After 5 years of marriage I was getting bored. Don't get me wrong, my wife was great in the sack, always ready to go, and keen to experiment, but I needed something she couldn't give me: cock. After thinking about it long and hard (no pun intended), I decided that not just any cock would do. I decided it would have to be shemale cock. I have fantasised about shemales since I started jerking off at 12 or 13, and I decided that, the first chance I got, I would turn fantasy into reality.
I began buying a local weekly newspaper that was filled with adult classifieds, and after a few weeks, I had seen several ads that appealed to me: "Sexy European Shemale", "Exotic Indian Transsexual", "Playful Asian Trans", etc. I called a few of the numbers to get details on prices, services, etc. Now all I had to do was wait for the right opportunity.
A few months later, my wife had to go overseas for a couple of weeks for a family thing, and I put my plan into action. I called Jessica (the "girl" I had chosen) and arranged a time for us to meet that evening at my place. I set up the lounge with a blanket and some cushions on the floor. I applied a hair removal cream to my pubic hair, the hair on my ass and between my cheeks. After waiting the required time I jumped into the shower and watched my short and curlies disappear down the drain. I paid special attention to cleaning my cock, balls and ass. I finished my shower, dressed in a bathrobe, lit some incense, then sat down to watch some porn for the hour or so I had left to wait.
Finally, there was a knock at the door. I looked through the peephole and was confronted by a vision of beauty. I quickly opened the door and invited my guest in. We introduced ourselves, and she took her coat off. She had a fantastic body. She was about 5'11" in her heels with a 34-24-34 figure. She gave me a slow twirl and asked me if I liked what I saw. I replied in the affirmative. She was wearing a figure-hugging red dress that was cut low enough to show a tantalising glimpse of her cleavage. The dress finished just below her tight, perfectly-formed ass. Her legs were encased in sheer black stockings with a seam down the back. My cock, which was semi-hard from the porn I had been watching, rose to it's full 8 inches of glory and poked out through the front of my bathrobe.
"I see that I meet with your approval," Jessica laughed as she finished her twirl, "now, let's get the business out of the way so we can both have some fun."
I handed her a wad of notes which she stuffed into her purse without counting, then she dropped to her knees and took the head of my cock into her mouth. My cock twitched as she worked her tongue over the underside of the head. As suddenly as she had begun she stopped and rose to her feet. She pushed the bathrobe off my shoulders and I let it fall to the floor. Then she walked around me, trailing a finger across my ass and up over my shoulder. She circled one of my nipples with her finger, then bent down and tongued the other nipple. It felt like and electric shock has passed through me. Then she licked up my neck and gently probed her tongue into my ear.
"Get down on your knees," she whispered, and, in an almost trancelike state, I complied. She stepped back and slowly pulled her dress up over her head, leaving her in only her stockings and black lace panties. She dropped the dress to the floor and gave another slow twirl. I gazed up at her as she ran her hands over her perfect body, cupping her tits and tweaking her erect pink nipples.
"Now take my panties off for me."
I reached out and took hold of the sides of her panties and slowly pulled them down over her hips, down her thighs. I let her panties drop to the floor and sat back. From between her legs rose a beautiful semi-hard cock. I watched as it slowly rose up from her hairless loins. Slowly, her purple cockhead forced it's way out of her foreskin. Her cock grew to a fairly thick 8 or 9 inches and a drop of precum appeared from the slit. She flexed it up and down, which broke the spell I had seemingly been under.
"You like what you see?" she asked.
I nodded.
"Then kiss it for me. Take it in your mouth."
I stretched my tongue out and licked up the drop of precum. I savoured the slightly salty taste before circling her cockhead with my tongue, then I opened my mouth and took the head in. I continued to work my tongue on the underside as I slowly lowered my mouth down her cock. I eased off slightly, then pushed more of her cock into my mouth, until I got about 6 inches in. I couldn't take any more so I concentrated on working what I could take while I wrapped my hand around the base and jerked her into my mouth. I alternated between licking and sucking the head, and pumping in and out. After a few minutes she began to moan, and she withdrew her cock from my mouth.
"If you're not careful, I'm going to to cum in your mouth."
