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  #1  
Old 01-30-2015, 11:55 AM
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All relative

Has anyone ever jacked off in their brothers or dads underwear or speedos ?
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  #2  
Old 01-30-2015, 05:09 PM
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Quote:
Originally Posted by underwearguy269 View Post
Has anyone ever jacked off in their brothers or dads underwear or speedos ?
Not me...doesn't do anything for moi, and they wear boxers regardless. (No offense to any boxer wearers!)
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  #3  
Old 08-07-2017, 03:55 PM
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When I hit puberty I found some of my dad's bikini briefs in the back of his drawer. They were silky and had great prints on them. Thought they were the sexiest things ever. Use to wear them and masturbate in them then put them back in the drawer. The pouch used to get crusty and smelled of dried cum. Don't think he wore them too much...never said anything anyway.
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Old 08-10-2017, 08:35 AM
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Dad's Briefs

Yes, I've beat off in my Dad's underwear when I was a teen.
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  #5  
Old 08-10-2017, 11:50 AM
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Does Uncle count?
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  #6  
Old 01-01-2018, 02:20 PM
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Hell Yeah!

Quote:
Originally Posted by underwearguy269 View Post
Has anyone ever jacked off in their brothers or dads underwear or speedos ?
Hell Yeah! My Dad always wore loose fitting boxers, with the open fly, like he did in WWII. Except during the war due to shortages of rubber, boxers didn't have elastic waistbands. Instead they had strips of cloth on each side that you would tie to tighten them up around the waist. By the time I was 16, I had the same waist size as my Dad. Sometimes I would wear his boxers to school but only on days when I didn't have Phys Ed. Most boys I knew would never have been caught dead wear boxers! My Mom and Dad knew I was wearing them, too. I mean I actually asked permission and they were fine with it, but I never asked them to buy my own. On days when I would wear his boxers, I'd sleep in them that night and masturbate in them. Sometimes with my hand down inside and sometimes with my cock through the fly. I would fantasize that I was a lonely soldier on the front lines, fucking other men and getting fucked. Not caring because tomorrow we could all die. I think because of my experience with Dad's underwear, when I enlisted in the US Navy I chose to only wear loose fitting white boxers for my entire enlistment. I think I'll buy some again soon. If nothing more the for the nostalgia!
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Old 01-01-2018, 04:32 PM
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Dad's Boxers

That is such a hot story. Thanks for sharing it.
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  #8  
Old 01-01-2018, 04:50 PM
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You're Welcome

Quote:
Originally Posted by Brent69 View Post
That is such a hot story. Thanks for sharing it.
You're welcome! I still get hard thinking about it: white boxers to me are intensely masculine. I loved the feeling of wearing them to school. My cock and balls loosely hanging in my pants and none of my classmates knew I was wearing them.
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  #9  
Old 01-01-2018, 04:56 PM
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Dad's Boxers

I can understand completely. I love wearing boxers for that exact reason. The fact that they were your Dad's makes it even more hot.

PS: I'm hard just thinking about it ;_)
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