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

A few months back, I posted a pic of me right after I went swimming in my underwear with a group of friends, and I got some PMs requesting the backstory, but at the time there really wasn’t much of a story; I was out with a group of friends, we ended up at someone’s house who had a pool, and because I didn’t have a swimsuit with me, I ended up swimming in my underwear, which left nothing to the imagination after I got wet. Some crazy stuff happened in the following weeks though, which I thought I’d share here.

The group that I went swimming with was pretty large, and some friends of friends were there that I had started to get to know more lately. This included a couple (lets call them Melissa and Andy). I had probably hung out with them 5-10 times before this, but I had their phone numbers because there were a couple group texts going when we all had tried to plan a camping trip previously. Anyway, we were all pretty tipsy and jumped in the pool, and once my white underwear got soaked, people started glancing and giggling. The ice was broken when Andy exclaimed, “Damn, dude, you got a license for that thing?” and everyone laughed. A few other comments were made, including one from Melissa, which was, “that thing is massive!”. I have to say I was flattered, but at this point I wanted to change the subject. The rest of the night was fun, and at the end we all went our separate ways home.

Fast forward a week, and I get a text from Melissa which was surprising, because she and I had never texted each other solo before. Her text was innocent though, an attempt to set up another group hang. The convo was normal enough until she threw in a comment about going swimming again, and that maybe I should forget my swimsuit again, with a winky emoji. I brushed it off with a “haha, that was so embarrassing”, and she replied with “You have nothing to be embarrassed about! You have quite the gift…”. At this point I started to think about Andy and how I probably shouldn’t keep this up, but I was getting turned on and felt my cock stiffen up, and couldn’t help myself. I replied with “Thanks! Have you ever been with a bigger guy?”. My heart was pounding while I waited for a reply. She came back with “No…. I wish! It’s on my bucket list, but doubt it will ever happen :(” I then said “That’s a shame.. wonder if Andy would ever give you a ‘big dick hall pass’ haha”. She replied right back with “Oh don’t worry, I’m working on it!! I actually think there’s a small chance!” I replied “Awesome! Well keep me posted ;)”, and she said “oh, don’t worry, I will ;)”. Wow! I ended the conversation there because it had already gone too far, but I admit that I did fantasize about her afterwards.. she’s really, really cute.

Fast forward about 3 weeks and I hadn’t seen Andy or Melissa since the swim, but I got a text from Andy, which made me nervous to see. It started out with hellos and some sports talk, but after a while he dropped this line: “So, I hear Melissa texted you.” My heart sank. I replied with “Oh, yeah, she texted me a few weeks ago”. He then said “She’s a flirty one, eh? Haha. Don’t worry, I’m not mad. It’s been a.. weird.. last couple weeks… haha. She told me about it.” I had no idea what to say, so I didn’t say anything, and just waited for Andy to text again. He eventually said “Seriously, don’t worry, it’s cool! I have a proposition for you, but this is going to sound super weird, so hear me out.” I just said OK. He then said “So I love Melissa, and I know her as well as anyone. When we went swimming that night and she saw your fucking cannon, I could tell it was on her mind afterwards because she brought it up offhandedly a few times here and there. I eventually asked her if any of her exes were as big as you, and she said no.” There was a long pause after this, so I just stared at my phone in intense anticipation. He came back and said “I asked her if she ever wished she had been with someone that big, and she danced around the answer. I knew she wasn’t being honest, so I kept prodding, and eventually she said it was something that she had thought about from time to time, and it used to be a bucket list thing, but she’s happy with me and doesn’t care, yada yada. I could tell she was BSing.” Then another long pause. My heart was POUNDING. He then said “Sorry man, this is so weird! I’m rambling. Anyways, long story short, I think she deserves a one time hall pass to get this out of her system. I know I sound crazy, but I think it will be fine, and if we do it with someone we know and trust who could keep this on the low, then I’d be ok with it. So that is why I am texting you.” My hand is trembling and I replied “Woah! You sure about all this? I mean.. I don’t want to mess anything up between us, and I don’t want your relationship with her to be messed up.” He said “Nah it’s cool, it’s fine. But I told her no sex and no BJ, only a hand job. I couldn’t handle anything more than that. SO- what do you say, do you want a HJ from Melissa???”. I took a second and reply “Ummm.. yes but only if it’s 100% OK!!!”. He replied to the affirmative, and told me Melissa will be texting me next. He also made me swear I won’t tell any of our friends, which I agree to. WTF!!

An hour later, I got a text from Melissa asking what I thought. I told her I was down, and asked her how/when/where she wanted to do this. We don’t live too far from each other, so she suggested that she comes over my place, but will only stay a half hour because that was the time limit they agreed upon. I said fine, and asked if she meant tonight, and she said yes. We set up a time, and I quickly did some manscaping and jumped into the shower. I was so turned on that I wanted to explode right then and there, but I refrained from touching myself in the shower and waited until she came over, which felt like an ETERNITY. The doorbell rang and I was NERVOUS. I opened it up, and there was Melissa with a huge grin, looking cute as hell. I invited her in, and we chatted nervously about how all this came to be, and how we can’t believe it. Eventually we moved to the couch, and she made a comment about how we’re on the clock, so we should get to it. She was sitting on my right, and I started unbuckling my belt. She kept giggling with nerves, and once my pants were down, she said “ooooh shit, haha!”. Her hands were a little sweaty, but it felt good when she gripped it for the first time. For the first minute or two, she was just inspecting it- lifting it, moving it around, looking at it from all angles. I remember she was impressed with the weight of it. It took a lot of concentration not to bust when she started stroking me full-steam, especially when she said “fuck, I really want to try that inside me”. I said “I wish”. I would occasionally look at her face while she was stroking me, and she would be biting her lip, but stopped whenever I looked at her. She would throw in some comments here and there like “fuck your cock is so fucking big”, and “you like my hand on your huge dick?” It was an incredible hand job, and after 10 minutes or so, I cum EVERYWHERE. It was a huge mess, and a lot of it got on her hand. We both laughed, and I got up to grab the paper towels. When I got back to the couch to hand them to her, she looked in my eyes and sucked some of my cum off her index finger and swallowed it. It was probably one of the hottest things I have ever seen, ever. We cleaned up, chatted for a bit, and she left. Andy texted me when she got home and asked how it was, and I told him it was amazing. He said she was so happy, and that they just had amazing sex, and thanked me for being discreet. I thanked him for everything. Melissa didn’t text me back after that, but I have hung out with them twice since, and it feels like we’re closer after all this. No weird vibes at all. I still fantasize about that handjob and Melissa, but I keep the boundaries, and it’s been great.

Source: reddit.com/r/gonewildstories/comments/6py2nr/how_swimming_in_my_underwear_got_me_a_hand_job