Ok so this is my first post, and by the seems of things a bit of a lame one I will admit. I've been a ML addict for quite a while, uploaded a few images & videos of other peoples stuff and made a few gallerys of stuff I love, but never put anything up that was actually personal.

I've been with a girl (Lisa) since Uni, for just over 7 years. She's really a great girl who I have semi moved in with, it's my place and she stays over most weeks. I live in a small part of a quiet country but I'm from a large town. She's a country girl who's quite shy but made the first move on me back when we started, and from that point on things were great. 2 years in and after moving into a new place at uni a new girl, Jemma, moved in, and after a few months we had a serious affair (even to the point where she'd let me fuck her anally without any concerns. All the time I stayed with Lisa, and I felt bad for cheating on her like that, but I couldn't help myself for wanting Jemma. I moved back home from uni, and cut things off with Jemma after Lisa broke things off with me. I made the big effort and made a declaration to Lisa that I wanted to stay with her and meant to marry her. That was 4/5 years ago, and I stayed faithful as I wanted things to work out. I moved back to the opposite side of the country to be with her, and took a job down here to be with her.

About 2 months after taking this job I met a girl (Kerry) who used to have my job (running a bar/ hotel) before she went away travelling. She came back to start working while she decided on her next step in life, and the first time I met her I was having a meal there with Lisa. She walked over to me to ask for help with some problem they were having, and my jaw dropped. This Kerry was stunning. I dropped the meal with my GF to help Kerry out with this problem, and was instantly drawn to her. We spent 2 years working alongside each other, flirty banter rolling off our lips like there was no tomorrow and no consequences. The beauty of it being at work was that Lisa was never there to see it. Nothing ever happened between us, and Kerry took a job working on 5* international cruise liners. She'd be away for 4 months at a time, and back for 2 months or so. I never felt anything for Kerry beyond a severe lust towards her flesh, but whenever I was with Lisa it just disappeared because I love Lisa enough.

Lisa is that sort of girl that is lovely, seriously homely, and has never really moved away from her family farm. She has an awful habit of dragging me down a bit with little remarks about things I like or want to do, by simply disapproving of it, not that I really pay any attention to her protests but I still hear them. I know her whole family (after 7 years not suprising, since I lived with her immediate family for a year when I first started my new job), and they all love me.

Kerry came back some time last year, and left early September and it was like she'd never been away. We went straight back into the flirting, but working in hospitality you sort of expect that behaviour, and she's got that flirty personality that I just passed it off as her being herself. One night after she finished and sat drinking at the bar I drove her home, and when she went to kiss me goodnight on the cheek she tried to kiss me. I wanted Kerry to kiss me, but out of some sense of honour I stopped it, and told her that it was because of Lisa that it couldn't happen. She got out of the car accepting this, and I didn't see her again properly until about 4 months ago when she came home on an extended leave.

I came back to work after 4 weeks off, and she was back there. Same Kerry as always, and damned near every male in the village telling me how stunning she is, like I needed any reminder! We were back to the flirting, the occaisional innocent touch as we passed behind each other but nothing untoward. She refused to give me a goodnight kiss on the cheek when I took her home, until one night I called her up on it. From then on she'd ask for a lift home, kiss me goodnight and that would be that... We had our laughs, and we get on like such a goddamned house on fire that I felt like we were back to how we were early last year. We even played a joke on a customer, telling him that we had gotten engaged, and that I'd proposed to her in the supermarket. She made the whole story up herself, and all I had to do was go along with it. That night we had a few drinks behind the bar, and since I'd had too much to drive she told me in no uncertain terms that I would be staying at hers, in the spare room. We snook back into hers, she went to kiss me goodnight on the cheek as usual, and I felt her almost trying to kiss me again. I ignored it and went to sleep in the spare room as I didn't want to get back into that situation again (I didn't even know at this point if she'd remembered what she'd done last year).

Then last friday night happened. Now bear in mind, Kerry has haunted my thoughts since that first kiss. I dwelt on that attempted kiss, even until that Friday. Kerry and I were working behind the bar, she had a few drinks more than me and I took her home as per usual. We got outside her house and we went for the usual peck on the cheek and again she goes to kiss me. Now being as crazy about Kerry as I am, and after kicking myself for nearly a year about not accepting the last kiss I uttered "For fucks sake..." and kissed her back. After a half hour of making out, me taking her clothes off and winding up rubbing her clit through her panties she stopped me, and it got a little awkward. She told me it couldn't happen as I was "smitten" with Lisa, and that she had felt like such a fool for trying to kiss me the first time. Also that she had liked me back then, and after the liquid courage had tried to kiss me because of that. I told her that I had made my bed and that I supposed I ought to lie in it (with Lisa). She reminded me that I'm only 27, and we had a stilted sort of conversation, with her getting out of the car telling me that I needed to sort my shit out and not just for her sake.

I got back to my house with Lisa in bed at about 5am, with her all lined up to hostess my family around the area for the weekend. I spent all weekend with her slightly grumpy for no apparent reason to her, though it was really because I didn't know what the hell to make of the Friday night/ Saturday morning. This girl I had tried to convince myself that I didn't want had made another move on me, and I simply couldn't stop myself a second time... She's THAT hot! Lisa took my infernal family out for the weekend and did her best to take care of them, all the time I'm wishing to see Kerry again.

Tuesday comes around and Lisa decides that she's going back to the farm for the week as she needs to catch up on the work she's missed. Her self confidence is low in general, and I know she would be beyond distraught if she had any idea of what had happened Friday night, never mind the ensuing Tuesday night.

