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The Ad

By: curiouswhore



I was surfing around the site looking at a variety of listings. Ads for couples looking for couples, men looking for men and everything in between. The picture caught my eye. The torso of a man with a hard cock, cum puddled on his flat belly. The perfect shape of the large shaft and head caused my cock to twitch and a sudden tightness in my stomach. I stared at the pearly drops of cum and my cock hardened, pushing at the suddenly restrictive confines of my jeans.  His profile said that he was looking for a submissive man into oral and possibly groups. My heart raced, my whole body suddenly anxious. I thought of sending an email, telling him everything that popped into my head. I couldn’t do it. I logged off, but that picture never left my head. My cock was hard the whole day.

Several days later, I logged on again, looking just to surf, but knowing that I wanted another look at that picture. “You have one new message” flashed as I opened the site. Some miscellaneous junk mail, I figured. This site sent the usual assortment. I opened the mailbox and didn’t recognize the name at first, but when I opened the message, it quickly became clear. The site that I was on has a “who’s been viewing you” feature that allows you to see who has been checking out your listing. The guy whose picture I’d been unable to get out of my head had seen that I’d looked at his listing and sent me a message:

“Noticed you checked out my listing. Like what you see? Let me know if you’d like to see more.”

I’d love to see more, I thought to myself, and before I knew it, the reply was sent. As soon as I hit send, the anxiousness swept over me again. A mix of fear and arousal so powerful that I was only half aware that I’d pulled open my jeans and was franticly stroking my cock while sitting in the chair in front of my computer. Not until I’d cum all over my shirt did I recover myself enough to wonder what the hell I was getting myself into.

I didn’t check my email for a couple days. I didn’t intentionally avoid it, but part of me was afraid of where this was going. I couldn’t keep from looking though. Finally I logged on and saw the message that I’d both feared and craved. There were two of them actually. I opened the first:

“Check out these pictures and then open the other message," the first one said. I opened each of the pictures that were attached to find the guy in the listing with another guy servicing him. There were a series of them, in each a man on his knees and sucking that beautiful cock that I’d seen in the first picture. The last one was the man stroking himself over the kneeling guy and cum shooting onto his face. I could hardly breathe and my cock throbbed in my pants. I closed the message and quickly opened the second:

“I’ve known lots of “curious” guys, lots of wanna-be’s and time wasters. Send me a picture that shows me you’re serious. Tom.”

In a horny daze, I took out the digital camera, set it up and stroked my aching cock. The knowledge of what I was going to do fueled me even further. The cum erupted from my cock into my hand cupped over the head of my cock. My hand went quickly to my mouth and I licked the cum from it and wiped it over my mouth. Cum clung to my beard and mustache, my tongue went to the remaining pool of cum in the palm of my hand and the shutter clicked. I quickly uploaded and sent the picture before I could come to my senses. 

Afterwards of course my anxiousness haunted me, but I checked my email constantly.  It was several days without a response and I was thinking of what an idiot I was to send such a picture to a total stranger. What the fuck was I thinking? I resolved that I’d never do anything like this again and that I was just going to stop thinking about such things. But then came the reply.

“Okay. You might do. Meet me at the Outback in Portsmouth on Saturday at 7pm. We’ll meet and talk and then I’ll decide if there might be more for you.  Tom.”

Of course I’m not going. Then why was I in the car heading in the direction of Portsmouth on Saturday? I told myself I wasn’t going, then that I’d just meet him to make sure that he wasn’t going to do anything with the picture I’d sent. That was my rationale as I drove into the parking lot as I was told.

I entered the restaurant and scanned the room. I quickly recognized the guy from the pictures sitting at a table by the window. He looked over and smiled, a warm smile, but perhaps one that said, “I knew you’d come” as well. I sat down at the table, but he said nothing. A long uncomfortable silence followed. Finally, just to break the silence, I was forced to say stupidly, “I wanted to meet you."

He smiled again, “Yes," he said knowingly. He decided to put me at ease and began talking. A more or less natural conversation ensued over a couple of beers, but the whole time, I couldn’t get those pictures out of my head. Finally, he said, “You liked the pictures.”

It wasn’t a question, but I answered “Yes” anyway. He smiled that same smile again that was reassuring, mocking and arousing all in one. My mouth began to work without any input from any part of me that I could control and I mumbled “Can I see it?”

He laughed slightly and of course knew what I meant but replied, “See what?”

I was in a lust filled daze and just managed to croak, “Your cock. I just want to see it. Please. I’m only going to look.”

“Follow me and we’ll go out to my car," he replied and headed for the door after leaving some money on the table. I followed quickly behind him. Out the door and across the parking lot. He was parked towards the back and he got in as I walked around to the passenger side. I opened the door and got in, looking across at him nervously. Once again, that smile, as he undid his pants and slid them open, revealing his already hard cock. He held it around its base and stroked it gently as I stared.

The ache in my stomach spread to my whole body. I could feel myself shaking. My legs tingled with a sense of strange numbness, my hands trembled and my voice trembled as I mumbled, “fuck," “oh god," “oh no” and a low whimper.

“What?," he said reassuringly and imploring.

“I want to suck it," I moaned.

“Suck my cock," he commanded in response.

My head bent to his crotch and my mouth closed over his cock. A long low moan escaped me as the feel and taste of his cock in my mouth slowly released the tension that had built up inside me. Soon I was aware of only the overwhelming desire to suck and stroke his cock. The need to feel his cum boil up from his balls and fill my mouth.

I worshipped his cock with my mouth, moaning and stroking and sucking franticly until I felt his body tense and my mouth flood with his warm cum. I swallowed all that I could, the rest running down into my beard. I continued to suck greedily until he finally pushed me away, his cock too sensitive to take anymore.

I sat up panting and rubbing my cock throbbing in my pants. He reached over and freed my cock, quickly wrapping his hand around it and stroking hard. I ached for release and I came almost immediately. He caught most of it in his other hand and wiped it into my mouth and over my beard. My head fell back against the headrest and I panted, trying to recover my breath and my composure. I sat there for several minutes, finally turning my head and looking over at him.

“That was good. You’re going to make a fine toy," he said to me when he could see that I was back. I was drained and could only look at him blankly, but nodded my head because it was the only thing I could do.

“I’m going to turn you into my little cum slut and you’re going to beg for it aren’t you?”

I nodded and he smiled knowingly.

“Have you had enough for tonight or do you want to come over to my house for more?”

I couldn’t say anything.

“Okay, then get out of my car.”

“More," I mumbled.

“What?”

“I want more," more clearly this time.

He started the car and headed out to the highway. The next town over, he took the exit and drove a short way further to a nice, somewhat large house. He parked the car in the driveway and got out, walking towards the door wordlessly.  I got out and followed.

Once inside the house, he headed straight to his bedroom and sat on the bed, watching me follow meekly behind him. I closed the door and turned to face him, but he didn’t say anything, he just sat on the edge of the bed and looked at me. I stood before him, nervously shifting from foot to foot.

“Take off you clothes," he said flatly.

When I had done as he’d said, I stood ready to do anything he asked.

“Get on your knees.”

He stood and walked around me, slowly looking me over. He stood in front of me and began to unbuckle his pants. I stared as first he opened his belt, then the button of his jeans, slid his zipper down and slipped his pants from around his waist. The bulge of his cock was obvious through his underwear and my mouth bent forward and mouthed his cock through the taut fabric.

“Yea, you want more of that?," he taunted me.

“Mmmm," I moaned in response.

He pushed my head away and said, “Tell what it is you want.”

I grunted in frustration at being pushed away from his cock and quickly complied by moaning, “I want your cock. I want to suck it, please.”

“What else do you want?”

“Your cum. I want you to cum for me.”

“That’s it," he said, reaching into his underwear and lifting his cock over the waistband as he slid them down his legs, “be a good little slut and suck my cock.”

I eagerly took his cock in my mouth, wanting more of what I’d discovered earlier. I loved the feel and the taste of his cock in my mouth and wanted to feel the throb of his dick as he came in mouth again. I was sucking and stroking greedily when I heard the front door of the house open and people come noisily in. I stopped sucking for a moment, startled by the intrusion.

“Suck it slut. Don’t you dare stop unless I tell you to.” He barked, “ It’s just my room-mates.”

I could hear people moving about up and down the hallway outside of the room. I continued to suck him, maybe more turned on by hearing other people around while I knelt on the floor and sucked his cock.

“Get up and open the door and then get back on you knees.” 

I hesitated and he pushed me from his cock again.

“Do it if you want any more of this.”

I got up and opened the door and turned quickly back to get him back in my mouth. He took my head in his hands and started to fuck my mouth. I could hear other people, but he held my head firmly, sliding his cock in and out of me. He reached down and took my one hand from his balls and the other from his shaft and stretched them out beside me until I felt a hard cock touch each of them.

“Slut, these are my room-mates. Room-mates, this is my slut.” He said laughing.

I turned and looked up at them from my knees. They stood over me, their cocks sticking out towards me. I breathed in a long trembling gasp, overcome with lust, just staring at the three cocks in front of me.

“Tell them what you like.”

“I like to suck cock.” I replied.

“What else?”

“Cum” I said, my voice quivering.

“That’s right, you’re a cocksucker aren’t you?”

“Yes.”

“You’re a cum slut aren’t you?”

“Yes.”

“You want our cum all over your slut face, don’t you?”

I moaned and said almost regretfully, “yes."

“I know you do," he said as he stepped away. The other two stood stroking their cocks while I stared, needing more of the taste I’d discovered that I was helplessly addicted to. He opened a dresser drawer and turned towards me holding a large dildo. He wordlessly spread lube over it as I watched with a mixture of fear and lust. He handed me the huge fake cock and said, “fuck yourself slut."

Trembling, I took it from him, placed the base on the floor and squatted over it.

“Take that fat cock, bitch," they taunted as I forced myself down, impaling my ass on the big tool. A loud moan escaped me as I felt my ass cheeks touch the floor. I raised myself slowly up and down, moaning louder with each fuck of the big cock into my ass. 

“Yea, you’re a cock hungry whore aren’t you.”

“God yes," I moaned.

They stroked their cocks as they watched my wanton display.

“Please, I need your cocks, please," I panted.

They stepped forward and pushed me onto my back. All three of them knelt over my face and stroked their cocks furiously. 

“Oh yes," I cried out and they erupted one after the other, shooting their hot loads onto my face. My cock throbbed and as each of them emptied their balls onto my face, cum poured from my cock onto my belly.

“Is that enough?," one of them taunted.

“More, god, more, please, don’t stop, please don’t stop," I moaned pathetically.

They were only too happy to keep feeding my addiction.

The Ad



It was a very non-committal e-mail answer to my ad but intrigued me enough to reply and set up a meeting. Bob not only sounded nice and lived not too far from me but he had enclosed a photo of his equipment which immediately captivated me and he was interested in the same things I was, so I e-mailed and asked him if he could meet me around noon the next day at a coffee shop around the corner from my apt. and we would take things from there. He replied almost immediately and gave me a quick description of himself and suggested that we meet in front of the coffee shop where we'll be able to spot each other more easily. 

I looked forward to meeting him as I was very interested in meeting another married guy who loved man to man sex also and lived in the area. My wife does not provide anywhere near the amount of sex I need and, not wanting the possible complications of a M-F relationship, decided on finding another married guy like myself who's in the same situation. Thus far, I hadn't been lucky but I had a feeling about Bob and couldn't wait to meet him. Since I fell in love with his cock from the pic he sent, he would have to be a real ghoul to keep me from sucking that beauty of his. I figured that, if he looks OK, instead of going to the coffee shop, I'd take him to my place where we could get acquainted with more privacy. 

Lucky for me, I work out of my home and my wife works in an office downtown so I'm totally free, unless I have a particular business appointment, every day. I went to bed that night with a huge hardon that refused to go down as I kept thinking about the possibilities of tomorrow's meeting and it took a long time before I fell asleep.

I got to the coffee shop at noon and he was standing out in front waiting for me. He was a very clean cut, good looking guy about mid forties wearing a glen plaid suit, shirt and tie and the moment I saw him I suggested that we go back to my place as it would be a lot more private than the coffee shop and he agreed and we went back around the corner to my apartment. We sat down in the living room and, after some small conversation, got to the reason for our meeting. He agreed with me that he also wanted a purely sexual man to man relationship as an adjunct to his sexual relationship with his wife who doesn't provide enough sex for him either. We cleared the air on any health issues and I suggested that we undress and get to know more about each other. 


We started to strip and when I turned to him after undressing, I saw his absolutely gorgeous penis, half hard, thick, long and capped by the most suckable head I ever saw. We walked towards each other and I reached for his beautiful organ, which was even better than the photo he sent me, and took it in my hand just as he took mine in his and we played with each other for a few moments before I couldn't wait any longer and had him sit back on the couch while I got between his legs and began licking and sucking his gorgeous erection while I tugged on his balls and slipped a finger in his asshole. His penis tasted delicious and felt wonderful in my mouth or down my throat and I was totally into sucking him when he tapped me on the shoulder and asked if we could lay down on the couch and 69 as he wants me in his mouth also. We got comfortable on our sides, with our heads resting on each other's thigh, as we lost ourselves in sucking our cocks. 

I loved the taste of his penis and sucked him up and down his shaft but especially his beautiful sloping cockhead with that deep ridge around it which I would nurse on, trying to coax him to feed me his cum. He was sucking on my penis like his life depended upon my cum for his survival and I totally lost myself in the pleasures of sucking his organ while feeding him mine. We were both in another world and I never wanted those feelings to end but, alas, I felt his cock swell and begin to jerk as he shot spurt after delicious spurt of cum into my hungry mouth. I swallowed every drop of his cum and found it really delicious and kept sucking his penis as he brought me to orgasm with his talented mouth and my organ began shooting hot ropes of cum into his greedily sucking mouth as he drained every drop of cum from my balls. 

Afterwards, while having a cold drink, he mentioned that his place will be available to us from tomorrow on since his wife is going out of the country on a job for a few months at the least. I told him that we should make use of it while it's available and he fully agreed. We had been playing with each other's organs as we talked and both were in full erection at this point. We lay down and started sucking each other with short conversation in between as we thoroughly enjoyed each other's cocks. I could easily become addicted to his cock and the cum he feeds me and the thought of all the time we'll have together at his place while his wife is away, sent a thrill through my body as we fed on our organs, enjoying every minute of it. 

Between sucks, he asked me if I like fucking and I told him that I like to receive as well as give and he said that he was the same. He asked me if I were free tomorrow, during the day, as he wasn't working and we could spend all day in bed and fuck each other properly. I accepted the invitation immediately and we went back to sucking each other again. His cock was so delicious, so nice and thick, so nice and long, so gorgeous a cockhead that I couldn't help but worship it. It felt so comfortable in my mouth and down my throat that I could keep it there forever and I sucked deeply on his tool as he swallowed mine the same way and we both took off on a wonderful trip of pleasure. 

I was lost in the sensations of his mouth on my cock and his beautiful cock in my mouth and I cupped his balls as I drew deeply on his cockhead to draw out his cum. Suddenly my penis exploded in his mouth and sent hot jets of cum shooting out which he quickly swallowed. 

When the second spurt of cum filled his mouth, his orgasm struck and his penis throbbed as he shot his load into my waiting mouth and fed me string after string of his delicious cum which I tasted and swallowed. I sucked deeply on his erection to get all his cum out of him and squeezed it up from the base to lick up the last drops. We both reluctantly got up and, since it was too late to start another session, we got dressed and he gave me his card and asked me to be prompt tomorrow as he was going to be very horny waiting for me. After he left, I thought about how well everything turned out and the fact that it now looks like I have a steady cock to play with. Every time I thought about his cock, mine would start getting hard so I was hard, off and on, for the rest of the day. I tried not thinking about his gorgeous penis when I went to sleep that night but that was impossible.

I hailed a cab just outside my door and was at Bob's building in a few minutes. His concierge told me to go right up as Mr. Cox is expecting me and gave me the apt. number. He was on the thirty third floor and by the time the elevator got there, I was fully hard just thinking about what we would be doing in just another few minutes. He answered the door in a white terry robe and, as soon as he closed it, he reached for my crotch and felt how hard my penis was and suggested that I undress immediately since he was as horny as I and to prove it, opened his robe and displayed his absolutely gorgeous erection. I was out of my clothes in a flash and he led me into the bedroom where he lay down on a huge, king size bed on his back with his legs spread and his cock waving in the air. It was irresistible! I swooped down on his thick, hard cock and started licking it from the base up until I reached his beautiful crown. I spotted a large drop of precum welling up on his slit and caught it on my tongue before it fell and tasted its delicious flavor. 

I covered his entire crown with my lips and nursed on it as I ran my tongue all over it. Then I wanted to feel him deep down my throat and was just about to start when he got up and told me he wanted me to fuck him and he got on all fours and presented his ass to me. I noticed some KY on the table and dabbed a little on my cock as well as his asshole and then fit the head of my penis to his anus and pushed the head inside and worked it slowly in and out until he was fully lubed. Then I started stroking in and out and damn, it felt good! His ass was like a tight pussy and grasped my cock and didn't want to let go. As I fucked him, he was moaning and gasping and telling me not to stop and I reached around him and took his erection in my hand and began stroking it for him as I thrust my penis in and out of his sweet ass and listened to the sexy sounds and things he was saying. 

I loved fucking him! His ass was doing wonderful things to my cock and I felt my orgasm approaching like a freight train. My cock erupted with jets of hot cum shooting out and filling his ass and I felt his cock expand in my hand and jerk as each spasm hit and he shot a load of his cream on the bed. Afterwards, we went into the shower and came back into the bedroom to relax with cold drinks. 

