My boyfriend and I have been dating for over two years now and have been comfortable with him cross dressing for quite some time. However, he told me that he’d like to go on our next vacation cross dressed as a female.
He is very passable and look alike, 5’6” 120 lbs with him being a 38C brunette with his breast forms and wig. He said if I agree, that he’d shave his body hair and get us tanning sessions so when we got to Southern California we will have a fairly good tan.
What I want to know is what are your thoughts ? Should we ???
What should I allow him to do to get ready ? Shaving, tanning, new breast forms, etc ???
What clothes should I let him buy/borrow ? Bikini, lingerie, club outfits, etc ???
Thanks,
Shelby
2007-04-09 08:18:40 · 15 answers · asked by Anonymous in Society & Culture ➔ Cultures & Groups ➔ Lesbian, Gay, Bisexual, and Transgender
I agree with Hermit. I would go all the way.
Find out first who's paying for all this. Then I would tell him, he could get dressed up and all, if he were to buy you some matching outfits.
Think of the fun with you both wearing bright pink bikini's, black mini skirt with white crop top and high heels, along with so many other things.
Just an idea, since I would love to do this .... not only get a tan, but get a belly button ring too !
2007-04-09 11:01:37 · answer #1 · answered by dfwcrossdresser4u 2 · 2⤊ 1⤋
Well there is the potential to double your wardrobe if he's close to your size, but you're not out of line to not be crazy about his cross-dressing. It's a sexual stimulant for him so it certainly isn't something to be paraded around in front of kids. After 4 yrs of being w/ this bf, he either was hiding it from you... or only recently began doing it. If it's the former, I understand how you were floored that you didn't know and if its the latter, then you're probably wondering what the heck just happened! It's a fact of life that we all have different things that arouse us, so as long as they're not dangerous to our self or others, they're not necessarily "bad." That being said, if you let your bf know you're going to try and accomodate his fashion fetish... at least to some degree, then you're more tolerant than most gals. What ever it is he's into... just ask him to go slow & a little at a time and... if he respects and cares for you... he will. P.S. Now might be a good time to let him know you're "into" being blindfolded or something, so you don't have to see him running around dressed in drag. Good luck to you!
2016-05-21 00:48:10 · answer #2 · answered by ? 3 · 0⤊ 0⤋
If you want him to pass as a girl, make him shave all body hair off, then use plenty of cream, to make his skin soft, time to go to the beauty parlor, and get a makeover, eyes, nails, etc. Of course new skirts, tops, and dresses, are in order. Take him to the linergie shop, for new panties, bra, and breast forms, and maybe, a garter belt, and some new nylons.Just make sure that his manhood is not exposed, or sticking out anywhere, and you might think about getting him a girdle, or two to make the front of him look flat. Wow, that sounds like fun. Enjoy shopping, and your vacation.
2007-04-09 11:21:39 · answer #3 · answered by Ron 7 · 1⤊ 1⤋
I wish I had a girlfriend who would stand by me, when I dress. I think he is lucky to have someone like you, wht I think you should do is obviously shave all his body hair, buy bikini's, clothes for when you go clubbing and if you want buy some lingerie. I am sure you two will have a blast, wish I could go with you.
2007-04-09 09:18:41 · answer #4 · answered by Ben N 6 · 2⤊ 1⤋
Honey, our opinions shouldn't matter at all. It's all about what you're comfortable with. If you're both loving and open about it, and you think you'll have a good time, go ahead! Enjoy the whole thing...the planning, and tanning and all of it!
Go, have a great vacation! And tell us all about it when you get back.
2007-04-09 08:53:59 · answer #5 · answered by FTW 7 · 1⤊ 1⤋
If you love him, and are comfortable with him cross dressing, then whats the problem. Yeah, there will always be people who look at him in disgust, thats just human nature, but it seems to me that you are not comfortable with it, else this question would not have been asked.
2007-04-09 08:33:50 · answer #6 · answered by Fraggle 2 · 1⤊ 1⤋
I would say, if you do it, go all the way. New outfits and every thing. Think of it as an adventure. You could even coordinate outfits.
Bring one male outfit just in case.
2007-04-09 09:25:51 · answer #7 · answered by Hermit IX 2 · 0⤊ 1⤋
I think you should indulge his fantasy. I bet he'll regret never having done this someday when he's an old woman (so to speak) and it's really all on him. He's the one who's gonna be "stuck" if everyone realises he's a he, and all you have to do is go along.
2007-04-09 09:25:32 · answer #8 · answered by Meg W 5 · 1⤊ 1⤋
What a charming scene that will be. You with your tan skin glistening under your fine chest hair and treasure trail, and "him" with "her" sequined encrusted two-piece hiding tasseled pasties that are aching for you to pull them off.
Have fun on the beach, in the clubs, in your room, etc.
2007-04-09 08:28:25 · answer #9 · answered by HerMajesty 3 · 2⤊ 2⤋
Um...what are YOUR feelings about it? To me, everything within your relationship depends on how the two of you feel about it.
My personal feeling is that your bf is more curious about becomming female then he is with experimenting...but hell, i have no clue because i enjoy being a man.
2007-04-09 08:35:35 · answer #10 · answered by Anonymous · 1⤊ 1⤋