Kerry had arranged to have a few leaving drinks on the Tuesday night, as she was going away to a wedding today. One of my absolute best friends Barry was invited, though by a circumstance I wound up back at work on my own so they all came into my bar to be around me. Kerry, her sister, a friend of hers and another girl from work. Barry I know has a big thing for Kerry, as has most of the male population of the village. All of them sat the other side of the bar with Barry having a great laugh, but me with eyes only for Kerry. It got to 1am and I closed the bar, Kerry a total clusterfuck with drink after doing a few body shots off the other girl from work and a couple off me.

I went downstairs to cash up for the night, Kerry comes down to ask if she can have another round of shots even though we're after the license. I tell her of course she can, we chat a while before she says to me "Ok, so I'm going to go back upstairs because I want to kiss you right now, and it's bad". I tell her "Sometimes people do bad things" and she walks right over, sits on my lap and kisses the hell out of me. I've had enough of fighting the urge to get my hands on her and went back for her. I'm half watching the CCTV cameras to make sure no-one comes downstairs to catch us, and proceed to heat things up a bit. I eventually stop her, tell her to get her ass back upstairs and pour that round of shots out before some-one suspects something. She goes back up, I finish off cashing up and she's back downstairs for another bottle just as I'm putting the nights takings in the safe. I grab her again and kiss her, which she tells me "You think this is a game, but it won't last", and after a short making out she goes back upstairs.
I get upstairs, she leads me out the back of the bar out of sight and starts making out with me again, obviously I have no compunction about it by now and am eager just to get my hands on her.

Eventually we get everybody out for gone 2am, and I am told I'm giving her a lift home, to which we get in the car and we're instantly back on each other. We go for a drive and wind up out in the middle of nowhere, parked up in a layby on a tiny little country lane. We start talking about what happened, and how she's irritated that I have a GF, but that I kissed her. She tries to tell me that I must've known she's liked me for such a long time. I tell her that I couldn't have known as she seems to be like that with everyone, and that until she tried to kiss me on the Friday night I didn't know if it was just the alcohol that was what had made her try to kiss me the first time. She understood that, and we talked about how she had wanted me for such a long time, but thought herself such a fool for trying to kiss me the first time. She then told me that she's never really had a relationship with anyone as she has people she fucks, and people she likes, and never the twain shall meet. Until me. She really likes me for myself, my personality and the way we just suit each other, and obviously in a sexual way. I tell her about how much I've wanted her since I first laid eyes upon her. We talk then about her personality, as she likes new toys all the time; new gadgets, new clothes, new stuff all the time. I wanted to know whether it was just the thrill of a new thing, and that once played with and done with that it goes back on the shelf and is never wanted again, as that's what I don't want to become. She tells me she's not even sure if that's what it is, compounded by the fact that I belong to someone else and that I'm supposed to be unobtainable, but also that she wants more than anything to be with me. She also says that she intends to spend the remainder of the next 10 years working on Cruise ships.
She then says that she's not sure if I'm essentially just an itch that she has to scratch and that it would get me out of her system. I tell her "There's only one way to find out", to which she plants herself on me again. This time we kiss and kiss and eventually wind up getting naked in my car, I frig her off to the tune of 2 courses of multiple orgasms committing every moment to memory in case it never happens again. We don't fuck, but after eating her out and hearing her come so many times the 2 hours we spend at it become too much. We get dressed and I take her home, with her telling me that she wants to fuck me on the bosses desk. Kerry tells me she's going to kiss me again before she leaves to go back to the house, and we part for the day.

Then yesterday I knew I had to see her again before she goes away for another 4 months, and that I had to see if when she was sober she still felt the same. I pick her up after going for a meal with Barry, talking of nothing but her (and how she's said to him that on her wedding night she intends to perform the Selma Hyek dancer scene out of From Dusk Til Dawn for her husband!). We go for a drive and park up outside where I go to the gym, and we talk shit for an hour or so with me just resting my hands on her legs. She tells me she had better get back as she's done no packing, at which point I decide that I have to taste her lips again. We make out for another half hour at least, and we stop because she's leaving in a few hours. I take her home again, she kisses me passionately on her driveway and says goodbye.

She's as cold and dispassionate about people as I can be, and this makes it hard to read precisely what's going on... but it also makes her such a fucking ball-breaker!

I guess I'm posting this because I need some feedback on what I should do, I still love Lisa but I'm not sure that I can love her that much as I'm willing to do all that with Kerry? But if I'm not going to see Kerry for 2/3rds of the year? And what if I am just an itch that has been scratched, is it worth throwing away 7 years with a girl that is still devoted to me?

What would you guys do?

PS- thanks for reading.... I know it's fucking dull!

The following is not real. Some of you know have known me will recognize some of the people, but this is not how this actually happened. People suggested I try writing something else so here you go.

