Update: How swimming in [m]y underwear got me a handjob, sex, and another overnight date with my friend’s wi[f]e

Hi! Been a while! For those of you who aren’t familiar with my posts, I’m a very lucky SOB who has been fucking my friend’s girlfriend (now wife) with their consent. It all started when I went swimming with friends in my underwear which revealed that I’m well endowed. My friend Andy was there with his girlfriend Melissa and she had made comments about it to him in the days afterwards, and one thing lead to another and he gave her a hall pass to give me a handjob. Lets just say things have progressed and we’ve been fucking for about 2 years now. Here’s a link to my posts and his which chronicle all that has happened so far:

Here’s 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:https://www.reddit.com/r/gonewildstories/comments/6py2nr/how_swimming_in_my_underwear_got_me_a_hand_job/

My recap of convo with Andy where he told me he is thinking about letting me fuck her:https://www.reddit.com/r/gonewildstories/comments/77eche/update_how_swimming_in_my_underwear_got_me_a_hand/

Andy’s first reddit post where he asked for advice:https://www.reddit.com/r/Hotwife/comments/78r5i1/may_let_my_gf_sleep_with_a_male_friend_advice/

His recap of the threesome we had:https://www.reddit.com/r/Hotwife/comments/7d4t9d/update_to_my_previous_post_about_letting_my_gf/

My quick recap of the threesome we had:https://www.reddit.com/r/gonewildstories/comments/7dli32/update_how_swimming_in_my_underwear_got_me_a_hand/

His update about how she got pregnant from when my condom broke:https://www.reddit.com/r/Cuckold/comments/7nvuml/disaster_please_help/

His update about how they recovered from it and decided to continue on with me:https://www.reddit.com/r/Cuckold/comments/8ecqbj/update_on_situation_with_my_girlfriend_and_our/

My update on aftermath and first proposition of solo sex:https://www.reddit.com/r/TrueBigDickStories/comments/8hofe3/update_how_swimming_in_my_underwear_got_me_a/

First time I had sex with her without Andy there:https://www.reddit.com/r/gonewildstories/comments/8ojeli/update_how_swimming_in_my_underwear_got_me_a/

His recap of our 2nd threesome:https://www.reddit.com/r/Hotwife/comments/8y1qdn/another_update_on_my_situation_with_my_girlfriend/

Our 2nd time fucking alone and when I had her wear booty shorts in public:https://www.reddit.com/r/gonewildstories/comments/93qd4d/update_how_swimming_in_my_underwear_got_me_a/

His post about when I came over for a game night:https://www.reddit.com/r/Hotwife/comments/9azome/another_update_on_situation_with_my_girlfriend/

His update on how they’re doing:https://www.reddit.com/r/Cuckold/comments/9epopm/quick_update_on_situation_with_gf_and_hung_friend/

He verified himself here:https://www.reddit.com/r/Hotwife/comments/9f86ve/verification/

I verified myself here:https://old.reddit.com/user/craiggyb/comments/9nwr7e/verifying_myself/

The time I came over and we had the contest to see who could make her cum the fastest:https://www.reddit.com/r/Hotwife/comments/9pafvu/update_on_situation_with_gf_and_hung_friend_he/

We had some wild sex after a Thanksgiving party: https://www.reddit.com/r/cuckoldstories/comments/a34hox/update_on_situation_with_my_gf_and_our_hung/

His update on how he’s enjoying being cuckolded:https://www.reddit.com/r/Cuckold/comments/adyisg/another_update_on_situation_with_my_gf_and_our/

Here is my update on how I took Melissa out on a Valentine’s “date” and Andy watched: https://www.reddit.com/r/gonewildstories/comments/at4smv/update_how_swimming_in_my_underwear_got_me_a/

Another update from Andy about how he watched me dominate her: https://www.reddit.com/r/cuckoldstories/comments/benklc/another_update_on_situation_with_my_gf_and_our/

His latest update about how we went to the beach together and Melissa got topless:https://www.reddit.com/r/cuckoldstories/comments/bzt9iv/another_update_on_situation_with_my_gf_and_our/

My post about my romantic weekend away with Melissa: https://www.reddit.com/r/gonewildstories/comments/cb1qxa/update_how_swimming_in_my_underwear_got_me_a/

I stayed over their place for an epic week and Andy recapped each night: https://www.reddit.com/r/cuckoldstories/comments/d52v8e/update_on_situation_with_ny_fiance_and_our_hung/

Andy’s first post after he and Melissa had gotten married: https://www.reddit.com/r/cuckoldstories/comments/e8fo0u/update_on_situation_with_my_wife_and_our_hung/

And last but not least, a pic of Melissa’s perfect booty!

