Guys who enjoy masturbating in underwear

[sensualspeedos]

Do any guys out there enjoy jerking through their underwear? I find it a real turn on although it depends on the boxer brief I‘m wearing. Just curious what people will write.

 

[ericrodman101]

Not boxers though. Underwear which is much tighter and briefer...

 

[nauset_beach]

In my silk underwear - yes!

 

[Sassyunicorn]

Yeah, but...

I wouldn't say I enjoy it as much as I've had to do it out of necessity a few times. I have a certain pair of gym shorts that used to belong to an ex-lover that I like to wear while I'm taking myself to happy town.

Always curious about new ways to choke it, though. Are you talking about punishing your disobedient soldier through your underwear and grinding the skin off him with 80 grit underwear material; popping him out through the fly; leaving your undies on but pulling them down enough to let that fucker flop out; or putting your hand down the front of your underwear? Do you cum on your whitey tighties, and if so, do you leave them on and revel in your handiwork or take them off immediately and wallow in self hate?

These are serious questions I'd like answers to, I'm just incredibly immature.

 

[michael2956]

Occasionally. Silky, tight briefs are the best when I'm in the mood. Love watching the precum leak through, as I edge.

 

[newhere2learn]

In boxers/briefs... No.

In borrowed panties or my own I've bought, for an audience.. hell yes

 

[ericrodman101]

I enjoy masturbating in speedos, the smaller and tighter the better. And best of all, masturbating in someone else's speedos......

 

[sensualspeedos]

Very interesting that most of you guys like tight underwear. I luuuv speedos but find them unsatisfying to jerk off in. They're too tight. I actually like looser boxer briefs which give my cock room to move in. Some space around my balls and arse feels great too…as I move my foreskin with my hand the fabric “dances” and “licks” the underside of my balls and between my but cheeks. Feels the most sexy in slightly stiff freshly washed boxer briefs. I guess I’m all alone with liking this simple pleasure.

 

[Thumpingrug]

Who's underwear? It makes a big difference.

 

[gary04]

The only thing i wear under my pants is my wife panties. Yes i love to jerk off in them when i wear them

 

[sensualspeedos]

Who's underwear? It makes a big difference.

My own although I know a lot of guys love doing undie swaps.

 

[ParkerSteve66]

Very interesting that most of you guys like tight underwear. I luuuv speedos but find them unsatisfying to jerk off in. They're too tight. I actually like looser boxer briefs which give my cock room to move in. Some space around my balls and arse feels great too…as I move my foreskin with my hand the fabric “dances” and “licks” the underside of my balls and between my but cheeks. Feels the most sexy in slightly stiff freshly washed boxer briefs. I guess I’m all alone with liking this simple pleasure.

Me too. Never analyzed it before. But you did a great job.

 

[Samsacks]

I use a magic wand when I masturbate in underwear or my tiny nylon running shorts. I love the way my cum explodes through the fabric.

 

[Wageslave]

I use a magic wand when I masturbate in underwear or my tiny nylon running shorts. I love the way my cum explodes through the fabric.

Mmmm.... I'd love to see you do that

 

[AlexBailey]

Not just underwear...

My swim-team Speedo was the first thing that got me really into touching myself, the fabric felt incredible. I was jealous of my sister with her swimsuits and skating dresses. I get pretty equal stimulation from the way the fabric tugs and the feminization.

I've posted this before - Below is a excerpt from my novel, it's a pretty accurate depiction of how I had most of my first productive orgasms.

----

This Friday afternoon, I slip into Tonya's competition water polo suit; a solid red tank with heavy black stitching, a high neck and a zipper in the back. It has the 'Turbo' brand logo and a gold decal of a polo ball in the center of the chest. I step in, one foot at a time and pull it up with a wiggle. I stretch the fabric over my hips and pull it up my freshly-hairless body. I shrug my shoulders into it, soothed by the caress of the fabric as it settles over my body and pulls taught between my legs. It's tight! It barely contains my package but it does so very effectively.

This suit is made for battle, I couldn't break a seam if I tried. They don't have long zipper-pulls and are sized small with limited stretch, so zipping it up by myself can be trouble. Not limber enough to pull the zipper up my spine, I thread a nylon string through the handle to pull it closed. Once I get it fully zipped up, I pull the string out and pose in front of the mirrors, captivated by what I see, and aroused by the fact that it's me standing here dressed like this. Mom ordered these for Tonya and the whole water polo team—another reason to be jealous of my twin.

I watch the mirror as I bend and stretch and end up with an inevitable wedgie. The tension of the suit tugging between my legs stimulates my special places and reminds me of what Sam did to me on the beach. I use my thumbs to pull the fabric out of my butt, just like the girls in gymnastics or on their surfboards. In a couple of moves the suit snugs right back up my ass again.