So, Im going to be straight up for a second. I think about fucking everyone I meet. I think about how they would feel under my hands. Or how I could make them cum. I think about what kinky stuff they might be into. Is the fat old charge nurse into anal? What would that paramedic do if I asked him to piss on me? Would the clerk that checked me out at the store rim me if I went down on him?
All of these and more race through my mind. Normally I push them out of the way. Sometimes I dwell on them, and try to find out. And that’s how it was with my father in law.
From the moment I saw him, I wanted to fuck him. Joe and I had just started dating and we had gone to his parents house. My future father in law (lets call him Frank) was a runner. Not just recreationally. He liked to do marathons and shit like that. As such, he was in amazing shape. Athletic and slim. His muscles were well defined under his skin, and he had the sharp facial figures like a sculpture. His hair was still black, aside from the gray that had begun to appear at his temples.
To be fair, I was in shape then too. More than one, actually. They were just circles of various sizes.
From that day forward, I wanted to fuck him. I wouldn’t say I was obsessed, but I did think about it often. I was still occasionally fucking Joe’s brother, so I would find myself comparing their cocks. Joe’s wasn’t small, necessarily, but it lacked his brother’s girth. I began to wonder what it would take to get Frank to fuck around on his wife. He had raised one son to have an intense moral direction. Joe doesn’t like anything I like in the bedroom, mostly because he finds it degrading to me.
On the other hand, his other son was a complete dirtbag. He was the one that came on to me first. To be fair, I kept it going after the wedding, but he could have said no. What kind of a guy fucks his brothers wife the day they leave for their honeymoon?
So what kind of guy was Frank? One of his sons was an outlier, but which one? And then what kind of woman would not only entice him to cheat, but to fuck his sons wife as well. It was the kind of challenge I rose to. I had to find out. It would be quite the accomplishment, fucking all the men in a family. Well, aside from mine, I guess.
It would be a process. A long one. Find out if he would cheat. Find out if he would cheat with a fat girl. Find out if he would cheat with a fat daughter in law. Finally find out if he wanted a whore or an angel. I could do either, but angel was temporary. I would see him pretty regularly, once week or so, more often during the summer. He had a pool, you see, and Joe loved to swim.
So I got to work. First step was to see if he was even interested. I waited until the next time we went swimming. That would be a few weeks away, so I contented myself through masturbation that mostly involved him and my dad tag teaming me. By the time we were actually going, not even these clit sessions could tide me over.
I had thought about doing a two piece, but I couldn’t bring myself to do it. So I settled on my one piece. It would be sufficient for this. The changing room was their bedroom, and it had a sliding glass door that led to the pool. There was a curtain to pull to cover it. I thought about leaving the curtain open, but there was never a time when he was the only one in line of sight. Disappointed, I headed to the pool to join the others.
It was while swimming that I saw my first opportunity. The pool itself was a saltwater pool, and at one end was a hot tub fixture that overflowed in a waterfall into the pool itself. Frank was standing by the waterfall, talking to Joe, who was in the tub. I dove under the water, and while I swam to the waterfall, I adjusted by suit so that I had a nipple peaking out. I wasn’t able to be sure, and I didn’t want too much to show, but it was a gamble.
I rose out of the water next to Frank, my left nipple exposed. I slid up next to him and asked what they were up to. Joe couldn’t see my tits from his position, No one else would be in line of sight if I turned towards Frank. Slowly, with the waterfall falling on me, I turned towards him and asked him what he was drinking.
He looked to me and opened his mouth to answer, but his eyes went right to my tit. I held my breath. Would he say something? Would he freak out? Would he just stare?
The latter. As he responded to me, I slowly exhaled the breath I had been holding. His eyes were flicking between Joe, me, and my nipple. I was looking him over too. His chest had a small v shaped patch of graying hair, his nipples sat flush against his body. His neck was ridged by firm tendons and muscles. Fucking hell he was sooo hot. Joe began moving toward the stairs so I dipped down and fixed my suit.
I swam away eagerly awaiting my next chance. I was optimistic about this thing for the first time. Pushing the envelope and taking chances were such a turn on for me that I was spent the rest of the swim time rubbing my clit hidden by the water.
We caught eyes a few times after that, but he didn’t really betray anything else. A plan took form. I would be the last to get out. I would go into the room to change, and somehow entice him in there once I had stripped out of my suit and covered myself. Then, a quick flash, or something. I wasn’t sure yet.
As luck would have it, Frank and I were the last two. Improvising, I got out and piddled around outside until Joe had finished changing. I went in, and began to look around the room for something to give me an excuse to get him in here. I had to hurry, and act while he was alone in the pool area. If anyone else was there, they might come instead.
It didn’t take long. There was a hamper in the bathroom for towels, but Joe had been Joe and just piled them on top of it. Under the pile of wet towels, it might be missed. I stripped out of my suit, and wrapped myself in a dry towel. I rushed to the door and looked out. He was still alone, but he was out of the pool.
I slid the door open. “Hey Frank. Where do I put my towels?”
He looked at me in the towel, and flipped his head to the main doors into the house, possibly to see were everyone was, then back to me. “I-In the bathroom, Claire.” He said.
“I looked I don’t see it. Can you show me?” I asked. Deliberately I looked down. His wet trunks clung to his body. It wasn’t hard to see the outline of his cock, hanging flaccid, along his body. It was hard to gage, but he looked bigger than either of his sons. I let my eyes linger, then went back to his face. I bit my lower lip.
