A Taboo

of
genre
cheating

I have no qualms about paying for sex. Call it prostitution, vice, harlotry or whatever, but like Charlie Sheen, I believe that paying for sex, makes it no less enjoyable. Any moral misgivings should be addressed with their vicar. After all, I always pay anyway, whether it is a dinner by candle light, earrings or a romantic dinner, a man always pays.
As I curb-crawled along the “pussy parade”, I spotted a newcomer, this one was clearly not one of our regular whores. I went round the block to have a better look at what appeared like a drop-dead gorgeous face with long well-formed legs, unsuccessfully covered by a red micro mini. Everything about this harlot was perfect , everything. My dick made the final call, this was our “dinner” pussy.
Her name was Joanna and she was not a disappointment, as the smelly “crack cocaine whores” tend to be. She was chatty and quite knowledgeable. By the time we got to my home, on a small holding 10km out of town, Joanna had taken out my dick and sucked it a good number of times as she played with her small boobs. Glancing side ways I could see that she had rather small but firm boobs on a fairly muscular chest. There was something about this woman’s blow-job that made it different, like, she knew penis, loved it, respected it, almost revered it. She was just perfect.
Joanna, Jo as she wanted to be called, started squeezing my butt as soon as we stepped out of the car.
“Rex, let me do it to you tonight. I want you to relax and enjoy me. Don’t do anything to me, you can play with my boobs but I want you to get your money’s worth, I will do the work” She set the rules, good rules, for I was a little tired and the only strength in my body was in my loins and heavy dick.
Jo took off her top and mini. What a beautiful body, flawless and most sexy…made for fucking and that is where I came in. She knelt before me as I sat on the chair at the main door, we did not even bother to lock the door as my servants quarters were a good 30metres away and my house staff never came to the house uninvited. She held my cock with both hands.
“You have a very beautiful dick, Rex, you should consider nude modelling…and it is very big” Jo observed.
She gently licked up and down my swollen member, licking my hairy balls and sucking each ball in turn, into her mouth. Jo was gentle and sensual. She licked my crotch, all the way to my hairy bung-hole. Her velvety tongue lingered on my crapper, licking it, blowing kisses on it and trying to insert her tongue inside. This was an expert at work, an artist. Jo’s hands were all over my body, caressing my chest, my face, my head and pushing her index finder into my virgin arse-hole. She knew exactly where the pleasure-sensing nerve endings were. I tried to “reward her” by caressing her perfect butt, but she insisted on me receiving the pleasure. She gave me a hard slap on my hand.
“You are paying me Rex, not the other way round” she protested in between cock slurps.
I have never married and have had a beautiful life. I love women. I love their pussies, their mouths and their butt-holes. I have fucked more than 1000 women, whores, girlfriends, co-fornicators, adulterers and others. This blow job was entirely above comparison, this was head and shoulders above the rest. Fuck it…Jo was now into some vigorous cock-shaking , squeezing, licking and waving my dick around in a well choreographed sequence. Self restraint helped me last for the 15 minutes I was being pleasured. As a matter of principle I was not going to come before sampling the pussy. I was going to shoot in her cunt. I gently pushed her head away and put on a condom quite fast.
“Ram it in my ass Rex. I want you to bonk my bowels… please Rex, I am so horny now. You are so sexy..”
And so, butt-fuck it was and how!! Joan had the most unbelievable anus, smooth inner buttocks, no shaving rash and none of that unsightly blackening seen on hard-shagged holes. I jammed it in and immediately started gyrating wildy as I enjoyed some really sweet prostitute shit-hole. Joan was an expert, even better than she had been with her mouth. As I took her from behind, doggy style on all fours, I again had to admit that this was the best arse-fuck I had ever had. She had the best moves, her butt channelled my dick into the hole in a way that made me feel the pleasure all over my body. Her butt and sphincters knew when to tighten and when to relax the grip on my extra-hard prick. My buttocks and back were frozen with crazy sensations.
I quickly grabbed her “pussy” I wanted to rub her clitoris and stick my finger into her vagina. I was about to ejaculate and I knew that feeling her pussy would set me off as it always does when I am fucking it in the arse. She quite violently tossed my hand away but it was too late, I had felt it.
Oh my God, this sweet arsehole had a firm little dick in front of it, not a slit! I was fucking a man with boobs! Split second decision time; to come or not to come, to stop or not to stop. No brainer really, best blow job, best arse fuck…who cares about the dick. I banged that shemale harlot’s delicious anus like the end of the world was nigh.
“Damn, damn, damn….I am coming Jo,”
She/he swiftly moved around unceremoniously pulling my dick out of her rectum, yanked the condom off my pulsating cock and swallowed all the creamy seed on my dick.
Being a strict hetero man with a simple policy on gay sex “never have and never will”, a taboo had just been broken here; the extreme pleasure came from the wrong source.
It was all utterly confusing.
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written on
2020-05-08
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