My fiancee finally let me post a pic of her! Please help me convince her that you all want to see more of her! from WouldYouFuckMyWife

OK! Now that you’re caught up, I’ll jump right into the latest. So if you notice in Andy’s latest post, he has been referring to me as Melissa’s “boyfriend” when they talk about me, and he wanted us to go on another romantic date together. We hadn’t been hooking up as much lately because of their wedding planning and the holidays, so I was aching to be inside her again. She looked so beautiful at the wedding and I was so grateful to be invited. It was a lot of fun. Since the wedding, we’ve been texting and trying to set something up, and we were finally able to this past weekend.

It was a Friday night, and at first Andy was going to tag along like the other date we had and watch from a distance, but he had a change of heart and said we should go just the two of us and he’d tag along next time. He told me it was so we could catch up and interact more naturally. I told him I’d be more than happy if he tagged along, but he insisted we enjoy ourselves and asked me to show her a good time. I made a reservation at a really nice restaurant and requested a 4-top table that was out of the way and as private as possible. It in a different neighborhood than the ones they and I live in, but I just wanted to be extra safe. The plan if any of our friends or family saw us was to say we were with Andy and another friend but the friend got sick and Andy left to make sure he could get a cab, lol. It sounds silly but I just wanted to make sure she was comfortable and not nervous about being spotted.

I dressed all nice and picked her up. Andy saw her off and she looked STUNNING. This red form-fitting dress with her hair done and makeup on and sexy heels. I got out and opened the door for her and told her how beautiful she looked. She thanked me and got in the car. I waved goodbye to Andy and drove 2 blocks away and pulled over so I could kiss her out of sight of the neighbors. I was really blown away by how amazing she looked and she complimented me as well. I held her hand as I drove to the restaurant.

The table was in a semi-private area which was great. We sat next to each other on either side of the corner of the table and asked the waitress to leave the other two place-settings in case we needed more napkins or wanted more water, lol. We ordered some cocktails and caught up. We reminisced about the wedding and how she’s relieved to be done with the planning. I’d occasionally rest my hand on her thigh and she’d hold my hand for a bit and would blush a little when she did. I called her out on her red cheeks and she said it was because she still gets nervously excited when we do this stuff, especially now that she’s married. I took her hand and laid it on my cock and asked her how that makes her feel. She giggled and got redder and then looked me in the eyes and very softly said “wet”. I asked her if she missed it and told me that was a stupid question and that the answer was obvious. I told her I missed her pussy and body and was looking forward to making her cum in my bed tonight. She squeezed my cock, smiled, and went back to her food.

We finished up dinner and took off. I was feeling extra chivalrous so I was opening the car door for her every time she got in and out. The plan was to play a potential sleepover by ear, but I honestly had no doubts that we’d be spending the night together. I asked her if she’d like to spend the night with me and she said she’d love to. She had brought an overnight bag with her. We called Andy and he was all good with it. We kissed for a bit and then off we were!

So normally my place is kind of a messy bachelor pad, but I had gotten a gift cert for a cleaning service for Christmas, so I used it beforehand. The place was spotless, I had picked up some wine, stocked the fridge, and I had also gotten her a Christmas gift with Andy’s input. I was really excited and I felt that she was also. We got to my place and she commented on how clean and organized it was and gave me a pat on the back. I told her to get comfortable as I poured us some wine and turned on some music. She kicked her heels off, dropped her bag in my room, used the restroom real quick, and then stretched across the couch in my living room. When I walked in with the wine, she just looked so sultry and beautiful and although I had every intention of trying to continue our convo and not jump her bones right away, I couldn’t help myself. I put the wine glasses down and slowly crawled on top of her, kissing every portion of exposed skin that I could. Her legs slowly wrapped around my waist and we began to make out. We kept kissing and probably did this for 5 or 6 minutes straight, and she’d occasionally make comments about my dick and how she’s excited for it. It was great. She started rubbing my bulge over my pants and then began unbuttoning my shirt. Once my shirt was opened, she kissed my chest and ran her fingernails up and down my back. I hiked her dress up and rubbed her pussy over her underwear and felt a wet spot right off the bat and commented on it. I crawled back to take a look and saw she was wearing a new flesh-colored thong for me with the words “Property of Craig” written on the front! I smiled from ear to ear and she laughed when she saw my reaction. I told her I love them and they make me so happy and she said she was glad. I ran my tongue over the wet spot and kissed her clit over the thong and she began squiming. I peeled them off and held them up to her so she could see how big the wet spot was and she was surprised. I flung them onto the floor and dove in.