Wordlessly he started towards me. “Thanks, Frank.” I said, retreating back into the room before he got there. Now what? I thought to myself. Just dropping the towel would be a high risk high reward situation. If he reacts poorly, it might be impossible to say it was just an accident. Instead, I sat on his bed, facing the bathroom. I spread my legs, leaving the towel on, but parted just enough.
He came in and stopped. My breath caught again. For what seemed like an eternity he stared at me. He smiled slightly, but it was gone as quick as it came. He moved to the bathroom.
“Oh.” He said as he rounded the corner. “Fuckin’ Joe.” He said. He leaned down to begin picking the towels up. He turned his head to me. His eyes right between my legs. I know he could see my pussy. “Does he at least put thigs away at home?”
I just shook my head, looking at him. He looked away and stood. “Well, there’s the hamper. You can put the towel in there.”
I stood, bent over to grab the wet one I had used, and walked into the bathroom, passing him in the door way. I turned sideways, ass to him, as I slipped through. I stuck my ass out, and brushed it across his groin, feeling his bulge as I did so. I dropped the towel in the hamper.
I turned to Frank. He was staring at me. “Can you hand me my clothes? They are on the bed.” His face was red as he turned and proceeded into the room. As soon as his back was turned, I went for it. I dropped the towel. He returned and stopped as soon as he saw me. “Thanks.” I said. And I took the clothes. He stared at me. At my tits. My pussy.
“Claire, I-“ he began. I closed the door.
Fuck. I needed to cum. I heard the door slide open and then close. I thought about his cock, I thought about him pinning me in the doorway and forcing it into me. I wondered if he would try to fuck my ass. My fingers went to my clit. It didn’t take long before I was cumming.
After, I took stock of where I was. I had gone for broke. It hadn’t blown up in my face. And I felt like I knew he would cheat. I felt like he liked big tits, and I felt that he wanted me to be slutty. Maybe this would be easy.
I was wrong. The next few swim days he was noticeably absent. His wife had said that he was running errands or something like that. She never seemed bothered. I fucked myself after one day imaging he had told her and we were going to have a threesome.
The next chance would be an unexpected one.
It was Labor Day. I remember because I was off and Joe worked, taking the double time that he would get. Joe was already gone when I woke, and knowing that I would have 7 hours in the house alone had me wet thinking about who I was going to have over to fuck. I had begun to flip through my contacts when the phone rang, the caller ID showing it was Joes cell. My heart sank. He had to be telling me that he was coming home early.
“Hey, babe.” I answered, forcing a yawn.
“You just getting up?”
“Yeah. Whats up?”
“I need you to do me a favor. I need you to go into the garage and grab a tool and bring it to my dad.” He said.
I sat straight up. “Yeah I can do that.”
“Mom has the car and she’s out at my aunts. He told me not to worry about it, but hes been looking forward to this project for a while.”
“Sure!” I jumped out of bed as he talked me through the garage and the location of the tool. Once identified, I let him go, and began to plot my course of action.
He was clearly hesitant. But he couldn’t trust himself around me. He knew what the game was, he knew he would lose, and he was just trying not to play. I needed to be able to get him to the table.
Clothes would be key. It was a little cooler, too cool for shorts, but leggings would work. No panties. The top would be a little trickier. My tits are huge, H Cups. Braless wasn’t an option, but I had an ill fitting balconette that let the tops of my areolas pop out if I positioned it right. A white camisole and light black sweater completed the outfit. I checked myself out in the mirror. A quick tug on the camisole brought a hint of areola into view. Perfect.
I went out to the truck, threw the tool in the back and headed off to my in laws house. The whole ride over there I had the butterflies in my stomach that were my vice. That anticipation of something new and different. The pushing of boundaries, the taboo of the act, the risk of getting caught. All were combining to give me a high that nothing else could touch.
By the time I pulled into the gravel driveway, my pussy was aching. As I rolled to a stop, I realized I hadn’t even thought about what I was going to do. I had been so preoccupied thinking about fucking him, that I hadn’t even bothered to think about how I was going to do it.
As I got out of the truck, Frank came out from the side of the house. He was in jeans and a long-sleeved red shirt. Sawdust clung to it. He stopped when he say me, but then continued on.
“What are you doing here, Claire?” There was a tinge of anger. Good.
“Joe told me you needed this.” I went to the back and pulled out the saw.
“Yeah I told him not to worry about it.”
“Well he worried.” I passed the saw to him.
He looked me up and down. “Tell him thanks.” He said and then turned with the saw and headed back to the house.
Fuck. This wasn’t working. I watched as he turned around back. He was resisting, but I saw it in his eyes. I know that look. Seen it in plenty of men’s eyes. I pulled the black sweater off, threw it in the truck, and headed off in his footsteps.
I rounded the corner and saw him in his workshop. Formerly a detached garage, he had turned it into his hobby room a few years ago. There was a piece of wood on two stands that he was measuring. A few stools and chairs littered the perimeter of the shop. When he saw me, he stopped and sighed.
“What are you working on?” I asked.
“Claire, why are you here?”
“Im bored.” I said, biting my lip. “Joe is at work, and hes not as entertaining as he could be even when he is home.
“W-well I got a lot of stuff to do here, and I’m not going to be entertaining anyway.” He returned to measuring.
“Well, anything is better than being alone at the house.” I found one of the rocking chairs and sat in it. So far, so good, but I was running out of moves. The silences persisted for a few minutes while he measured and marked different pieces of wood. Then it hit me. I had a plan. All I had to do was wat for my opening.