Bob asked me if my wife knew anything about my love for cock and I told him that she hasn't a clue and I'd like to leave it that way until such time as she's ready for it. He said exactly the same thing mentioning that he has some ideas on how to get his wife involved sexually and hopes to try it out soon as he would love to have Paula attend the group sessions. Then we remarked about how lucky we both were to have met since we seem to satisfy each other perfectly, in all respects. With that, I took his thick tool in my hand as he did mine, and we lovingly squeezed our organs as they came alive and joined in the play. I told him that I had to get him ready to fuck me and leaned over and took his sweet cockhead between my lips and got him good and hard before I assumed the same position and offered him my asshole to use for his, and my, pleasure. 

He was leaking precum as he fed his thick organ into me and soon had his cock smoothly gliding in and out of me. I loved the feel of his thick organ in my ass and then I felt his hand stroking my cock as he fucked me and I was in heaven. The only thing I missed was having a cock or a pussy to suck while he fucked and jerked me. I heard him start talking about how good my asshole feels and that he loves fucking me and then felt his organ expand as he started shooting cum into me in spasm after spasm of orgasmic pleasure and my penis suddenly exploded and started pumping hot loads of cum all over the bed as he kept filling my ass with his juices. 

After resting a moment, we showered and then lay back on the pillows and talked about the beautiful things that we do for and to each other. I happened to mention that, while he was fucking and stroking me, I yearned to have a cock or a pussy to suck and he remarked that he had the same thought when I was fucking him. He said that, as long as we both feel the same way, he would look into it and see if anything could be done about it. 

Then we swung around and rested our heads on each other's thigh and began orally worshipping each other. I loved sucking him when he was soft so I could feel him growing in my mouth. I chewed on his flaccid meat until it started to grow to huge proportions and I had to content myself with sucking it and stroking it. I played with his balls and asshole while he did the same and we slowly drifted into sucking each other deeply and holding each other there as we swallowed around our shafts and milked our organs. I had him deep down my throat and got a wonderful feeling of peace and contentment from it. I don't know if he felt the same but we both deep throated each other and held it there for long periods of time. I had no idea of time and didn't care. All that mattered was sucking his delicious penis and I lost myself in doing just that, as I worked my head up and down his thick shaft. 

Suddenly I heard a muffled cry and his cock erupted in spasms shooting ropes of cum into my hungry mouth which I gulped down as if addicted to it and, as he fed me his cum, my penis exploded in his mouth feeding him load after load of my cum. We both kept sucking each other long after our last spasm ended and when we finally let go of our cocks, we lay back and rested a minute before I had to get dressed and get home ahead of my wife. Bob saw me to the door and we fondled each other's organs before saying goodbye.

I was busy with appointments the next day and hardly had a chance to think about Bob's beautiful penis but it did creep into my thoughts from time to time and caused a few hardons during the day. I finished up work and was just getting ready to relax when the phone rang and it was Bob. He asked me if I could come over early the next day as he had a surprise awaiting me and wanted me to stay as long as possible to enjoy it. I told him I'd be over by 10 am if that was OK with him. He agreed on the time and I found my cock fully hard in anticipation of our get together. 

I arrived at precisely 10 am and he answered the door in his terry robe. He asked me to undress in the living room and then led me back to the bedroom by my penis which was already rock hard. There on the bed was an absolutely gorgeous gal with large, full breasts and huge erect nipples. He introduced her as Charly. She had the sheet covering her legs and hips but she looked like she was built beautifully. Bob walked over to the bed and with a circus flourish lifted the sheet off her revealing a thick, half hard, large cock with a beautiful, flared head that looked so delectable I wanted to take it in my mouth. Then, with another circus flourish, he lifted her gorgeous penis to reveal her petal-like labia and pink hole and I couldn't believe my eyes. She was an absolutely gorgeous female in all respects and in addition had a gorgeous thick cock. 

I congratulated Bob on his resourcefulness in inviting such a perfect sex partner and told him that I want to get to know Charly better as I sunk down between her thighs and began to lick her pussy before moving up to the erect shaft that beckoned me to suck it. Her pussy tasted and smelled delicious and I was busy teasing her clit when she pushed her cock into my face and asked me to suck it also. She kept feeding me her cock and pussy alternately and I was enjoying sucking both and listening to her moans and groans of passion as I did. Bob got under me and took my throbbing member in his mouth as he fondled my balls and I lost myself in the pleasure he was giving me while I moved back and forth from her cock to her cunt enjoying both equally. Suddenly, she grasped my head in her hands and forced her thick cock deeper in my throat as it swelled and erupted in orgasm and I gulped down an unusual amount of cum from her gorgeous organ. 

As soon as her last spasm ended, she pulled her softening cock from my mouth and placed her clit there instead and began fucking my face in a frenzy of passion as she announced that she was ready to cum again and just as she placed her wet hole over my mouth, she went into orgasm which gave me the opportunity to lick her delicious juices as they flowed down on my tongue. That was the first time I had ever sucked cum out of a cock and pussy like that and Charly told us that before the day was over she wanted both of us to suck her so that she cums with both organs at the same time, which she said was a mind blowing experience. Meanwhile Bob was servicing my cock beautifully and Charly lay down in front of me so that I could suck her fabulous breasts and nipples while he sucked me. Her nipples were at least half an inch long and were fully erect as I nibbled on them and then Bob started drawing deeply on my organ and I thought he would suck my balls right through my cock. 

He worked his head up and down and grasped the base of my shaft and stroked it as he sucked and, I was sucking on an erect nipple, when my penis began pumping ropes of cum into his voracious mouth which he swallowed hungrily. I was in spasms for what seemed like forever and emptied my balls into his mouth as he kept deeply sucking my cock. I lay there with my head on Charly's breast and my cock in Bob's mouth for what seemed like forever until Charly moved and we broke apart. 

After cleaning up and refreshing ourselves, I told them that I would like to fuck Bob while Charly fucks me so we got into a suck circle and it wasn't long before there were three gorgeous erections in the room. I had Bob lay down on his back and fit the head of my cock to his anus as I pushed it inside and got it good and lubed so that it was sliding in and out smoothly. When I worked it deep inside his ass, I held it there and felt Charly's cockhead entering my asshole in slow sensuous strokes as she lost herself in the pleasures my ass was giving her. We fucked like this for quite some time until Bob suggested that we switch positions and I wound up with my cock in Charly's cunt while Bob was pounding my ass with that beautiful battering ram of his. 

After a while of this, we changed again and this time, I was fucking Charly in the ass as I sucked Bob's beautiful organ and as soon as I started spurting hot cum into her, Bob's penis jerked in my mouth and I was rewarded with jets of cum which I happily swallowed. 

After we cleaned ourselves and the bed and lay back and talked about all the wonderful things we had just done, Bob got up and put a videotape in the machine and turned on a sex film showing a group of bisexuals having at one another. Then I noticed that one of the participants was Charly and another, Bob, and I watched with renewed interest as they had sex of every kind with each of the group which was composed of men and women. Charly was a favorite of both the men and women and she was busy all the time as they never let her cock go soft. Bob told me that one of the group had a video camera and taped their last get together which was a couple of months ago. He started pointing out the gals and guys in his group, one by one, and every one of them was attractive and well built. He said that, eventually, I would meet all of them as they were about ready to have another meeting. 

After watching the video, my organ was standing straight up and Charly walked over and poured a few drops of lubricant on my shaft and then sat down and started to stroke me. Her hand felt good and she knew how to work it over my penis as she had me totally in her power after only a minute or so. I lay back and lifted my hips to give her more of my cock as she expertly stroked my thick, throbbing pole and sent me off into a world of fabulous sensation. I was in a state of sexual heaven as Charly stroked my cock and played with my balls and, because of our previous activity, was high and horny but was nowhere near cumming. After some time, she suggested that we form a jerk circle and jerk each other off, so she continued stroking me as Bob started stroking her and I reached over and took his rapidly hardening penis in my hand as he poured a few drops of lube on his cock and I started masturbating him. 

I loved the feel of his thick, hard penis in my hand and stroked it as I worked my hand over his head and got a gasp out of him every time I did it. I watched as he masturbated Charly the same way and every once in a while slipped a finger in her cunt. She was in the same part of the world I was in and was lifting her hips and fucking his fist as he stroked her. All three of us were hot and horny but not quite ready to cum, so after stroking each other for quite some time, Charly asked us if we would both like to try and make her cum from both her organs at the same time, which was her favorite. We had her get on her knees and I got underneath her in a 69 and took her magnificent erection in my mouth as Bob came up behind her and started to lick her ass crack down across her asshole and into her sweet cunt. Charly leaned down and took my hardon in her mouth and began sucking it as the three of us entered another world of pure pleasure. 




The Ad



Every once in a while she would lift her head from my cock and tell us which organ to concentrate on as she wanted both to climax at the same time. She started moving her hips back and forth and moaning as her excitement mounted. Her thick cock tasted delicious and I was in heaven sucking it as I listened to Bob noisily licking and sucking her cuntflesh. Suddenly her body stiffened and she lifted her head from my penis and cried out in ecstacy as her cock swelled and shot load after load of hot cum into my mouth and, at the same time, she wet Bob's face with her juices as she went into a simultaneous vaginal orgasm. She was grinding both her cock and her cunt into our faces as her orgasms continued for a long time and both of us drank her offerings and sucked deeply on her organs. Finally, she collapsed on top of me and rolled over on her back as Bob lay down next to her and we all rested a while. 

She told us how much she loves cumming like that and made us promise we would do it to her whenever we got together which was a promise we meant to keep. 

I couldn't believe the time had passed so quickly as it was time for me to leave so I went and showered and got dressed as they saw me to the door since Charly was spending the night there. I kissed Charly good night and told Bob I'd call him in the morning as I reluctantly left his apartment and headed home with a feeling of complete satisfaction along with the pleasant thought that I'd finally found a terrific playmate through an ad. 

Bob and I got together a couple of times a week for the next few weeks and then one day, he told me that he got a call from his wife who was coming home for about a week in a day or so and he had something in mind which he would like to discuss with me next time we got together. We were lying in bed the next day, playing with each other's soft cocks after a particularly satisfying session, when he told me that he had been planning on getting his wife involved in the sex group for some time now and, since she was going to be in town for a week, he wanted to take advantage of it and wondered if I would like to try and get my wife interested also. I told him I had no idea of how to get my wife involved without causing a big problem if she didn't go for it. He told me not to worry as he had given this a lot of thought and discussed it with his group. 

The plan was to have a regular social party at one of the group's homes, during which a couple would start making love in front of everyone and putting on a really hot sex show. The word would be put out that the host and hostess hired the couple to liven things up as a surprise for all the guests. The guests would get turned on by the show and mutual and self masturbation would take place as they watched. Hopefully his wife would get turned on also and he could ease her into sex with the group if not that night some other night. He wanted to know if I would bring my wife and see if we could get them both turned on. 

I told my wife that we were invited to a dinner party on Thursday and that my friend Bob and his wife Paula would be picking us up about 7 pm. The next few days passed very slowly as I waited for the night of the party and when it finally arrived, We got into the cab with Bob and his wife and introductions were made all around as we headed to the party. Paula was a very good looking dark haired beauty with a gorgeous figure and both my wife and I hit it off with her from the very beginning. We arrived at the O'Brian's apartment shortly thereafter and were impressed with the immense size of the place. Bob told us that there were 15 rooms plus a huge penthouse terrace. Mary O'Brian was a tall, attractive redhead with terrific cleavage who introduced us to the other guests as we sat in the living room and had drinks before dinner. 

My wife, Tyko, was very impressed with the guests and the apartment and seemed to be in a relaxed mood. We had dinner and were sitting in the library afterwards having cordials and getting acquainted with everyone. My wife leaned over and told me that she was enjoying herself and liked the people she was meeting. Just then, a buxom blonde leaned towards Tyko and said something to her which caused her eyes to open wide as she looked in the direction the blonde was pointing. I looked over and saw a very good looking couple sitting on a couch on the other side of the room locked in a sexy embrace as they ran their hands all over each other's bodies. The guy had his hand up her skirt and she was squeezing his cock through his pants as they soul kissed. They were completely oblivious to their surroundings and were totally into each other. 

They started to undress each other and the guy leaned forward and took one of her erect nipples between his lips as she ran her fingers all over his thick, throbbing cock. Then she bent her head and flicked her tongue over his cockhead to capture a drop of precum and my wife squeezed my hand tightly as her gaze never left the action. 

The guy dropped to his knees in front of her and she spread her thighs wide to give him access to her gorgeous crotch as he deftly ran his tongue up and down her slit and pulled on her labia with his lips. I noticed a woman standing nearby, with her hand rubbing her cunt as she watched with glazed eyes. I saw my wife looking at some of the guests who were masturbating as they watched the show and noted the rapt interest she was paying to all the action around her. A man had his fly open and his thick, hard cock was being massaged by his woman who was sitting and watching the couple go at it. 

By this time, everyone in the room was either playing with themselves or someone else and my wife leaned back against me with a glazed expression as I fondled her breast and played with her erect nipples through the fabric of her dress. She placed her hand on my hardon, which was threatening to burst through my pants, and started opening my fly to get at my cock. I reached under her dress and found her panties soaked with her juices. She spread her legs and I slipped a finger into her wet pussy as she stroked my erection and never took her eyes off the couple who were now fucking. 

I glanced over and saw Bob licking his wife's pussy as she watched all that was going on around her. She had her legs spread wide and her dress around her hips as her husband worshipped her crotch. I saw Mary O'Brian on her knees in front of her husband sucking his magnificent penis as he stroked a guy alongside him. Then a distinguished looking gentleman walked over in front of Tyko and presented his beautiful, thick cock to my wife who without hesitation reached up and took the throbbing penis in her hand and brought it to her lips. She covered the entire crown with her mouth and began nursing on it as she masturbated my cock. The guy sitting next to me had a monster of a penis and I pushed his hand aside as I started stroking him. 

His organ felt wonderful and as I squeezed it from the base up, drops of precum came up, which I caught on my finger and brought to my lips to taste. Then I heard my wife moan as the penis she was sucking erupted and filled her mouth with hot cum which she swallowed greedily as she stroked me. The gentleman thanked my wife and withdrew his penis as a woman, wearing nothing but panties, took his hand and led him away. 

As she masturbated me and I stroked the huge cock next to me, Bob came over and kneeled between my wife's thighs and removed her panties as he buried his face in her crotch and she leaned back against me with a sigh and gave herself up completely to his mouth. Just then, the guy I was stroking leaned over and took my cockhead between his lips and began nursing on it as my wife stroked it. Tyko was moaning and gasping as she fed Bob her crotch to suck and when she looked over and saw me being sucked off by a guy, she went wild and held Bob's head tight to her cunt as she flooded his mouth with her juices. Bob kept his mouth on her cunt and reached over and played with my balls as I was being sucked which took me over the edge and my penis started pumping hot cum into the voracious mouth that was sucking it so beautifully. 

He gulped down every drop of my juices and squeezed my penis from the base up to get the last delicious drops before he lay back and relaxed as a very attractive and very well built mature woman kneeled down and began worshipping his enormous penis. 

By this time, almost everyone was nude and Tyko got up and removed the rest of her clothes and then leaned over and asked me to please fuck her as she just had to have my thick cock inside her. I told her to get me hard as I had just cum and the woman sucking the guy next to me heard our conversation, as she sucked that enormous penis, and smiled as she told my wife that between the two of them, they could get me hard quicker so that she could have my cock very soon. My wife kneeled down next to her and the two of them started teasing me. When Tyko had my shaft in her mouth, the other woman was licking and sucking my balls. Every once in a while, as if by signal, they would switch off and it wasn't long before my penis started to grow again. As soon as it was standing tall, the woman told my wife to use it in good health and went back to sucking the huge penis that she had been stroking as she sucked me. 

Tyko got down on the carpet on her back and opened her thighs in invitation and I needed no prodding. Once I looked at that gorgeous "spread", I was lost and had to either bury my face in it or fill it with cock which is what I did since she had asked for that. I fit the head of my erection to her wet hole and pushed in so that just the crown was inside and then moved in and out until we were both wet and slippery and I started feeding her cock. She was moaning and telling the world how good it felt as each inch disappeared inside her when Bob came over leading his wife by the hand. They watched us fuck for a few minutes and then Bob told her to play with me as he wanted to feed Tyko his cock to suck and, with that, he straddled my wife's head while facing me so that he could see all the action and rubbed the tip of his thick organ against her lips as his big balls rested on her face. 

Tyko bent her head way back and took his cockhead in her mouth and began sucking deeply on it as I thrust my penis in and out of her hot pussy. She stopped sucking him long enough to tell us not to stop what we were doing as she wanted these sensations to last forever and then went back to sucking Bob as she met my every thrust with her hips. She was gurgling with pleasure as both our cocks filled her and then I saw Bob tense as he grabbed my wife's head in his hands and fed his cock deeper as he shot load after load into her hungry mouth. This triggered her orgasm and I felt her vagina contract around my shaft as she held me tight and wet me with her juices. All this time, Paula had been tugging on my balls and slipping one then two fingers in my anus and that, along with the sensations my wife's pussy was giving me, took me over the edge and my throbbing penis erupted, shooting hot jets of cum deep inside her. 

When the first spurt splashed against her cervix, she cried out and had a mini-orgasm on top of the regular one and, as Paula let her fingers slip from my anus, I lay down alongside Tyko who looked at me with wonder in her eyes as she told me what a fabulous time she was having at this party. She said that she never dreamed she would feel such wonderful sensations and enjoy everyone and everything so much. It seemed as though things were starting to wind up as some of the couples put on their robes and went to get dressed. The guy whose cock I had masturbated earlier came over to me with his wife and introduced themselves. She was a tiny and beautiful creature with a perfectly proportioned body and was no more than 4'10" tall. 

