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I was probably about 10 and stumbled upon some of my mom's old panties she had put in a rag bag in my closet in my upstairs bedroom. It was stuffed full of old washcloths, hand towels, pillowcases,...

My mom had a "rag bag" which she had sown together using a heavy type of hanger. She kept every old sock, towel, washcloth, towel, etc. in that hanging bag. They were all just stuffed in there and...

I wear a sports bra under my work shirts all the time when the outside temp isn't set to "Broil." Mostly late September till April sometimes. I like looking down and seeing the sports bra peaking...

I guess I'm a bit backwards to everyone here. I've never worn panties to work, but did start wearing sports bras to work about a year and a half ago. I stop for a couple months in the summer when...

My mom had a "rag bag" which she had sown together using a heavy type of hanger. She kept every old sock, towel, washcloth, towel, etc. in that hanging bag. They were all just stuffed in there and...

A few factors to ponder,,,, to do it today, in my mid 50's, beard and body hair wouldn't grow, and I could start life somewhere that no one knew me to be a man before; very likely I would do it.
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Somewhere there is someone that has the same name as me. A couple of times a year I will get an order from Amazon that is addressed to me and my address, but I never ordered it. It never got billed...

Please let us know how your evening turns out Chloe!

I too love to clean the house, while dressed up. Wife isn't supportive of me dressing, but loves when I clean. She usually takes a Friday off occasionally to visit her mom (overnite), so I take the...

Ladies, another great day! Underdressed all day,, panties, bra, and newly acquired thigh-highs. Decided to not try my luck at lunch (with the soon to be ex) and ditched the bra. Put it back on after...

Looks like wife and I will be getting a divorce this coming summer. I hate that after 20+ years it comes to this, but part of me is just so excited. She and our daughter will be moving away and while...

I was wearing a Henley and a hoodie. The Henley alone showed the straps. I can't risk getting caught. Looking forward to the next time, though!

Today was a milestone for me. I have been underdressed (bra and pantyhose) all day. Slipped them on this morning and have wore them all day. Thanks to a friend for giving me the confidence to do it...

I don't have much at all. I have an old jacket in my closet with a bra and a pair of panties folded flat and zipped shut in the pockets. A couple pair of panty hose in an interior compartment of a...

Thanks for all the replies. I'm planning on a purge in the future,,, of my male underwear. A lot of valid opinions. Once again, Thanks!

Hmmmm, good question. My answer, "I'm not sure". I found an old pair of my mom's panties in a rag bag. My curiosity got me and I had to try them on. It felt soooo wonderful. The rest is history.

Our neighbor's had a daughter (yes, she was of age,,,20) that was just beautiful. I adopted Tiffy from her name Tiffany and added the Jo.

This has been going through my head over and over. If's it's too far out there, delete it. Does anyone dress when going to church? I couldn't. Not passable at all and have a feeling that maybe it...

I was in 5-6th grade in school. My mom had a "rag bag" in my upstairs closet she threw old clothes in to use for rags at a later date. I was looking through it once and found some of her old panties....

Well, everything turned into a dud for my alone time at the motel Monday night. First I had to work late and didn't get to the motel until almost 10. I had planned on being there by 7, so that stunk....

Am I the only one that loves to watch the news/weather anchors to see what I need to try when dressing? If you watch also, who do you watch the most? Some of them dress exactly like I try and do. I...

I am going to take a trip for a couple of days away from the family. An opportune time to do a little dressing and fun alone. What do you take when away for a couple of days and have some quality...

Back when I was probably 9-11, I found that my mom put her old panties in a "rag bag" we called it. She had sewn a bag type thing together and hung it on a wooden clothes hanger in my upstairs...

Had a neighbor gal that was HOT, HOT,HOT! She was sooooo nice in every way. I had a major crush on her even though I was married. I start thinking about her and WOW! Her mom was very attractive...

I do mine here at the house. Yes, my wife doesn't approve and thinks I quit a few years back. Hand wash when I get the chance and hang them in the back of the closet with a little room between them...