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Some interesting ideas above and my 'best' lesson is similar.
When first started down the 'Petticoat Lane' as an adult I was resisting make-up (I know, I know, I have no idea why now). So I was taken shopping on the first Saturday in December. Immediately I was taken on a whirlwind tour of clothes shops, my partner had decided I needed a Party dress, and something casual for the holidays. In every shop I walked around holding garments while she stayed a few feet away. Then I had to try them on. Eventually she was happy with 'my' choices and I headed back to change into my own stuff - it had vanished. Expecting trickery I realised that she had been in my full sight except when I was in the changing room. I was getting very humiliated and embarrassed by now in this all-female clothing store. An alert sales assistant appeared and I was made to explain my problem. Back in the changing room and I undressed, passed out the clothes, and she removed the tags. Naturally she popped her head in to see me in hold-ups, panties, and ankle boots. I put the skirt, tank top, and sequined jumper on, picked up my dress and was escorted to a till to pay. My partner had vanished. I finally escaped the store and found her, over the next few hours I endured many stares and that was the last time I went out without make-up. Much later the Minx admitted that she'd spotted a friend in the store and arranged for my boy stuff to vanish. I never saw it again.
The other punishment that was really effective was what my Mum called ice panties. If I was being overly male or doing something she disapproved of it'd be 'Inside NOW! Upstairs, bathroom red (or black, blue, green, yellow & white) panties in the bath and I'll be up shortly. These 'panties' were rather tight bikini botttoms, obviously so. After a few minutes Mum would come in with a pan of crushed ice. This would be packed into my panties and I had to mush it around until they were full. Two wrist loops were attached to a pin that the pan hung off. I had to stand with my hands raised on the wall while I was secured. Then I'd be left until she decided I'd learned my lesson. If I relaxed the pan crashed to the floor waking the dead and I was in deep deep trouble. I quickly found that keeping my feet back and leaning towards the wall was much easier so I got some useful posture training into the bargain. Once punished I had to pick a pair of my string bikini panties and that was all I could wear until next morning. I hated it then but it was very useful later when I was able to wear panties 24/7 with no erection issues.
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It sounds like your mum and partner knew which methods to employ in order to change your outlook and modify your behaviour (which is ultimately what any punishment is intended for).
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(06-29-2018, 07:04 PM)Lacey dawn Wrote: What’s everyone’s most embarrassing punishment/ideas.  I mentioned in a earlier post having to carry my own purse in public for and example.  Somtimes maybe wear light lipstick out in public.  We have all sorts of fun little things to do! Wondering what is some of your favorites!!
Purchasing Lipstick is one the most embarrassing punishments I can imagine, having to make a selection of a specific brand an color, being assisted by a woman at a busy makeup counter. Taking it to the next level, of having it applied and wearing it would be the ultimate, especially if it is a bold red color. I also love the idea of having to handle and hold feminine objects in public a means of humiliation.
Feminized and serving my Mistress.
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i've heard of gurls going to a department store cosmetics counter to get a makeover, possibly with an appointment, then buying all the products used to repeat the process at home. Usually however, these gurls do this wearing Female clothing, whether they are perceived to be Females or not by the Lady at the counter. But imagining getting the makeover, buying the products and then leaving while in "male mode" would be particularly humiliating. And of course, such is the stuff of TG fiction where Mistress forces Her sissy to dress in such a frilly fashion as no Real Woman would ever do, yet keeping the sissy's appearance obviously that of a sissified male, ie. no wig, etc.
