Update: How swimming in [m]y underwear got me a handjob, sex, and now a sleepover with my friend’s g[f]

Hey, me again! Had a great sleepover with Melissa that I wanted to share with you all. A couple people reached out and asked if I could make a chronological link list of all the previous posts of mine and Andy’s, so here goes it:

The pic I posted right after I went swimming with friends in my underwear that fateful night: https://www.reddit.com/r/Bulges/comments/5xhjqr/just_swim_in_your_underwear_they_said/

The recap of the handjob Melissa gave me and the leadup convos with Andy:

How swimming in [m]y underwear got me a hand job from someone else’s girlfriend [xpost from r/truebigdickstories] from gonewildstories

My recap of convo with Andy where he told me he is thinking about letting me fuck her:

UPDATE: How swimming in [m]y underwear got me a hand job from someone else’s girlfriend [xpost from r/truebigdickstories] from gonewildstories

Andy’s first reddit post where he asked for advice:

May let my gf sleep with a male friend, advice needed please from Hotwife

His recap of the threesome we had:

Update to my previous post about letting my gf sleep with my hung friend.. we had a threesome! from Hotwife

My quick recap of the threesome we had:

UPDATE: How swimming in [m]y underwear got me a hand job (and now sex!) from someone else’s girlfriend [xpost from r/truebigdickstories] from gonewildstories

His update about how she got pregnant from when my condom broke:

Disaster, please help from Cuckold

His update about how they recovered from it and decided to continue on with me:

Update on situation with my girlfriend and our hung friend from Cuckold

My update on aftermath and first proposition of solo sex:

UPDATE: How swimming in (m)y underwear got me a handjob, sex, and now maybe more sex from my friend’s girlfriend from TrueBigDickStories

First time I had sex with her without Andy there:

UPDATE: How swimming in [m]y underwear got me a handjob, threesome, and now solo sex from my friend’s g[f] from gonewildstories

His recap of our 2nd threesome:

Another update on my situation with my girlfriend and out hung friend (text only) from Hotwife

Our 2nd time fucking alone and when I had her wear booty shorts in public:

Update: How swimming in [m]y underwear got me a handjob, a threesome, and solo sex with my friend’s girl[f]riend from gonewildstories

His post about when I came over for a game night:

Another update on situation with my girlfriend and our hung friend – game night got a little frisky! from Hotwife

His last update on how they’re doing:

Quick update on situation with gf and hung friend from Cuckold

He also verified himself here:

Verification from Hotwife

Now that the background is laid out, here’s the latest update on the sleepover she had at my place. It. Was. AMAZING. This turned out to be another long post, but I hope it’s worth it.

Andy mentioned in his last post that I had asked her to shave her pubic hair for me in preparation of the sleepover. I wanted the V-shape above her clit with the rest shaved off. It was good to hear that they had a nice moment together while she shaved for me in the shower, and since there was a minor delay in setting a date, she shaved for me again right before she came over (this past Friday night). They also talked about scrapping the no-kissing rule which was nice to hear because I love kissing, and also because I’ve been reading more about dom/sub dynamics and it’s key to have some gentle and affectionate QT after rough sex, so kissing to me is an important part of that. They decided to forward with scrapping the rule, so kissing was on.

Like usual, I had some tricks up my sleeve, and one of the things I’ve done with her in the past was to have her come over in an outfit that will make me hard; up to her to decide what it is, but it must arouse me. If she succeeds, she gets a treat. The goal though is to have the treat evolve into just having sex. I asked her to do this again, and I had also told her that I want her to cook me dinner. Andy told me she was pretty excited about it and they had fun picking out outfits and thinking of what she should cook. Love that they are enjoying those moments together.

