No.493
Does anyone else here crossdress as a guy because they find it sexy? For the last few months I've tried wearing clothes/boxers stolen from my older brother and found it really gets me in the mood. Im straight btw. Just wondering how you guys feel about girl who experiment with guys underwear in general?
No.494
First pictures not mine but I'll be sharing my own too! :) I tend to exaggerate when I crossdress.
No.495
No.496
A few more of people other than me for a while.
No.498
>>493As a strait guy who is into MTF. I would be into trading my boxers for panties with a FTM.
No.499
File: 1426533903331.jpg (262.4 KB, 900x1355, 180:271, cindy_sherman_final_4_by_j….jpg)

No.501
No.508
>>501I find this sort of thing pretty fun + sexy TBH. Has a bit of a rebel vibe to it, but also I do find tomboyishness sexy :)
No.509
>>508Thanks. I'm not usually tomboy-ish but dressing up is fun.
No.586
I keep checking this thread for new updates. So hot. If you were so inclined as to lift your boxers up from a top down perspective, or hell, just anything more, that would be AWESOME.
No.603
>>586
Just saw this. I can try that I guess :)
No.604
>>586
I found this one on tumblr a while ago. I think it's really cute when girls act like/pretend to be guys for some reason :P
No.605
File: 1429766216736.jpg (378.62 KB, 711x715, 711:715, tumblr_mc1x6i6cAt1qe6a6ro1….jpg)

>>586
Like this kind of top-down perspective?
No.609
>>605
Exactly the angle I was looking for, although if you're comfortable with it, I was hoping you might be inclined to show some nudity perhaps? The idea of reverse traps gets me off haha! Reaching in your boxers, and there's "nothing" there!
If nudity isn't your thing though, that's cool.
Regardless of what you post, please keep posting more of whatever you'd like. You've got at the very least one interested anon.
No.629
No.679
File: 1430354752107.jpg (601.67 KB, 1280x1244, 320:311, tumblr_nnf9zhmD2K1uu41hoo1….jpg)

No.681
>>679
Good grief that is hot.
No.702
>>493
the OP attached photo just gave me a new fetish…
No.728
File: 1430605619308.jpg (456.58 KB, 1280x1279, 1280:1279, tumblr_nnjpu8hg4x1u53f7fo1….jpg)

>>702
Congrats on your new fetish :)
No.729
>>728
MOAR! SO MUCH MOAR! err…please :)
No.731
Any other boxer-thieves here? :3
No.822
File: 1431325991270.jpg (362.79 KB, 956x1280, 239:320, tumblr_nnqve4Qz901u5oc4uo1….jpg)

No.865
>>864
Wow…more of that please!
No.922
>>921
There isn't much movement to the board, so I'm concerned you'll wonder if anyone is watching. Please know that I am, and I'm loving the posts. These last two specifically are great. I'm especially loving the boxers and breasts combo, with her face thrown in as well. Perfect!
No.923
>>922
thanks, i try to take and find good pictures
No.1004
>>493
Very nice, OP. Please elaborate…do you ever masturbate while wearing his boxers? Do you ever fantasize about having a cock?
No.1005
>>1004
I don't masturbate while wearing his boxers/clothes but I do get very turned on and I'll usually end up doing it later anyway. I'm not a FTM, tomboy, or lesbian even. I just get really fucking horny from it, especially if the clothes i find around his room have been worn for a while first. I also like the taboo aspect of it.
No.1006
>>1005
How old are you and how old is your brother?
No.1007
No.1008
>>1007
Gosh. When did you start doing this? What made you curious about trying it?
No.1009
>>1008
I started doing it when i was 14/15ish because he always left his underwear in the bathroom and as a horny teenager I couldn't resist doing weird stuff with them. At first I just sniffed them because they smelled like man-junk and that made me horny but eventually I started wearing them too. I liked secretly wearing his underwear (under my jeans) around him. I did this maybe once every other week for about a year until he moved out. I started doing it again when he moved back in this year. I have a bf but we're on and off.
No.1017
No.1019
Semi-related to the topic…
I was once in a living situation where a teenage girl who was in the same building as me stole some of my clothes from the laundry room. I managed to get some of them back, but not my jeans. Looking back, I wonder if she had a thing for guy clothing or not…