He handed me his card and asked me to please call him tomorrow as he and his wife would like to get together with the two of us sometime soon. When they left, the four of us decided to get dressed also and, after thanking Mary and Arthur for a wonderful evening, we left and hopped into a cab. Tyko and Paula were in deep conversation about the events of the evening and what a great time they had. Bob looked at me and smiled and told us how glad he was that we are going to be more than just friends in the future and asked that we set a date that night to get together at his place for dinner and an evening of fun. Tyko was all for it and she and Paula talked about what to make for dinner and we set this Saturday night for our get together. 

When they dropped us off at our building, we went upstairs, washed up and got into bed as we discussed the party and she told me that when she saw that couple having sex at the party and then saw the reaction of the people that she had just met and found that she liked so much, she just went wild. It was as though it was the thing to do. She didn't have to even reason it out, it just came naturally and she loved every minute of it. I told her that I loved it also and am looking forward to Saturday night. Then Tyko told me how turned on she got when she saw that guy sucking my cock and hoped that maybe Bob and I would put on a show for them on Saturday and I smiled as I cuddled up to her and we fell asleep. 



The Ad



Wanted:

Male for a threesome. Needs to be 25-30 years, good looking, tall, athletically built, and very well endowed. Must be disease free. We are a young, married couple looking for some diversity in our love life. Email your pic and info to wife_is_curious@hushmail.com and we will email you our pic back if interested.

To: wife_is_curious@fakemail.com

From: tryinsomethinnew@fakemail.com 

Wow! Sounds like a lot of fun, so I decided to roll the dice and reply! lol!!! A little bit about me - I'm 30yrs old, single, Latin, 6'00" tall, 180lbs, 8" long/cut, athletic build, shaved & waxed, squeaky clean, smell great, non-smoker, d&d free, open minded, very friendly & laid back, witty, humorous, intelligent, confident, always respectful of limits, and discreet. I've attached a few pics for you... hope to hear back!

Cheers,

D

To: tyinsomethinnew@fakemail.com

From: wife_is_curious@fakemail.com 

Just out of curiosity, why do you want to have a MMF threesome if you're straight?

~Us

To: wife_is_curious@fakemail.com

From: tryinsomethinnew@fakemail.com 

Hey thanks for the response. Well, I guess the short answer is that I find it a big turn on to see a woman take on two men. I don't want to use language that offends you, but basically, seeing a woman playing the role of a slut in bed is the biggest turn on to me. I am in no way attracted to men, but rather, I am attracted to women who are absolutely wild in the bedroom. I'm generally drawn to doing sexual acts if only because they're 'taboo', and whats more taboo than having two men fuck a woman? 

Since I am new to this, it would be nice to start by watching the two of you at first, and if we are all comfortable, I see it leading to a situation where either the two men just take turns (which would be very hot), or better yet, one of us fucking her while one of us getting sucked off a bit. Enough about me though... what are your fantasies with an MMF threesome? Have you ever had one before? I think with anything like this, you pretty much have to take things as they come and try to let them happen naturally, but how do you imagine it playing out? 

Cheers,

D

To: tyinsomethinnew@fakemail.com

From: wife_is_curious@fakemail.com 

Thanks for being so honest. My wife has always been very interested in a MMF threesome, but, of course, it was always me who was kinda freaked out about it. Its her birthday, however, and I've decided to surprise her with her greatest sexual fantasy.

See, as great as our sex life is, my wife has always wanted something more. She's very kinky. We've tried all kinds of different positions, though doggie style is her personal favorite. Then we've experimented with a few toys -- dildos, vibrators, butt plugs, bondage with scarves. Finally, I just decided to do something more.

I'm really not sure what to expect. I can't even tell you what her reaction will be -- you see, I want it to be a complete surprise. What I would like, however, is for you and I to meet at least once. As great as the internet thing is for doing stuff like this, I can't just take you on faith.

So, if you're really serious, meet me at the J Street Café, this Friday at noon for lunch. Attached is a pic of my wife and I. Hopefully it'll encourage you to come.

~ Cassidy

~~~~~~~~~~~~

"Cassidy?" A young man asked. When I nodded, he smiled and offered a hand. "Dante Navarro."

"Nice to meet you."

"Likewise." I looked around the café, a simple downtown dive where many of my professional colleagues spent their lunch hours. Even now, I could look around and spot a half a dozen acquaintances; two lawyers chatting animatedly, a judge staring off into space, the administrative assistant who worked at my office was whittling the time away with the lady who came in every Friday to water the plants. It made me smile to think what any one of those acquaintances would say if they knew what the purpose of my lunch appointment (which they would undoubtedly think it was) was actually about.

For a short time, we spoke of the inconsequential - the weather, the history of the café, how well the city's minor baseball team was playing this season - just so we could get a feel for each other. As promised, Dante was a well spoken man, with a dry sense of humor, and with an peculiar sense of honor that didn't quite jive with why we were meeting.

"Do you own a tux?"

"As a matter of fact, I do. Its just not my usual uniform of choice."

"That's great. I'd like to surprise her tomorrow night. She's going out for dinner with some friends. I thought we could be waiting there for her when she gets home all dressed up."

"Ironically romantic."

"It it, isn't it? But I think she'd enjoy the contradiction as much as she would be amused by it."

"Well, it sounds good to me."

For the next few minutes our conversation turned away from the birthday surprise, but then he suddenly brought us back to it.

"Your wife is quite lovely."

"She is, thank you."

"You won't have a problem sharing her with me?"

"Perhaps a little. She is my wife, after all." I hesitated, thinking through my answer. Then, shaking my head, I answered, "Regardless of what happens tomorrow night, I know that she loves me. No matter how much fun she has fucking you, no matter how many times you make her come, I know that I have nothing to worry about."

"That's good, cause she will love fucking me - no - fucking us. We'll make her come so many times tomorrow, that she'll be in a sexual daze for the rest of the weekend."

"Perfect."

~~~~~~~~~~~~

"Honey?" I could hear her calling from the living room where she always took off her shoes when coming home. The next time her voice rose in search of me, it was closer; she was probably coming down the hallway; "Cassidy? Where are you?"

The bedroom door swung open, and, in the dim lighting, I saw her delightfully surprised face take in the soft ambiance of the room. Lit candles were scattered around the room in little votive holders. The scent of the freshly cut roses filled the air with its heady perfume. She saw me first, as I stood beside the bed, which was turned down with recently washed sheets. When she realized that there was another presence in the room, her eyes widened and questioned mine with silent curiosity.

"Jess, honey, let me introduce you to Dante Navarro," I paused, adding just the right amount of anticipation to her rising curiosity, "your birthday present."

"What?" Her reaction was exactly what I had hoped: the initial confusion that quickly gives way to realization, and then excitement. Instead of explaining, I gestured to Dante.

"My, my, my. I knew she was beautiful, Cassidy, but I had no idea that she would be so exquisite in real life." He came up behind her, and traced a finger up her arm. "So soft," he leaned in and drank in the scent of my wife, "so sweet."

I walked over and stood before her, our large bodies trapping her, "Words and pictures alone couldn't describe my Jessica." I leaned in to nip gently at her jaw line, "A picture can't show how a room lights up when she enters, and the words can't express the joy of seeing her beautiful face."

"Cassidy?" Jess's voice was a hoarse whisper.

"Shhh, my love," I whispered against her lips, before taking them gently with mine.

From behind, Dante pressed his muscled body flush against her backside. With his hands gliding up the curve of her hips and his mouth exploring the tender skin just behind her left ear, he begged, "Let us love you."

"Oh my god," she groaned, and I knew that she had relinquished her control to us. Still dressed, she was already lost in the sensations of four hands seeking over her body; two mouths igniting her passions; two hard bodies pressed up against her gracefully petite form. I could only imagine what was spinning through her mind right now.

As I stepped back, Jess's eyes opened sleepily. "Oh, Cassidy," she sighed, as Dante nibbled down to where her shoulder met her neck, "you look so handsome."

"Only for you, my love." I sat down on the vanity chair which I had placed so that it had a great view of the bed. It was strange, watching another man laying my wife down upon our marriage bed. Strange to see her lithe arms wrapping around his neck as they kissed. Her mouth opened eagerly beneath his, as if she had known him all her life. Tongues met and mated, caressed and battled. Those sweet little sounds she made for me during our love making, were now being made for someone else. 

Slowly, the body that had been mine exclusively for the past five years was being revealed to a complete stranger. As Dante unbuttoned each button, he planted an open mouth kiss on the offered skin. Jess arched with each kiss and touch, and pleaded for more. Her shirt was gone, and my wife was holding Dante's head to her breast. His lips were toying with her distended nipples; nipping and playing with the tender buds. All the while, his clever fingers were busily working on the buttons and zippers on her slacks. When he finally pulled away from her, he took the last of her clothing with him.

I stood up, and walked to stand next to my wife's new lover. Together we gazed down at the nude form. She was, without a doubt, a work of art. Her lovely face was beautifully serene as the women from a long ago era of class and style. Though small, her body was perfectly proportional; a model's body shrunk a half a foot. Her breasts were small, but fit perfectly in the palm of my hand. Her stomach was flat, but for the subtle ridges of muscle and the slight depression of her navel. Her hips and waist formed a perfect hourglass, and her legs were long and slender. My favorite, though, her feet, which are adorably tiny.

All this, we saw as we stood over her, and I could see the telltale traces of lust her beauty was causing in Dante. Oddly, I was even more aroused to see this very handsome man aroused by my wife.

"Glorious," said Dante, as he drew an invisible line over her abdomen. His hand was a dark contrast against her fair coloring, like a shadow cast by the light of the moon crossing over her skin in the night. Jess arched into his touch, and my desire surged powerfully in the confinement of my pants. Who could have guessed that my wife's greatest fantasy could become my own?

I slid onto the bed beside her, and propped her into a sitting position on my lap, so that the valley her tight, heart shaped ass cradled my straining cock. "Touch him," I breathed into her ear, then begged, "Unwrap your present, Jess."

As my tongue wound its way along the shell of her ear, I watched as she reached out boldly to Dante with a delicately petite hand. Through the expensive fabric, she rubbed the shaft that had tented his tailored slacks. I felt her purr when she felt his thick power, and I sucked her lobe - as I know she loves - into my mouth in encouragement. She twisted the button free with a flick of her fingers, and lowered the zipper with erotic indolence.

Dante's cock had pushed itself through the slit in his black, silk boxers, and so, once released from his slacks, it sprung confidently free. Jess sucked in a deep breath at the size of this man. Even I was a little amazed, and then was pleased that I managed to find such a remarkable specimen for my wife's pleasure.

She could not circle his width with one of her hands, we quickly discovered when she took a hold of him, and his length was probably the equal to four of her fists. His dark skin was stretched tautly over his arousal, so that the long vein that fed it throbbed visibly to us both. A thick head topped it impressively, and my wife immediately leaned forward to lick off the bead of semen that had collected there.

The other man groaned harshly when her tongue flicked out to catch that pearly white liquid. Jess froze at the sound, her mouth hovering an inch over him, as she looked up at him. 

Her emerald eyes seem to glow at him in the soft candlelight. Her nose was small, like the rest of her, yet perkily sloped upward at the tip. High cheek bones arched exotically, and the bow shaped mouth he had just been focusing on was pursed into a playful pout. All of this was surrounded by long, shimmering black hair. She was like an innocent little angel, with a naughty side just waiting for the right moment to come out to play.

She didn't wait for his urging, nor mine, before she opened her sweet tasting mouth to take in Dante's thick head. This time we two men groaned; him from the exquisitely silky feel of her mouth (and god, did I know how exquisite that mouth could be), and me from the unexpected surge of lust that coursed through my body as I watched my wife suck on another man's dick like it was a lollypop.

It was a heady sensation, and I suddenly understood something that Dante had mentioned in one of his emails. He said he loved to see a woman playing the part of a slut. And how, indeed, could a woman be more of a slut than by fucking two men at once? I couldn't wait to watch as Dante pounded his massive cock into my beloved wife's pussy as she let me come deep in her throat. I couldn't wait to have her screaming with the pleasure of everything we had planned for that night. The gangbangs, the toys, the leather and bondage... every sinful act of carnal delight we could devise flashed through my mind in lightning speed, and I couldn't wait to begin.

I didn't know if Jessica and I could ever make love the way we had before tonight, nor did I particularly care at that moment. 

While my mind was working overtime in the fantasy department, Jess had slowly been pulling more and more of Dante into her mouth. Though she could fully take my length, the other man was far larger than my own respectfully endowed size. Her mouth was opened wide, and her plump lips had stretched into thin lines to accommodate him, yet there was still inches to take. She came up to lubricate him with her tongue. Licking and slurping her way down, it was soon gleaming from the wet warmth of her mouth. She tried again, bobbing her head up and down over him. 

Knowing she was trying too hard, I strove to distract her. Jessica's body jolted when my fingers began probing the moist folds of her womanhood. With the ease of a longtime lover, I found the nub of her clit, and began rubbing it in a way that had always made her instantly wet. 

"Ohh," she moaned. When I slid my fingers inside, quickly finding the spot within that could make her scream, she called out, "Yes, baby, more!"

For a moment she was still, enjoying the waves of pleasure that I brought to her. Then she began sucking Dante's dick back in her mouth in earnest, her head now bobbing in time with the expert flicks of my fingers.

Each thrust of her mouth called for an answering thrust of Dante's hips, until he was thrusting himself down her opened throat. She couldn't completely take him into her mouth, so she compensated by fisting her hands around him. To Dante, it felt as if she had extended the reach of her mouth, and his groans and gentle thrusts turned into wild shouts and a bucking piston of his hips. 

Suddenly he jerked violently, and Jess - as she always did with me whenever I came - cupped his balls in her hand. She massaged him with one hand, while milking every drop of semen from his cock with her mouth. Dante shuddered once more, before staggering back and collapsing on the vanity chair like a sack of potatoes.

Jess's attention, however, was now focused on me. As soon as she had released Dante, I had pushed her down on the bed. With one hand, I fought with the buttons to my pants. The other was searching through the bedside table that held the assortment of toys we had pleasured ourselves with over the past few years. I was finally liberated from the tight restriction of my pants, and I abandoned the bedside search and plunged frantically into her dripping wet pussy.

Again and again, I slammed into Jess, taking out on her the desperate rapacity that had taken hold of me. When the initial, sadistic lust had been slaked - but by no means sated - a quick hunt produced the perfect tool out of the nightstand. The blood was still singing through my veins like Odysseus's sirens, luring me to paradise. Jessica was viciously rubbing her clit - keeping herself primed - while moaning and whimpering a melody that wove an even more seductive spell around me.

I flipped her onto her stomach, and her ass immediately rose in trusting anticipation of whatever I had in store for her. Kneeing her legs wider - so that her sex was at its most exposed, most vulnerable - I rubbed a thick vibrator against her clit. The pulsations of the toy against such a sensitive spot elicited a rapturous cry from her, as she convulsed with her first orgasm. Then, without soliciting permission, I shoved the large toy deep in her pussy.

"Harder!" she screamed, and I pushed it in again with more force than before. Then I let the toy go, allowing it to work its pleasure deep inside, as I mounted her from behind.

It was then that I noticed Dante. He was still sitting in the vanity chair, slumped to the side as if in defeat, only now he was vigorously pumping his swelling cock with one hand as he watched our fierce play. His dark eyes glittered in the dark with unconcealed hunger as they gazed over the erotic scene before him. Our eyes connected over my wife's defenseless position, and I shot him a mischievous grin as I thrust myself into the puckered ring of Jessica's ass.

"Yes! Oh, yes!" Jessica was sobbing, as the waves of her climax continued to batter her senses. I could feel the rippling of her inner muscles tightening around me; the good vibrations of the toy from which I was only separated from by a thin membrane; the unbelievably tight encasement of my cock buried in her delectable little ass; the sweet feel of her supple skin beneath my hard body. 

Unmoving, I closed my eyes to relish the mind-blowing sensations. Then I ground my hips into her ass, and then all the way slid out. Jessica held her breath, waiting for the shock of being filled in ways the human body was not meant to be filled. Moments later, when I felt the muscles in her body begin to relax just a little, I drove my cock back in. Again and again, I pummeled her body with earth quaking intensity. The harsh smack of skin on skin echoed through the room, drumming a ruthless beat to which our mingled cries followed.

Somehow knowing - as she always knew - Jess reached between her legs to cup my balls with her hand. She squeezed me tightly, shooting a fleeting pain through me that pushed me over the edge. With a loud roar, I forced my cock deep in her welcoming embrace, and let go.

I resurfaced minutes later, still imbedded in my wife's ass, with the vibrator humming happily alongside. After extracting myself from her, I laid on my back, wheezing from my recent exertion.

Jessica laughed huskily, and asked, "I bet it's hot in that suit."

"It's a tux, and yes, it's sweltering."

"Well, you look dashing in it," she chuckled some more, "even with your dick hanging out of it."

I grunted, and swatted a playful hand against the ass I had just abused with delicious results.

"And you look bloody magnificent in nothing at all," a voice said from across the room.

Jessica swiveled her head around to look at Dante, who had been silently sitting in the vanity chair all that time. "What'r you doing over there?" Her words were slurred; the rough and rowdy threesome had tired her out, and her eyes were sleepily drifting closed.

"Watching." He paused, "Making a mess of myself, I'm afraid."