It didn’t take long. After about 5 more minutes of silence, he left to go inside to get something. I took my shot. As soon as he was gone, I jumped up and headed for the pool. Flipping the cover on the control panel, I flipped the tub to on. I raced back to the shop, and I stripped off all my clothes, placing them in the chair I was sitting in. I then raced through the brisk air to the tub, where I slid in.
The water was ice cold. My nipples immediately hardened. The water coming from the jets was warm, but still, my teeth began to chatter. I prayed the water would heat up quickly.
I heard the side door open. He was heading back into the shop. It didn’t take long before he rounded the corner. I waved at him. He slowly walked over.
“Claire. What the hell are you doing?”
“Entertaining myself.” I said. I made a show of pushing my hands down to my pussy. “Since you wont, I have to find something to do.”
“This ain’t right, Claire. Theres something wrong with you.”
I smiled and closed my eyes as my fingers slipped inside me. “Mmmhm.” I moaned in agreement. “Very wrong.” I said.
He watched me finger myself. He didn’t leave. I went all in. I stood and began to walk out of the tub. The chill in the air brought my chattering teeth back. “I’m going to go into the house and Im going to be entertaining myself. If you are bored, you should follow me.” And I headed for the sliding door.
I entered, thought about the couch, but decided against getting it all wet, and went to the floor instead. I got down on all fours, ass in the air, and began to play with my pussy. I rubbed my asshole too.
I heard the door open and smiled. I had won.
I rolled over and lay on my back. He stood over me. He began to undo his jeans and I moved to my knees. “You are going to love this, Frank.” I told him.
I was eager to finally see this cock. As his jeans fell I reached up and took his boxers in my hands, I pulled them down.
It was wonderful. Bigger than either of his sons. A good 6 or 7 inches, if I have to guess, but thick. His balls hung in a sack covered in gray pubic hairs. I opened my mouth, and licked the length of his shaft, my eyes locked with his. From the tip to the base, and then back again. He began to grow. I took him into my mouth and began to suck. Using my mouth, suction, tongue, suction, tongue. He grew to an impressive level of fullness in my mouth. I pulled it out.
“Gag me, daddy.” I said before plunging down on it again. This time I felt him hit the back of my throat and the first gag began. I felt his hand on the back of my head as he held me there. Oh yes. He wanted a whore. I’d give him that.
He let me up and I pulled back, rubbing the slime covered cock on my face. “You are so much bigger than Joe.” I said.
“Shut the fuck up.” He said and he forced it back in my mouth. Another round of gaging began. When he let me up from it, I went back to his balls, letting the cock lay across my face. I licked and gently sucked each ball, and then I moved lower. He moved back. He looked at me confused. “What are you doing?”
Poor bastard. He’d never been rimmed. I smiled. I stood and undid his shirt. Once off I sucked and nibbled at his nipples as I walked him back to his chair. He fell down into it. I returned to my knees and the blow job. Building up a good supply of saliva, I worked down to his balls again, and then to under them.
It was clear he had been working, but it turned me on even more. Lower and further I pushed, my tongue searching for his ass. I could hear him moaning. I reached up and grabbed his cock. Mainly to keep him from jerking it and cumming too quick. I finally found it. I thought about how wanton and whoreish I was being. On my knees, with my tongue on my husbands fathers ass.
“Fucking hell, Claire.” He moaned. I pulled out.
“Betty doesn’t to that, does she?” I smiled.
He shook his head and stood up. It was his turn to take control. He turned me around and began kissing my neck and rubbing my tits. I felt his cock pressing into my back. He reached down and inserted a finger into my pussy. I felt him pushing me down and over. I resumed my position on my knees, my shoulders and head on the carpet.
“Fuck me daddy.” I said.
“Where?” he asked
“Anywhere you want.”
“Does he do anal?” I shook my head no, preparing for the possibility that I was about to take a pretty big cock in my ass. “Just my pussy.”
I felt the head at my ass. I reached back and spread for him. “Yessss, daddy.” He began to push in. I gasped when he first popped in. We had no lube, aside from my spit, and he was bigger than any I had been buttfucked with in a while. I let my cheeks go. The pain was reaching my threshold. I took my other hand and went to my clit, hoping to off set it.
That seemed to work. The searing pain became more bearable. “Im a whore. Im a whore. Im a whore.” I began to repeat to myself reminding myself that I wanted this. He began to slid in and out.
“Do you fuck Bettys ass, Frank?”
“Call me daddy.”
“Do you fuck Bettys ass, Daddy?”
“Not in a while.” It turned me on even more that Betty used to take dicks in her ass.
“Pull my hair daddy.” He obliged as he began to pick up speed. He had the stamina I expected from a runner, as well as the endurance.
He was pounding my ass now. My own fingers had brought me to the point of climax. I screamed as the cum took me, clinching my ass around his thick invading cock. I fully expected him to cum. But he slowed down. Not wanting to hurt me as my ass was clenching, he slowed, delaying his own satisfaction.
As soon as I subsided, we resumed the fucking. His relentless assault on my body. I couldn’t wait to have him fucking my pussy like this. “Im gonna cum, Claire.” He exclaimed.
“Do it daddy. Cum inside me.”
With a shudder he did. With each pump he moaned and shook. I couldn’t feel him cumming, but I knew it was a lot. I only felt it as he fell out of my ass. He fell next to me, catching his breath. I moved to my side and snuggled up next to him. “Good?” he asked me.
“Better than both your sons.” I smiled.
He looked at me shocked for a moment. Before he began to smile, letting his head fall back to the floor. “Wow. You are a whore. But you are an amazing fuck.”
I smiled and looked down at his cock. The cum coated it, but it didnt look bad. I leaned over and took it into my mouth. He looked at me with a mixture of lust and confusion. I felt his cock twitch a little in my mouth.
I pulled off it. “I want you to fuck my pussy next.”

