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Hooked Up With A Woman In Her 20s

This was my first time having sex in a few years so I was definitely very horny. We got back to my place after a date and I was ready to go. As we are stripping I ended up in just my underwear. Plain fruit of the loom white briefs. Tighty whities some call them.

As I’m kissing her and feeling her ass in her thong she reaches down to my crotch. She then makes fun of my underwear choice. I was unaware that anyone made fun of a guys underwear after middle school? I took them off and tossed them out of the way and had sex with her.

But I’m still surprised underwear is that big of a deal. I like support a d briefs provide the best support for me. Plus I dont like fabric on my thighs. Is wearing white briefs something I’m gonna have to worry about with future hook ups?



by Reacher on Aug 25, 2020 at 8:26 AM

Easy Fix, they make regular briefs in Colors now...so much better and frankly you're long overdue for the change...they also make boxer briefs which look like Grown up underwear too (just kidding, sort of)

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by Anonymous on Aug 25, 2020 at 10:48 AM

Boxer briefs are nice, they provide support but also prevent chaffing. I've been wearing them for years.

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by Anonymous on Aug 25, 2020 at 1:47 PM

Check out Duluth Trading for dynamite shorts of all colors and styles. I agree that briefs are my favorite for support and comfort. Haven't ever had anyone tease me about them but you did the right thing there anyway, pulled 'em off and fucked her good.

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by Anonymous on Aug 26, 2020 at 1:59 AM

boxer briefs are very nice. Tight ones. Though im going commando for the last month and its great. I don't think i will need an underwear again.

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by Anonymous on Aug 26, 2020 at 8:55 AM

I don’t like boxer briefs. Can’t stand the fabric on my thighs. That’s why I still wear tighty whities

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