My wife hazard another glance in his direction to see Dante swiping at the leg of his pants with a towel. "Mmm... Perhaps you should just take those off, and come to bed."

"Perhaps I shall."

As Dante undressed across the room, Jessica helped me out of my tux, and soon she had two naked men in bed with her. I spooned against her cushioned backside, and she tucked her head into the crook of Dante's shoulder. His hand fondled a breast tenderly, and I slid a hand between her thighs to lightly stoke her still sensitive clit.




The Ad



Jessica sighed contentedly as she leisurely explored Dante's hairless chest - something she had never had before with me. As her hand descended, my fingers grew more insistent. She moaned slightly. "God, how could I be ready again, after all that?"

I slid my fingers inside, and drew them out wet with her rekindled need. When I pressed those fingers to her lips, she sucked on them hungrily. She once again circled Dante's dick with her hand, but he pushed her hand away as he sat up.

"Oh, Dante," she murmured as he slid down between her open legs. I spread her swollen lips open for him, and he sucked her clit into his mouth. "Yes!"

He suckled for a moment, then took to lapping at her with long, sure strokes. I took her breasts in my hands, and began pinching and twisting the nipples. Jessica's body undulated sinuously; her hips rising to meet Dante's skillful tongue, her back arching into my hands. Then she screamed when Dante bit down on her clit, and shoved two fingers into her pussy. Simultaneously, I began working her nipples harder.

Our ministrations worked in tandem, a foundation for which we would build her pleasure off of; knowing that when she jumped from its pinnacle, she would soar higher than she ever had before...

To be continued...



The Ad



It all started with the ad I placed on the Internet Trading Post site:

Would you like someone to watch...M4MW – 43

Not Ken and Barbie, it doesn't matter to me. More like Shrek and Fiona. I could care less. Straight M seeks real couple to watch. Race, age, and size not important. Don't ask for my photo, I don't want yours. Don't want to exchange endless emails. Just want to watch as you do your thing. Can host or will come to you, your choice. Let's fulfill each others fantasies.

I didn't think that I would get any real responses, but I posted it anyway. Most of the responses came from Bots and with emails that wanted me to go to their website. Mostly as I had expected, but a couple days later there was one that actually seemed to be real. It was a simple email that read:

Regular folks that think it would be fun to have someone watch. No cameras, no touching, just watch us. It gave an address and said to be there Saturday at 10:00 PM. RSVP. 

Jackpot, just what I had hoped for when I placed the ad. Without hesitation I responded and looked forward to my weekend adventure. I had no idea what I might wind up seeing, but I was hopeful that I would get to watch some full on sex.

Saturday night I drove to the address I was given, which was a house that looked like every other house in the neighborhood, typical subdivision of two story colonials, small yards, no fences. There was a minivan parked in the short driveway in front of the garage. I parked on the street, checked the house number to make certain I had the right place and waited a couple of minutes until it was right at 10. 

I went up to the door and ran the bell. The door was opened by a guy who looked to be a little older than me, in his early 50's, I guessed wearing a thick white fleece robe like the ones they have in the fancy hotels. He had thick gray hair, about six foot and looked to be a bit overweight, but it was hard to tell because of the robe. There was an awkward moment of silence as he held the door open about a foot. 

"I'm here to watch," I said to him, trying to help him out.

"Come on in," he opened the door and stepped back to allow me to enter. "No touching, no cameras, no talking, you just sit and watch, right? Or else we quit and you leave, understood?"

I nodded my agreement. The man closed the door and then turned and started up the stairs, "Follow me, there's a chair for you in the bedroom, sit there and watch. And no talking," he reiterated. I followed him up the stairs as he continued, "We started without you, so just sit and enjoy the show."

At the top of the stairs he turned to the right and went into the open door at that end of the hall. I entered the bedroom noticing the light oak furniture, a light colored Queen Ann chair at the end of the light oak four poster bed. Upon the bed was a nude woman, blindfolded, tied spread eagle. As I was caught off guard by this, the man turned towards me, pointing at the chair and said to the woman, "He's here Babe. He's been told the rules and is just going to watch." The restrained woman didn't move, didn't struggle. 

I could see her chest moving as she was breathing hard already.

I saw that she had auburn hair beneath the blindfold. Her wrists were tied to the corner posts of the headboard by what appeared to be black stockings and her legs were tied in the same manner to posts at the foot of the bed. Her breasts looked on the smallish side like pancakes with red pencil erasers sticking straight up from puddles of maple syrup there in the middle. I took in the scene as I sat and focused on her swollen smooth pussy lips as I sat down at the end of the bed.

"You know, he is staring right at your cunt Babe," dropping his robe beside the bed. Now she did squirm in a vain attempt to hide her modesty with no possibility of success. This only allowed some of the wetness to escape her as she moved her hips.

I saw him and then knew it was he that wanted an audience. He was slightly overweight, with a small pouch and handlebars, but even though only semi-hard he was nine thick inches. He reached out with one hand pinching the closest nipple while with his other hand he started to rub his rapidly stiffening rod. By the time he leaned down to take the nipple in his mouth he was fully hard, sticking straight out. He let go of himself and reached down to rub her mound as she moaned and wiggled under him. The more she moved the more her pussy shined from the leaking juice. He must have bit her as she let out a little yelp.

He was kneeling on the bed beside her working on both of her tits. The closest one he was devouring while his right hand squeezed and pulled on the other one. I sat staring at her pussy as he made a meal of her tits. With his left hand he was running his index finger over the top of her pussy lips without penetrating her at all. She started to squirm trying to make his finger enter her, but to no avail. After a couple of minutes of this he raised up on his knees and moved up towards her head bouncing his rock hard member on her face. I had an amazing view as she opened her mouth sticking out her tongue and craned her neck to try to get the moving target that kept bouncing off her face.

"You want this bad don't you Babe?"

She moaned an acknowledgment still trying to capture her prize.

He raised up, "I can't hear you."

"Yes, please, let me taste you, please." She dropped her head back down so I was looking up her nostrils for a second.

"Open wide," and he positioned himself across the top of the bed with his hard cock pointed straight down over her head. He made certain that I had an unobstructed view as he lowered himself down into her mouth. It was like he was doing pushups with about half his member going in her mouth. I watched as he methodically would raise up bringing the tip almost out and them slowly lower himself back in. She was sucking hard and raising her head to try to keep him in her mouth.

It was all I could do to not start touching myself as I watched, my own six inches begging to be released from my jeans. He must have gone on for five minutes before he pulled completely out. He went back to his knees straddling her arm. He began again to bounce his cock on her face.

"You want some more? Tell me you want it."

"More, I want more," as he allowed her tongue to lick his shaft that he had laid across her mouth. It glistened from her efforts, as did her wet lips between her legs. She was so turned on that her lower lips had started to part and she was openly leaking.

He again began to use her mouth only now faster and harder. He was pushing deeper into her mouth but she was trying to get even more. After just a moment of this his back stiffened and I could see his buttocks tighten up. She swallowed everything he gave her with only a bit of white foam indicating he had cum as he pulled out of her mouth.

He was stroking himself as he moved from her head to stand on the bed between her legs. He had his back to me as he positioned himself so he could plunge right into her waiting cunt. As he knelt down and got ready to enter her, I could see he had never gotten soft. My view was obstructed for only a moment as he spread his legs just inside hers and raised himself on his arms to do more pushups as he continued to bang away at her. This was just like having a front row seat at the porno movies.

This continued for about five minutes and then he suddenly rolled off to his right as she begged him not to stop. He was a bit flushed and breathing deeply. He didn't say anything as she pleaded with him for more. He reached into the nightstand drawer and brought out a dildo that was about the same size as he was. He rubbed it in her juices and then got an "Oh, yes" from her as he buried it to the base in her. It was an awesome view as he began to move the plastic cock in and out. "Don't we want our audience to have a good show?" he asked her as he increased the pace of insertion.

Now she had started to struggle again, not trying to get loose, but to get more. He was in control of her and himself, stroking himself to stay hard. I tried to appear to be in control of myself as well, but was about to lose it in my pants without touching myself.

He then got between her legs, laying the dildo aside and began to go at her in earnest. All I could see was his back and her outstretched limbs as his butt raised and then clinched as he thrust down into her. It must have been about five more minutes until he stiffened a bit, but kept thrusting into her. Finally he crawled off and again went up to straddle her arm. There was now cum leaking from her pussy and coating his still hard cock.

As she continued to leak cum he offered me a great view as he commanded her "Open up," and lowered himself once more into her mouth. This time there were sucking noises as she cleaned him off.

He sat back and they were both breathing hard. From where I sat the mess on the bed had made quite a puddle between her outstretched legs. Then the silence was broken by the chiming from a grandfather clock somewhere else in the house.

"Go ahead and let yourself out. Hope you enjoyed the show, we may contact you again sometime." He reached for his robe on the floor. I got up from the chair and had to rearrange myself to be able to leave. I looked back when I got to the bottom of stairs to see him standing in the robe at the top watching me. I smiled and nodded, turned towards the door and took the handle to leave. I only paused a second when I saw the picture in the living room next to the foyer. It was a family photo, two teenage kids, one boy and one girl, flanking the woman upstairs on the bed and a short bald man in his late fifties, all with arms around each other in a typical department store studio pose.

As I closed the front door behind me I had to chuckle, wondering where the stud lived and how he convinced this typical MILF housewife into having an audience for his craftsmanship. 



The Ad



"Dom searching for his Sub" was the headline and the ad itself just as swift. "If you think you might be the one, interested and would like to learn more, send me a message." There was no name, email address or a description of him, only a box to type in your reply and send it off into cyberspace in hopes that they would receive it. 

It began with simple click of the mouse. She had done it, against her wildest dreams. She had answered a personal ad. Once she read the headline she knew that if she didn't respond it would be something that she would regret, as she typed her response, her heart beat deep, in the anticipation of getting back a response.

"I am interested in finding out what is it that has you seeking for your sub. I wish to learn more about you and your intentions. I have been in this type of relationship before and much enjoyed it. Talk to you soon."

The email was sent and she sat the rest of the night reading her book, searching for a movie to watch and making a snack. She was curled up on the couch with nothing but a tank top and boxers on, and a blanket across her bare legs. Everyone else in the house was asleep even the dogs. She got up and refilled her drink, and grabbed a dish of popcorn and returned to the couch. As she was flicking threw the channels on the TV for something to watch she suddenly had a gut feeling to check her email. As her fingers typed in the password her heart was beating faster. As it opened she could see it. There it was a response, her heart leapt into her throat as she clicked on it. There it was a reply; she could feel butterflies growing inside her gut. 

"Tell me more. I enjoy knowing more of what you know of the lifestyle. I am interested to know more about you. Give me a bit of your background and experience. I have enjoyed being a Dom in the past and with recent relationship changes, would like to do it again with the right girl. If still interested write me back"

With that her fingers slid to keys and she began to type. She put her heart into knowing that it may not amount to anything more then a few passed emails. She could feel her excitement grow between her sex lips, her boxers getting damp. She was giving her soul away to someone she hadn't even met yet, there would be no harm in letting him know more. As she wrote her face became warm and flush, her nipples started to harden. She shifted herself on the couch and read over what she had written. Not quite sure whether to send right away or not, she did not want to seem too anxious.

"I seen your reply and it made my heart jump. I would be interested in knowing what you expect of your sub. Do you prefer that your sub be knowledgeable or someone that you are able to teach? I know of the lifestyle and it excites me to know that you are interested more. I have been in search of someone in your stature, since I too have had a recent relationship change, and it's exciting to have seen your ad. 

I have long auburn hair, blue eyes and am 5'6. I enjoy the lifestyle and I do not know much but am always willing to learn and enjoy being taught. I was surprised to see such a quick response from you. I wish to hear more about you. I will leave my cell number for you to contact me if you wish. I am hoping to here back soon, as I am eager to get to know you better. Have a good evening and we will talk soon.

Natalie."

She left it at that and clicked send, off it went, would she get another response? Would she be owned again? Her heart fluttered as she washed for bed and slipped into her pyjamas. She curled up under the blankets and sank her head onto her pillow, closed her eyes and dreamed of them finally meeting.

The next day she continued on with her routine, got ready for work, kids off to school and on her way she went. She carried through the day wondering if he had responded or if he was like most guys out there, just wanted to use her. She got thinking of her past and how she had been hurt, used and abused, for others pleasure. 

Was she doing the right thing by talking to someone she had met online? 

What would come out of it? 

Would he hurt her like the others have? 

She stopped and sat at her desk, closed her eyes, took a deep breath and made herself stop the never ending charade of questions. She needed to take things one step at a time, nice and slow, at a pace she could handle. Easier said then done. Her past was all about pleasing, if the guy wanted it she gave it to make them happy. In return she was hurt by them. Never another call, never another text, nothing but emptiness. Those who did stick around hurt her physically and emotionally, she did not want this to happen again. She had to go slow, she had to remind herself that she was in control; she was the one that made the rules. 

Emails passed through each others fingertips over the next few days, she became fond of him, she had told him a bit about her past and he didn't run, a true gentleman. He told her of his situation and why he was looking and she understood and promised to help. So far she believed every word from him, not sceptical or analytical, but thought his words were sincere. 

It's Thursday night and the last email to leave her fingertips for the night was one to him, one that mentioned of her wants, dreams and hopes for them in the future. Never once did he pressure her into answering anything that she did not feel comfortable doing. The following day went along with texts here and there. She smiles as she reads them and returns them. Later that afternoon her phone buzzed and there it was, a message that she was not expecting to see so soon. 

"When can we meet? Are you free tonight?" was his text.

She replied, "I am free. Where and what time were you thinking?"

As they corresponded back and forth about where they would meet, what time it would be and what he wanted her to wear, she reassured herself that she was doing the right thing. With butterflies in her stomach not sure of what they were from, was it the nervousness of meeting someone new, which of whom she had only corresponded with less then a week. Or was it from the excitement of finally getting to meet him. She quickly got done her errands, picked up her friend and went home. Finding it hard to keep it to herself she told a very close friend about everything that had happened in the last few days and her friend's response was to be careful and take it slow. As they spent the evening talking and ripping apart her closet they got thinking if meeting him together was the right thing. So she quickly ran to her computer and sent him an email explaining how she was feeling and that what he had picked for her to wear she did not have but would find something of similar colour and wear it. At the end she added about bringing her friend due to the situation and having someone there break the ice as she reminded him that she was very shy. 

She ran upstairs grabbed a towel and headed into the shower.

What was she thinking?

What was she doing?

Is this what she wanted? 

Of course this is what she wanted she is the one who responded to the ad, she is the one who kept the correspondence going and not ending it. She was the one who said yes.

Her shower was hot and steamy and all she could think about was meeting him. As she got out and dried off she glanced at herself in the mirror and blushed, her heart raced as she made her way to her room to get dressed. She was rushing herself because she was anxious; they weren't meeting for another 2 hours and she was already dressed and half way done her makeup. Her phone buzzes and she looks, it's him, and she smiles as she reads.

"Are you nervous yet?"

"Yes, but not sure if nerves or excitement", she replies back.

"What will you be wearing for me?"

"I am sorry I tried finding something that you wanted me to wear, but I couldn't." her fingers trembling with excitement.

"I will let you know when I am on my way. See you soon."

She's sitting on the couch across from her good friend, Taylor, as they reminisce about the last time they went out and what a good time they had. Taylor then asks what made her go online and respond to a personal ad. She begins to tell Taylor about her dreams, fantasies and wants. Her needs and her need for him. 

Natalie started at the beginning and explained to Taylor her submissiveness and why she needs this. Taylor sat with inquisitive eyes and open ears and listened with great intent. Natalie began by telling her her most wanted fantasy.

She would be dressed in black boots that go to her knees, and they would have a bit of a heel. Her corset would be black; with lace both in front and back, it would accentuate her curves in all the right places, her breasts bare. Stockings and lace panties to match. Her hair would be up in a clip, but would not be there for long, and her make-up done as he had always liked it. Eyes lined in black, mascara to make lashes appear longer and fuller, black and grey hues of shadow. Her nipples would have the silver rings he had picked out for to wear when she was around him.

She would be standing in the bedroom against the end of the bed with her back towards the door. She would have the bed made neat and lying on top of his pillow would be trinkets of play.

A black silk blindfold, that made her wet whenever she seen it. It was soft against her warm skin; she holds it in her hand before placing on his pillow. She reaches into the box and pulls out his whip. It was small and black. Made of leather and she remembered that its size was not justified by how he used it. It may look small but the marks it left were just as blowing as if it were a bigger ones It had 10 individual ends that met in the middle and then were wrapped together to make a handle. The sound of it snapping against her bare buttocks was very intriguing and the more she held it the more she wanted it used on her. As she continued to empty his box she could feel herself getting wet and excited, but was there a reason for her to get excited? He was coming over but she was not sure if it was to punish her for something she may have done or if it was just playtime. Either way she couldn't wait for him to get there, as her excitement grew so did the wet spot between her legs, as did the throbbing of her clit against her piercing.

She heard a noise; she quickly put the boxes lid on it and returned it to safety, underneath of the bed. She quickly glanced in the mirror to make sure she was perfect for him. With that she stood still and straight at the foot of the bed. She could here him walking up the stairs, but he did not come in right away, he turned and went into the bathroom.

It seemed like hours but he finally entered the room. Goose bumps began to appear all over her body, as she stood with her eyes closed, she needed him, wanting to feel his touch.

He reached his hand out and with that he spun her around so that she was facing him. He looked at her from her hair to her toes, and he nodded with content as he ran his fingers over her nipples. They became hard and alert with his touch; she closed her lips so that her moan could not between them.

