Ron's Place

Every Friday evening, and the occasional Saturday too, I drive over to Ron's place, change into my chosen outfit. And then get fucked senseless by at least three big burly hairy bear men.
Ron is forty nine, a builder and a man with a passion for cross dressing young men. And someone who loves fucking them ultra hard.
He also likes to invite other larger men to his home to share in the drinking and fucking.
I first met him when he did some work for my parents. He caught me trying on a new dress I'd bought from a charity shop. I say caught, but in reality I wanted to see his reaction as my parents were out at work.
Ron straight away told me I looked well and truly fuckable, and that was that. In our kitchen he had me sucking on his fat dick within a minute. His wasn't my first cock by any means, but his was my first much older mans cock.
Telling me he wanted to fuck me, but didn't have a condom, I lead him up to my room where I got him one from my locked box of clothing, make up, wigs, dildos, condoms and lube.
Getting me to kneel on the edge of my bed, he removed the knickers I'd put on, then slid the condom over his gorgeous fat cock. But then did something no one had done to me before, he buried his face into my arsehole and literally ate out my backside.
It felt so good, my cock began to dribble and Ron stroked it a few times for me.
Rising up, he told me he wasn't going to be gentle as he used some of my lube all over my arse.
And Ron was true to his word. From the first thrust, entering me hard, he fucked me so deep and so forcefully, I was like a rag doll on his dick.
Holding my hips, he was saying how much of a cock slut I was. Swearing at me and calling me a tart. And he didn't stop pounding me once.
I came after a couple of minutes, the first time ever without touching myself.
Then Ron cried out, shuddered up my fuck hole and I could feel his cock pulsing up my bum.
He pushed me down then and lay on top of me. He was talking to me, letting me know it was a fantastic fuck and that he'd love to fuck me dressed up again.
The very next morning he did, only he fucked me in the kitchen over a breakfast bar stool. And yet again later that afternoon the shower when I got home from college.
It was after that fuck in the shower, we arranged for me to visit his home, as he'd finished the job he was doing for my parents.
The first time at his beautiful home, he'd also invited a friend of his around. I was a little nervous getting changed into my school girl outfit, as I'd never been with two men at the same time before. Well not indoors. (I had sucked off two men in a park once).
However once I walked into the lounge and saw Ron sucking on his friends cock, a much longer if not thicker than Ron's, I soon relaxed and became so horny for them both.
Ron's friend Mike is fifty three, beefy like Ron and just as horny for young guys like me.
Over a two hour period I was retaught just what gay sex was all about.
If you can imagine a gay sex position or act, we pretty much did it. By the time they'd emptied their balls twice, filling condoms or over my face, my arsehole and mouth were aching and sore from the pounding they'd given me.
Indeed as Ron sat back on his massive sofa, the one he'd just fucked me on, Mike settled down to tonguing my cock, balls and arsehole, to ease the pain.
It had the effect of making my five inch dick harden, and in a first for me, having me wear a condom, I fucked Mike as he kneeled over the arm of the sofa.
Ron arranged another night of sex the following Friday, but also asked me if I'd agree to be tested for STDs. I knew then he wanted to fuck me bareback.
The test took no more than ten minutes and we all got our results back, luckily, on the Friday afternoon. All three of us clear, I drove over to Ron's place and dressed up in an outfit he'd bought for me.
In a blonde wig, short black skirt, black stockings and a white blouse, both men fucked me over and over again, cumming inside me each time. And each time either Ron or Mike felched me, sucking out their cum and swallowing it.
Three weeks later after two more wonderful nights of sex with Ron and Mike, I met Alan.
Alan is somebody who Ron knew from years back. They used to have a regular gay relationship, but it was mainly oral as both like to fuck.
Alan is a real bear of a man and has a really large cock. He's also the oldest of the three at fifty eight years old.
He was married, but now lives on his own after his wife caught him on bed with a teenage lad. Alan had had the same test we'd gone for, so during a night where I stayed over, all three men shared me in my full on prostitutes outfit. It was something Alan had wanted and it being his first time with us, I spent the first hour letting him alone enjoy my growing sexual skills.
They all fucked me that night and into the following day. I slept with Ron and he fucked me again in the morning before Alan joined us. Mike sleeping off the whisky he'd drunk the night before.
I was dressed up then and enjoyed being fucked as myself, but no where near as much as I do as my female persona, Michelle.
There has been other men join us, but on the whole it's mainly Ron, Mike and Alan who regularly fuck me each week.
Ron has asked me to move in with him, but I'm not sure I'm ready to be Michelle every day. We'll see.

Comments

Anonymous

by Anonymous on Sep 9, 2020 at 11:59 AM

10 Plus love your story. Dripping pre cum and licking it. Love worshiping older man cock while dressed like a sissy whore fag.

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