My reply was to take her cock back into my mouth and work at it with renewed vigour, pumping more of her cock into my mouth with each downstroke until I had her whole cock in. Her cockhead was lodged in my throat and I worked my swallowing muscles on it, before withdrawing about halfway and plunging back down again. By now, her breath was coming in quick gasps and her cock was rapidly twitching. She was ready to blow any second, so I kept the head of her cock deep in my throat, working it, while my tongue licked the underside of her shaft.
"Ooh... ooh... ooh god... oh yeah... oh, oh, oh, here I cum, baby, here I cum" Jessica warned me as her cock twitched out of control. I took the first shot down my throat before pulling back to take the rest in my mouth. She shot off 6 or 7 good shots of cum into my mouth, and I had to swallow rapidly to keep up. When she finished shooting I kept her cockhead in my mouth and sucked out any remaining cum, which I eagerly swallowed. I kept licking and sucking on her cockhead as she recovered from her orgasm. After a while she removed her semi-hard cock from my mouth and bent down to lick up a drop of her semen that had escaped from the corner of my mouth and was running down my chin, then she ran her tongue over my lips and kissed me, her tongue searching for a taste of her cum.
"Your turn now, baby," she said and she gently pushed me onto my back on the blanket. She knelt down between my legs and sucked my nipples before moving down to my cock, which was now leaking copious amounts of precum. She moved down past my cock to my balls, taking first one, then the other into her mouth, before releasing them and licking her way up the underside of my shaft. She licked up the precum that was oozing out of my slit, then surprised me by taking my entire cock into her mouth in one go. I gasped and my cock twitched, almost shooting, but I just regained control as she withdrew. She returned to my balls, licking and sucking them and tickling just behind them with one hand while slowly pumping my cock with her other hand. She kept me on the edge for about 20 minutes by licking up and down my cock and balls, and, every so often, briefly sliding my cock into her mouth. Whenever she sensed that I was getting too close she would back off and return to my balls.
Then she surprised me again by lifting my legs up and sliding her tongue down below my balls to my asshole. No-one had ever licked my asshole before, so I just relaxed and let it happen. Jessica licked around the outside of my asshole for a few moments, then gently stabbed her tongue at my hole. After a couple of minutes of this, my asshole relaxed and her tongue slid in. The feeling was amazing as she tongue-fucked my asshole. Her tongue felt so long as it penetrated me, licking as far inside my asshole as she could reach, lubing my ass with her saliva. After maybe 15 minutes of her tongue in my ass, she moved back up to the head of my cock, and once again took me all the way into her mouth, as her fingers caressed the opening to my spit-slicked asshole. She swung her body around into a 69 and pushed her rock hard cock into my mouth again. She tongued her way back to my asshole and resumed her tongue-fucking. She fucked my mouth for a couple of minutes, until her cock was coated with my spit, then she withdrew her cock. She swung around again until she was kneeling between my legs once more. She took my cock back into her mouth and worked it hard and fast until I was right on the edge, then she knelt up and lifted my legs up, pushing my knees up to my chest and fully exposing my asshole.
"Have you ever cum from getting your ass fucked?" she asked.
"I've never had my ass fucked," I replied.
"So I'm venturing into virgin territory then?" She mused, before reassuring me, "Don't worry, you're gonna love this."
Jessica placed her cockhead at my opening and gently pushed. She slowly increased the pressure on my asshole until she felt it relax slightly, then she eased off the pressure. She worked her cockhead on my asshole for a few minutes until she felt I was relaxed enough to take her, then she pushed forward and I felt my asshole stretch open as the head of her cock slipped inside. I gasped and she paused as my asshole spasmed around her cockhead, tightening and relaxing around her fat cock. Then she withdrew and quickly pushed just the head back into my ass, repeating this until my asshole stayed open when she pulled out.
She bent down to spit into my open asshole and placed her cockhead once again at my opening. She pushed her cockhead into my hole and gently rocked back and forth, pushing slightly further in with each push until about half of her cock was in my ass. I couldn't believe how amazing it felt as she began fucking in and out of my ass with half of her cock. By now my own cock was twitching and dripping precum onto my stomach. Jessica wiped up a drop of precum from the head of my cock and sucked her finger as she continued slowly fucking my asshole with just half her cock. I could feel the head of her cock as it moved in and out of my ass, stretching me open as she forced her way in, my internal ass muscles tightening around her cock as she withdrew, not wanting to let go.
