[MF] I (32) lost my virginity to my girlfriend (26) and it was great and awkward

So, a little background first. My girlfriend and I had only met 3 times before the day that I’m talking about here. We weren’t calling ourselves girlfriend/boyfriend before this. 😉 She is also my first girlfriend. For a number of reasons that I won’t discuss here I’m very late to “the game.” Also, before this point we hadn’t even held hands, yet. Basically everything I did that day was brand new for me. Additionally, we are both overweight, that’ll be important for later.

NOTE: There is a lot of build-up to the act itself because it was important to me.

The “date” was just me going to her house and hanging out. She lives with a couple roomates, just to give a little context. I offered to bring some lunch over since we were meeting in the early afternoon. So me and her went down into their basement to eat and sit around and talk and watch *The Expanse*. Once we were done eating, I decided to sit closer to her. And within a few minutes she took my hand and held it. We sat like that for awhile, then (this ended up being slightly awkwars but it was okay) she held my right hand with her left (so my right arm was squished between us) and she held my left hand with her right. So after a few minutes of uncomfortable bliss, I took my right arm and started hugging her (you know, just arm around the shoulders). And she pulled herself in real tight now. Then, we slowly started petting/rubbing/stroking (not sure what the right word would be) each other. I’d rub her back or give her a squeeze. She would rub my arm or my chest. At some point she leaned more towards one of my arms and said I smell nice. We also give each other a few cheeck kisses. Then, she went to give me a few pecks on the lips that very quickly turned into making out. So, now we really held each other. And she brushed by my now very hard cock while she rubbed my belly and chest. I started to rub her butt and at some point she put a leg across mine. Finally, after what seemed like both an instant and an eternity, she asked if I wanted to go up to her room (which was on the 2nd story).

So, we got to her room, and her bed is a mattress on the floor (so it’s low and squishy, which is important). She put on the show we’d been watching, like we were really going to watch it. 😜 We laid down on her bed and picked up from where we left off, making out. We kept doing that for awhile while getting more handsy with each other. She’d rub her hand against my cock through my pants. I’d run her pussy through her pants. She also lifted up her shirt and bra so I could see and feel her tits. I started to play with one of her nipples. She would put her leg between mine and press into my crotch while I slowly grinded on it. Eventually we both pulled down our pants and underwear. She commented that she was very wet. I started to rub her clit with my right hand and can confirm it was wet. She started to stroke my cock, as well. She confirmed that I made her cum. She also gave me a little blow job at this point. Then, she asked if I wanted to be inside her.

So, we proceeded to get into missionary position. This is where us being overweight started to come into play. I had to really smush into her to get inside. But I did and we went at it for awhile, and we continued to make out during this. After a while, it was starting to get hot, so we separated and I suggested we try doggy. I figured that it should’ve been easy, but it wasn’t. For whatever reason I couldn’t quite line up right and get my cock inside her. I think this was where if the bed had been elevated and I could’ve stood up, we probably would’ve had a much easier time. So, instead, I got down and rubbed her clit again while this time penetrating her with a couple fingers. And I’m pretty sure I was rubbing at least in the vicinity of the g-spot. I think she came again, but she didn’t say so. Then we proceeded to do missionary again. So we went at it again for a little while. By this point we were very hot, sweaty, and starting to get tired. So eventually I stop and we just lay down and hold each other. I had intended to have her get me off, but I didn’t really care after awhile. It was nice just to be with her. I guess the afterglow is real.

So then we got dressed, and we both used the restroom. Then we went back down to the 1st floor. Then, I helped her cook the delicious meal she had planned. We ate. We talked. Then after the meal we went back to the basement and just sat and talked some more and cuddled. Then I had to leave as much as I wanted to stay.

Since then, and the same week, we met up and had our second time. It went mostly better. In missionary, I started to play more with speed and depth. We still couldn’t get doggy to work except that I think I was able to get a couple good thrusts before slipping back out. I also tried to do the variation of doggy where you try to stand/squat above her and thrust more downward, but unfortunately I’m not fit enough to do that right now, my legs were immediately wanting to give out. We haven’t tried for her to be on top, yet. She’s apparently had trouble lining up before and is afraid she’s too heavy for it. I told her that’s what I’m there for. I can also adjust to make things work. And this time I did get off, but it probably took an additional 20 to 30 minutes for me to cum. I even had to help jerk me off because her arms were getting tired and I wasn’t getting much closer. So, I was trying to get close to the edge so that she could finish me off. My timing was off so I started cumming while handing-off to her. It was a great cumshot, but it took entirely too long. I think the lesson there is to do more foreplay so I can get more aroused before starting penetration.

And now we’ve been discussing what we’ll do our third time. We did a little online questionnaire to compare our kinks and such. And I was surprised how much they lined-up, so I think we’ll have quite a bit of fun in the future. One of the things she wants to do is take pictures of us doing sexy things with each other. (No idea if that would include uploading them on Reddit, but probably not) I think we’ll at least start to try for her to be on top, because without her bed being elevated there aren’t a lot more positions we (overweight people) can do completely on the bed. And of course more foreplay, and I really want to try performing oral on her.

Source: reddit.com/r/gonewildstories/comments/q9b60q/mf_i_32_lost_my_virginity_to_my_girlfriend_26_and

2 comments

  1. Congratulations on your first, and second, time 🤩
    As for positions, I’ll write you a few.. if you’re not interested you can just ignore them, no hard feelings :)
    Doggy sideways (also called spooning or cuddlefuck) – laying down (maybe help her lift up one leg so it’s easier to penetrate) …

    Standing doggy – have her lay her upper body on a table or something, depending on the height, you might need to go a bit down in your knees..

    Missionary lifted – place a pillow or something underneath her bum to make the angle better..

    Butterfly (no clue why the position is called that 😅) – her laying on a table or (elevated) bed on her back, with you standing..

    In almost every position you can play around with how her legs are, to make it easier to penetrate and feel different for you :) her legs could be on your chest pointing to the ceiling, have her hold them back with her arms to make more room, ect..
    Enjoy 😊

  2. Sportssheets has a handle belt that you can use to get a good rhythm going. It goes under the belly. It’s super soft, too.

    I think doggy sideways is great also! Don’t forget foreplay. Explore each other’s bodies for erogenous zones. *Communicate with each other*

    Don’t forget contraceptive measures! Have fun and be safe!

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