I'm so turned on now that all I want to do is climb into bed and get myself off in my special kinky fashion. I make my way out of the garage and back up the stairs, enjoying every step of the way to my room. I sit on my bed and watch the mirror on the wall, admiring myself, exploring my body and the bounds of my sexuality. I caress myself and move about, looking for the best poses and positions to make the suit rub and slide across my body just right. It strokes me as I wriggle, holding me all tucked in, making me look and feel even more femme than usual. I'm being groped in all of the best places and it feels intoxicating.

My vision blurs and my mind wanders to one of my favorite fantasies. I imagine I'm playing with my secret girl-crush; a family friend who is a few months older than me. She's like a cousin and seems somehow off limits. Her name is Jena, and she's the cutest tomboy I've ever known, with light brown hair and a light splash of freckles across her cheeks and nose. She's on Tonya's squad and I love watching her, especially as she does her gymnastics floor routines. In my mind I replay a favorite half-invented memory of Jena flipping and bouncing her way across a mat in a tight leotard.

I stretch like cat, extending my arms and legs, and the fabric pulls at my crotch. I'm so turned on now that I'm getting dizzy. I cross my legs and squeeze them together. The suit is so tight that my balls have retreated up inside of me. My breathing is heavy and irregular, my heart pounds and my cock strains underneath the tight fabric. I imagine that Jena is wearing the same thing, and we're playing with each other.

My cock is so engorged and throbbing that it's starting to ache! I take a deep breath and sit up to look at my reflection, and see Tonya's name embroidered on my hip. I let my vision blur and my imagination takes over. I become my sister, sitting there, completely turned on by the feel of my tightly encased body. I imagine I'm Tonya, playing with Jena. We're wrapped around each other, petting and rubbing all over...

I move my hips and the fabric tugs over my shoulders and chest, stretching, pulling at my taint and my ass... tugging, crushing my 'clit,' yanking at my 'snatch' while I clench my legs and arch my back... Oh my god! It would feel so good to have the fabric all tugged up into a sopping wet pussy!

Ooh! Woah!

The fantasy evaporates as my balls contract and an impertinent wad of cum shoots into the swimsuit. It feels so fucking GOOD...but why do I always have to make such a mess?

------

 

[AficionadoAngel]

I'll aways remember the first time I smelled come in underwear because it was some time before I actually experienced it person-person.

 

[sensualspeedos]

My fantasy is to hook up with a guy in his 20’s or 30’s. A guy who is fit and smooth but not a chiseled model. We’re wearing slightly looser boxer briefs like the Puma ones they sell over here in europe. With enough room in them to let us feel through the fabric and wrap our hands around our partner’s hardening cock….

 

[Toylovr]

I'll aways remember the first time I smelled come in underwear because it was some time before I actually experienced it person-person.

Did that turn you on?

I bet it made you take a 2nd sniff....just to confirm!

 

[sensualspeedos]

Hot wank in underwear with sexy bulge

Hot wank in underwear session. Love the cum dripping down at the end.

https://de.pornhub.com/view_video.php?viewkey=ph5e8e57bd7d630

 

[ILuv2Taste]

I'll aways remember the first time I smelled come in underwear because it was some time before I actually experienced it person-person.

Since I have a panty fetish I'd luv to have a pair of yours to masturbate a load of my hot semen into so you could enjoy the aroma.

 

[sensualspeedos]

I enjoy masturbating in speedos, the smaller and tighter the better. And best of all, masturbating in someone else's speedos......

Like this suggestion. Tightness aside masturbating in a sexy guy’s speedos would indeed be a huge turn on.

 

[OnaTangent]

Like this suggestion. Tightness aside masturbating in a sexy guy’s speedos would indeed be a huge turn on.

I always enjoy rubbing off through my briefs...speedos might be good too!

 

[falkor207]

I often enjoy a long session of stroking by starting clothed. Then open pants/shorts continuing over just the boxer/briefs. Next the pants will come off for even better access and moving things around a bit easier. Depending on mood/time available I'll either pull my shaft and sometimes balls through the fly and finish usually into a napkin or wad of tissue. I may seep precum into the fabric, but never finish fully into the boxer briefs. Fabric is important and I never stroke while in plain cotton. I have a few brands with blended fabrics and a new silk like set that feels amazing. Time available I'll remove them completely and continue edging until eventually going too far and spewing my load.

 

[little cletus]

Occasionally because it makes cleanup easy. I do like the feeling of the cum dripping down to my taint. Sometimes I’ll drift off to sleep and wake up still soaked.

 

[sensualspeedos]

Occasionally because it makes cleanup easy. I do like the feeling of the cum dripping down to my taint. Sometimes I’ll drift off to sleep and wake up still soaked.

Yes! Can totally relate to this. I had to look up what taint meant though.