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We made arrangements for me to show up there Saturday afternoon. God knows where my pals had gone off too. I was sat in a bar nursing a bottle of beer when this tall, sexy lady sauntered towards me, her black wavy hair bobbing with each step and her dress shimmering purple and gold as the dim light reflected off it.

She rested her hand on my leg and without taking her bold eyes off me said, 'Hi. I'm Jess. Not wanting to be left out I did the same, feeling the burn stretch from my stomach to my throat.

Again, she got two more and led me to a booth. Out with my pals, but ended up losing them. I flinched. What a girl! If only all chicks were so free and easy.

My mind was already reeling off image after image of being with her and I soon got an erection. My cock was popping harder than ever.

We entered the bedroom and she dimmed the lights, turned and started french kissing me. I was pretty wasted, but so turned on by this powerful woman, as she thrust her tongue deep into my mouth exploring as far as it would go.

She then sucked on my lip as she deftly undid my shirt buttons, belt and dropped my trousers. I kicked them off, eager to bury my cock inside her.

She pushed me back on the bed and deep throated my cock straight away. Jess pulled off with a big sigh, 'You ever done poppers baby? It makes it so much better.

Soon my head was throbbing and all my inhibitions seemed to melt. She went back down on my cock, this time sucking it harder, whilst her other hand played with my balls and arse crack.

I grabbed her head and started fucking her face off my cock as my need to cum was building and building. Pulling off, she hiked up her skirt and climbed on me, guiding my cock with her hand to her waiting arse.

She just smiled and lowered herself fully down on my cock, moaning as she did. She obviously needed more as she was slamming down harder and harder on to my cock, panting and moaning as she did.

There was nothing soft about this girl. She grabbed my nipples and started tweaking them hard, but it was all too much too soon. She pulled off quickly and wrapped her lips around my cock.

What a dirty bitch, I thought, as I grabbed her by the hair. Suck that cock! She never spilled a drop and squeezed my cock from the hilt, pushing the last remaining drops into her mouth.

Exhausted, I sagged into the bed. Like a panther, she clawed her way up me, her nails biting the skin of my shoulders as she pressed her mouth onto mine.

We kissed and as we did, I could taste her, but also my salty cum. We stayed like that for a while, her controlling the kissing, her lips and tongue spilling over my mouth, my lips and my chin.

She giggled, 'Your a mess! Go clean up and I'll get us drinks. Bathroom is second on the left. The lower half of my face was covered in her lipstick.

I washed my face and headed back to the bedroom. Another whisky was waiting. We clinked glasses and downed them. Then another.

Damn, she is one wild bitch — drinks like a trooper. I'd never had it this good. I didn't know what to say, so said, 'Thanks,' As her fingernails travelled down my crack and grabbed my balls and cock.

Her hands spread my cheeks and she started flicking and circling her tongue against my arsehole. I moaned in delight at this new found feeling and I was soon holding my cheeks apart as her tongue got deeper and deeper into my hole.

Soon it was two and then three. The more she did it, the more I was getting lost in my own desires and I soon had my arse pointing upwards. Pressing her fingers against my prostate she flicked them rhythmically against it until I was cumming in a way I didn't know possible.

Stream after stream seemed to leak out of my cock into her waiting hand. Hell, it wasn't even hard anymore.

Pleasures that society sees as a transgression. But I don't care. I still like pussy, but these beautiful creatures I love and I keep going back for more and more.

A spasm rippled from my arsehole throughout my body as her cock head penetrated me. I tried to push away, but got as far as the mattress and she just gripped me by the hips and leaned into me with her weight, until I was filled by what I now know is her nine inch cock.

Damn was it big. My screams into the pillow soon turned into moans of pleasure. I was lost. Lost in the decadent pleasure of this shemale's cock as it sent ripples and vibrations through my body.

I was soon slamming back to meet her thrusts and as soon as I thought I'd got the measure of her, she would change up a gear.

I was like a deer in headlights, but looking around, I didn't see anyone. I glanced at a clock in the hallway and saw that it was almost 1 in the morning.