Taylor stopped Natalie form going on as it was starting to excite her as well. Besides it was time to head out, they were hoping to get there before he did so they could get a good seat. A seat in which would be far enough away that he would have to stand and look for them, but close enough that Natalie could spot him as he walked in.

That had reached the meeting spot and they both went inside. It was quiet; there was a couple in the corner playing pool and a few at the dart board. It was a small and quaint little pub, they sat there together enjoying the music and having a drink each. Natalie's nerves began to act up again, but she knew it was from the building excitement of the night to come.

"On my way." Was all the text said and with that her heart skipped a few beats, her cheeks became flush and Taylor knew it was him.

Natalie sat in her chair with her back to door, hoping to get the courage to turn around and watch for him, but it was too late he was already standing behind her. She could feel him; she could feel his presence and knew that everything was going to be ok and that her search was over.

The three of them sat there listening to the music and talking. Taylor asking him questions that Natalie was to afraid, Taylor was not known to be the shy one. He sat between both of them and had paid for a round and after being there for a bit asked what Natalie had planned for the rest of the night. Taylor feeling tired, asked if she could get a ride home. Natalie nodded her head and then made plans to go for a drive after so that her and Max, could get to know one another more. With that Max leaned over and gave a small gentle kiss on her lips. She could feel her face blush again as she reached for her jacket.

Natalie dropped Taylor off at home and rushed back to their meeting place. Max was waiting there for her and in her amazement was just as kind and soft spoken as he was earlier. Natalie was not sure if he was just acting, when the three of them were together, but this would let her know for sure.

She got in his car and he drove, he turned the heat on as she was starting to shiver, he wanted to make sure she was warm. He reassured her with soft spoken words that she was fine and that he would take it as slow as she wanted, that he would take care of her. Natalie was starting to warm up to him, a bit of the shyness had gone away. As they drove they talked about the emails that were passed between one another. Max made Natalie feel warm and safe. Inside, Natalie wanted him to take her, wanted to feel his endowment, wanted to be his. 

He pulled the car over on a side road with no houses or lights to be seen for miles, he wanted to finish the kiss they had started earlier that night. With that he reached over and touched her cheek, his hands were warm and soft, she started to blush again. He was curious as to why she was this way, but knew it would only make her more uncomfortable if he asked her. He ran his hands behind her neck and pulled her gently towards them. Their lips met and she let out a moan, he pressed his lips harder against her and their tongues started to intermingle. His hands were strong and yet gentle, his voice so deep, soothing and reassuring. Her wetness began to grow between her thighs and her clit throbbed for his touch. 

Natalie could not let herself go to far, she had to take this one slow, and she wanted to make sure he was here because of needing and wanting her, not because he could get laid.

His hand slid down her neck and across her shoulders, she moaned some more, a little louder this time. Max looked at her through his blue eyes and smiled gently, he knew she wanted him, he knew she was the one. He sat up in his seat and started the car. He put his hand on my left thigh and began to drive away. The rest of the drive all I could think about was his soft lips placed on top of hers. His hand was warm on her thigh and stared out the window with a smile on her face.

Max pulled into the driveway and turned off the ignition. She stared at the front door, knowing that she needed to be with him, she slowly reached over for the handle. She got out and Max scurried to the front door to get it unlocked as the night air was crisp and the wind was cool. Natalie stood in the front hall, Max putting his hands on her shoulders, gently helped her take her coat off. He hung it up in the closet alongside his. Max took her hand and led her up the stairs to his room. Natalie stopped herself at the door, her palms sweaty, asked to be shown the bathroom. Max turned to the right and turned on the light. He turned around and headed into the room.

Natalie turned on the cold water at the sink and let it run as she stared at herself in the mirror. 

What was she doing? 

This was not supposed to happen tonight, she was supposed to take it slow, but she couldn't make herself leave. This is what she wanted, she wanted him to own her, and she wanted him to need her. She needed to please herself by pleasing him. She splashed cool water on her face, turned off the tap, dried her hands and face off and left the bathroom. 

She returned to the bedroom door and with her amazement Max was sitting on the end of his bed. He looked up and patted the spot beside him; Natalie went over and sat down beside him. He stood up in front of her gazing into her eyes he moved his hand to her shoulder and slid his fingers under her bra strap. He knelt down in front of her their lips meeting again; he met the bottom of her shirt with his fingers and started to raise it over her head. She stood up and let him undo the buttons to her jeans. He took hold of the waist and slid them down over her legs to the floor. Max gently gestured and Natalie took her seat again on the end of the bed. He was kneeling there looking at her in amazement and smiled. Natalie, with the excitement growing deep inside, knew everything was going to be ok. Max approved and that was all that mattered.

Max gently nudges Natalie further back on the bed and she lays there, only wearing her bra and panties. He runs his fingers over her panties and his hands pause as he passes over her wetness. He moves his hands up to her shoulders and reaches for her bra straps. Natalie arches her back so he is able to slide his hands under and undo her bra. Natalie lifts her arms and Max slips it over and tosses it to the floor.

"You want it so badly, don't you?" Max asks softly, while rolling a nipple tightly between his thumb and forefinger. 

Natalie nods as her knees start to buckle. He smiles a wicked smile. She gasps as he starts to slap her breasts; short stinging slaps that make her nipples expand and harden. He leans over and takes a nipple in his mouth, biting and sucking. Each sensation sends a jolt of electricity to her pulsing clit. 

Her hips grind and rotate. Max slides her panties over her hips and down her smooth legs and they land on the floor at the end of the bed.

Juices flowing, the wetness running down her inner lips. Just as she is about to beg him to stop, he takes his hands from her breasts and reaching down, slides two cool fingers deep into her pussy, testing the wetness. 

She moans as her vaginal walls contract and clamp down trying to increase friction against his fingers. Fluids swirl about his fingers and run down the palm of his hand. 

"I see your ready,"

At that point Max thrusts his dripping fingers between her lips. She licks them frantically, tasting, trying to please him.

He reaches over to the bedside and takes a long drink of ice water, keeping several cubes in his mouth when he is done. He climbs back on the bed and bends his head down between my vibrating thighs. His ice cold tongue licks her burning clit, making her scream inside. His hands force her thighs apart as he clamps his cold mouth to her pussy. His tongue probes her vagina, drawing out fluids and his teeth scrape across her swollen clit.

He sucks my clit relentlessly, swirls his tongues around my piercing until she cums in a wave of orgasm that lifts her hips off the bed. Still shuddering, he lays on top of her. He takes her face in his hands and parts her lips with his wet tongue. She sucked her own salty juices from his mouth in a haze of afterglow.

Suddenly he stopped, grabbed her chin and looked at her straight in the eye. "Are you mine?" 

"Yes, of course!" 

"Completely mine and belonging to no other?" he asked again. 

"Yes."

He gently turned me around and started kissing me again. She trusted him completely and knew he would not take it too far. His breath on her face felt good. She could feel him running his hands down her body to her breasts. Suddenly she felt a pinch on her nipple and gasped. 




The Ad



"How does that feel?" he asked. 

"It's good... I like it" she replied. 

Suddenly a pinch on the other one. Again she gasped as a jolt of pleasurable pain surged through her body. She could feel his hot breath on her throbbing breasts as he sucked on her nipple to get it rock hard. He bit down and another surge of pain rushed through her. Pussy had started dripping with juices again and she knew her reward was coming for being such a good slave. 

My G spot was still bulging from the stimulation and he found it right away with his fingers. She could feel his cock pushing against her inner thigh as he pushed himself against her. He moved himself into position and plunged his cock deep into her. A feeling of ecstasy rushed over her. Knowing it wouldn't take long at all to reach another orgasm. He moved himself out very slowly and then plunged in as deep as he could go. She could feel his hands around my neck in a slight choke hold. Thrilling chills rushed through her body form his hand grip on her neck to between her toes. She moaned louder now, he approved with smile. 

Both their breathing became heavier as he sped up his rhythm. She could feel her orgasm building up and getting ready to explode again. 

"Shall I go harder?" he asked and I nodded. 

He was fucking me as hard as he could and with each thrust I could feel my g spot growing and wanting to explode. She couldn't hold back any longer. He held my head up by her throat and she screamed as the orgasm took over. Her pussy had clamped down around his cock and was pulsating with each wave. He was getting closer to his own orgasm as hers started to subside. He pulled out quickly and stood up, shooting his cum on her stomach, breasts and on her face. She could feel his cum running down her sides. She knew at that moment that she was now marked and was completely his. 

This was a first for both of them, a first for him being my Dom and a first for me being his Sub. She has never felt as close to anybody as she does now to him. Natalie undoubtedly belongs to him in mind, body and soul and she belongs to no other.

Natalie lies on the bed in total and complete exhaustion and wonders what to do next, 

Would she be able to move? 

Would she be allowed to move? 

Better yet, would her legs support her if she tried to walk?

Max gets off the bed and tells her not to worry and not to move. He reassures her that everything is ok and with that he leaves the room. He returns with a blanket, so soft and gentle, lays it over her still quivering body. He slides in beside her, lays his arm across her stomach; she lifts her head and lays it on his arm.

Max kisses her shoulder and squeezes her gently. 

"Thank you." Natalie says smiling. 

"Good night my love." He whispers into her ear.

She rolls slightly on her side and he nuzzles behind her, his chin resting in the nape of neck. Natalie snuggles into his forearm and closes her eyes, smile on her face.

She was in her masters arms now and felt safe, her mind returns to the ad, butterflies jump into her stomach again. Laying there next to him, she drifts off to sleep.



The Ad



The ad read as follows:

Single bi mature (55) male into a variety of things. I'm masculine and average looking, but love the feel of lingerie on my body. It simply turns me on to have silk, satin, and lace on. I'm certainly not a passable cross dresser but enjoy the feel. I am clean shaven, discrete, a non smoker and ddf. I expect the same in a partner. My cock is small, my balls are large. I am cut. I enjoy fondling, porn, nudity, oral, mutual masturbation, and erotic photography, and other things possibly. I would like to meet someone who can be loyal to me while we are in a relationship. I feel that reduces the risk of sexually transmitted diseases. I do enjoy small cocks on other men and uncut is a plus. I think I have foreskin envy. I large cock will not rule you out though. If you are a male or female who thinks we might fit, no pun intended, please contact me. 

I really didn't think I would get a response. But low and behold I did about a week after the ad was placed I got an email from Seredipity55. I couldn't tell from the name whether this was a male or female. The message said:

Hi,

Saw your ad and it does look interesting. Have you had very much experience with other men and women? What are your main interests besides sex? We like to get to know someone before we get too involved. We are a couple by the way, both bi and open to a number of activities. We too are average looking although I would say Janice is pretty, she thinks of herself as average. I am Pete by the way. I am 5'10", 180 pounds, also clean shaven and bi. I would say that my cock is average, but it is uncut. It is about 6" erect. Janice is 5'3", 125 pounds and has short dark hair and small breasts. She is shaven also. We both hate to get hair between our teeth when we have sex :-). We are both in our late 40s.

She has really wanted to watch while I had sex with another guy and as we have discussed it, it has become very inviting to me as well.

Please respond if we sound interesting to you. 

Pete and Janice

Wow, does a bear shit in the woods. Yes, they sounded interesting. I could hardly contain myself as I composed a reply, my penis stiffening and throbbing just thinking about getting with a couple. This is too good to be true, there must be a catch. Would they be completely off their rockers, ugly, what? All I could do is follow through and find out. 

My response was measured. I didn't want them to think I was a complete lecher even if I was. I mentioned that I enjoyed reading, mainly fiction, out door activities such as walking, hiking, and backpacking, watching movies, or dvds, and traveling. I also mentioned that I was divorced and had no children. Also the fact that I graduated from college with a business degree and was employed as a mid level professional, whatever, that is it pretty well defined me. 

We corresponded back and forth for a couple of weeks, getting to know each others likes and dislikes, and becoming more comfortable with each other. Finally, they suggested we meet face to face for a drink. I had not suggested it yet because we both mentioned we didn't like pushy people. We decided to meet at the Rusty Nail on we 151st Street on Friday evening around 7:00. We gave a description of what we would be wearing. 

I was nervous as a long tailed cat in a room full of rocking chairs as I made my way into the bar and grill Friday evening. I hoped I would make a good impression and I hoped very much that they weren't wackoos. Our voters had passed a law against smoking in public places a few years back so it was quite pleasant to go into bar with friends and socialize, as long as the music wasn't blaring so loud you couldn't think. This bar and grill had a neighborhood feel to it and good food as well as reasonably priced drinks. 

I spotted Pete and Janice almost immediately in a booth towards the back of the bar. I went down and introduced myself.

Pete said, "Hi Bob, good to meet you in person finally." 

I agreed and we sat and ordered drinks from a perky waitress who was all smiles. It was slightly awkward since we had pretty much gotten to know our likes and dislikes on line. We made small talk while waiting for the drinks to arrive. I maintained eye contact as we chatted. Pete had been pretty accurate in his description. He was average, but nice, looking and average height and weight. He had dark hair, and brown eyes. Janice was not a knock out beauty but she was certainly pretty. She had a oval face with a smooth complexion, and shoulder length dark hair and a pair of emerald green eyes that I found it hard not to stare into. She was of average height and build, and I could tell she was fairly small in the breast category, but that was fine with me. I love small breasted ladies.

We finally got into the routine of conversation, cussing and discussing everything from the local NFL teams chances this fall to the economy, jobs, cost of living. Finally about 10:00 they said they needed to run and would be in touch. I didn't know where things stood. I couldn't tell whether they liked me or not. I knew they would be a fun couple to play with if they did. I guess I'll just have to wait and see what happens.

Finally on Sundaynight I had an email from them. They said they were sorry they hadn't been more committal, but they wanted to talk things over together before they made any decisions. They said they were very pleased with out meeting and thought we could all fit well together. 

I wrote them back and thanked them for the note and said that I felt the same way. I understood that this was a big decision on their part and that I felt the same way they did. After a couple more emails back and forth, we decided they would come over to my place Friday evening for supper and no telling what else.

Needless to say I was a nervous wreck all week. I cleaned and cleaned until the house sparkled and planned a shrimp and pasta dish that usually got grave reviews. I stocked up on wine and beer and rented a couple of porn flicks from the video store. I even put candles on the table in case we needed them and found some soft music CDs to play. I also stocked up on condoms, not knowing what might be needed.

Finally the hour arrived. Pete and Janice showed up on time with nervous smiles on their faces. I ushered them into the kitchen and asked what they would like to drink. I gave them a choice of iced tea, coffee, wine or beer. Janice accepted a glass of wine and Pete opted for a beer, as did I. I suggested we go out on the back deck since it was such a lovely evening. I had put a lot of work into my back yard. It was well landscaped to offer a lot of privacy and I had a water garden near the deck that provided a relaxing water sound to go with the pleasant temperature. We sat and chatted for awhile on he deck before I went in to fix supper. It didn't take long since I had already made the shrimp and tomato sauce mix for the spaghetti and had the salad ready. All I had to do was boil the pasta and toast the garlic bread. I quickly had it all ready and called them in to eat. I didn't light the candles. I thought that might be a little too much.

After dinner I quickly cleaned the table and put everything into the dish washer. It was dusk and we retired to the family room where I had a large screen high definition television. I asked if they would like to watch a porn flick and they quickly accepted, as they sat side by side on my large leather couch. I noticed they had left a place for me next to Janice. I found one I had specifically picked for the occasion. It was a flick that had two men and a woman enjoying all kinds of activities. 

I inserted the dvd and started it with the remote while moving over to the couch to sit beside Janice. I sat and we all became engrossed in the activities on the screen. Two guys and a gal were completely going at it, and sometimes one of the guys would slip out of her cunt and end up in the other guys mouth. It was completely erotic and a real turn on for all of us. My cock was stiffening by the minute as I watched the video. All of the sudden I felt a hand on my lap. Janice was rubbing both my crouch and Pete's. Wow, what a turn on. Of course we were all still a little uptight about the whole situation. I wasn't sure what moves to make. Finally Janice jumped up and yelled, "Fuck, we know what we want. Let's quit being so prudish", and she started to strip. Pete and I watched her as she stripped completely naked. I was in awe. She was gorgeous. Her body was superb and those B size breasts were fantastic as I glued my eyes to her stiff nipples, and her smooth shaved pussy. 

Oh my God, I thought as I jumped up and frantically started stripping off my clothes as well. Pete, not to be out done, did the same and we all came together. Three naked bodies fondling and groping with unrestrained action. 

I kissed Janice and she kissed me back and Pete was behind her, I'm sure his cock was raging hard and pressing between her butt cheeks. My 5" cock was throbbing non-stop and pressing against her vulva. I could feel the wetness of her pussy as I lifted her and let her slide back down onto my throbbing cock. Pete moved back and let me lower her to the floor and I began to move my hard throbbing cock in and out of her slippery tunnel. Suddenly I felt something on my butt. It was Pete. He was fondling my butt as I fucked his lovely wife. Janice's wet pussy was like a silk glove on my cock as I pumped my rigid 5" cock in and out of her. I kept thinking of everything I could to take my mind off my cock which I was afraid was going to erupt much too quickly. I could see Janice biting her lower lip as she concentrated on my cock rubbing the inside of her cunt. I felt Pete's cock now between my butt cheeks. It was hard and dripping with precum. I told him to move around so Janice and I could suck on it. He did so and she and I took turns taking his rigid, throbbing tool between our lips. It felt strange sucking on a cock, but it was a great turn-on. We were all so turned on and excited it didn't take long for a chain reaction to occur. I felt Janice convulse and push her pubic mound into mine as I felt Pete's cock begin to spurt hot cum into my mouth. All of this set me off and I shot my sperm into Janice's pussy, pushing as hard as I could. 

