My girlfriend and I had an arguement and she went back to the room in the hotel we were staying in to go pack her things. I wasn't bothered really. I know that she will come back eventually. As soon as I saw her get in the taxi to leave, I headed back to my room to sleep for the night.
I wake up well rested from my sleep and follow my morning routine of having a coffee and getting ready. Well there isn't much point of me staying here if my girlfriend left me on our special break off so I will pay a taxi to get me back home. That's when I realised that she took all my money with her when she left. I will have to find another way of getting home. Maybe someone would be kind enough to give me a ride home. So I went to the roadside of a popular area and stuck out my hand waiting for someone to stop. There was loads of cars going along this road so I would expect atleast one to stop for me. I look to my left and right and I see that girls are getting free rides as people are stopping to pick them up. I look into my backpack to find something that I could use to sweeten the deal to persuade people to pick me up. But I found something else that could come in handy. I head back into the hotel and gain access to my room again by saying I forgot something. I lock the door to my room so no one is coming in. I empty out the backpack onto the bed. A striped red and white crop top and a pair of blue short shorts lay on the bed. I sigh and persuade myself that this is the only way I'm getting home. It is not gay. No one but me would know. Right? I take the clothes and go to the bathroom to find some blonde hair dye, blonde hair extensions and some makeup my girlfriend had left.
A couple hours later, here I was dressed as a girl, waiting by the roadside.
It wasn't long before a guy in his car pulled up alongside me and said hop in. If I was really a girl, I would be attracted to him. He was hot. But no homo. I opened the passenger car door and got in.
"What's your name girl?"he said.
"Jodie!" I blurted out.
"That's a cute name, where you heading?"he smirked. I told him where I live and asked him to drive.It was about 1 hour into to ride and we had been chatting. Getting to know one another. His name was Reuben. I was telling him lies about my life mostly but some real hidden amongst the lies.
"I'm almost out of gas, got any money to chip in?" Reuben asked. I shaked my head. "Well, you got to pay someway girl or get out now. But I really like you, so once I get some more gas I'm gonna take you somewhere private." He stopped for gas and we got on the road again. It wasn't long before he stopped in a backalley where it was pretty out of the way of everything else. We got into the back of the car and he stared into my eyes. He unbuckled his belt and whipped his dick out infront of me. He stood over me. He whispered in my ear as his dick slapped against my inner thigh. "I know your secret. You're a boy, but you're my girl now. So suck it good."he whispered. I put my mouth around the tip of his dick and started to lick it.
I am sucking a man off and I am liking it. But I'm not gay. Actually maybe I am. Fuck it. I might aswell enjoy what it is like to be a girl.
I slid his dick down my throat and make his penis swell and cum all down my throat. I swallow like a girl should and we get back to driving. But his dick is in my mouth the whole way back.
Finally I am back home and as I leave the car he winks at me. I may be dressed as a girl and I may have just sucked a guy off, but I am not gay as he didn't fuck me in the ass.
The next day, I hear the doorbell go off and I answer the door. It was Reuben. "You still need to pay me back that gas money. Maybe you being my sissy slut would do."he said as he barged through the door and pushed me up against the wall on my sofa. He stripped me naked and pressed his hard cock that I sucked the day before against my tight asshole.
Fuck it, Ok I'm gay as fuck, I thought to myself as I press back against his cock and feel it enter my ass. And then it hit me. It felt so good I came all over my sofa as his cock came buckets inside of me.
I guess I'm his sissy toy to be used when ever he wants. I ain't complaining!!
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Sissy Short Story #1: Way Home
Short StoryFirst short sissy story with no relation to any of my other stories!