No one was around. There was no one on duty down in the lobby. So I walked out onto the street. Immediately I saw very attractive blonde woman walking down the street towards us.

She was close enough to see the cum on my face and said: "well how'd you get cum on your face, I don't see a guy with you, only that pretty girl.

She practically ripped my pants off me, bent me over and spread my legs. I felt a tip at my ass and moaned when she shoved in me. It took her only 5 minutes to cum.

She didn't give any warning; she just suddenly exploded in my ass. I opened my mouth and the blonde shoved her cock in my mouth.

She was extremely attractive, huge boobs, tight curves, and quite a large cock. I wasn't so thrilled about the last part though. Now she was getting angry because I wasn't sucking her cock.

Use my tongue to tickle the underside of her shaft, lick the head, but I never tried to deep throat her, which was obviously annoying her.

She groaned and came again, pulling out so it spilled onto my face. I slowly unbuttoned my shirt and handed it to her.

Holy fuck. How did I get myself into this? The blonde walked away and heather told me to keep going. It took us nearly an hour to cross the ten blocks, which normally would take about 5 minutes.

The reason was we kept running into very attractive shemales who wanted either my ass or my mouth. By the time we got to her apartment, I had sucked and fucked almost 20 girls.

She said as she walked into the lobby. I followed and stopped when I saw what was inside. She in the lobby was apparently a party. Everyone stopped what they were doing and started at me.

I saw several of them rubbing bulges on their pants or skirts. Suddenly a laugh rang out. How nice of you to bring me a male stripper.

I would have preferred if he was still clothed, and not covered in your cum. I turned to heather and whispered: "no, we made it to your building; I don't have to do anything.

Sorry bud, I didn't know they would still be here. I held her huge 12' dick in my hand and stared at it.

Heather nudged my head. I gently licked the shaft. Then placed the head in my mouth and sucked. The redhead was growing impatient for the real blowjob to.

Start, I delayed still, enjoying he power I had, until she grabbed the back of my head and started pumping. This was the first time all night that I had gotten face fucked, and I wasn't enjoying it.

She seemed determined to force her entire cock down my throat. The biggest Dick I had seen before hers was only 10' in heather. I couldn't even fit hers down.

No way could I get And then, when I cum, you will swallow it all down, or else well keep you here, for as long as we like" The redhead ground out.

I tried to push her away from me but to no avail. I was weak and tired from my night of fucking. After almost 15 minutes of trying, I had taken 11 inches and was still struggling to get the last one.

It took almost 10 minutes, but I did it. My nose touched her body. She held me there, enjoying the sight of a grown man choking on her 12 inch cock. She pulled me off and spun me around.

She pounded my ass like there was no tomorrow, she kept at it for almost 10 minutes. She pulled out, spun me again, and shoved her cock back down my throat; she shot jet after jet of cum down my throat.

My stomach started to fill up quick and the cum was bubbling up my throat. When the redhead pulled out I almost threw up all the cum in my stomach.

All 30 of then rushed at me, pulling me further into the room. For the next hour I sucked, fucked, and stroked every single one of them. I saw big cocks, small, thin, fat, black, white, Hispanic, any type of cock you can imagine.

When the last girl had cum. Heather took my arm and took me to the elevator. I could barely walk because I was so coated in cum and my ass was so sore.

It was almost 4 in the morning now and I was a couple of doors from safety. The elevator doors opened and two more girls were standing there waiting.

I groaned but the girls just ignored my appearance and stepped aside so we could exit. I practically ran to heather's door.

Heather directed me to the shower and I gladly stepped under the steamy water. It felt so good to wash all the cum and dirt off my body. The curtain rustled and I felt hands running down my back.

I turned and heather leaned up and kissed me deeply. It normally doesn't get so out of hand. She grabbed some soap and gently massaged it into my chest and arms.

Normally I can only get 4 or 5 girls to help. Everyone in this complex is a shemales. Almost a hundred girls. But every guy has loved it so far.

One actually asked to do it again. She bobbed her head up and down, sucking like mad. She started fondling my balls again while sucking. She started focusing on just the head of my cock, licking around it, sucking on it, all while stroking the shaft.