So Andy drops her off and she’s wearing a t-shirt that she cut so that it’s sleeveless and a mid-drift, along with high-waisted tight shorts and a modest pair of heels. I love her legs, so the shorts were short enough to show them off, but they didn’t expose any butt cheeks or anything. Underneath the crop top was a lacy lingerie bra that you could see from the sleeve holes she cut. I liked the outfit, mostly because it’s not something she would have ever worn a year ago. She had some bags of groceries in her hands and a weekend bag slung on her shoulder, and she had an adorable smile on her face. I could tell she was excited.

I opened the door, brought her in, waved goodbye to Andy, and took the groceries from her. I dropped them on the floor and immediately pushed her against the wall and started making out with her. I grabbed her left leg with my right hand and lifted it, and she wrapped it around my waist. I then took both my hands and held the sides of her head as I kissed her and asked her if she was excited. She smiled and nodded and kept kissing me. I told her that she knows what she needs to do, and just like that, she got on her knees and pulled my shorts down, revealing my swelling cock. Without missing a beat, she took me in her mouth and sucked me, letting out these hot little moans. I got hard fast and began thrusting into her mouth, and soon I had pushed myself so far into her mouth that she was sort of pinned against the wall on her knees. She kept sucking and made a gag sound or two, and I would pull out so she could catch her breath before thrusting back in. I’d describe the look on her face as “lusty determination”. I’d also catch her grabbing her boob which I know from experience with her is a sign that she’s turned on. After a couple minutes I pulled out again and led her back up to her feet and with my hand on her neck, kissed her and ordered her to get to my bedroom.

I barked at her to take her clothes off fast, and she did. She rushed to disrobe and was being so obedient. I told her to keep the bra on but take everything else off (I have a thing for fucking with the bra on, despite how perky and great her boobs are). As she slid her shorts off, I saw she had a thong bottom on that matched the top. I kinda wanted to see her pose for me in it, but before I knew it the thong was off and flung on the floor. That’s when I saw the pubic hair for the first time. She was on her back on my bed leaning on her elbows, and I climbed on top of her and told her what a good girl she was for doing that, and kissed her. I told her how beautiful she looks in between kisses, with my cock rock hard and aimed at her pussy. I told her she was such a good girl for pleasing me so much, and I asked her if she enjoys pleasing me and she said yes. I kissed her again and then took both her wrists and pinned her to the bed. She was pinned down in a kind of “victory” pose and I was between her legs with the tip of my cock grazing her clit. This is when I told her that before I give this to her, I want the following from her for the rest of the night:

– None of my cum is to end up anywhere except inside her. If she sucks me, she is going to swallow, and if I cum from fucking, it’s going to be inside her. I know she’s turned on by my cum, so I thought she would be into that one. I was right. she eagerly said yes.
– We would not be using any lube. If she feels like she needs lube, then she needs to suck me and make me wet. Make it sloppy. We haven’t really needed lube since we ditched the condoms, so I didn’t think this would be an issue. She said yes.
– Whenever she sucks me, I want her to play with herself. The idea here is to create an association with sucking me and her feeling stimulated/pleasured. She said yes.
– The more she pleases me, the more I will make her cum. If she disobeys me, she will be punished. She said yes.

With that, I kissed her again and rubbed the underside of my shaft against her. I asked her if she wants me to fuck her and she said “yes please!”. Loved the “please”! I could feel that she was wet and ready, so I entered her slowly and kissed her while I slid deeper and deeper inside her. She’s able to take all of me me quicker, so her pussy seems to be adjusting to my size a bit. We were both riled up and the sex was great. In an effort to not make this too long of a post, I’ll just say that she came twice and I came inside her.. the second time she came was when she felt me cumming inside her. I had edged for a while before her visit, so it was… a lot. When I pulled out, it poured out of her, so I scooped it up with my dick and pushed it back in her, which made her moan; I could tell she liked that. I kept my cock in her for a while as we kissed and I pulled out again. It took longer for it to ooze back out again, and she looked at me like, what should I do with it? I was tempted to have her catch it with her fingers and swallow it, but I told her it’s fine if it oozes on the bed or on the floor. That’s when I got the idea to tell her to go grab a towel for us, and it’s fine if it drips out of her and onto the floor as she walks. She had a shy look as she got up and waddled to the linen closet, and when she got back it was definitely sliding down her leg and there was a string that had just hit the floor. Fucking hot.