We all fell on the floor exhausted from the activity and caught our breathes. Finally, after a few minutes I said, "Wow." We all laughed.

What fun it had been, but it was too fast and too hurried. We all knew we wanted more but this time a measured and relaxed enjoyable activity. I suggested we retire to the bedroom where I had a smaller but just as good television that we could watch the movies on. 

We entered the bedroom and Janice pulled back the covers as I turned on some soft music. Janice suggested that I put on some lingerie and see what that would do for us. I readily agreed and went to my lingerie drawer to find what I had, while she ran out to get her bra and panties from the living room. Just the thought of putting on lingerie makes me hard and I started to ooze precum from my cock just slipping it on. I found a lacy black garter belt and black hose. I put those on and then slipped a black thong on over it all. The thong really wasn't large enough to cover my now engorged cock, but the thong string felt good running between my butt cheeks. I tend to like the feel of lingerie below the waist. From the waist up I'm still all male. When I got back on the kingsize bed I noted Pete's now red throbbing erection. Before I knew it Pete and I were fondling and hugging, and pushing out pelvic areas together. Janice just sat back against the headboard and watched us while playing with her clit. Pete and I were obviously ready for this, his hand was traveling all over my body. Kissing didn't seem to be appropriate with another man, and I think he thought the same thing. That is mouth to mouth kissing, but kissing and fondling of the genitals seemed to be quite all right. We were exploring each others bodies like teenages. I felt his hand move down to my butt and then slide between my cheeks. His finger probed and teased my anal opening. 

I was getting so turned on. Luckily I had cleaned my anal area before they arrived, in case Pete and I got to this point. I had some condoms and lubricant in the drawer of the night stand and I clumsily reached over and opened it. Janice saw what I was trying to do, and she reached in and pulled them out. She knew just what to do. She opened a condom package and found Pete's penis and rolled it on, and put some drops of lubricant down between my cheeks. Pete must have felt it right away because all of the sudden I felt him inserting his lubed finger into my anus. It felt so good and I gasped. Before I knew it I was laying on the bed with my legs spread and Janice was putting some additional drops of lubricant on Pete's cock. I think she was enjoying this as much as he was. Pete spread my legs apart and kneeled to insert his cock up my ass. He did it slowly. I felt his cock head go in first and then he slowly pushed harder and I felt my sphincter muscle relax as his whole cock entered my ass. It was the first time I had had a cock in my ass, and I couldn't believe how much better it felt than the butt plug I had been using. It was rigid yet flexible and felt so warm in me. 

Pete put my legs up on his shoulders and started to move his cock back and forth in my ass. If it weren't for my red throbbing cock bouncing back and forth between us one would have thought he was fucking a female, with my stockinged legs on his shoulders. Janice reached down and grabbed my cock and began to stroke it. It certainly didn't take long for me to cum. I shot cum all over my stomach and her hand. Then suddenly I felt Pete push hard against my butt. His cock pulsed and I felt it throbbing as he came. He and I both relaxed and let our orgasms run their course. I could feel his cock shrink slightly and he pulled it out of my ass slowly, just as he had originally entered it. 

Pete said, "Wow, that was the first time for me fucking a guy and I couldn't believe how tight you felt."

"I am a virgin, that was my first time too." I said, "That is why it felt so tight. I've only had butt plugs up there before."

Janice was sitting back against the headboard again and masturbating. Pete and I both watched her as she orgasmed again. It was a lovely site to see her as she went rigid and her face showed the pleasure she was feeling. When she came back down she agreed that that was truly erotic. She didn't realize how sexy it would be to see her husband fucking another man.

I got up from the bed and went into the bathroom to get some warm damp wash clothes and towels so we could clean ourselves up.

I knew it would be a few minutes before Pete and I were ready for more activity so I asked if they would like some drinks. They readily agreed and I went into the kitchen to get some wine and beer. When I came back, Pete and Janice were kissing like crazy and fondling each other. It was my turn to watch as the two of them performed. Pete was ready again with a stiff cock. Janice did not hesitate to take it into her mouth and suck on him. I watched and just couldn't contain myself. I had to join in. Pete and Janice were in a sixty nine position with him on top. So I quickly went and got the lubricant and put some on my finger. I got behind Pete and ran my finger between his cheeks. He hesitated for a second when he first felt me but did not try to stop me. 

I hoped he had had the foresight to douche his ass as well this evening. I found his small ass hole and slipped my finger in. Pete jerked slightly when I penetrated him but they both kept up the oral stimulation. I could see Janice watching as I began to masturbate Pete's ass. I felt her reach back and pull on my cock. I knew immediately what she wanted me to do. She wanted to see me fuck her husband in the ass. I couldn't help but comply. I put on a condom and a few drops of lubricant on my cock head , and I straddled Janice's face and placed my cock at the entrance to Pete's ass. I pulled my finger out and slid the head of my cock into it. Pete shivered and I proceeded to push all of my 5" cock into his ass. I could feel my balls hitting his balls and I knew that Janice was getting a up and close eyeful of this action. 

Pete's ass was so tight and it felt so warm that again it took me but a few strokes to cum. That has always been one of my problems, I have very little staying power. I was thinking that after two orgasms I wouldn't be quite so quick but I was. 

Pete must know what sets Janice off, because she orgasmed once again, and I watched her body shudder as she hesitated sucking on Pete's cock. After a few seconds she began again running her lips up and down his shaft and he quickly came, spilling his sperm down her throat.We all collapsed back onto the bed and just lay there for a few moments. 

We all sat there and sipped on our drinks while we recuperated. We all seemed to be wearing down a bit, so we decided to snuggle and perhaps catch a little shut eye since it was now approaching 1:00 in the morning. We laid down on the bed with Janice between us and smuggled in a mass of bare skin. It didn't take long for me to dose off. 

I woke to the chirping of birds outside the window and the sun shined into the bedroom. As I stirred Pete and then Janice opened their eyes and smiled at the memory of the previous evenings activities. I suggested a shower before breakfast so we all trooped nude into the bathroom and I started the water. Since the shower only had room for a couple of people we decided one would brush teeth and shave, etc. while the other two got into the shower. Pete volunteered to brush his teeth and shave first while Janice and I climbed into the warm shower. We both got wet and then I took the bar of soap and began rubbing it over her body. I lathered her well with the soap and then sat it aside and continued to lather her body with my hand. Oh my, what fun that was. I gently washed her face with my hand, and then ran it down to her neck and shoulders. She rinsed her face while i grabbed the soap again and lathered her back. I again used my hands to scrub her back and buttocks, running my fingers between her cheeks and tentatively probing her anus slightly. She didn't object so I scrubbed it a little more delving my finger into it to clean her a little and see how she liked the probing. 

With my other hand soaped up I reached around and massaged her breasts, fondling and then gently pinching her nipples. I eventually moved it down onto her pubic mound, and I slowly delved her pussy with my fingers. Here I was probing her anus with one finger on my right hand and her pussy with another finger on my left hand. I could see her beginning to get aroused as I continued to probe and play. After I had gotten her a little bit stimulated I told her to rinse off and I would finish washing her. She did and when she turned back to me I took the soap and dropped to my knees so I could wash her legs. I soaped up each leg and then set the soap aside and began slowly running my hands up and down her smooth and shapely legs working up a lather. I would deliberately slip up between her legs now and then and slide into her pussy which was now dripping from something other than soap and water. After a few minutes of this I took one foot and told her to hold on while I put her foot onto my leg and rubbed and washed her feet. I managed to do this despite my throbbing erection that kept getting in my way. After I finished with her feet she rinsed off again and then turned back around as I stood and put my arms around her when she did. I lowered my lips to hers and began a slow and deliberate kiss as my hands wondered over her wet and soft body. I massaged her buttocks and her breasts and then moved it between her legs as we continued to kiss and probe each other with our tongues. 




The Ad



In this age of technology, they met in the old fashioned way, via newspaper personal ad. He had been, unsuccessfully, dating friends of family and friends of friends. Ever since his divorce, he had seemed too desperate, too needy, too whatever excuse they wanted to offer. He was just trying to show his true self, no holds barred, him, raw. As a last ditch effort, before joining those he considered foolish trying to meet someone online, he thought he'd try a personal ad in the local paper.

Against all counsel, his ad read: 'Divorced white male, age 47, educated, part-time veteran owned business owner, full time engineer. Likes landscaping, woodworking, fishing and writing erotica. Looking for a woman, in her early 30's to late 40's, not afraid of my likes, willing to be my friend and perhaps more later. I am a survivor of a domestically abusive ex-spouse and will flee if I see the warning signs. Please reply to PO Box listed."

I know, he practically drove the nails in his own coffin, but believe it or not, he had several offers! They were mostly of the following tone: I know you are hurting and I'd like to see if I can ease your pain, blah, blah, blah. They were looking for a "fixer-upper" a "project" man, if you please. What a catch, educated engineer, business owner, just slightly damaged.

He saw through that and didn't want to be anyone's "project". He had already dealt with his demons and was ready to get on with his life. Just as he was about to give up looking through the pile of "project" mail, one caught his eye. It had an "attention to" on the envelope. "Attention to: gentle sensitive man with strong inner strength"

He decided to try this one just in case. As he read her reply to his ad, tears welled up in his eyes. She "got" him; understood him without even knowing him. Her reply, "You are a strong man to have lived through what I imagine was hell, disguised as love. A man with an unending capacity for love, support and care; one who is deserving of a woman who accept him without reservation, judgment, or criticism. If you are interested in meeting me, this is where I will be on this day. You won't need to wear anything special; I'll know who you are."

The date was this Saturday, at 3 pm, in the local park, not far from his house. He made up his mind to show up as she sounded sincere and knew him without having met him. The entire week at work flew in anticipation of his "date". Saturday afternoon, as the hour approached, he vacillated several times before he told himself he was just being silly. He could always just walk away.

He decided to walk to the park 5 blocks away. As he approached, there were many people sitting about on the lawn, on benches, alone, with others, but no one that seemed to draw his attention. As he slowly walked by the ball court, he sensed someone behind him. Turning, he found himself face to face with his next-door neighbor. She had divorced her husband several years ago, and as he found out, was also a victim of domestic violence.

She knew his pain, his ordeal, his journey; and she was the last person he ever suspected would be attracted to him. He had seen her as she left on her dates. So many different men, that he thought she must surely be running a brothel, or escort service. It never dawned on him that she was just sifting out the wheat from the chaff, looking for the soul that would complement her.

She knew from the ad who he was. She found it endearing that he listed everything that interested him, including the erotica. She was a fan of the Harlequin Novels and was interested to see what he had written, and how it reflected on his inner soul. They walked and talked for hours. He instantly knew she was no escort, because she understood him too completely to have not been through this herself.

They went to his house and sitting on the porch, laptop in hand, he brought up his blog and turned it over to her to read. She read every blog, even the extremely racy ones. Laughter and tears; the occasional tsk, tsk as she read the incestual affairs, eyes over the screen, eyebrows arched up as she read about the young lovers and the multiple partners. When she got to his later writings and the emotion that poured from them, her eyes welled with tears. Setting the computer down, she looked at him, held him and cried on his shoulder.

He was bewildered at her behavior, not knowing quite what to do, or what was acceptable, he followed his heart. He rubbed her back, held on to her and let her cry it out. As the sobbing subsided, she raised her head, her face so close, he could feel her breath as she exhaled through her nose, she closed her eyes and kissed him, softly at first, then with more passion. Her mouth parted and her tongue probed his mouth with passion. Several minutes later, as they held each other, she told him, "Your raw sexual passion, your transformation, and your deep running emotions overpowered me. When you only held me, and let me know you were there, without trying to fix what was wrong, you showed me your true love, compassion and empathy for another human being.

"I think we will have fun exploring, writing, and finding out about each other. Now, about Elle, was she really pierced down there.....?"



The Ad



I never thought I would find myself in a situation quite like this, yet here I am. On my hands and knees on a bed, ass sticking straight out, as a hot "girl" stood behind me slamming her huge cock in and out of me like no tomorrow. To you it probably seems like I'm not the type of guy who is into that sort of stuff, well you're right, I'm not like that at all, I am not gay in the least bit. Never even had a single thought in all twenty' four years of my life of being with another man, let alone a shemale. So you may be asking yourself, why then am I with a shemale right now in the first place, right? Well...to put it simply, I was curious...and I originally had no intentions of having her fuck me. 

Really though, everything had been going according to plan, at first...I guess really, it was my own foolish fault. Let me start at the beginning just to make it so everyone understands the story better... sound good?

My name is Tyler White, I'm twenty four years old, I live in Philadelphia and I work as a kitchen assistant at a local bakery. My job is pretty simple, just cleaning dishes, crushing up boxes in a really cool machine, general cleaning and mopping the floors at night. 

I've lived a relatively normal life. I was your typical "player" sort of guy, always with a new girl ever since my early teen years. I never, ever, had any trouble finding a girl or getting laid, but what I did have trouble doing was keeping the girls I would hook up with. I had never been in a serious long term relationship. 

In fact I think the longest relationship I've ever had was about six months or so, before we broke up after she found out I slept with her best friend. Yeah, that was me, I had been that way for as long as I could remember. Hey though, it wasn't like I was proud of being that kind of person, really I was far from proud of it, at least anymore I was.

I had been seeing a girl named Sara for about eight months now; the six months relationship I mentioned was my longest relationship, before the one I just ended. In truth, I had been falling for Sara, slowly but surely without even realizing until things went a little sour. I got a little taste of my own medicine so to speak, when I caught her fucking a friend of mine in her bed.

That was two days ago, and to my own surprise I had actually been really depressed since it happened. She'd offered no excuse, not that any excuse she could offer would justify her actions, but it still made it hurt worse to know that she did not even feel any remorse. Now I guess I understood how all the girls I had done that to in the past had always felt. 

It was a bit of an eye opener and had left me feeling ashamed of who I was and the things I had been doing since I was in freshmen year of high school; no more, I told myself. I was going to change, I was going to be a good man, find a beautiful woman and treat her right, marry her and have a family.

Maybe, not just yet though...

I woke up on a Thursday morning and had to get ready for work. I drug my feet the whole time that I was getting ready, taking a shower and putting on my uniform. I was still feeling pretty down and not looking forward to an eight hour shift at what I considered to be hell, but what could I do? So, I put on my fake smile, got ready and made my way to the bakery where I worked. 

Even there though, I just kept dragging my feet, thinking about Sara, that mental image of her fucking my friend burned into my head. When my break rolled around at about 12:30, I stepped outside and lit up a cigarette, taking a deep drag off of it and blowing the smoke out. The door to the shop opened behind me and one of my co-workers, Larry stepped outside.

"What's up Tyler," he said. "Got a light dude," he asked, flashing a cigarette for me to see. I fished through my pockets and pulled out my Zippo lighter, flicking it open and lighting his smoke for him. 

"What's up with you Tyler? You seem so bummed out; it's not like you."

I didn't exactly want to talk, but Larry was a cool dude and I wasn't about to be disrespectful to him or push him away. Plus, I couldn't act that way at work anyway, it would only make me look bad in the end."I caught my girl fucking some dude the other night,"

"Damn bro," he replied. "That really sucks."

"Yeah...it's what I deserved I guess. I've done the same shit to so many girls over the years it's ridiculous. I guess you could just call it karma."

He gave me a pat on the back, taking a drag of his cigarette as I threw mine to the ground and stomped it out. "Well, cheer up buddy," he said trying to bring a smile to my face. 

"Plenty of ladies out there on the fields...I'm sure you know that yourself though, since you were such a player before this girl."

"Yeah, but I don't know Larry. I mean, maybe I'm not meant to date."

"Nah, don't say that, everyone is meant for someone."

I wasn't so sure, I thought, as I leaned back against the wall behind me and looked up at the grey sky above, it looked like it was going to rain any second. I sighed, pushing away from the wall, and checking the time on my cell phone getting ready to head back into the bakery and end my break.

"Maybe you need to try something new," Larry suggested.

"New? Like new what? Not much of anything new about pussy to me Larry,"

He laughed, and for the first time I even cracked a slight smile, even though it was brought on by my own attempt at making a joke. 

"Like, take a break from women."

"Larry...I don't know if you know this, but I'm not gay dude."

"Who says you have to be gay man? It's just for fun right? Listen, if you don't dig dudes, that's fine. But sometimes it's cool to step outside the boundaries and try new things, you know? Why not try with a tranny?"

"A tranny," I laughed. "Like chicks with dicks?"

"That's another word for them," he chuckled, putting out his cigarette on the wall. 

"Check out Craigslist man, under the casual encounters ads give it a try. You'd be shocked to see some of them aren't half bad looking, I've seen a few who could really fool a guy until they drop their panties. And no one says you got to take it in the ass or anything, you'd be the one dishing out the fucking if you know what I mean."

I spent the rest of my shift considering what Larry had suggested maybe it was a good idea to try something new. At the same time though, the idea of hooking up with another man made me sick to the stomach. I was like I said earlier, far from gay. I had never entertained a single thought of homosexuality in my life, so how would I 'step outside the boundaries' if I wasn't interested in anything but women? 

Being an eight hour shift, I got two breaks, so at 3:00 I went outside again and went onto the internet through my cell phone. I went straight to Craigslist and started scanning through the casual encounters section under "T4M" meaning transsexual for male. 

Most of the ads on there had pictures, and though some of them did not show faces, the ones that did actually didn't look to bad. If you looked close enough at most of them you could tell they were not born women, but they still did look feminine enough for my eyes. I was having trouble getting past the idea of having sex with someone who had a dick like me, but I took into account what Larry had said; no one said anything about me sucking cock or getting fucked in the ass. 

