"no more fighting it, you've already got the vacation approval, and packed a whole suitcase. Might as well go all the way" Casey tell's himself as he stares at his suitcase contemplating the pros and cons of committing to attempting a fantasy he's had for 'O so long.
Casey had been a long time closet crossdresser, only leaving in the late nights walking the streets of his city dressed in women's clothing whenever he was horny only he was wanting more. He was wanting the full experience of a true crossdressing slut. He had been having fantasies of being dressed in women's clothing going to bars and clubs and approached by men looking to have a good time. And finally after God knows how many make up tutorials, waxing sessions, and outfits he'd bout online he was finally ready to do something about it.
He practiced nightly dressing from head to toe in a sleek black dress, heels and make up looking highly feminine from afar. He purchased a ticket to Nevada to strut his stuff on the streets of Las Vegas to complete this urge.
Stepping of the plane he felt nervous that maybe he should quit while he's ahead but ever the determined trooper he pushed on saying he would no longer be too scared to live.
Settling in to the hotel he waited till nightfall and walked the streets of LA to get a good idea of where to go for his experience. Once he figured where a good spot would be amongst the chain of hotels, bars, strip clubs and liquor stores he returned to his hotel and began preparing for the next night.
When night fall came on day two he dressed in his usual sleek hip hugging dress, brown wig, black heels and shawl. Did his make up to his exact liking and since his name was already feminine he decided not to use a fake one.
As he left the hotel his heart began to beat out of his chest nervous and worried for how he would be received, but it turns out he had nothing to worry. Walking amongst the crowd he felt eyes were on him but nothing malicious or creepy and finally began to come to terms and release all fear to the wind.
Chatting up some ladies who happen to see him crossing their path wearing little to no clothes at all in comparison to him he explained he was just out for some fun. The ladies chatting looking and each other and suggested hanging out by a local bar where tons of guys seem to enjoy pounding drinks and hitting on women. The pointed her(Casey) in a direction and drunk on confidence and high on enthusiasm she took off looking to make the most of her night.
The walk wasn't bad but the bar was across a small park that was semi lit and had plenty of shrubbery and foliage filling it only showing the one clear path through all be it only a single block . So with gusto she trudged through.
Whilst walking she felt a things of unease deep into her as she passed through the path noticing almost ever dark corner the came into view.
Suddenly a voice that seemed to come from almost nowhere called out to her
"He beautiful, little late to be walking all on your own this time of night"
She ignores it and began to pick up pace, not long after she had made it to the recommended bar and realized that it was actually closed, no lights, no music, and... No guys. There was graffiti covering the walls and windows outside the building and a homeless man wrapped in a blanket laying down blocking the door in front.
Sullen from being played by the ladies she thought were being genuine and upset and herself for falling for such a trick she began walking back to her hotel saddened and in all this she had forgotten the strange voice the catcalled her from the shrubs down the path.
Stopping to sit on a bench under one of the lights on the path to rest her feet from walking so much the voice from earlier speaks out to her again.
" Yeah that's spots been dead for years you must be new in town" she sits upright hearing the voice and suddenly remembering it from just moments ago. She looks around and sees nothing but seconds later a man in in baggy torn pants, a heavy weatherproof jacket and T-shirt emerges from the bush.
She eagerly stands ready to move
"Woa woa I'm not some weirdo, Im sorry for what I said earlier usually only whores and druggies come through here this late, sorry if I made you uncomfortable." The man pulls a pack of smokes from the pocket of his coat and pulls a cigarette from the box. " Got a light?" He asks holding the cigarette out.
Wearily constantly second guessing her actions he reaches into her purse and pulls out a lighter hanging it to the man. The man sits on the bench as he flicks his lighter until a flame comes and lights his smoke.
As he puffs his cigarette he asked
"You must be new around here, vacation or new residence?" Handing back the borrowed lighter
"Vacation" she replies placing the lighter in her purse, suddenly feeling less weary and sitting on the far end of the bench away from the man.
" Well I hope you enjoy your time, thanks for the light, and by the way I meant it when I said I thought you were beautiful" Conforming the voice she heard before was in fact his.