After a few minutes of this she stopped to ask me if I was ready to take everything she had. I nodded and she resumed her assault on my ass. She slowly fucked half her cock in and out of my ass a few more times, then, when she felt I was ready, she slid her entire length into my ass in one smooth motion. I almost lost it when she did that. I saw starbursts in front of my eyes and my asshole spasmed around the base of her fat shaft. She stayed still until I regained control and took a deep breath, then she slowly began fucking my ass with her full 9 inches. As she increased the pace of her assfucking, I felt a pressure building in my balls, and I knew that I wouldn't be able to hold out much longer, I was going to blow from the amazing assfucking I was receiving. Jessica was now pummelling my ass at high speed, her cock pistoning in and out of the deepest recesses of my asshole, her breathing coming quickly from the exertion. She sped up even more, building towards a huge orgasm, not far behind me.
Without warning, Jessica lifted my legs up higher, changing the angle of her cock going into my ass. I felt the pressure build even further as her cock rubbed back and forth against my prostate. I couldn't take it any more, and huge jets of cum burst from my cock. The first jet shot over my shoulder, and was followed by several more, each weaker than the last, covering my chest and stomach. My asshole spasming around her cock set Jessica off and she pumped a load deep into my ass. I could feel her jets splashing my insides as she thrust as deep into my ass as she could, her semen would take hours to come out. When she had finished shooting into my ass, Jessica collapsed on top of me, her now semi-hard cock still deep inside me, twitching as my ass continued to throb around the base of her shaft, milking the last remnants of her load out of her.
Several minutes later, Jessica pushed herself up into a kneeling position and began to pull her spent cock out of my ass, my sphincter gripping around her cockhead, not wanting to let it go. Her cock came out of my ass with a slight pop, and she bent down to lick up her semen which dripped out after her cock, then she thrust her tongue inside my ass to get as much of her load as she could. My cock began twitching back into life as she did this and she moved up to suck it back to full strength. Between sucks, she licked up my semen off my stomach, and when my cock was rock hard again she licked up the last of my semen off my chest, then kissed me, releasing my cum into my mouth.
Jessica continued up my body until she was straddling my face, but instead of giving me her cock to suck as I thought she was going to do, she moved further forward, lifted up her hairless balls, and offered me her asshole. Remembering the pleasure I had received from her, I eagerly thrust my tongue into her ass, forcing it inside, coating her asshole with my spit. Jessica leaned back and slowly jerked on my cock with one hand as I tongue-fucked her ass, going as deep as I could, in and out with my tongue like she had done to me. With her other hand, she pulled her own cock back to erection, and was soon gasping and moaning with pleasure.
I was poking and thrusting my tongue deeply into her asshole, when she pulled up and moved back down until she was straddling my hips. She lowered her ass until my cock nestled in her spit-lubed asshole, and slowly worked her ass until it began to open up for my cock. In one movement, she forced her ass all the way down over my cock, until I was all the way inside her, her sphincter throbbing around the base of my shaft. The heat and tightness was unbelievable, and I strained to push as far into her ass as possible. Jessica's eyes were closed and she was gasping, lost in the pleasure of having her ass penetrated. She opened her eyes and slowly lifted her ass up the length of my cock so that just the head remained inside her, before plunging down to completely envelop my cock again.
She rocked on my cock, forcing it in and out of her tight ass, her own cock leaking precum onto my stomach, bobbing up and down in time with her motion on my cock. Her eyes were closed as she once again lost herself in the pleasure of having her ass fucked. I reached up, and played with her tits, pinching her nipples, enhancing her pleasure as she rode my cock. One of her hands was on my chest, helping her keep her balance while her other hand jerked on her cock, and fondled her balls. The pressure was building in my balls again and I began lunging up in time with her own downward thrusts.
She began really slamming her ass down onto my cock as her orgasm approached, her asshole spasming around my shaft, drawing me inevitably towards my own climax. Her hand was working her cock frantically as she pumped her ass on my cock. Suddenly, Jessica stopped, my cock deep in her ass, and her cock began to shoot. I opened my mouth and caught the first jet with my tongue. The throbbing of her asshole pushed me over the edge, and my own load blasted deep into her hole, plastering her rectum with my semen.
Once again, Jessica collapsed onto my chest, this time with my cock locked in her ass. Her cock twitched in between us, dripping the last of her load onto my stomach as it softened. She slowly rose up and my cock slipped out of her ass. She lay next to me on the blanket and played with my still semi-hard cock. After she coaxed my cock back to life once more, she climbed on top of me in a 69, her cock dangling over my face. I took her cock into my mouth and sucked her as she did the same to me. I felt her cock stiffening in my mouth as I worked on it while she sucked my cock into her mouth again.
