My Changing Fortunes – 06
My Changing Fortunes – 06
| Sex Story Author: | Luvagobfull |
| Sex Story Excerpt: | You first and stretch that ass hole wide for me.” He said to his mate. His mate spat on my |
| Sex Story Category: | Anal |
| Sex Story Tags: | Anal, Cum Swallowing, Fiction, Gay |
My names Peter and I am a sissy.
I had gone from chasing skirt to being a cross dresser gay bitch.
Once I hooked up with a transsexual called Daniela, things changed.
Maybe she only opened a door that I didn’t know was there, and I walked through it.
I frequenting gay bars, and pimped out by pimp called Max.
I love dressing as a woman, make-up and all.
*
I went to work Monday as per usually, but I had developed a slight stutter with my walk.
Putting it all down to my sore back, until one of the girls pulled up to me; at the coffee machine.
I thought she was going to flirt with me, when she adjust my shirt and circled a button on my shirt.
“Petey honey, are you gay?” She asked out of the blue, smiling.
I said nothing for awhile, I just stood there like a stunned mullet.
“Why-why and what you asking Sheryl.” I stuttered.
“It’s the way you’re walking lately; it’s got a swagger like a girl who had been fucked hard, recently.” She giggled.
I was a little embarrassed.
“Don’t threat, it’s the 21st century after all.” She sipped her coffee and snicker off.
I sat back down stunned, was it that obvious?
The next two weeks I kept a low profile and stayed home.
By the third Friday I couldn’t help it and I went back to the gay bar; but not as a TV but dressed in a tee and jeans.
The bar tender, made mention of me not being around lately.
I smiled and ordered a red wine.
After my second, I take a pee and on my return; Jerry the bar tender was waiting for me.
“Another?” I nod yes.
“How would you like a part-time job here, on Saturday nights?” he asks.
“Sure, what doing?” I ask.
“Bar tending and clearing tables, plus wearing some clothes that I’ll organise.” I licked my lips, at this.
“Tell me more.” I said, sipping my wine.
“You’ll be wearing a tank top, leather shorts; show your bare ass and no knickers.” I was thinking about, what he said.
“Oh and wear some of those sexy boots you have and your some make-up.” I finally pictured it, and I was tossing up about it.
“Come by Wednesday if interested and I’ll show you, and I’ll organise your new work clothes.” He said.
He poured me another wine on the house.
“No obligations, if you’re not interested; tell me then.” Jerry said.
I looked around and it looked like a quiet night here, as I looked around at the talent; one more time.
Once I finished my drink, I went home.
*
On Wednesday I showed up and he showed me the ropes of my duties, he handed me a tight tank top tee; with the venues logo on it.
At about 8pm a local leather dude turned up and took measurements; of my inner and outer thighs and my waist.
He gave me a demo pair of shorts to try on.
“Take your knickers of before you put them on.” He said, and gawked at my cock; as I did so.
The shorts were tight but flexible enough for me to wriggle into it, before I did up the laces around the belt.
It was cut from 2’inches under the belt band to 2”inches from the bottom of the shorts, so basically the back of the shorts was missing.
The ass was cut out allowing flexible movement; enough for me to take a dump without taking them off but not too pee.
My cock was enclosed but restrained if I grew a hard-on, I could touch my balls from the rear; from behind if I knelt or bent down.
They fit snug inside the front half of my new gear.
I decided to wear the gear I was given, for the remainder of my shift.
I felt naughty, all night.
I grew hard but all you could notice was a bulge.
Jerry told me that on Saturday, my gear will be ready.
I didn’t bother to change after my shift, and I walked outside with a bag of my clothes.
As I wondered to my car, my heels poking my ass in the air; making and the night breeze drifted up my naked butt and against my balls.
I wanted to jerk off as I drove home, but I could even slip a hand done my shorts.
When I finally got home, my neighbour saw me and looked disgusted.
I didn’t care, and stripped off when I got inside and jerked off; as I waited for my bath to fill.
*
Friday I stayed home and on Saturday, I took a bag with me; and went to Jerry’s bar.
It was packed but not full, when I went behind the bar; dressed like I was.
One guy made mention of my different look, I just smiled.
Over the cause of the next 2 hours, I was slapped and wolf called; until about midnight when Jerry gave me a 15 minute smoke break.
I took and went out the side door and light up, in the alley.
Leaning against the cold brick wall, I lifted one foot of the ground and against the wall too; smoking a ciggie.
I soon realised I wasn’t alone in the alley; two guys were making out and had their hands inside each other’s pants.
Blowing smoke, I didn’t move or make a sound.
One of the guys noticed my smoke, and stopped kissing; he recognized me from inside.
I winked at him, he whispered to his beau and then; they both walked up to me.
“You feel like a fuck?” He asked, smelling of beer.
“What about your friend?” I asked puzzled.
“We’re both want to fuck, and not into getting fucked.” He slurred.
They both had their cocks out now and were stroking them slowly.
“Turn around let me see your ass.” He mate said.
I threw my cigarette down and turned around.
My cock was hard and the bulge could be seen stretching my red leather shorts.
“We just want to fuck, and then go back for a drink inside.” The first guy said.
They parted my legs and pried my ass cheeks apart, then the turned me around; and gave me both cocks to play and decide with.
Both were 7”inches and coated with precum, I spat on my hands and coated them even more.
“Ok, but I need to be back inside in ten minutes.” I said and turned around and braced my hands against the wall and lent down.
They spread my legs into position and one of them, started fingering my hole.
These shorts weren’t only good to have a dump in, but were good to be fucked in the ass with too.
They were both silent and eager as they readied themselves.
I had two fingers in my ass buried to the knuckle, fucking me and causing me to swivel my hips.
“It’s ready.
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