"Well thank you..." She responded and sat it silence for seconds before continuing "but unfortunately it hasn't been all that"
"Well why not" asked the man not directly facing her but looking out the corner of his eye towards her.
"Well.." she began hesitantly
"I was told there was a pretty hot bar over this way but as you can see I was lied to... Probably just so they could laugh at the tourist"
"Hehehe" the man chuckled a small weezing laugh
"So you think it's funny too" she remarked looking slightly agitated and embarrassed
" Yeah I do, it's probably cause you were on their corner and thought you would take their business" the man remarked.
" Well I'm not like that I'm only out here for fun" she remarked
"Oh surely dressed like that who in their right mind could even make that mistake" he said as he left out another small chuckle.
" Well thanks for the tip, have a good night" she slid her heels on and walked away.
Returning to her hotel room having conflicting feelings about the whole ordeal she found herself horny and decided to play with herself for a moment before heading back out not letting herself be torn down by tonight's failure and decided maybe dressing more Slutty will get her more action.
Slipping into a miniskirt and corset combo while inserting a butt plug with a tail attached she hit the streets for round two. She this time got a bit of attention from a few passer bys, and received several compliments along the way. But slowly noticed that less people were out this time of night, checking the time it was already 3 am. Realized her time for fun had passed she began heading back to her hotel but suddenly looking around found herself lost near another path through another park.
Looking around she didn't hear nor notice anyone coming and dashed into the park as she had been needing to relieve herself for sometime since leaving the room.
Ducking off into the shadow of a bush off the path and out of range of the light she pulled down her panties, squatted down and began relieving herself. The pleasure of finally doing so was most noticable especially to prying eyes further in the brush.
"Crunch" the crunch of a stick could be hear behind her as she whipped around to see what was there still squatted down causing her to fall backwards.
Suddenly she the grip of a pair of hands grab her by her corset, and and another by her ankles whilst she was dragged deeper into the brush.
(Well call them "Bum # 1" and "Bum #2" B1 and B2 for short)
"Hell-" she began to call for help but just then a hand was placed over her mouth cutting of her cries for assistance. As soon replaced with a rag of some sort. She struggled as he screams were muffled by the rag in her mouth. was carried to a tent of sorts and thrown to the ground.
Being held by the wrists above and by her ankles below she felt a hard slap come across her face making her shudder in fear, the rag was then removed and placed over her eyes as a voice she couldn't tell from where began to say
"There's a price for pissing in my park" B1 says in a low grumbling tone and she felt a hairy set of unkempt, smelly balls be placed on her nose.
Her eyes wide in shock behind the blindfold in disbelief
"Is this really happening right now" she began to frantically think.
"Be a good girl and nothin will happen to ya we promise, your just paying your dues" B2 remarks and a slightly higher excited tone
She winced as a flaccid penis began slapping down on her lips, and she felt her skirt rise.
"Holy shit" said B2, "She's a HE"
" No way, your lyin" says B1
"Come n look" as a man flopped around her soft meat. The pair of balls lifted and embarrassment began to set in as it began to harden to a small 4 inches.
"Well.. you gonna turn it down" says B1
" Hell no" said B2 as they forcefully turned her onto her stomach.
B1 then delivers another hard slap to her face and tells her
"Open wide and play nice" as he presses his flaccid penis against Casey's lips.
Not knowing the right move to make she reluctantly opens her mouth and accepts the man's meat. It tastes of dirt, sweat, and piss and she felt a few chucks of something she couldn't identify come off his penis as he thrusts his penis in and out of her mouth.
The man's penis begins to hard and he said hold on tight and a rush of liquid begin to fill her mouth. Scared in the moment she unconsciously begins to swallow everything discusted by the taste the man was relieving himself down her throat as his dick hardened he began to pick up pace.
"Oh you've got a nice mouth, we picked a good one this time" B1 says as he forced his cock to the back of Casey's throat forcing her to gang and almost vomit.
At the same time she feels a wet sensation and hands grip her ass spreading her cheeks and exposing her hole to the wind a cold breeze brushed across it