Went out last night with my buddy and his friend to celebrate his birthday. Met two girls at one of the club's. My buddy and his friend took one to the hotel and i took the other one dancing and then to the hotel we get into the room and my buddy is fucking the girl and his buddy is gone. Her friend gets kinda pissed i start fooling around with her and get her pants off and she freaks and leaves. The other girl asks nee to walk her to her car and she wanted me to join in on their fun. So i do that and come back and new and buddy end up smashing her like a dirty whore. She ate my ass we dp'd her fucked her throatand she loved it. We both busted on her face and ass twice. Then the other buddy shows back up so we start again. Thus girl got fycked for 6hrs by us. She squirts too. The confession is that me and the buddy are both married. We didn't get her contact number but if I see this whore again ill find the nearest dark corner and treat her like a filthy whore again. I have some video of the action but i won't be able to edit and post for a while

With the house all to myself from Thursday through Sunday night, I suggested to Robby (our gang bang guru) that it would be great for him to arrange a fuck session where we could take advantage of an empty house for a change, rather than renting a hotel room for our activities. He came through within the first couple of hours, which just shows what an amazing track record he has of snagging seriously fuckable women.

He'd connected with Jamie via a Craigslist ad. She's 30, 5-5 120, with blonde-highlighted light brown hair and 32B tits. The photo posted here is the one she sent along with her request to meet. Because it was midday Thursday, Robby was only able to arrange a threesome, since the rest of the guys in our over-50 GB group couldn't make it on such short notice. Jamie was apparently OK with that, though, since this was to be her first multi-guy sex encounter and she wasn't too sure how overwhelmed she might be with more participants. And if her claims could be believed, it would prove the first time in more than a month that she'd had any kind of sex at all.

While waiting for them to show up, I gave Robby some shit via text because, after picking Jamie up from her place in North Denver, he had trouble finding my house on the southeast side. He claimed his GPS was all fucked up, but I was more certain it was operator error. Also on the way over, he "warned" me that Jamie was a bit on the skanky side, but I replied that, given our plans for the afternoon, that was a benefit rather than a flaw.

They showed up at my place just before 1:00 p.m., around 20 minutes late. I'd prepared our guest room in advance by stripping the queen-size bed and putting on a new bottom sheet plus clean pillow cases, setting out a brand-new tube of lube, and adjusting the shades so the room wouldn't be quite so bright. Meeting them at the front door, I saw that Jamie was dressed in a pleasantly slutty outfit: Short green cloth jacket over a black lace sleeveless top with a purple bra showing underneath, a denim micro-mini skirt that barely covered her ass, and over-the-knee high-heeled leather boots. She had her hair tied back in a ponytail and spun around after coming through the door so I could apply the green silk scarf I was using as a blindfold. She'd asked for this as one of the conditions of the afternoon's activities, and I was happy to oblige.

Given the lateness of their arrival and the fact Robby had to leave in an hour to pick up his kids from school, we immediately headed upstairs and got down to business. I helped Jamie off with her jacket and unzipped her skirt so she could slip it off. She quickly removed her lacy top and I unhooked her bra. We all agreed she could leave her boots on for the duration. Meanwhile, Robby was stripping down to bare skin, tossing his clothes haphazardly onto the floor in his haste to start in on Jamie. She asked us to leave her undershorts on -- they were leopard-print boy-shorts -- which was fine because they'd been altered by having two carefully placed holes cut out of the crotch. One showed off her smoothly shaved pussy while the other exposed her tight little asshole. I ran my hand down over her buttocks and slipped my middle finger into her tight, wet pussy while removing my clothes at a pace considerably slower than Robby had achieved. He put his hands on her small, firm tits and began to suck on her nipples, which stood up nicely to the attention. She used one of her hands to tug on his fully erect cock - it was hard even before he took off his trousers -- and meanwhile I disengaged so I could remove the rest of my clothes as well.

Robby suggested she lie on her back, which she did, and he stuck his face in between her thighs to taste some of that sweet, sweet pussy. I thought he might be down there a while, but after only about a minute of some serious licking he stood up, pulled her hips closer to the edge of the mattress, and jammed his seven-inch dick into her wet slit. She had her legs up in the air with Robby pressing his hands against the backs of her thighs to keep them there as he pounded her hard. I'd stroked myself from a semi-hard to a fully erect state and climbed onto the bed so she could take my dick in her mouth. By changing my angle of approach, I was able to slide my entire member into her mouth. Of course I'm less than six inches, so it's not a huge challenge, but I could still sense the tip of my cock hit the back of her throat with every downward thrust, which was a great feeling.

After a few minutes of fucking her while standing alongside the bed, Robby suggested it was my turn to squeeze my dick into that pussy. We helped flip her over -- her equilibrium was compromised somewhat by the blindfold -- and I entered her from behind, doggie-style. It had been a couple of months since I'd had sex, so this was a welcome opportunity and I made the most of it, thrusting enthusiastically as Jamie reached down with her right hand and rubbed it briskly across her clit. Meanwhile, Robby had opened up the small bottle of Astroglide he'd brought with him and suggested we DP the girl. She was definitely on board with that idea, so we maneuvered ourselves into position with me on my back and her on top, facing me. She reached down and re-inserted my cock into her pussy and leaned forward so I could suck on her tantalizingly erect nipples. I moved my legs together and Jamie did the same with hers, which allowed Robby to climb aboard and straddle the two of us. He squirted some lube onto his index finger and worked it into Jamie's rear hole, removed it quickly, and leaned forward while pressing his cock's head against her anus. She balanced on one hand above me while reaching back with her other hand and pulling her butt cheek aside to provide him greater access. A deep grunt from her, plus added pressure on my dick inside her pussy, told me he was in her ass. I lay still with my hands on Jamie's hips while Robby did all the work. He pounded her ass with enthusiasm and some deep penetration while she ground my pussy against my lower body. I saw Jamie's chest flushing red and moved my hands from her hips to her tits, tugging insistently on her nipples to match the rhythm the two of them were playing out above me. After a couple of minutes, Jamie let out a big groan and announced she was cumming.