Heather just held the head in her mouth and jacks me off into her mouth. When I was finished, she stood up and showed me all my cum in her mouth.

She closed to swallow and showed me that it was all gone. I nearly fainted right there. We both got out of the shower and dried off, neither of us put on any clothes before just falling into bed and falling asleep right away.

My last though before I was out was: 'what the fuck happened to me tonight? Next, what happens when matt wakes up? Report Story. Sorry but it was bad enough that she raped him.

He should have called the police.

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After our pit stop, we were back on the road when Mia slipped out of her heels. I looked at her red painted toenails through the sheer nylon, and my cock stiffened.

I loved nylons, and I particularity loved toes in nylons. It is a strange fetish, but it was what turned me on. I said, "I don't know why women try to kill themselves with such foot wear.

Glancing over, I realized that her long legs were going to be a constant distraction, way more dangerous than playing with a cell phone. I noticed that her nylons weren't pantyhose, but stockings, seeing the top of her stockings being held up by a garter-belt.

The sight was easily one of the hottest I had ever seen in person. It was going to be a tough weekend to behave.

She wiggled her toes, causing me to leer way longer than socially acceptable and not an overly safe thing to do while going 65 on the highway.

The heels are part of the full ensemble," she continued, before saying, her tone shifting to regret, "although most women have gotten lazy and think doing half the job is okay.

She continued talking as if such an act wasn't quite likely to cause a major collision. On the outside you dress sexy, but classy. The outfit should showcase a woman's breasts, ass and legs.

High heels and nylons help enhance the sensuality and sexuality of a woman. The key is to get every man to want to fuck you and every woman to want to be you.

Changing topics, after a brief awkward silence, she said, "Mary told me you're a leg man. Thinking that is how all women's conversation went, I asked, "What else do you know about me?

We drove in silence for a while before she asked, "Do you think Mary will eat cunt this weekend? My face burned with embarrassment.

I replied, "That was just heat of the moment talk. I quipped, "She wants to be gang banged too, but fantasy is fantasy. I laughed, "Like that is likely to happen.

The beauty of a woman; the sophistication of a woman; the upper body of a woman; and yet the lower equipment of a man, which, let's be honest, the only body part that is sexier on a man is his penis I joked again, repeating the same words, "Tell me how you really feel.

Although I have seen some impressive black cocks, too. It was a question my buddies asked me often. I didn't care about big tits, although Mary had a nice pair, or great asses, Mary's was still quite firm, but legs Although I shouldn't have been.

She was a free spirit and a naughty flirt. I moved my right hand to her ankle and gasped. It was easily the softest nylon I had ever felt.

She moved her foot back and asked, "So you like the feel, what else? I also like that I can choose different colours or styles depending on my mood or outfit.

Mary tolerated my fetish, but never understood it. Mia was definitely the first to understand my quirky fetish. Mia a living dream girl. Changing topics completely she asked, "So if a Shemale hits on you at the wedding?

Mia texted with someone while I drooled mentally at her legs and feet. I imagine if I were single I could easily get her in bed, yet I would never cheat on Mary I chuckled to myself as I imagined Mia lifting up her skirt to reveal a big cock.

Arriving at the hotel, she said, "Mary says hi. I texted back: That seems unlikely. I got out of the car and was just checking in when Mary replied: Never say never.

What an eerie word choice, using the identical phrase that Mia had used just a moment earlier. I checked in and Mia and I were waiting for the elevator when I got another text from Mary: Do I have permission to play if a woman hits on me?

I quickly text back answering facetiously: Of course, you can eat cunt In the elevator, Mia asked, "Ever get head in an elevator? Reluctantly, my dick ready to explode in my pants, I checked the text, it was only one word: Yummy.

Her one word answer was ironic on many levels. Mia asked, "You have official permission to suck and fuck a Shemale's cock?

That night, we both went our separate ways. I met some of the guys for drinks, while Mia went out to go do whatever it is she does.

All night, of course, I couldn't get Mia out of my mind. I got back to the hotel around midnight and was surprised, although I shouldn't have been, and disappointed, although I should have been thankful that the temptation wasn't available, to see that Mia wasn't there.