When my cock was rock hard again, Jessica climbed off me, got down on her hands and knees, and pleaded with me to fuck her ass again. I gladly complied, sliding my cock all the way into her ass in one stroke and, without pausing, I began to mercilessly hammer my cock in and out of her already well-fucked asshole. I pounded my cock relentlessly into her ass for a few minutes, then I slowed began working just the head of my cock, in and out of her sphincter, her ass staying open as I withdrew, and fitting snugly around my cockhead as I re-entered. Jessica pulled off my cock, and rolled over onto her back. She lifted her legs, offering me her asshole again, and I eased my cock back in. Her ass muscles massaged the length of my cock, gripping around my knob, pulling me towards another powerful orgasm.
"I want your cum in my mouth," Jessica said, and I increased the speed of my thrusts as I neared the point of no return. She rhythmically tightened her asshole around my cock and I felt myself about to lose control so I quickly pulled out. Jessica sat up and locked her lips around my knob and literally sucked the cum out of my balls. I howled in exquisite pleasure as I fired load after load into Jessica's thirsty mouth. I finally stopped shooting, and Jessica milked the last of my semen out of my spent cock, licking the head clean.
As I sat there, exhausted, contemplating the events that had just taken place, Jessica raised herself up on her elbows and laughed as she saw my cock weakly twitching in a vain effort to get one more piece of action. I suggested we have a shower together to clean up, and Jessica readily agreed. As we soaped each other up, I realised that I badly needed to take a piss. Jessica dropped to her knees and took hold of my cock, aiming it directly at her open mouth. My hot piss began streaming out of my cock and into Jessica's mouth, which rapidly overflowed. She directed my stream down over her tits, and my piss cascaded off her nipples and down over her stomach. As my stream slowed, she took my cockhead into her mouth and tongued my slit while swallowing my salty piss. She withdrew my cockhead from her mouth with a wet pop, looked up at me, and smiled.
"God, that turned me on so much," she said as she rose to her feet. "Turn around, I have to fuck your ass again." I quickly turned and spread my legs. I leant over and braced myself against the shower wall while Jessica moved in close behind me. I felt her cockhead nudging against my asshole and my sphincter stretching open around her cockhead once more as she prepared to fuck me again. Jessica slowly pushed her cock all the way into my ass with one smooth thrust. When it hit rock bottom, I gasped and Jessica held still as my ass became reaccustomed to the thickness of her cock. I could feel her cock pulsing deep inside my rectum, throbbing against my prostate gland, almost causing my to fire off another load. Jessica then began a slow in and out motion, gently fucking my ass with her fat cock.
She must have slowly fucked me for half an hour, making the pleasure of this assfucking last as long as possible. My cock was again twitching and leaking precum, and I could hardly bear the excruciating pleasure, I could feel every vein and ridge on Jessica's cock as it slowly slid in and out of my hypersensitive ass. She sensed I was getting close to coming again, and she varied the speed and depth of her thrusts. She began to really slamfuck my ass, her balls slapping against mine as her cock slid home, my ass gripping around her cockhead as she pulled almost all the way out. The head of her cock rapidly sliding back and forth over my prostate had me right on the edge and I knew I would blow any second. Jessica reached down and gently squeezed my balls, and that was all it took, my cock spasmed over and over as my load shot out and splashed against the shower wall. My asshole throbbing around Jessica's cock caused her to pop deep inside my rectum, her warm cum blasting against my insides and filling me up.
Jessica fell forward, her tits pressed against my back and her cock still lodged in my ass. We stayed like that until the water ran cold, then Jessica pulled her cock slowly out of my ass and we quickly finished our shower. As we dried each other off, Jessica asked if she could stay the night as it was getting pretty late, and hinted that there was more fun to be had.
Jessica ended up staying for 3 more days of almost non-stop action, and after she had left, I found the money I had her paid for her services stuffed behind a sofa cushion. I still see her about once a month, whenever I can sneak away from my wife. Each time I see her I buy her a new dress, or some lingerie, or some other gift because she refuses to take my money. After each of our encounters I leave well satisfied, but looking forward to our next meeting as I just can't get enough of her fat cock in my ass or her cum in my mouth.