By this point Robby was starting to run out of gas, so he pulled out of her ass and stepped across the hall into the bathroom so he could find a towel for wiping off his dick. Jamie rolled off me and onto her back, but she was clearly far from done. Neither was I -- so I climbed off at the foot of the bed and pulled Jamie toward the edge, pushed her legs up into the air and told her to hold them there (which she did by looping her arms around the backs of her knees), and then I sank my cock into her ass. It was the first time I'd done anal in probably 20 years, and it felt terrific. I was soon pounding her with balls-deep thrusts, and she let go of one leg so she could reach down and mash her fingers against her clit in a rapid-fire manner. Meanwhile, Robby crouched next to her face and stuck his newly cleaned-off dick into her mouth. She sucked him enthusiastically while I fucked her ass; then her butt muscles clenched and she was suddenly in the midst of her second orgasm.

Once it passed I withdrew, especially since my legs were shaky from all the thrusting that I was hardly used to anymore. Robby decided he wanted some more of Jamie's asshole, so we switched positions and he stood at the foot of the bed with his dick inserted all the way into her poop-chute. After about eight or ten thrusts he announced he was ready to cum, so he pulled out and shot a nice thick glob of white goo all over her pussy lips, with some coming to rest on her shorts. I was positioned behind her, with her head cradled in my lap, so I reached down and used two of my fingers to scoop up some of Robby's ejaculate. Then I popped my fingers into Jamie's mouth and she sucked them dry.

By now it was time for Robby to split, but I wasn't quite ready to call it quits and Jamie agreed to let me take her home. As Robby dug around on the floor for his discarded clothes and started to put them on, I finally pulled off Jamie's blindfold -- it was simply too much in the way after all this time -- and convinced her to get on top of me, 69-style. Robby said a quick goodbye, to which Jamie was only able to reply with a muffled grunt, since at that moment she had my entire cock in her mouth. I licked her pussy, sucked on her clit and slipped a finger into her ass, hoping to induce a third orgasm, but she came off my cock long enough to explain we'd made her pretty sore down there, so instead I pulled my face and hands away from her crotch and simply let her do her work. About three minutes into this latest activity I said, "OK, finish me off." Jamie took that as a cue to get me to cum, so she wrapped her hand around the base of my cock, sucked harder on the head, and shortly thereafter I was pumping my jizz down her throat.

She wanted to smoke a cigarette (Marlboro!), so she slipped on her black lace top and I led her toward the deck that's just outside our back door. She also wanted something alcoholic to drink, so I unscrewed the top off a tiny bottle of Barefoot Moscato and poured it into a juice glass. Classy presentation, eh? By now it was nearly 2:30, so rather than begin another fuck session -- we were both pretty sore at this point -- I suggested I drive her home. We got dressed and hit the road. On the way there, we enjoyed an interesting conversation about local politics, the police -- she was on probation for her 2nd DUI, thus a suspended drivers' license and the inability to drive -- and other non-sexual elements. As she exited my car she stuck her head back inside and gave me a warm kiss on the lips. "Tell Robby I'll be in touch again soon, OK? And next time, a couple additional guys would be all right." She'd obviously enjoyed herself!

I confess that, years ago, I messed with a coworker so often that I may have caused some mental damage. I was in my low 30's and he was about 21 and was new at our firm. His name was Kenny. We became pretty good friends and would hang out from time to time. Not sure who instigated the pranks, but it was on. I guess I exploited his inexperience and was always one step ahead of him. One night, we were on my front porch and he reminded me of just how many things that I did to him. Most of them I had forgotten and have since forgotten again.
I do remember when he and I, along with another friend, went to a bar. We were playing billiards when a cute dishwater blonde came through the door. She sat at the bar and Kenny couldn't take his eyes off of her and continuously spoke of how cute she was. I went over to the bar and told her I needed a partner in a game of pool. So we played against the two friends. Kenny became even more intrigued with her. Later, she and I went back to the bar for a beer. Kenny naturally followed and stayed close to our conversation, although he couldn't hear it. I took advantage of his eagerness to join the conversation by fabricating flaws about him to her and then pull him into the conversation at the precise moment. For instance, I told her that he was a little slow and that he was in Special Education classes in high school because of those mental issues. I added that Mrs. Dothard was his Special Ed. teacher. At that moment, I turned to him and asked "Kenny, you know Mrs. Dothard don't you?". Again, his eagerness to join the conversation led him to lean in and reply "Yeah, yeah. yeah!". I went on like that for about an hour. When I told him the next day at work just what I was doing, he was both embarrassed and a little pissed.
I also remember that I would keep some candy on my desk at work and Kenny would go to my desk and eat some of it when I would leave the room from time to time. One day I sprayed some M&M's candy with hairspray, put it back in the opened bag and placed it on the filing cabinet. I pretended to go to the restroom, turned and walked back in the office. I caught him halfway from my desk to his, spitting out M^M's.
I introduced Kenny to a lot of classic rock and roll that he had never heard. So he liked to ride out to my place and listen to my albums. Only after 4:20. For you younger generation, music used to be recorded on vinyl discs called albums. I bought an album cleaning brush from Kenny. He placed a small sheet of paper in the brush case that read "FOOL", which was his nickname for me. I played an album the first night that I had the brush and found the note. He asked me every day at work if I had listened to an album the night before. I always replied "No, too busy". He followed me home one Friday after work to chill and listen to music. As we walked in the door, he tells me to put on an album. I made up something that I had to do first and for him to play one and I would play the next. I insisted he use the brush. When he did, he found my note that read "FUCK YOU".
I did other things, but I will end with this one. Kenny's car broke down and he needed to sell quickly. I gave him the name of a guy I know who owns a wrecker service, plus buys and sales used cars. Kenny contacted him and the wrecker guy offered him $400.00 dollars, sight unseen, for the car. Knowing the nature of the wrecker guy and how he would react, I told Kenny to call the guy back and tell him you want to shop the price. "He will offer you more money", I told Kenny. He did and the wrecker guy's response was "Good luck" and he hung up the phone. A month later, Kenny paid the same guy $100.00 to haul off the car.