I went to bed and woke up hours later to Mia coming into the room. I groggily looked at the clock.

Is that for me? I quickly got dressed, still feeling surreal about the whole weekend. There was no doubt the level of flirtation had elevated from playful to something dangerous.

At breakfast, the surprises just kept on coming. After twenty minutes of generic conversation, I asked, "So did you get lucky last night?

I gasped, surprised after she said she didn't like cunt yesterday, "You're bi? We finished eating in silence before she asked, "Would you like to see the hot little eager slut I fucked last night?

She handed me her phone. I stared at a beautiful blonde who couldn't be more than twenty, on her knees.

I joked, "Is she even out of high school? I felt like she was the hunter and I the prey. I asked, as I adjusted my cock under the table, "Are you ever rejected?

She was silent a moment before she stood up and said, "I have fucked a lot of married people too, Robert. She had pretty much offered herself to me.

Part of me was turned on, Mia is a beautiful woman: yet, another part of me was pissed at her for tempting me, especially because she was good friends with my wife; yet another part of me was pissed at Mary for putting me in this predicament in the first place.

After paying for breakfast, I returned to the hotel room to see Mia sleeping in my bed. I showered and went for a walk, trying to clear my head and resist the temptation.

Did Mary know just how aggressive Mia would be? Was Mia just being incredibly flirtatious or did she have ulterior motives?

Was Mary serious about being with another women if the opportunity arose? There were so many strange coincidences that had my head spinning with possibilities and consequences.

Deciding to avoid Mia until the wedding, I went to a nearby bookstore and spent a couple of hours browsing, which is one of the most relaxing things to do.

I also probably was the best dressed person at the book store in my suit and tie. The church, conveniently, was a block from the hotel.

I made it with only a few minutes to spare and was waved over by Mia. I joined her and she quipped, "If I didn't know better I would think you were avoiding me.

The matching five inch gold heels also were hot as hell. Just then, the wedding started, and for forty-five minutes I tried to ignore the bulge in my pants and the utter beauty of Mia.

Of course, the seductress, knowing my weakness, teased me relentlessly as she dangled her heel on her toes before eventually allowing it to hit the floor.

I gave up trying to listen to the boring speech the minister was giving about the integrity of marriage, as I envisioned cheating, while I stared at Mia's stocking-clad foot.

She leaned over, just as the oaths began, "Ever gotten a nylon foot job? Everything up until now had been flirting, albeit over the top, sensual flirting, but now she had crossed the line.

I knew staying faithful to Mary was going to take every ounce of courage and conviction I had. Leaning back over as the newly married couple signed the register, she said, "Can you imagine if the bride surprised the groom tonight by revealing she had a cock?

As soon as the wedding was over, Mia continued to leave her stocking-clad toes in full view for me, I stood up and said, knowing I had to get away from her before I gave into my carnal desires, "I need to go.

I visited with co-workers, briefly chatted with the bride and groom and made plans to go to a pub across the street from the hotel for a cocktail or two.

Mia came over and asked the group of men, "Where to now? Mia laughed, her usual seductive tone dripping with intent, "Oh, I think it would be me taking you to heaven.

Robert is my date for the night," Mia said, putting her arm inside mine. I joked, knowing Mia would go along with it, "Mary gave me Mia as a weekend present.

Mia added, playing the role she loved to play, "Oh yes, Robert will be a whole new man when I am through with him tonight. Mia quickly countered, "Oh no, no, tonight you're the slut.

Adam added. Mia led me away and said, "That was fun. I stammered, "W-w-what do you mean. I protested, "I can't cheat on Mary. I can't believe Mary put me in this situation.

She pulled me in and when another couple began to come onto the elevator Mia said firmly, "Take the next one.

As soon as the door was closed, she ordered me, in a shocking firm and dominant voice, "On your knees, Robert. I was in complete shock only to have my shock doubled as Mia hiked up her dress and said, "Here is your proof.

I stammered, "Y-y-you're a-a-a Shemale? I stared at her big stiff cock encased perfectly in pantyhose You really should delete your porn browser," she revealed.

