What is your biggest guilty pleasure in crossdressing?
SJ
What is your biggest guilty pleasure in crossdressing?
SJ
learning to really not care what strangers think!
meeting a guy while dressed was wearing this had a great time but he moved away would like to try again sometime
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I really, really have been trying to set-aside the guilty part . As far as pleasures go, what I enjoy most is comfortably being out in the real world
Remember always that you not only have the right to be an individual, you have an obligation to be one.
Eleanor Roosevelt
Shaving my face while wearing matching bra and panties.
Honoring the woman within
I haven't felt guilt in years. And I can't even remember exactly what is was based in other than using my wife and female friends or family's clothes and that really didn't bother me that much back then. Now if anything it's for not indulging more.
[SIGPIC][/SIGPIC]Fran
It's worth something just being around to Fuss!
I used to feel guilty wearing feminine dresses and wigs and makeup because I thought that was unnatural. I have since accepted the reality that my desire to dress totally as a woman is only a necessary part of my being.
Breast forms and painted nails...
The simple pleasure of wearing D cup bras and not needing breast forms!
The brassiere I'm wearing at the moment has C cups that hold and shape very real breasts and the pleasure you feel is one I enjoy immensely. I love the look and the feel. I always thought of myself as a breast man... only half aware that I enjoyed putting on my own brassiere as much as I enjoyed taking my partner's brassiere off. What a strange world this is.
We shall not cease from exploration, and the end of all our exploring will be to arrive where we started and know the place for the first time...
T.S. Eliot Four Quartets
The feeling I get when I slip on a pair of stilettos.
Walking into my favourite bar, all looking at me and they smile, I know I'm safe dressed and feel a million dollars
Wearing a very tight and sexy outfit in public that is completely out of place for the occasion. Not something I do much at all, but a wonderfully guilty pleasure.
Getting dressed to the nines in a business suit, and then slipping my stocking clad feet into a pair of pumps.
The feeling you get when you put a dress on over your head and falls down around your breats and lingerie,
Having way too many options of cute clothes to shop and spend money on. Guy's clothes are so boring in comparison.
I'm not out to my wife, so everything crossdressing is a guilty pleasure for me. That said, my greatest guilty pleasure is shopping for womens clothing and makeup and CD accessories online. I love looking at all the options and colors and styles.
My guilty pleasure is looking into the mirror on one my Danielle boudoir/lingerie days and seeing a woman staring back at me... well, if I squint my eyes a lot
Well, it is definitely a thing in the past and definitely off the shelf in the future. When our daughter lived out of state my wife would visit her for seven to ten days. Now our daughter lives forty miles away. She would also visit her cousin in Arizona for a week. Now, her cousin lives in a care facility. No more trips. When she traveled I was able to hang a nice selection of dresses and slips in the walk-in closet; line up heels at the foot of the bed; stock panties and bras in my armoire. It was 24/7 and evening drives and strolls. Pre-Covid my wife did babysit overnight at our daughter's apartment. Covid has killed even that opportunity.
Putting on a bra that fits without forms or stuffing.
Stacey, Ive got one of them, amazing, and where the hell do i get another one ?
Probably my biggest GUILTY pleasure - is this forum.
My wife doesn't want me "talking" to others about this part of me, but I know that if I don't vent somehow, I'll have a melt down.
Being among friends - even if only virtually - really helps me maintain balance.