So what was the harm in any of it really, right?

I could find a "girl" set the meeting up, get my dick sucked and fuck them in the ass, and that would be that. Plus, I loved anal sex; so hooking up with a transsexual was the perfect excuse to have anal sex. I continued scanning the ads and finally found one that I liked, the description identifying them as a passable Cross dresser or Transsexual. I opened the ad, and was surprised to see a pretty attractive looking "girl" picture staring back at me on my screen.

Her name was apparently Lacey, she had blue eyes and red hair.

Twenty four year old passable cross dresser looking for someone to spend the night with. I am versatile, so I can fuck or be fucked or both, whatever you prefer. Give me a call if you think you're the one for me. Lacey,

The phone number was listed down below and I selected it and opened the options menu, clicking the "call" selection. I put the phone up to my ear and listened as it rang once...twice...three times, and then finally half-way through the fourth ring, I heard a soft click followed by a sweet and gentle voice coming from the other end.

"Hello?"

I froze...was I really going through with this? Did I have the balls to do this...I knew she definitely had the balls.

"Hello," she repeated and I broke out of my trance, answering quickly before she would hang up thinking no one was on the other end.

"H-Hi," I stammered. "Is...is this Lacey?"

"Yes it is; whose calling?"

"Hi...my name is Tyler, I'm responding to your Craigslist ad?"

"Oh, hey," she replied her voice changing to one of excitement. 

"I'm really glad you called me; I'm really horny baby. You want to come over?"

It was now or never, I thought, pushing myself to give her the answer she was waiting for. 

"I would love to," I answered. "I'm at work right now though...I get done at 5:00, so any time after that is good for me, how about you?"

I could not help the sudden feeling of anxiety and fear that I must sound like a total fucking douche bag or something...I shrugged it off, trying to keep my calm and continue this conversation to the end.

"Sure that's fine with me; what time can you be here?"

"Well...how about 6:30?"

"Sounds good," she said happily. "I'll text you my address, okay?"

We hung up and about a minute or two later I received a text message from her cell phone number with the address and a brief list of directions to get there. I sighed, my stomach in knots, stood up and went back inside the bakery to finish up my shift. 5:00 could not get here fast enough, When my day was finally over with, I made my way straight home in quite a rush to get cleaned up and get to Lacey's. 

I was a nervous wreck, and a huge part of me could not even believe I was doing what I was about to do. I took a shot of Jack Daniels just to try and push down the worry; I convinced myself that this was no different than any of the other times I had fucked random people. Except this time, it was someone from Craigslist and it was a transsexual, this time, I'd be fucking someone with a dick, instead of a pussy.

A quick shower, something to eat, and then I was out the door again and making my way to Lacey's apartment. According to the directions in the text message, she lived somewhere on Cottman Ave., up closer to the Boulevard. 

I knew there were shops up and down Cottman in the direction of the boulevard, and most of those shops all had apartments over top of them. So I assumed she probably lived in one of those studio apartments over top of some pizza shop, bar or any other place that I would drive past on the ave.

I followed the directions and within fifteen minutes I had arrived at the address, to find that I had been correct; Lacey lived over top of a pizza shop right by the Boulevard. I parked my car, walked up to the door and stood there for a few moments before getting the courage to continue.

There were two door bells, one for the top floor and one for the bottom...the text message said to ring the top bell. So I pushed it, and held it for a few seconds before letting go. A minute went by and nothing; than a few more seconds passed, and still nothing. I was beginning to feel anxious. Maybe I had held it too long and pissed her off. Maybe she got tired of waiting for me and went out. 

Maybe she had been fucking with me, maybe it was a troll and she was just looking to lure horny men like me to her front door only to be met with no answers when they ring the door bell. Maybe, I should shut the hell up and stop worrying so damn much, I thought to myself.

Finally, I heard someone yelling from behind the door to hold on a second and a few moments later the lock clicked and the door swung open. There she was; the same face I had seen in the picture on the Craigslist add. 

"Lacey?"

"Hey, you must be Tyler?"

"That's me," I laughed nervously.

"Well c'mon in cutie," she smiled pushing open the screen door for me. I stepped inside and she closed it behind us, before leading me up the wooden stairs to the top floor. 

When we reached the top, I was surprised to find that she had a pretty nice apartment; like I figured, it was a studio apartment. The walls were painted a light blue, the floors were hardwood. There was a beautiful kitchen with a small card table sitting in the middle of it for eating. Down the hallway, I could see three doors; one probably for the bathroom, one probably a room-mates room, and the third I assumed was hers.

"So, make yourself at home," she spoke up breaking my train of thought. "You want a drink?"

"Uh...water is fine, thank you."

She filled up a glass and handed it to me. I took a sip and she motioned for me to sit down at the card table in the kitchen with her. We both took a seat across from one another and she smiled at me, noticing how nervous I looked. 

"You're a first timer, aren't you," she asked. 

"Uh...what?"

"I can tell; you look absolutely terrified," she said, unable to help but laugh. 

I chuckled, looking down at the glass of water and realizing how ridiculous I must look right now tapping my foot and drinking the water like I had never had a drink in my life. 

"It's okay," she continued. "I'm good with first timers. So tell me Tyler, what is it that brought you to a girl like me? Are you an admirer?"

"Admirer?"

"You know; a guy' who takes interest strictly in transsexual women and cross dressers?"

"Oh...no, I uh, I'm totally new to all of this. Just sort of a spur of the moment,"

She seemed intrigued at that and she leaned back in her chair. 

"So, how does a totally straight guy like yourself come about looking for a t-girl out of complete randomness if they're not an admirer?"

Here's where it got interesting; I decided to just be straight forward with her, since she looked like she would probably just laugh, and tell her it was my friend Larry's idea. I told her the whole thing, how depressed I was, how Larry suggested I try something new and how he had recommended hooking up with a shemale, and as I assumed Lacey found it funny and laughed.

"Okay then, you give a new definition to curiosity killed the cat,"

"Yeah? Yeah... I guess I do don't I? Sorry," I laughed.

"Don't be," Lacey said scooting forward in the chair. 

"Your cute, and if you're the cat than I guess I'm a fan of cats. So what is it you want to do?"

I thought about that for a moment; I hoped that she wasn't going to be pissed off when I told her I was only interested in being a top, since her ad specified that she liked to do both. I was still turned off at the idea of sucking cock, or getting fucked in the ass, so there was no way any of that was going to happen.

"I'm just looking to be a top," I said as my nerves began to settle.

"Oh? Well that's a rarity; most guys who come to me want me to shove my cock up their ass and treat them like my bitch. But' I have to say, it's been quite some time since I got a good pounding myself...so I don't mind,"

There was something about the look she was giving me now, sitting across the table from me, smiling seductively...she had a look that made it seem like she wanted to pounce over the table and tackle me to the floor. Somehow, that look gave me a sudden rush of blood to my groin and I felt my cock begin to stiffen in my pants. 

I was surprised that I was already so aroused, and we weren't even doing anything sexual yet; it was just that look in her eyes, it was just driving me crazy. She stood up finally, and instead of pouncing over the table like I thought she was going to do, she walked around the side of it slowly. She placed a finger on the card table and drug her hand over the surface as she stepped ever so slowly towards me.

She stopped right in front of me, and sat down slowly on my lap, draping her arms over my shoulders and leaning in close. Her eyes were lined up perfectly with my own, as were her lips, I could smell her scent. She was wearing perfume of some sort, and I found myself getting even more aroused by her sitting on my lap and the smell of her perfume. 

She was intoxicating,

And then, it happened... before I could speak, or do anything myself, Lacey moved in and kissed me right on the lips. It was soft and gentle at first, but within seconds it was as if a fire had been ignited. I felt her tongue rubbing at my lips, requesting permission to enter, and as soon as I opened my lips and welcomed it inside we broke out into the most intense make out session I had ever encountered. 

I pulled her closer to me, kissing her passionately, with my cock throbbing in my boxers as we went at it together.

Our lips parted, but our bodies did not; her mouth went right for my neck, biting, sucking and licking, leaving a rather large hickey in the place of her lips when she was done. From there, she almost literally ripped my shirt off and threw it to the wooden floor before planting her mouth on my chest and leaving a trail of soft wet kisses from my collar bone to my left nipple. She traced a circle around my nipple with her tongue, and I moaned, leaning my head back and running my hand through her hair as she sucked my nipple.

From there, she went for the other one, licking and biting it gently, before moving back up to my neck and then licking my earlobe. This girl was crazy, she was making ME crazy; I had never felt so hot in my fucking life.

As quickly as it had begun, it had come to an end, as she slid off my lap and onto her knees; the beginning of something even better was right in front of me. She smiled innocently up at me, her red locks of hair covering her face as she reached up to undo my zipper and button. She unzipped me, grabbed hold of the pant legs and tugged. I lifted my ass up off the chair to allow her to tug again, and she pulled my jeans along with my boxers down to my ankles. My raging hard cock sprang free immediately, standing at full attention and a tiny bead of cum was visible leaking from the tip already.

"Mm," she said as she began to stroke it softly. 

"You're big and hard; I love it baby. I can't wait to feel it inside of my tight, little asshole." 

Just the thought of me fucking her ass made my dick throb even more, as she continued stroking it slowly at first. I groaned, leaning my head back and waiting for her to give me more....her hand felt great, but I wanted something else. I wanted to feel her warm wet lips, the same wet lips that had kissed me all over a few minutes ago, wrapped around my cock sucking me dry.

She must have read my mind, and it wasn't long before I had gotten exactly what I wanted. She started out by teasing me with her tongue, licking the tip for a few seconds and then moved down to my balls. 

She licked and sucked each one, one at a time, and I groaned at the incredible sensation. From there, she ran her tongue up the length of my seven inch cock to the head, swirling it around the head before finally swallowing me whole. She took my entire length all the way to the back of her mouth and immediately began bobbing her head in a perfect rhythm. I was in heaven, as she sucked and stroked and I was also amazed at how well she could deep throat me. 

It wasn't so much my size, I didn't think at least, but most of the girls I had been with over the years had never been able to deep throat me. Not all that well anyway, the few who could were only as good at it as they wanted to be.

Lacey though...she was an absolute fucking expert at deep throat. This girl seemed to absolutely love sucking cock, and that was another trait that I admired and never before had I seen in a real girl. I had never met a girl who actually LIKED to give head; they always wanted you to eat their pussy, but when it came time to suck your cock they would only do it because they felt obligated. 




The Ad



Lacey was loving every second of it though, just as much as I was. That actually made it even more enjoyable, to know that she liked what she was doing and that she wasn't just doing it because she felt she had to.

I could feel the pressure building up in my balls, and I knew if I did not stop her soon I was going to cum way too soon for my own comfort; grunting, I tensed up and bit my lip. "S-Stop," I struggled to say. 

"I'm gonna...cum,"

"Mm," she hummed with my dick still in her mouth. The vibrations sent shivers up and down my spine and I gasped, lightly pulling her hair but not hard enough to hurt her. 

"I'm going to cum...if you don't stop,"

"Good," she said stopping just for a brief second before swallowing me whole once again. Good, I thought? No, I didn't want to cum...not yet anyway. I didn't want this to end, especially since I had yet to get the chance to fuck her in the ass. If I came to soon, there was no guarantee I could get it up again to bend her over and shove it up her asshole, but she did not seem to have any intentions of listening and stopping.

Before I could protest any further, she started humming against my dick and kept going with it, and that was all it took. I couldn't take anymore, I tensed my entire body, throwing my head back and letting out a moan so loud I was pretty sure who ever lived in the apartment downstairs had to have heard me.

I could feel the head of my cock pulsating, shooting a massive load of cum into Lacey's mouth, and she swallowed every single drop like a champion. As I felt my cock draining, my body began to loosen up and I slid back down in the chair, feeling like I was suddenly floating on a cloud. My orgasm subsided, much to my dismay, and I felt Lacey licking my cock clean. She looked up at me and giggled at the exhausted look on my face.

"You tasted really good, you know that?"

"Thanks," I laughed. "You did a great job; I didn't want to stop though."

"Oh, that's okay; I can get you hard again,"

Before I could say anything, she had swallowed my still semi-erect cock once again and sure enough, I felt it begin to stiffen once again within seconds. Once I was fully erect again, she pulled away and smiled up at me.

"I told you so,"

"Yeah, I guess you did," I laughed. 

She stood up now and I watched as she slowly pulled her shirt over her head, tossing it to the floor next to mine. She proceeded to reach around behind her and unclip her bra, throwing that aside as well and unleashing her amazing tits. It was kind of hard for me at this point to believe that 

Lacey had been born a man; her body was incredible. She looked, acted and even to a degree sounded like a woman. And' she had the most beautiful breasts I had ever seen on any woman before, making my cock as hard as it had been in the beginning of our session. 

"Like what you see?"

"Oh fuck yes,"

"Good...because we're far from finished here babe."

She sat down on my lap, once again draping her arms over my shoulders and leaning in to kiss me passionately. We made out for a few seconds, and then she pushed herself up slightly and shoved her breasts in my face. I was so horny right now, I wanted to throw her on the table, tear off her pants and shove it up her ass. 

It took everything I had to restrain myself. She backed away now and started doing a strip tease for me, slowly but surely unfastening her pants and sliding them down her smooth, beautiful legs. She slipped out of them, kicking them across the floor and now she stood before me in nothing but her panties. 

I could see the bulge of her cock in the front of her underwear, and I felt some of the old familiar feelings of anxiety return. They did not last long though, before she slowly turned around and slid her panties down, bending over and revealing her perfect, smooth, round ass for me. 

"Does that look like a man's ass to you baby?"

"N-No," I stammered. "Absolutely....not,"

She looked back over her shoulder and laughed. 

"Good," she said. "Now how about we go to my bedroom, and we can really get this party started." 

She turned around to face me, and there it was; dangling between her legs, was a huge cock, semi-erect, probably about eight and a half inches long. Definitely, a lot bigger than my own. Still, I had no protests, as she took my hand and pulled me from the chair and I let her lead me down the hallway to the first door. 

She pushed the door open and pulled me into a small bedroom. There were clothes on the floor in a pile that was obviously meant for laundry; there was a flat screen TV planted on a nice looking entertainment Center right next to the bedroom door. She had a mattress, but no frame, and so the bed was planted on the floor with a bunch of pillows and thick white blankets sprawled out over the bed. 

Lacey pulled me to the bed, and we both lay down, me on my back pulling her on top of me. She was sitting on my lap now, and I could feel her ass rubbing against my throbbing erection as she smiled down at me with that same seductive look she'd given me earlier before we started kissing. 

She leaned in close, kissing me again, with just as much fire as before and I groaned, losing myself in her lips once again. She broke the kiss long enough to reach for a bottle of Astro Glide sitting on her nightstand and a Lifestyle Condom handing both items to me. I ripped open the condom wrapper, unrolled the latex over my hard cock and she took the lube from me, opened the cap and poured a generous amount all over my cock.

She then poured some extra in her hand, sitting the bottle down and reaching behind herself to rub the additional amount all over her asshole.

"You ready for me to rock your world hardcore, baby?"

"I am," I replied anxiously as she continued rubbing against my cock.

"Good, cause I am too,"

Wasting no more time, Lacey pushed back against my cock, we both tensed up and I grunted as I felt my cock pop into her hot tight asshole. Oh god, was it fucking tight; she'd said earlier it had been a while since she had been the one on the receiving end. That was probably reason number one behind the vice fucking grip that her ass had on my dick right now, but I loved it.

She moaned as she lowered herself all the way down on to me until I was balls deep inside of her. At that point, she laughed lightly and started grinding on me, moving up and down on my cock taking me in and out of her ass. 

I grabbed her by the love handles, and sank into the pleasure that I felt from her riding me like a horse. Her ass was so much tighter than any real girl I had ever fucked before. Her own dick flopped around as she leaned back, placing her hands on the mattress on either side of me to support her weight as she began riding me harder and faster.

As she moved up and down, her cock grew harder, flopping about still and leaking pre-cum. She started moaning, breathing heavy and calling my name and a sort of animalistic urge came over me. 

I'd experienced it before during sex, but this time it was much more intense. I moved my legs out from underneath of her and flipped her over onto her back, in missionary, wrapping her legs around my waist. She squealed as I flipped her over, and then giggled as I began pounding her ass with long hard strokes. 

The sound of our sweaty bodies slapping together echoed through the bedroom, both of us moaning and grunting, our lips making the familiar sound of two lovers kissing. Between us, I could feel her cock rubbing against me; I could feel something wet leaking out of the tip, and I realized she was Cuming without me even having to touch her down there. 

I picked up the pace, fucking her harder now and she started moaning much louder as I did.

"Oh god, oh fuck that feels good. Tyler, fuck me baby, fuck me!"

A few more seconds, and I could feel the pressure building up again; I was just about there. I was almost ready to cum, but before I could she suddenly pushed me off of her. I was shocked, and for a moment I thought I had hurt her without realizing, but I quickly realized that was not the case when she moved onto her hands and knees, pointing her ass at me.

"I want you to take me from behind," she said in a sexy voice.

"Sounds fucking good to me," I replied, moving behind her. I gave her Ass a smack and she squealed again, then laughed as I grabbed her by the hips and pushed right back into her asshole. We resumed fucking, as though we had not even stopped, me pounding her long and hard, the pressure immediately building up once again. 

I reached around and grabbed her cock, instinctively...honestly, I have no clue what had inspired me to do that. But' I found myself jerking her cock as I fucked her ass, and she cried out in pleasure as she suddenly spewed cum all over my hand and all over the bed sheets. Her body trembled underneath of me, as she screamed, her orgasm washing over her like a massive tidal wave.