Her pussy tasted amazing. She had shaved the way I like and I was licking her like I had an unquenchable thirst. She felt really tight when I finally slid a finger in, and I knew I’d have to get her adjusted to at least two fingers before I try to slide my cock inside her. Two fingers plus my tongue made her cum, but I honestly didn’t want to stop. I was really enjoying her pussy, so I kept going for a bit until her next orgasm was building. When she told me she wanted me to fuck her, I got up, took my pants and shirt off, and rubbed her clit with my thumb a bit while she reached and stroked my hard cock. She held it and said “I missed this” and I told her how I missed her pussy. I took her dress and bra off. I briefly rubbed and sucked on her tits before I laid her back on the couch and slapped her pussy with my cock a few times. When I slid my cock head in she gasped. She felt tighter than usual, probably because we hadn’t fucked in a while. I took it nice and easy and focused on her expressions as to when she was ready for another half inch. Before I knew it, I was buried balls deep and her eyes were rolling back.

I made a point not to cum for a week so that I had a proper load for her. I had sex with a girl that I went on a date with a week prior, and that was the last time I came. Having sex with Melissa again reminded me how much better she is in bed than other girls. There’s just something about her inexperience mixed with her adventurous spirit. She’s like a genuine girl next door who has awakened her inner slut late in life and is relishing it. The noises she makes, the way she moves her hips (she can’t twerk well and isn’t the best dancer, so her movements have some rhythm but not so much that she doesn’t need to focus on it, if that makes sense), the way certain new positions surprise her with how good they feel, how tight she is, how she doesn’t realize how sexy she is, etc. It’s just a unique combination. I lowered myself into her arms and kissed her as I fucked her, and she could no doubt taste herself on my lips. She came after about 20-30 balls-deep thrusts.

As she caught her breath, she whispered to me how she missed this and I concurred. I left my hard cock inside her while I kissed her neck. I had an unshakable urge to cum inside her so I flipped her over so that she was on top and I was on my back on the couch. I said, “I want you to fuck my cum out of me and into you” and she flashed a devilish grin. She pressed her hands against my chest and went to work. I could feel her clenching her pussy on me as she grinded away, and she’d let out a yelp if she sat too far down on it and poked her cervix. My favorite part was when she told me she was afraid she was going to cum again before she could make me cum, and I told her to cum away. She asked if I was sure and I said of course. Within a minute or two she had a quivering orgasm that made her knees squeeze together. She apologized again which was silly and said she was gonna make it happen for me now. She spun around so that she was reverse cowgirl, and when I saw that ass I knew it wasn’t going to last much longer.

I squeezed her ass and gave it a few good slaps. I could see her head turned and she was watching my expressions because she knows I love her booty. It didn’t take long. I laid my head back, closed my eyes, and allowed the orgasm to wash over me. I grunted pretty loudly as I pumped what felt like a gallon of cum deep up into her. She let out some moans as she felt me fill her. It was a really long orgasm, it just kept going and I felt like I kept shooting inside her. I exhaled and shuddered and was in a state of bliss. I opened my eyes and saw her smiling at me, proudly. She then slowly and carefully laid backwards on top of me as I bent my knees up in between her legs to keep my cock and all that cum inside her. I wrapped my arms around and grabbed her boobs and kissed her neck, and we just laid there for a while.

I felt my cock begin to soften and worried about the cum that would pour out once I slipped out of her. On a count of three, I slipped out from underneath her as she raised her hips up and held onto her legs. I peeked at her pussy and cum was oozing out at an alarming rate despite how she was positioned. Luckily I had a blanket on the couch that is machine washable! We both just watched it drip out, it was pretty hot. I went and got her some tissues, and after the mess was contained, I hooked my arms under her, picked her up, and carried her to my bed. I laid her down gently, kissed her, and told her I had a present for her. She looked surprised but excited. I handed it to her and she unwrapped it to discover the lingerie I had bought her. It’s a black partly sheer two-piece set I got at a nice boutique shop. I asked her if she liked it and she said she did, but I told her the only catch is that she leaves it here. She said that was fine and joked about she might as well leave other stuff here as well now that Andy refers to us as “boyfriend and girlfriend”. I asked her how that makes her feel and that started an interesting convo.

