Category: Erotic Stories

This is Part 4 of 4 of the story when two male friends decide to have a little fun in lingerie, pantyhose, heels and makeup after a casual evening at the bar.

Part 3: Curious Crossdressing

Part 2: Let’s Play Dress Up

Part 1: Two Friends, Maybe More

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Sticky Wet Pantyhose

So there we are, Eve and I lying on my bed making out like two crazed, horny teenagers. I can’t really tell what was going through my mind, probably due to the numerous beers consumed earlier, but all I can say is that it feels incredibly exciting and I was more than willing to “cross the line” where I haven’t been before.

To let out a little secret, I have had an attraction to other crossdressers for quite some time now. For me, there is something so sexy about a male who can transform himself into woman (the more passable, the better of course) but, oddly, I’m not in the least bit attracted to masculine, unfeminized males. Maybe you can say that I’ve grown a fondness for chicks with dicks.

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Part 3 of the story of two friends in the midst of playfully crossdressing together after a night of drinking.

Part 4: Sticky Wet Pantyhose

Part 2: Let’s Play Dress Up

Part 1: Two Friends, Maybe More

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Curious Crossdressing

It was a subtle yet convincingly girlish “ooh” Adam (actually, now I’ll call him “Eve”) made. Just that one silky touch to her leg was enough to set me dizzy with excitement. Normally, being alone and caressing the pantyhose on my own legs has a similar effect. But to feel it on someone else, albeit another male, is almost too much to bear.

Eve reaches down and gently strokes my crossed leg while my excitement grows so much that I begin to tremble. She takes notice.

“Are you OK?” she asks with a smile, as if she knows exactly what she is trying to accomplish.

I smile back not saying a word, uncrossing my leg and, this time, gliding my nyloned leg against hers and letting out an “ooh” of my own in the best feminine voice I could muster. I could do this all day.

Eve then takes a seat on the bed next to me crossing her leg over and caressing my thigh with her silken toes. She then moves her head forward towards mine as if she were trying to kiss me but then pulls back. At first, it shocks me, but then I’m thinking, “Is it my beer breath?”

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We come to Part 2, continuing on with the story of two friends having an innocent drink at a bar, a crossdresser and a gay male (insert joke here).

Part 4: Sticky Wet Pantyhose

Part 3: Curious Crossdressing

Part 1: Two Friends, Maybe More

* * *

Let’s Play Dress Up

Both Adam and I make the short walk to my place, half a block away. We enter and Adam sprawls himself in comfort on the sofa while I immediately head to the refrigerator and grab a couple bottles of beer.

My nervousness has calmed down slightly but I still feel rather giddy. This takes me years back (a lot of years) to when I was on my very first date with a girl named Mandy. Completely nervous and trembling the whole time, I was so excited about being on an actual date that it was too hard to contain.

“But me and Adam?” I’m thinking. We’re two friends and, while he may understand my feminine fetish and even crossdress himself, I don’t believe he gets a kick out of it. Besides, I’m not into men so nothing could happen between us.

Yet the night is still long, or so they say.

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Another day, another fantasy manifesting itself in a story out of my head. I hope you enjoy ;).

I don’t normally go for men in real life but when that gentleman I meet has a side to him, sharing a common bond with me if you will, well then I may have to change the rules a bit.

Part 4: Sticky Wet Pantyhose

Part 3: Curious Crossdressing

Part 2: Let’s Play Dress Up

* * *

Two Friends, Maybe More

It was a sunny day when me and Adam were planning to meet for a beer at the local bar. I’ve know Adam, who is openly gay, for a couple months now and, while he knows I’m straight, we get along well and enjoy hanging around together as two completely platonic friends.

After a few beers each (and buzz that follows), Adam made a quick mention of the Carnival parade he was in last week and pulled out his iPhone to show me the pictures. Wow, I’m thinking. He looks quite amazing, if not convincing, in that drag costume.

I give him my compliments and curiously ask with a smile, “So do you dress in drag a lot?”

Adam, sensing my piqued interest replies while smiling back, “So why do you ask?”

In my semi-drunken state, I realize I’m being outed yet I don’t feel at all embarrassed. He’s showing me his own photos as a transvestite for God’s sake. I decide to come clean to him.

“Let’s just say I have my own Carnival photos,” I tell him shyly.

“Then tell me more,” he says with a surprised look.

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