Just seconds later, I felt my own cock erupting inside of her. I buried myself up to the balls in her ass, and came harder than I had ever came in my life. I felt it pumping drop after drop of semen into her ass, the latex condom holding it back. We both sighed in relief as it came to an end, and I slowly pulled out, collapsing onto the mattress beside her face down in the pillow. 

I was completely out of breath and exhausted as I lay there, trying to recuperate from my own orgasm. I turned over onto my back, and Lacey lay her head on my chest, running her hand over my stomach. My cock had gone flaccid now and was resting just underneath of her hand, and I could feel her dick pressing against my leg, also flaccid.

"So, I'd say your friend was probably right; I think you had fun, right?"

"Ha, fun doesn't describe it Lacey. That was just...fucking incredible,"

"He-he...no regrets then, right baby?"

"None," I replied honestly. I really had nothing to regret, I'd had so much fun I would even do it again if she offered. I'd come back to her on a regular basis if she was open to the idea. I looked at the clock on her nightstand...it was 8:30 at night. 

"Shit," I swore under my breath.

"What's wrong?"

"It's getting late; I have work tomorrow. I should head home now,"

I did not want to leave, but I knew I had to. So reluctantly, I sat up running a hand through my hair and going to reach for my clothes only to remember that I had removed them in the living room. I stood up, and Lacey stood with me, giving me a light slap on the ass. I jumped in surprise, but laughed and she gave her now trademark cute giggle that I had come to love so much.

"So, what about the payment,"

What? Had I just heard right; had she just asked for a payment?

"Uh...w-what payment?"

She looked at me and started laughing, as though she thought I were joking. 

"Don't be silly baby; the payment. It said it on the ad, 150 for an hour session. You...you did bring the money, didn't you?"

That, I had indeed not done; I had no idea she wanted a payment. She claimed that it said it on the ad, but I had no memory of ever reading that. 

How was I going to break this to her, without losing her respect and pissing her off? I did not want any sort of confrontation, or an argument that could lead to the police being called. I'd honestly had no idea she was an escort, I just thought she was like me, looking for a "casual" sexual encounter.

"I...must have missed that," I replied.

"You don't have the money, do you?"

"N-No," I said reluctantly. She sighed, shaking her head. 

"Why didn't you bring it? It says it on the fucking ad Tyler, are you kidding me?"

"I swear I didn't see it; I mean, maybe you forgot to write it and didn't-"

"No, Tyler I did write it, okay? I always go on Craigslist, and I always use the same ad, and anyone who shows up in response to it always brings the payment of $150, except for you. I can show you if you'd like,"

I didn't have a chance to reply, before she quickly moved across the bedroom to her computer on the left hand side of the room, her cock swaying back and forth between her legs as she rushed to the desktop. She sat down, opened up the internet and went to Craigslist pulling up the ad for me to see.

I stepped up behind her, looking over her shoulder, and there it was, what I had somehow so easily managed to miss... 

Twenty four year old passable cross dresser looking for someone to spend the night with. I am versatile, so I can fuck or be fucked or both, whatever you prefer. Give me a call if you think you're the one for me.

A donation of $150 is requested please, and thank you. Lacey,

"Fuck," I mumbled. She turned around in her chair, leaning back and folding her arms over her breasts staring up at me and waiting.

"Well?"

"I...I don't have it okay? I'm sorry; I didn't see that part, so I don't have it. Can I bring it to you the next time or something like that maybe?"

"I need it now," she said annoyed. "I have to pay a very important bill tomorrow, that's why I posted the ad today in the first place."

I was starting to feel bad now, and thought perhaps I could go to a nearby ATM and take out the money...but as I searched my wallet, I realized I had left my bank card back at my own apartment. 

"I don't have my card,"

She shook her head in disbelief and sighed. 

"Fine," she replied finally, "I can get my roommate to pay the bill even though it's my month to do it but I'm going to catch an ear full just for asking it of her. She's going to be really pissed at me because it's my month to do this."

"I'm sorry-"

"Sorry isn't good enough; I don't want to catch shit from her, but I have to. So I think, you should maybe make it up to me. After all, you were supposed to pay me and if you had paid a little more attention to what the ad said at the end, I would not have to worry about getting bitched at by my roommate later."

"Okay, fine," I replied. It was my own stupid fault for not paying closer attention, so I supposed that I owed her that much. 

"What can I do to make it up to you? I'll make it up to you however you want me to do it."

She smiled then, and suddenly I felt a little uncomfortable as she stared up at me. 

"Oh, you well do it however I want, that's for sure; you want to pay me back so badly? Well, you can start by getting on your knees and sucking my cock right now."

"Are you serious?"

"Serious as a heart attack,"

"Fuck...I'm not gay Lacey, I did not come here to do that."

"And' I was fine with that until you forgot to pay me!"

Damn, I thought; she wasn't going to let up on this one. I could tell by the tone in her voice, there was no talking her out of this nor was there any getting away with it, until and unless I submitted to her and did whatever she told me to do. Not that she could call the police if I said no or anything, but I would probably ruin whatever connection I had just developed with her by taking off and running away. 

That's not really what I wanted; I wanted to be able to call her again sometime and meet up again, maybe on a regular basis. If I ditched her, took off and left her without some sort of payment, I was ruining any chances I had of ever hooking up with her again.

"Okay...I'll do it."

She smiled, leaning back in the chair, and parting her legs just slightly so that her flaccid cock was more accessible. As I slowly, nervously, anxiously got down on my knees, I watched as it went from completely flaccid, to semi-erect right in front of my eyes. I felt my stomach twisting into knots as I found myself face to face with another cock besides my own for the first time ever. 

Look at the situation I had gotten myself into here....

"Okay," I mumbled, nervously. She grabbed hold of her dick and started stroking it until it was completely hard, standing at full attention. She was definitely big; I realized for the second time tonight, she was bigger than my own cock. Although, originally that had not mattered to me since originally I had not been expecting her to use it on me, but now things were different.

"Well? What are you waiting for? Get to sucking, Tyler."

Putting aside all of my anxieties, I opened my mouth and moved in slowly. I could smell sweat, a musky aroma that filled my nostrils and oddly enough I felt my own cock beginning to rise again. I gave the tip a lick, just to see what it tasted like; salty, and still rather wet from when she had come earlier while I was fucking her. It was probably mostly cum I was tasting that was so salty actually. 

It wasn't a very bad taste though, and so I proceeded with a little more confidence, by swirling my tongue around the head of her shaft. She groaned, and smiled down at me as I licked the head, and then started taking it further. 

I wrapped my lips around her cock, taking her as far down my throat as I could manage before I started to choke and gag. 

"Mm, good boy... that's it Tyler, suck my big fat cock."

And suck it I did, bobbing my head up and down slowly and trying to reenact the same moves she had used on me earlier in the living room. I was digging deep into my brain and pulling out all the tricks I always wished a girl would use on me during oral sex; I knew what got me off, so I figured those same things would probably get her off as well, since we had the same equipment.

Soon enough, I was sucking, stroking, bobbing my head and humming as she had done to me earlier and from what I could tell Lacey was definitely having fun. She had sunk down into her computer chair, gripping the arms of the chair and moaning loudly. She started to thrust her hips upwards, pushing her cock in and out of my mouth; she grabbed my hair and started doing this a little faster now. 

She was pretty much fucking my mouth.

She pushed me away suddenly, stood up from her chair and shoved me back onto the mattress before climbing on top of me. At first I had no clue what she was doing, until she planted her ass on my chest, her cock inches from my lips and then she slid forward and shoved it back into my mouth. 

She leaned over me now, thrusting her cock down my throat gagging me in the process. I grunted, choking, saliva running down the corners of my mouth. 

I could feel her wet balls pressing against my chin as she fucked my throat with such skill, I almost felt for a moment like it was supposed to be this way. Like I was supposed to be laying here, being treated like a cock sucking whore by a hot ass fucking shemale. 

Just as I was starting to adapt to what I was doing, Lacey put an end to it by pulling her dick from my throat and slipping off of me quickly.

"Turn over and get on your hands and knees, right now."

"What?"

"I said turn over, on your hands and knees, right now you little whore!"

Wow...she had suddenly become very demanding. Oddly enough though, the way she spoke to me seemed to turn me on even more now. I obeyed, turning over, but apparently not fast enough because as I rolled over I felt the searing hot sensation of her hand smacking me across the ass.

"You little bitch," she said. "I'm going to pop your anal cherry, right now."

I believed she would; I knew she was going to ram that big cock up my tight virgin asshole, robbing me of my heterosexuality. And' yet I was still so aroused, I stayed in the position waiting for her to do so...why was I so aroused? 

SLAP

"You want my cock, you whore?"

"Agh," I yelped as she hit me again.

"Say it," she yelled. "Say you want my dick,"

SLAP

"Ah, I want your dick!"

"You'll call me Mistress!"

"Yes Mistress, I want your dick mistress!"

SLAP

"Good boy...I'll give you just what you want baby." 

I heard the sound of the cap on the bottle of lube being popped open, and the bottle belching as she squeezed a handful of lube into her hand. She set the bottle down and leaned in close, and I could feel her hot breath against my asshole. Then, I felt something odd...it was warm and wet, running up and down along the crack of my ass. It wasn't her lubing me up, but what the hell it was, 




The Ad



I wondered. I looked back, and there she was with her face buried between my cheeks, licking my asshole as though she were licking a pussy. It was the weirdest sight, but also the strangest sensation, and yet it felt so strangely good.

Up and down she moved her tongue along my ass crack for nearly a minute, before she backed away and smeared the handful of lube all over my back side. She rubbed it all in real good, and then slowly pushed her index finger into my waiting hole; it felt weird, but with all the lube, I hardly noticed it until she was up to her knuckle inside of me. 

She started moving her finger in and out of my ass for a few moments, before pushing all the way back in and then slowly and carefully inserting a second finger. 

I grunted, feeling myself stretching as she pushed both fingers into me until they were up to the knuckles. Then, she began moving them slowly in and out; slowly at first anyway. After a few moments, she started moving them faster and harder.

She was roughly fucking my ass with two fingers now, rubbing my prostate gland and my cock was harder than it had ever been before. I felt a strange sensation, almost as if I had to urinate; however, when I moved my hand over my cock, I felt the familiar feeling of warm sticky cum leaking out of my cock rather than urine. This must just be the effect prostate stimulation had on a male's body, I thought. It was a weird feeling, but I did not dislike it.

"Your spreading real well for me baby," I heard her say to me. 

"You like the way my fingers feel in your asshole?

"Oh fuck...yes,"

"Yes...yes what?"

"Yes...Mistress," I corrected myself.

"Good boy," she said happily. "Let's try three fingers now." 

I tensed up, as she pulled the two fingers back and then pushed them back into me followed by a third. I bit my lip, at the sudden feeling of fullness. She pushed all three fingers deeper and deeper into me until they were to the knuckles, and then she held them there, rubbing them along my prostate gland. 

"Fuuuuck," I moaned, burying my face in the pillows.

"Nice," she said. "I think you're ready now; if you think my fingers feel good in your ass, just wait until I fill you up with my big fat cock. You're going to love it, I promise you baby."

I felt her pull all three fingers from my asshole, and I felt cool air rushing into my hole. She squirted more lube into her hand, rubbing it all over my ass and I could feel it running down over my balls as I remained as still as possible. Once she had lubed me up to the point she felt was good enough, she grabbed a condom and tore open the package. 

I wanted to laugh when I realized she was having a slightly difficult time opening the wrapper since her hands were wet from all the lube, but I bit my tongue, and waited for her to open it.

Finally, she ripped it open and pulled the condom from the wrapper. She placed it on the tip of her dick and unrolled it over her shaft, before tossing the wrapper aside and then moving closer to me. She leaned over me, her body pressing against mine, her huge tits digging into my back. 

I could feel her hard cock probing at my ass as she kissed my shoulder and whispered softly in my ear, "You're going to cum harder than you've ever cum before."

With that, I felt a pressure against my asshole, and then my ass spreading wide open as she pushed her mushroom shaped head into my anus. I grunted, gripping the sheets and trying not to scream in pain. Her dick was definitely a lot bigger than three fingers had been, and the feeling of fullness was a lot more noticeable then it was when she only had her fingers inside of me. 

Nevertheless, I held on tight, as she began easing her huge cock into me inch by inch until I felt her settle down against me and I knew she was in all the way. 

"Ohh fuck," she mumbled, sounding like she was in heaven. 

"You are so tight...so god damn tight baby, it feels so good."

I gave a soft whimper in response and she laughed slightly, rubbing my back and waiting a few seconds for me to adjust to the sensation before she withdrew about halfway and then thrust right back into me. 

I grunted, unsure of what to make of the feeling, and she waited a few seconds again. Then again, she withdrew about halfway, before slamming straight back into me. Each time she did this, my entire body would tremble underneath of her and I would grunt in pain and discomfort. 

After about a minute though, the pain began to subside just slightly and it started to feel more like I was trying to go to the bathroom, except instead of coming out it was going in...it actually felt good, I realized.

When Lacey realized I was beginning to like what I felt, she started to pick up the pace and started fucking me harder and faster. Faster she moved, withdrawing and slamming back into me, over and over again, repeating this same move faster each time. My grunting turned to moaning and she too began to moan in pleasure as she fucked my ass. 

Finally, she had moved from a slow pace, to a semi-hard pace to a point where she was pounding the living hell out of me, showing me no fucking mercy at all.

"Do you like that Tyler," she asked breathing heavy. "

Do you like my fucking cock in your ass baby?"

"Yes Mistress,"

"Say it louder Tyler," she yelled, smacking my ass hard. 

"I love it Mistress!"

She smacked me again, and then again, and one more time, all the while slamming her cock in and out of my asshole. 

"Do you like being treated like a whore, Tyler?"

"Yes Mistress, I do."

"Do you? Yeah, you do, this is how all those girls you fucked used to feel Tyler, do you like knowing how they all felt?"

"I do Mistress,"

"Good," she replied before pulling her cock out and flipping me over onto my back quite roughly. She lifted my legs, wrapped them around her waist and thrust right back into me. 

She was fucking me missionary now, and I could stare into her beautiful blue eyes as she ravaged my asshole. 

The burning feeling in the tip of my dick that felt like I had to urinate was back...it started growing hotter and hotter, and I was almost afraid I might have some sort of an accident and piss myself at any minute. 

Instead though, and this part seemed to come out of nowhere...my whole body went into a fit of spasms and I cried out in pleasure. I managed to lift my head off the pillow and saw that my dick was literally squirting cum all over myself. 

"Holy shit," I gasped as she continued pounding me even still. I was Cumming so much, I thought it was never going to end, and the rolling sensation of my orgasm just kept washing over me in waves. 

I had read about prostate induced orgasms before, and I remembered reading that if done properly, it could cause a man to experience some very intense body shakes and a pretty intense ejaculation as well. It was a lot like when a girl would cum, they could keep going and going as long as you knew how to keep them going. 

That was why the prostate was considered the male G-spot. 

"Fuck me," I found myself begging. "Fuck me harder,"

"What was that?"

"I said fuck me, please!"

"Okay baby,"

She started ramming in and out of me, and truth be told, it almost hurt a little. Just a little, but not enough to make me want to stop. I felt my body begin to tremble again as a second orgasm washed over me, followed by a third. Our bodies slapping together, I felt like I could live the rest of my life having sex like this as long as it was with Lacey. 

She owned my ass, and I was completely okay with that...why the hell had I not allowed her to do this from the very start? Not that I regretted being able to fuck her ass, but I certainly would have allowed her to claim mine much sooner if I had known it could be this good.

"I'm gonna cum," she cried out suddenly. "I'm gonna cum!"

I had already gone through three orgasms of my own, one almost after another and my ass was beginning to feel a little sore. Though I did not want it to end, I realized that it probably should pretty soon or my ass was going to be in some serious pain; as though it weren't going to already.

I squeezed my anal muscles around her cock, trying to egg her on, and it seemed to work because she cried out once again in pleasure and slammed her cock all the way into my ass. She held herself in that position and grunted, burying her face in the crook of my neck, and biting me. 

I groaned as I felt her cock begin to pulsate and I knew she had started to cum. The condom holding it back from pumping deep inside of me. She collapsed on top of the bed breathing heavily and stayed that way with me holding her for what felt like forever. 

When it subsided, I felt her begin to soften inside of me and she slipped out, before rolling over onto her bed. We were both drenched in sweat, cheeks rosy, and ready for sleep. Lacey sat up and removed the condom tossing it in the trash can next to the mattress before laying back down next to me.

"We good now," I asked, still out of breath.

"Yeah...just peachy. That was fucking hot"

I couldn't deny, she was right on that part; that was very hot indeed. I looked at the clock as she rested her head on my chest like she had done earlier...it was even later now then it had been the last time I checked. Almost 10:00 to be exact, and I was absolutely exhausted and had work in the morning.

"I have to go; I have to go to work tomorrow morning."

"Call out," she mumbled. "You can stay here with me tonight, and call out in the morning. Don't say maybe, don't say you'll think about it, just say okay."

After a few seconds of silence, I let the word she wanted to hear slip, 

"Okay."

I closed my eyes, as I knew she had already done and started to drift. It had been a long day and a very long night and I was beat. I had to process everything that I had just done, and I definitely would have to process the fact that sex with a shemale was a hell of a lot better than sex with a real girl. 

I didn't think I was going to fuck another genetic girl for the rest of my life... I was pretty comfortable with Lacey. Whether or not that meant us having a ROMANTIC relationship, I wasn't quite sure, but we would definitely be having something together. 

And that was actually very much okay with me!