Wedgie Stories

There's something so hot about seeing a bro get a wedgie while wearing boxers. Boxer shorts are the ''cool guy's underwear, and guys who wear them don't fit the stereotype of a wedgie boy.

Yet there they are, with their undies ripped and lodged up their backside.

Friday's were a good day for me as they are most people. Why were they normally good for me? Well my Fridays always started at 5:30am I'd go to the gym, I'd go the gym, work a shorter shift at work, and then going out to the bar with friends to shamelessly hit oh hot older men who's wives didn't know they were at a gay bar. I'd pull one every once in a while. I give him the best orgasim of his life and then send him back to his wife in shame.

This Friday was different, though. I slept through my alarm and was late to work. I shot out of bed. Put on whatever clothes were on the floor and ran out the door. I got to work and saw a text from my mates that they all had to cancel at the last minute. I am a little relieved that I didn't need to rush after work to get ready for the evening. I figured I might as well go to the gym after work instead. So after work, that's exactly what I did. I'd never been to the gym on a Friday evening. I walk in past the cardio floor and make my way to the locker room. It was a ghost town no one in site except for one older gentleman seeming to be in his mid to late 50s. I paid him no mind as I got into my gym clothes and headed to the weights. I had a greeaat workout. I had been so in the zone that I didn't notice the same man from the locker room was working out near me. I thought it was a little strange considering the emptiness of the gym. I went back to the locker room, stripped down to my briefs, wrapped a towel around my waist, and headed to the steam room. A few minutes go by, and guess who decides to also take seem the man from before. He's got salt and pepper hair on his head chest and face maybe 6 foot at least. He looked like the kind of older man I'd pick up while out at the bars. Not completely ripped, wide body with a bit of a gut, and an ass the won't quit. He sat on the bench just below where I was sitting. His loosened his towel just a bit. I look down and see a bit of hairy ass crack pocking out. Just below it was the waistband of a pair of Goodfellow underwear. I wanted to see what else was underneath, but as my hand started to move toward his underwear. Before I really registered what was I was doing, I heard a deep "hoop" come from the man. I realized I had a handful of his briefs.

I let go, "I'm so sorry, mate. I don't know why I did that." He stopped me and turned chuckling a little and said, "I haven't been wedgied like that since I was in school." I smiled, released. Looked and noticed a small tent pitched in the front of briefs. "That turn you on?" I say smiling wider. "Well... uhh..." with a tone defense in his voice. I pulled my towel open to reveal the growing bulge in my underwear. He looked down and smiled. "Looks like you also enjoyed it. Dominating an older man turns you on?" He said. "It looks like it." I said.

He looks at me and touches my thigh. I look at him and ask "Does daddy need more cotton up is ass?"

I may as well have been a piñata for the bullies to beat me up and empty my pockets like the helpless dweeb I am hanging by my tighty whites😖

THIS GUY

Met up with DomTucker at Minneapolis Pride. He loved grabbing onto my underwear and humiliating me in public!!