Since he is a crossdresser and into being publicly humiliated what should I make him do or buy? He craves humiliation and I want to do just that.
Since he is a crossdresser and into being publicly humiliated what should I make him do or buy? He craves humiliation and I want to do just that.
I think that you should make him wear panties, stockings, and a bra all under his clothes. Make him wear pants that are to short for him and then every time that you something up high or down low make him get it so his hose and panties will show. That way he will feel like a sissy then take him to the make up isle pick out make up and ask the sales associate to help him pick out what would look good on him. Then take him to the panties and pick some out for him and if from of someone say these are like the ones you have on now would you like a new pair. If that doesn’t do it take him to a store and make him try on some lingerie. That should do it for sure…….
make him wear men’s clothing. That should make him mad.
get a new husband
A Richard Simmons Video!! rofl
That will "sissyfy" him even more!! ro
Ok. Make him walk around the mall in women’s lingerie with a wig. With a hot dog in his mouth.
Make him wear a leash and walk him as if he were a dog while you shop together.
Let them see him by your side.
*blush* a trip to victoria’s secret would be interesting. Additionally, shopping for a dress as well as some cute outfits would be nice.
Trying things on in stores as a crossdresser is problematic though…. Fair warning, they usually won’t let him do that.
Sounds like fun.
God, you two seem to have a really disfunctional relationship, and some serious personal issues. Get some counseling help.
Take him to an adult shop and make him buy "toys" for you.
)
Well if he is as you say about him craving the humiliation and whatnot, I would have to recommand the dilton hat. This is a hat in the shape of a dildo and and made out of the same material. Elton John cds would be a terrific gift too, he could truely pick up some style from him and especially in the homosexual field as i see you wrote this question in. Leather chaps would be a great gift too.Thanks for the great question, if you need anymore help, please feel free to respond
-Miguel
Why are you asking questions about heterosexual kinks here in the gay section?
Wait for a Saturday afternoon at the mall, so its nice and busy, go to a high dollar store and you wait where you can see him and then send him into a busy women’s department. He should go in with a scone and hot chocolate from Starbucks, so they’ll tell him no food or drinks in the store and make him toss them. Once he has a 1/2 a cart full of ladies things, make him yell to the clerk and ask where the bathroom is. Have him scamper off to the WC. When he gets back, make him finish filling his cart up with silky, pretty things. Be sure he holds them up in front of the mirror to see how they’d look on him. Then go pay and make sure he uses a card that is near or maxed out already so his purchase will be denied. You could even have him accept the cashier’s offer to fill out the paperwork for a store card, if you know he’ll be denied. Then make him dig through the cart for one pair of silky panties and then dig out just enough cash, including at least $1.83 in coins (lots of pennies), to pay for his panties. You show up just as he’s paying and act like you’re mad, "OMG! There you are!" – look at the panties with disgust – "Are you buying *MORE* panties again?" Take control and herd him off, scolding him the whole way and berating him for being a sissy.
There’s a start!
** A note to the snappy Miss Pippy: Many crossdressers are transgendered. We feel like we’re not really all man, and not really all woman, we’re something else. We don’t want to get surgery to make our bodies female, because we don’t feel 100% female. Also men who grow breasts and keep their penises often fall into this category. We just like to wear what feels right to us, and that can change from day to day. We are the genderqueer, the two spirits, the transgendered, the genderfabulous, and that is why this question is here (I do believe).
make him try on shoes and buy the ones he looks cutest in and make him wear them the rest of the day
You’re getting some pretty interesting answers so far, and "Hat" really went all out for you.
My suggestion is a bit simpler, because just going out dressed will feed his humiliation/exhibitionist needs. Dress him up in a skirt/nylons/heels and send him into a store and make him walk around a bit. He’ll end up being greeted by several of the sales people. Send with him his cell phone or a digital camera and have him tell the sales girl that he was told to come back from his shopping trip with pictures and ask her to take some…
Good luck!