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My History with Sexy Underwear

Posted by: Age: 50 Posted on: 9 comments
6 likes 1038 views Category: Masturbation Male Solo Tags: underwear, solo, change
I've always loved to wear sexy underwear. It might be weird, but it's what I like.

I guess it started when I was about 18 years old. It dawned on me that I was no longer a little boy, and that I didn't have to wear the tighty whiteys my mom always bought for me. I hated those. They were so plain. They would bunch up, stick out the back of my pants, and if I had a wet dream, they might just stain. I wanted something exciting, and for some reason, fashion underwear excited me, especially the bikini underwear- the briefer the better. Where I live, these styles were available, but they aren't widely worn, as far as anybody I knew. But I was also a little shy. It was frightening and thrilling to buy my bikini underwear when I was younger. I don't know why. It's nobodies  business what I wore, but the thought of somebody seeing me buying these, and what they might think of me, gave me a rush. The first time, I just looked at them, and turned around and left the store, afraid to buy them. (Seems silly now). As I approached the check-out, I would find a cash register with a cute girl behind it. My heart would be pounding in my chest as I made my purchase. Any courteous smile, or handling of my purchase with her hands sent a jolt through my teenage cock. I'd usually get in the car and drive home quick to try them on. On the ride home, I'd be rubbing my boner through my jeans. I went to my bedroom and tried them on in front of the mirror. They would tent up from my excitement. Then I'd have to take them off, and stroke my meat. It didn't take long for me to shoot all over my belly. Maybe I am a bit weird?

Anyway, my roommates and friends who knew about my choice of underwear were not judgmental. They seemed to think it was strange, but no big deal. One time a roommate's girlfriend was doing laundry at the house, and she offered to do mine. She made a comment about how hot my underwear was. I got a nice boner hearing her talking about my sexy underwear. Some of the girls I dated did not like them. They would gently mention that they preferred boxer shorts to the bikini shorts. I guess they thought they were more manly. I don't like boxers. They get all bunched up in my pants, and my dick pops out of the gaping fly, making it feel awkward. So they had to put up with my funny looking bikini pants.

Nowadays, I usually wear trunks or boxer briefs. If I'm jogging, I'll wear the longer compression shorts, that go down the length of the thigh. But in the summertime, I still wear bikini briefs every once in a while. They're cool, they fit well under pants, and they don't peek out of the top if I happen to be shirtless. And they do feel sexy. My wife doesn't like them. She likes the trunks better. (She calls them 'boy shorts'. I guess that's the female analogue).

Now that I'm wearing a different style for different activities, I'm getting a large collection of shorts. The girl at the checkout counter at the store looked at the different styles I was buying. She asked me why I got the different types. I told her that some was for exercise, some was for work, and some was just for looking good. She smiled. I know she was just making conversation. But I went home and fantasized about her watching me try on my little bikini underwear. It gave me a boner, just like when I was a kid. I stroked on it until I felt the climax coming, and I spurted warm cum all over my belly. I guess some things never change.

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