Your first proper underwear

[markcumbria]

Do any of you remember you first real underwear - something you bought for yourself, not bought by your parents.

Mine were a pair of deep blue, quite thick cotton briefs (we're talking very early 80's here) when I was in my mid-teens. I loved the way they felt although I do remember they could be uncomfortable when I got a hard on.

One special memory is cumming in them when I was sleeping at a friends house in the bedroom with him (probably after watching him in his white Y-Fronts), and having to hide the wet patch in the morning.

I also recall my first boxers, a couple of years later, and almost permanent erection from everything jiggling about when I'd worn briefs for years.

I must have tried just about all styles in the meantime, but seem to have settled on `shorty trunks`. CK365 are excellent, and Bjorn Borg are pretty good too. Something with plenty of support but which gives you a bit of shape.

I wonder how important these early underwear memories are?

 

[Dynmk]

I was a tighty Whitey guy for a long, long time. I wore JCP mid-rise briefs. There were cut so I didn't feel as though I was wearing a diaper or had to pull them up to my breasts. Being fairly large and with big balls that are sensitive, someone suggested I wear my jockstrap more often hence this becoming my undies of choice from then on out. I am wearing a Franklin Wide Band Jock now!!

 

[cwboy22]

My mom worked in a clothing store when we were kids
She always bought my brothers and me white hanes briefs
I convinced her to buy me JCP briefs because
That was what the other guys wore. First pairs
I bought myself were Reis bikinis with the rooster
And bull on the front. Also started wearing Jockey
Life lo rise briefs and stayed with jockey ever since

 

[tieguy15]

my step-mother insisted that all the men in the house wear bikinis, so my favorites were the nylon bikinis (bought my first tube of them when i was eleven). i loved the silky feeling against my balls when i wear them. i would and do still walk around semi-arouse all day, i wonder what other guys would think if they knew under my slacks, my balls were in a skimpy pair of nylon bikinis. i know that broads have loved it when they opened my slacks to find my bikinis and cologne covered balls.

 

[eurotop40]

I remember I purchased HOM briefs since at that time they were advertising them with a very fit model sporting his dick upwards and that intrigued me (I asked myself "how can he do that?" and I wanted to try)

 

[sdbg]

Wore white briefs as a kid. At 19, I worked in the mens department of a department store. They sold FTL briefs in colors. I had never seen briefs other than white, so I was all over it. I bought a pack of navy and red. Loved them. From there, I bought all kinds of briefs. I bought my first pair of boxers when I was around 25. My best friend wore them so I was curious. I was hard constantly and never understood how he could wear boxers without boning up. Many years later, I gave boxers a second chane. Now the only underwear that I'll wear is boxers.