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I’ve been crossdressing and working on improving my look and appearance ever since I was a sixteen year old boy.

Now after two years of weekends dressed in public as Cari, I had developed quite an attractive look and appearance.

I have been dressing up as a sexy girl while daring to go out in public for the past two years since I was sixteen.

I have had this urge and desire to dress as a female for as long as I can remember so I have gradually come to accept that I have a feminine side that needs to be nurtured and encouraged. Read On Added: | Category: Crossdressing | Avg Score: 4.9 | Words: 3,622 | Tags: crossdressing seduction anal oral first time | 4 Comments Toby's little problem.

My outfit was set - black holdups, matching red & black satin bra & knickers (a thong, maybe), black PVC midi skirt (or optional mini-skirt), and a dark lacy blouse. I thought my promotion to full time air personality would change things. Now, before I could launch into my rant my boss informed me that this was a costume party at the popular nightclub that was located inside of...

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She was very open to fantasy play I have long had a scene I’d wanted to play out and she seemed to be the perfect gentle dominant. Would I be able to follow through with watching my girlfriend get fucked?

I had heard my wife Vicky mention the name Scott a few times over the last couple of months, and by her account, he was a polite, good-looking young salesman.

I remember asking her if he was fuckable, and her reply was "Yeah!

My wife does not know, or, I suspect she might, but prefers to not acknowledge it.

I started dressing about twenty years ago when our two daughters were off to college and we were empty nesters.

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