10. I don’t understand, why does the text here keep on going to the beginning of your story over and over? I can’t even read what happens after your shirt was taken off

  11. What a story, hope that you’ll have some more interesting tales such as this in the future ;)

  12. Another guy that was in your boat.

    Overweight – LATE 20s, no confidence, virgin. Funny thing is I workout but not consistent so I see no change. I have to eat better and workout more. Your story is a great one sir. Nice job on going from fat to getting laid.

  13. Well I’m late for work now but man that story was great and I’m sure we’re all I’m the same boat in that we’d love to hear more from you!!

  14. That was a very sweet story!
    You did great for a first time.

    Mandy sounds like your dream girl. Have fun whilst you are young. But dont do anything stupid to ruin it with Mandy.

    Can you show us what your body looked like before you started at the gym and what it currently looks like? You can censor out your face to keep your identity a secret.

  15. Remember to invite us to your wedding, u/strythrwwy. Absolutely loved this story.

  16. wow bro, i really enjoyed this story. it’s not just some random GWS but it has a cute aspect behind it, and i was really able to feel this story with you! Congratulations on your progress, and the nice experience you had, hehe ;)

  17. So you stare at this girl for a year, happen to run into her outside the gym where she approaches you, she approaches you again later, gives you an opening to ask her to hang out and you drop the ball, then just asks you to hang out, initiates sex with you, is beyond cool with you being a virgin, wants a FWB situation, encourages you to have sex with other women (which you do within the week), and she’s now trying to hook you up with her roommate?

    Either you are ridiculously good looking or you died saving a bus full of orphans in a past life and karma’s hooking you up

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