When I didn't speak, so overwhelmed by the shocking revelations, she added, "So Mary decided to make your fantasy a reality So many questions to ask in regards to just one sentence as I came to the realization that Mary had obviously planned this I had the best wife ever.

She said, "Time to change the answer to that earlier elevator question. Pull my pantyhose down and retrieve your special surprise. I stared at her big cock, still unable to move even though I could feel my mouth water.

Her cock looked so beautiful and enticing encased in the dark pantyhose. Reading stories on Literotica, the word cocksucker had always gotten me hard, although I couldn't explain it.

Yet now, the name-calling directed at me, something I had fantasied about but never imagined actually happening to me except for Mary's name calling last week , brought me full circle.

I moved closer, my hands trembling, as I tugged down Mia's pantyhose to her knees, releasing her massive cock. You have been with my wife? I had wondered for months what it would be like to have a cock in my mouth.

Writers make it sound so life-changing, and dammit they're right. As she pumped her hard eight inch cock into my mouth, all I could think of was pleasing her.

I wanted to be a good cocksucker. I wanted to make her come. I wanted to taste her cum. Unfortunately, her cock wasn't in my mouth for more than ten seconds when the elevator slowed down and Mia pulled out, pulled her pantyhose back up and quipped, "To be continued.

She laughed, "Stand up, cocksucker. Don't worry, you will be back on your knees in a couple of minutes. I followed like a puppy, my head spinning with shock and excitement.

Once in the room, Mia got out of her dress, tugged her pantyhose back down, sat on the edge of the bed, and ordered, "Get over here, cocksucker.

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Jail shemale fuck. Again, she got two more and led me to a booth. Out with my pals, but ended up losing them.

I flinched. What a girl! If only all chicks were so free and easy. My mind was already reeling off image after image of being with her and I soon got an erection.

My cock was popping harder than ever. We entered the bedroom and she dimmed the lights, turned and started french kissing me.

I was pretty wasted, but so turned on by this powerful woman, as she thrust her tongue deep into my mouth exploring as far as it would go.

She then sucked on my lip as she deftly undid my shirt buttons, belt and dropped my trousers. I kicked them off, eager to bury my cock inside her.

She pushed me back on the bed and deep throated my cock straight away. Jess pulled off with a big sigh, 'You ever done poppers baby?

It makes it so much better. Soon my head was throbbing and all my inhibitions seemed to melt. She went back down on my cock, this time sucking it harder, whilst her other hand played with my balls and arse crack.

I grabbed her head and started fucking her face off my cock as my need to cum was building and building.

Pulling off, she hiked up her skirt and climbed on me, guiding my cock with her hand to her waiting arse. She just smiled and lowered herself fully down on my cock, moaning as she did.

She obviously needed more as she was slamming down harder and harder on to my cock, panting and moaning as she did. There was nothing soft about this girl.

She grabbed my nipples and started tweaking them hard, but it was all too much too soon. She pulled off quickly and wrapped her lips around my cock.

What a dirty bitch, I thought, as I grabbed her by the hair. Suck that cock! She never spilled a drop and squeezed my cock from the hilt, pushing the last remaining drops into her mouth.

Exhausted, I sagged into the bed. Like a panther, she clawed her way up me, her nails biting the skin of my shoulders as she pressed her mouth onto mine.

We kissed and as we did, I could taste her, but also my salty cum. We stayed like that for a while, her controlling the kissing, her lips and tongue spilling over my mouth, my lips and my chin.

She giggled, 'Your a mess! Go clean up and I'll get us drinks. Bathroom is second on the left. The lower half of my face was covered in her lipstick.

I washed my face and headed back to the bedroom. Another whisky was waiting. We clinked glasses and downed them. Then another. Damn, she is one wild bitch — drinks like a trooper.

I'd never had it this good. I didn't know what to say, so said, 'Thanks,' As her fingernails travelled down my crack and grabbed my balls and cock.

Her hands spread my cheeks and she started flicking and circling her tongue against my arsehole. I moaned in delight at this new found feeling and I was soon holding my cheeks apart as her tongue got deeper and deeper into my hole.

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