She started off by saying “it’s crazy” and I asked if it was good crazy or bad crazy. She said she didn’t know, maybe good crazy. She said it excites her to think that she has a perfect husband and also a perfect fuck buddy. I told her I don’t mind if she refers to me as her boyfriend to Andy and she asked me if I want to refer to her as my girlfriend, and I said I would do that when I’m with them, but nowhere else. She jokingly asked if I was embarrassed to have her as a girlfriend, and I told her that was preposterous, any man would be lucky to call her his girlfriend, but I was just saying that to express how I’d continue to be discreet about all this. She said she knew and thanked me for being a gentleman about everything. She also said that although she doesn’t actually think of me as her boyfriend, it’s fun to say it and get Andy all hot and bothered. I agreed. I asked her if Andy actually wants us to have a boyfriend/girlfriend relationship, and she said she wasn’t sure, and sometimes she thinks he does. I told her I’d be happy to do a long term bf/gf roleplay with her and she said that could be fun and then made a self-deprecating joke about how she’s sorry that I’m stuck with a lame pretend girlfriend. I don’t know if she was just fishing for compliments or really still doesn’t realize how hot she is, but I reminded her and also reminded her that she’s officially a “hotwife” now which made her shake her head in disbelief. We exchanged compliments about our bodies, and before we knew it we were fucking again. We fucked a lot throughout the night, but here are the highlights:

* She normally cums fast with me, but she came faster than usual that night. Probably because we hadn’t had sex in a while. I wouldn’t change the position until she came, and we ended up fucking in a lot of different positions.

* She normally tries to avoid getting cum on her lingerie because it’s hard to get out, but I told her that this pair I got her is going to get cum on it, and I’m not going to clean them. She may just have to put cum-stained lingerie on when she comes over. She got a lot on the bra from when she coughed after I tried cumming straight down her throat at one point.

* We had a really fun 69ing session that lasted a while. I couldn’t see her, but she was smacking her face with my cock a lot which was pretty new for her.

* She only swallowed one load, and the rest went deep inside her.

* In between sessions she told me she had masturbated thinking about having sex with me a couple times recently, and I said I had done the same. I made her demonstrate how she masturbated, and I stroked myself as I watched her finger herself. Mutual masturbation is pretty damn fun.

* She asked me to choke her at one point and she came like 5 seconds after my hands wrapped around her neck.

* We passed out from exhaustion at around 5:00am. We slept till about 10 and she could barely walk straight at first. Andy told me she was sore the whole following day and he pampered her while she recovered and napped on their couch. Before I dropped her off to Andy, I made us breakfast and the glasses of wine I had poured the night before were still sitting on the coffee table, completely untouched.

Some other convo highlights were:

* When I asked her how having sex with me feels now that she’s married, she told me it’s a little more thrilling because it feels naughtier, but all-in-all it’s not a big change.

* During sex, she called me daddy a few times and also said I was the king of her pussy, which was a new one. She also said she’s “such a slut” for me.

* She told me that she and Andy want kids and that when they decide to start trying, I’d have to start wearing a condom, or we’d have to hit pause on this entirely. I told her then she better start coming over with an empty stomach because she’s gonna be swallowing a lot of loads if/when that happens. That one made her blush and she called me “raunchy” lol. I also told her she better stay away from me when she’s ovulating and she agreed, but said it would be hard because she’d be really horny.

* I asked her if she’s still making Andy pull out now that they’re married, and she told me that aside from the wedding night and their honeymoon, she has been. I was surprised, and looking me straight in the eye, she said “of course I do. My pussy is for you to cum in, and only you. You’ve earned that. Plus, Andy loves when I tell him how I only let big dicks cum in me.” I was so turned on that I mounted her and pounded another load inside her right then and there.

* I had mentioned the girl I went on a date with and had sex with, and she asked me a ton of questions. I wouldn’t say she was jealous, but she was definitely curious about how she was in bed, what she did, if she could take all of me, etc. She’s a competitive person so I think she wanted to make sure the girl wasn’t able to do anything that she couldn’t. I assured her that this girl had nothing on her.

* She’s so head-over-heels in love with Andy, it’s really sweet. She just has a glow about her when she talks about him. I say that he’s a lucky guy a lot, but she’s also a lucky gal because Andy’s an awesome dude. They’re the best couple and I’m forever grateful to be invited along on this journey with them.

So there you have it! We discussed the possibility of more regular sleepovers, either at my place or theirs, so one of us will surely keep you posted on that if it happens. In the meantime, as a treat for reading all this, [here’s a very short audio clip]( https://soundgasm.net/u/Craiggyb/What-got-you-wet) of me asking her what got her so wet after I discovered the wet spot on her thong. I tried to record more but my phone ran out of storage and I only got like a minute of foreplay. This was all Andy and Melissa were cool with me posting, so I hope you enjoy!

Source: reddit.com/r/gonewildstories/comments/eldlpl/update_how_swimming_in_my_underwear_got_me_a