Author: craiggyb

Update: How swimming in [m]y underwear got me a handjob, sex, and most recently a lovely “walk date” with my friend’s wi[f]e

What’s up! Man, I saw that it’s been 7 months since my last post, crazy. Well it may not be the most exciting update in the world, but it’s something! If you’re not familiar, here’s the full rundown of events:

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/ Read more »

Update: How swimming in [m]y underwear got me a handjob, sex, and one sexy (and safe) with my friend’s wi[f]e

It’s been a while, hasn’t it? Feels like forever and a day. If you’re not familiar with all the history between my buddy Andy and his wife Melissa, here’s a bunch of links to previous posts, but the long and short of it is that a couple years ago I had gone swimming in my underwear with friends, and Andy and Melissa were there. She had noticed my size, and Andy eventually gave her a hall pass to give me a handjob since she had never been with a big cock before. This has progressed to say the least! Here’s the rundown of events:

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/ Read more »

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/ Read more »

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

Hey guys and gals! Been a while since I’ve written something about the fantastic situation I am in with u/dinerwolf and his beautiful girlfriend, Melissa. Before I start, here’s my usual list o’ links for the whole history ;)

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/ Read more »

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

Hello there! It’s been a while since I last wrote an update myself. Before I start, here’s a link history of my and my friend’s posts if you wanna catch up on the whole background, but the quick summary is that my buddy has been sharing his girlfriend with me because I am well endowed and things have been progressing quite nicely:

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/ Read more »

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 Read more »

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

Hey guys and gals!

I’m back with another fun (and looong) update. Andy (u/dinerwolf) ended up posting the last update about our latest threesome, but Melissa and I just had a great night together just the two of us, so I’m posting about that here. Here is my last post (https://www.reddit.com/r/gonewildstories/comments/8ojeli/update_how_swimming_in_my_underwear_got_me_a/) which has links to my previous posts so that you can get the whole background on what’s been happening. Read more »

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

Hey everyone! I’m back with a really exciting update. In case you want the background, here is the [initial incident](https://old.reddit.com/r/TrueBigDickStories/comments/6ngmcz/how_swimming_in_my_underwear_got_me_a_hand_job_by/) that kicked everything off last year, and here is the [update](https://old.reddit.com/r/TrueBigDickStories/comments/7dlhnm/update_how_swimming_in_my_underwear_got_me_a_hand/) about the threesome we had, which was fun but [something happened](
https://www.reddit.com/r/TrueBigDickStories/comments/8hofe3/update_how_swimming_in_my_underwear_got_me_a/) which caused them to pause everything for a bit.

So after some delays and some more talking it out, Melissa and Andy finally decided to go for it and have her come to my place for some solo fun! Pics and videos were banned, but we face-timed Andy a couple times during the fun. Below is a (long!) recap:

Andy dropped her off at my place and waited in the car out front until I opened the door and she got in safely. I had told Andy to have her come wearing these yoga pants that she looks great in along with a form-fitting top. When I opened the door, she was wearing the pants along with a tight tank top, looking fantastic. I quickly scooped her up in my arms and told her to wave goodbye to him. She did, and I kicked the door shut behind us. As I carried her over to the bedroom, I kissed her on the lips and we said hello as she giggled. Once I got to the bedroom, I tossed her on my bed and told her to undress. I wanted to be dominant with her because I could tell she likes it- she’s successful at her job and I can tell she wears the pants in the relationship with Andy (he would admit this as well), so being dominated is a nice change for her and turns her on. Read more »

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

Hey everyone! I have some exciting news to share – I had a threesome with Andy and Melissa!! Here is the original post about the [hand job I received from my friend’s girlfriend](https://www.reddit.com/r/gonewildstories/comments/6py2nr/how_swimming_in_my_underwear_got_me_a_hand_job/) after [swimming in my underwear](https://www.reddit.com/r/Bulges/comments/5xhjqr/just_swim_in_your_underwear_they_said/). My last [update](https://www.reddit.com/r/gonewildstories/comments/77eche/update_how_swimming_in_my_underwear_got_me_a_hand/) was about a conversation Andy and I had in a bar where he told me he was thinking of letting her have sex with me. Since he seemed unsure about it, I directed him to Reddit and specifically r/hotwife, and told him he could ask questions there if he wanted advice. Well he did, but someone linked my post in the comments and he was pretty shocked that I had posted the story. I had told him that night in the bar that I post on reddit and told him I shared what has been happening between the three of us from my point of view, but I guess he didn’t realize how much detail I went into. After realizing I never shared their real names or location and didn’t say anything disrespectful, he came around and was cool about it. He was actually impressed with the positive attention it received (thanks guys!). Read more »

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

Hey! So it’s been pretty quiet since the last update, but I had a great convo that I wanted to share! Here is the original post about the [hand job I received from my friend’s girlfriend](https://www.reddit.com/r/gonewildstories/comments/6py2nr/how_swimming_in_my_underwear_got_me_a_hand_job/) after [swimming in my underwear](https://www.reddit.com/r/Bulges/comments/5xhjqr/just_swim_in_your_underwear_they_said/). Update below:

I hadn’t seen Andy and Melissa since she sat on my lap and kissed me in front of him, but I’ve been thinking about her a lot, and have been daydreaming about this whole situation progressing further. I’ve been very hands-off and have been waiting for them to make the next move, and part of me was regretting it because I didn’t want this opportunity to fade. Things just picked back up recently though when I hung out with Andy and some other guys at a bar last week. Read more »