Back in 2015 I went on a golf trip with 8 buddies for a long weekend of golfing, drinking, and playing cards. I've known these guys for years and went to college with most of them. All of them, including me, are married, except for Tom. Tom had never gotten married. He was always interested in women but never had found the right one. This was tragic, as Tom was known for his enormous cock. We had all caught glimpses of it over the years and even chatted about how big it was. I had seen him at the urinal, more than once, and I was in absolute awe at his flaccid size.
After a long day of golf and way too much drinking, Tom and I were the last two awake into the wee hours of the morning. We thought it would be a good idea to jump in the hot tub naked, of course. Our intoxicated conversation eventually turned to women and sex. We shared all the kinky details of Sheila, a mutual girlfriend we had both had fun with on separate occasions. Tom said she loved sucking his cock, but she couldn't handle intercourse with him due his size. In my mind, I pictured his long cock that I had seen at the urinal and wasn't surprised she couldn't handle him. With all the kinky details being shared, this conversation had really gotten our blood flowing and my cock was getting hard after hearing all the very specific details of his experience with Sheila. We ultimately agreed she'd likely consider a threesome with us given the right amount of alcohol and circumstances. We fantasized, out loud, about how we'd stuff her mouth and pussy simultaneously and we knew she'd absolutely love it.