Putting lipstick/lipgloss on men.
I think it may have originated when my boyfriend (now husband) was in a school play as a woman - the Pyramus and Thysbe bit from "A Midsummer Nights Dream", to be specific - and I was doing his make-up. We hadn't even slept together at that point, but it was the first time I felt myself get aroused near him. And we couldn't do anything about it due to many teachers around and no way of escape!

A few years later, we'd broken up for a bit and I was messing around with a male friend making stupid videos, when I got the bright idea of putting makeup on each other (we were really that bored/drunk). As I was doing his make-up, yet again my underwear became slightly soaked. One more video was made that night, now safely in my possession and stored under the bed.

Cut to early last year. I was back with the now-husband, planning our wedding, when he slipped into the conversation that sometimes, just sometimes, he likes wearing women's clothes and make-up. Taken aback though I was, I was quite supportive of this - we still go shopping together for decent clothes for him. It's just something he does, and good on him for telling me and not bottling it up. It seems to be more for comfort, because we don't go out if he's dressed up, we usually just put on a DVD. I'm not turned on by the clothes whatsoever.

Except when I do his make-up. I swear, when he's having a "girl night" (which only happens maybe once a month at best), I *beg* him to let me do his lips. Occasionally I'll suggest putting just the lipstick on without a girl night, but he finds it a little strange sitting in mens clothes with lipstick being applied. Go figure.

I don't know what it is. Maybe it's the way his full lips get pulled a little when I drag the lipstick across them, then bounce back as I finish? Maybe it's being that close and not actually touching him with any part of myself, just that little tube of gloss? Who knows? But each and every time I do it, I end up dragging him off into the bedroom for at least an hour... Off comes the miniskirt, which has suddenly become one of the sexiest pieces of clothing I've ever seen on a man. Off with the halterneck top, borrowed from me but looking better on him...

I think I may have just wet my pants thinking about it...
(EasilyRecognisable I’m back baby, Fri 23 Oct 2009, 17:53, 4 replies)

Having make-up applied
by a girl is so erotic for me, too. Though I once might have scared a girl off by telling her I was really looking forward to her doing my make-up.

Odd that you mention halter-necks, too.
( Holly Would long wheel based tranny, Fri 23 Oct 2009, 18:00, closed)

I have only ever known one man
who looks good in lipgloss. What's even nicer is to apply it yourself too and kiss for prolonged periods of time...
( Maladicta, Fri 23 Oct 2009, 18:07, closed)

i hate being kissed by my wife
whilst she is wearing lipgloss, but I have my own which I really like over painted lips.
( Holly Would long wheel based tranny, Fri 23 Oct 2009, 18:21, closed)

I don't usually wear it; it's sticky and gets things caught on it
but it served me well on this occasion!
( Maladicta, Fri 23 Oct 2009, 19:30, closed)