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Crossdressing

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Our crossdressing (cross-dressing) stories feature tales of either gender (usually male) dressing up in the clothes of the opposite sex, for reasons of sexual gratification. Crossdressers are akin to the transvestic fetishism, which is a sexual fetish for the clothing of the opposite gender. The crossdresser can be of any sexual orientation.

16

Daddy not Dad

I found out what by stepfather and his buddies were up to...

I discovered my bisexual inclinations fairly early in life, so by the time I was nineteen, I had done nearly everything you could do with any combination of genders and numbers. I'm a regular guy on the outside, but in private I am comfortable in both the masculine and the ultra-feminine role. I could pass on the street as a hot, high-heeled slut, blowing straight guys in their cars, or...Read On

An Unexpected Love Story

What was supposed to be a night of dressing turned into a night of making love.

I was so looking forward to Friday. My latest order of lingerie was scheduled to be delivered and knew that I would have some time after closing to try it all on. I own a small business and I work alone on Fridays for this very reason, it gives me time to indulge my secret passion. Getting dressed really helps me relax after a stressful week and have a back room where I can also take pictures....Read On

11

First time for 'Everything'

First time out crossdresser gets lucky with trucker.

My story is like so many I have read before and which I only fantasized about, till now. This story is all true. I thought about embellishing it to make it sexier but thought I’d let you know what happened just as it did. A short history of me and dressing up first. I have been crossdressing for as long as I can remember, from sneaking a pair of my sister's knickers, to sneaking into...Read On

5

The Best of Both Worlds

Daniel had known from the start, what he was risking when he entered into a relationship with Arya.  There was a reason the woman had never settled down with any one person.   Always open and honest about her sexuality, Arya was bi with an equal level of attraction to both sexes.  She was also very sexually active, always telling her friends that she would never settle down with anyone, as...Read On

It Wasn't Love But It Sure Felt Good!

Some nights just don't turn out like you thought they would.

Al called me first thing Saturday morning to express how much he enjoyed our time together last night. He also asked if we could do it again soon. I told him that we could this coming Friday if he was available. I could show him some of my other outfits and the pictures that he took of me as well. He gleefully responded that it was a date. As the week progressed ever so slowly, we spoke...Read On

5

Sissy Blane and the Hydraulic Inevitable

Blane finally has an encounter with Mr. Plumrose, the first installment to pay off a debt .

The story so far: debt-ridden Sissy Blane's first obligatory date with Mr. Plumrose is about to take place.   '...there's nothing good or bad, but thinking makes it so.' The truth of the old saying occurred to me as I awoke on the fateful Friday and was surprised to discover that I was looking forward to the events of the coming evening. Arising from my bed feeling energized I...Read On