We laid on the bed for a while before I told her I was hungry and ready for her to cook for me. She told me she didn’t own an apron and asked me what I wanted her to wear (in my text to Andy where I brought up the cooking, I said it would be hot if she did it in nothing but an apron). I actually didn’t have an apron either, so I told her that it’s fine and she can cook in the thong she wore over. She said OK, slid it on, took her bra off, and wiggled her cute butt into the kitchen.

She had brought over the ingredients to make penne alla vodka. I helped her find all the cookware she needed and hung out in the kitchen with her while she prepared it. She looked so fucking sexy! We chatted while she prepped, and when she tuned the burner on to boil the water, I crept up behind her and wrapped my arms around her stomach while I kissed her neck. She closed her eyes and let out a sigh, and I reached down and started rubbing her pussy from outside the thong. She arched her back and started grinding her butt against my dick (I was still naked). She was able to get me hard like that, so I spun her around, showed her how hard she made me, and kissed her. It was on; we went at it in the kitchen and I ended up fucking her doggy style on the kitchen floor with her thong pushed to the side. I was going pretty hard and she asked me to ease up a little because of what happened last time (her cervix got a bit bruised from the last time I fucked her from behind), so I did. We fucked like that for awhile (she came while I had a handful of her hair) until I told her I was going to cum. I pulled out and told her to turn around, so she spun around so that she was upright on her knees. I stood up and she jerked me and started sucking me. I yelled out that I was cumming, and she kept sucking and ended up swallowing every drop. God, it felt amazing. I helped her up and kissed her and told her what a good girl she was, and how great she is doing. She said it was her pleasure.

Once the food was done, I went to the living room and had her bring it to me. She put the plate of pasta on the coffee table and told me to enjoy, but I told her she had to sit on my lap and feed it to me. She laughed, but said OK and did it. She had the plate on her lap and fed me the penne with a fork. It was really good! I grabbed her plate and started feeding her as well. Once I was done, I told her how great it was and how much she pleases me, and she smiled adorably. I then told her that I was ready for my dessert, and laid her on the couch and spread her legs. I ate her out until she came.

The rest of the night was filled with plenty more fucking and sucking. Instead of describing every single thing we did, I’ll give you the highlights:

– At one point I asked her to try to get me hard without touching my cock. I was laying on my bed and she was standing, so she started by doing a sexy dance (which she still cant do without getting embarrassed). That got the blood flowing, but what got me hard in the end were some things she whispered in my ear (mostly about how much she craves my cock and cum). The line that was the final straw was “I love being slutty for that big dick of yours”. I fucked her till she came after that.

– She had apologized for asking me to go easy when we were fucking doggy-style on the kitchen floor, so I told her she has nothing to apologize about and I never want to hurt her. She also apologized for not being as experienced in bed. Apparently she had only had sex with 4 guys before Andy (she said she was a bit of a prude in high school and the beginning of college) and they were all on the smaller/average side and none had much stamina or experience, so she was afraid she wasn’t as good in bed as other girls I’ve been with. I told her that was nonsense as well and that she is amazing in bed and she’s beautiful and drives me wild. She thanked me for opening up her sexual world and giving her new experiences and making her feel so good. I told her Andy is who she should thank, because not every guy is as cool as him or would be comfortable in an arrangement like this, and it speaks to his confidence in himself and in their relationship. She said she was a lucky girl, and I agreed. I also gave her props for being open-minded and exploring new things.

– I had ordered a leash that I wanted to try out on her but there was a problem with the shipping and it didn’t arrive in time. I did add some light choking to sex though, based on how she responded to it last time. I told her about it beforehand and told her to pinch me or kick me if it becomes too much or if she doesn’t like it. So at one point I was on top of her on the bed fucking her and put my right hand on her neck and applied a little pressure to the sides of her neck, careful to avoid her esophagus. When I did that, she moved one of her hands on top of mine and nodded, signaling it was OK. I applied a little bit more pressure (not enough to fully cut off oxygen), but also started really pounding her pussy. As I was fucking her hard, I saw her eyes roll a little bit so I released my hold on her neck. She quickly told me to put it back because she was close to cumming, so I did and applied the same pressure and kept fucking her hard and deep. Her eyes rolled again and a little gurgle came out so I let go and she unleashed an epic orgasm, probably the biggest she’s had since we’ve been fucking. I guess she was into it!

– She had made a comment after cumming that she doesn’t smoke but felt like she needed a cigarette because that’s what people do in movies. I asked her if she smoked weed, and she said she hadn’t in years and had only smoked a few times in her life because it made her cough. I told her I had some and offered it to her, and she said it was tempting and maybe she should talk to Andy about it first. So she called Andy to check in and brought up the weed and he said it’s up to her and that she should do it if she wanted. After the call ended, she said what the hell, and I packed a bowl. I showed her where to put her fingers on it and lit it for her, and she took a small enough hit that she didn’t cough. We passed it back and forth and she probably took 4 or 5 decent hits. Soon enough, she was super high lol. She was giggly and cute and we laid in bed and talked. At one point she laid her head on m stomach and told me she had the urge to suck me, so I told her to go for it. She sucked me passionately with her head on my stomach and her leg on top of mine. She rubbed her clit as I caressed her hair. It was really sensual. I told her I was going to cum and she swallowed me again and “mmmmm”ed as she swallowed. She also spent some time sucking my balls and admitted that it was the first time she had done that! I couldn’t believe it! I told her we should make that another thing she only does for me. I figured Andy would like that and she agreed with me.

– She was high for a while and we ended up having really slow sex where I wanted her to feel everything. I started out on top and slowly thrusted in and out and she just had her eyes closed and told me it felt amazing. She got on top at one point and took all of my inside her and just kind of grinded around and gyrated, feeling me hit all the different spots. I held out as long as I could to prolong it, so we probably fucked like this for a half hour or so. She was in the zone! I’d run my fingernails over her body throughout it and it made her nipples pop like crazy.

– We practiced deepthroating again and we actually got past the throat barrier once, but it made her cough a lot and it took her a minute to recover. I told her I was proud of her and how happy that made me and kissed her. She was definitely proud of her progress!

– I had her take a picture of me playing with my cock and gave her a homework assignment to masturbate to it when she is home. I gave her a couple other homework assignments, but I don’t want to mention them here because I want them to be a surprise to Andy.

– We didn’t end up going to sleep until 5am. In total, she drank 2 loads and I came inside her 3 times. I’m not sure how many times she came, but it was a lot. She slept late and Andy had texted me around 10am asking how everything was going, and I told her it went well and that she’s sleeping like a log. He said to leave her be, but at noon I felt bad for Andy and woke her up. I told her that it’s probably best that she makes her way home, but before I woke her up, I had made some eggs and bacon and we had breakfast in bed. We didn’t have sex (she was already sore), but I gave her a nice back massage. She got dressed and Andy picked her up and that was that.

– She didn’t disobey me so I didn’t have to punish her, but if she had I would have bent her over my knee and spanked her ass red. I also messed with her a few times and pulled out in the middle of sex and made her beg me to keep fucking her. I had her crawl to me at one point too. She got a kick out of it and seems to like being my little sex pet!

Feel free to PM if you have any questions or want more details. I had planned on doing more dom/sub stuff, but I’ve been reading a lot about it and it seems like nothing that should be rushed into, so I didn’t push anything. There’s already talk of me sleeping over their place for a night (Melissa and I came up with some ideas of things we could do in front of Andy that he would like), so fingers crossed it happens!

Source: reddit.com/r/gonewildstories/comments/9j410o/update_how_swimming_in_my_underwear_got_me_a