Some people call me a hero, I have no problems with that. It helps with the ladies when you say you've rescued people, saved lives, made a real difference in the world. They lap that shit up like puppies with milk. I don't do it for the pussy, and I don't do it for the accolades. Truth is, right now, I don't know why I do it.

There's a scene in the new Superman movie, and Superman's mum says "save the world if you want, or don't do anything if you don't - you don't owe them a damn thing". I've been thinking about that line recently, ever since I saw the trailer. I've lived my life by the Uncle Ben philosophy, that with great power comes great responsibility. There's something noble about using your gifts to save lives, there's a sense of moral obligation when you are as massively well-endowed as myself. I've lived my life according to that philosophy for as long as I can remember, but now, I'm tired.

You might wonder what I do that makes me so great. So I'll tell you. I'm a gigolo, a male prostitute. I'm one of the best in the business. I make women come, and come hard. I make women get in touch with their bodies and orgasm like a slut. I give them my time and and concern, and in return, they give me a lot of money. So I'm rich beyond my lifestyle, and I have a fulfilling job that makes people happy. No one gets hurt, it's all happy smiles and laughter.

But lately, I've been thinking that there must be more to life. I live in the shadows, basically. At parties, when people ask me what to do, I'm momentarily speechless, and then I lie. I tell them I do charity work, build homes in 3rd world countries and shit like that. I lied like that so many times that I actually started going out to do it, just so I knew what I was talking about. And now that's my life. I build homes for dirt-poor communities, hook them up with solar power for heating and water. I love it, it's rewarding in a way that's socially acceptable. I've pretty much stopped my prostitution business except for a few long-term clients who wouldn't be able to cope without my visits.

But even then, it's hard to do this for the rest of my life. So I've decided to be Batman. I want to run around town in a hood and cape and beat the crap out of evil-doers. I'm rich enough to mod my car into the batmobile. Does anyone want to join me?

Craigslist Story #1

So I've been using craigslist for about 15 years and started using the hook up section about 13 years ago and I'm still going strong! Let me tell you about my first casual encounter.

I was browsing through the casual encounters like I had been doing for a while and finally decided to answer an ad looking to get their cock sucked. The pic in the ad was a nice looking average sized dick with a pretty straight forwardly written ad, he wanted his cock sucked by another dude. I was in the mood and sent him a response, almost immediately I had a new message in my inbox! He sent me his address and I told him I was on my way. I get up and grab my jacket and cellphone and run right out the door to my car. I hop in my car and hit the highway. He lived a city over up on the hill or at least that what was the address told me. I drove for about 15 minutes then hoped of the exit and up the windy roads until I reached the house.

I pulled into the driveway of this massive modern mansion built into the cliff, it was pretty fucking impressive. I turned the car off and pulled my phone out of my pocket and put my earpiece in, it was corded one that went in a single ear. I look down and dialed this chick I had met on AFF the month before, she a massive 375lb disgusting whore of a woman, I really miss her... Anyways the phone begins ringing and after only one ring she picks up the phone but before she even says hello or what's up instead she says... "Come fuck me". My response was just as classy... "Shut the fuck up and just listen", She asks "What?". What I MEANT WAS "I cant talk so just listen to what's about to happen". I explained myself better just as I was opening my car door and immediately she asks me "Are you going to suck some cock? Please tell me you're going to suck cock ( )". I tell her "Ssshhh, just listen", I step out my car and shut the door. As I look up there is a man standing at the gate staring at me, so I stuff my phone into my pocket and walk toward him. Just as I get in earshot of him he says "Nice car, you must do well for yourself", at the time I had a pretty swanky ride. I answered with "I do ok, you must do pretty good by the looks of this place.". The guy smiled and tells me he is just house sitting for a fiend. I follow him into the house and he shuts the door behind us...

As he leads me to the lower level of the home the chick is in my ear talking up a storm saying shit like "Oh my god ( ) you're going to suck some cock" and "Swallow all his cum", she was so turned on. As I get to the lowest level where I'm about to put this strangers cock in my mouth I look up and see the entire wall facing out toward the urban sprawl at the bottom of the hill is a giant panoramic window. I turn and walk up to the window and take in the view but when I turn back around I see him sitting on a couch facing me he has opened his robe and has his rock hard cock out. I walked right over and got on my knees without saying a word! I leaned in and slid his stiff cock into my watering mouth and he immediately let out a moan which the girl on the other end heard sending her overboard. She loses it and starts rambling aggressively "Suck that fucking cock! Take it all" that gets me salivating hard as I bob up and down on his cock deeper, wetter and faster. All this causes the guy to start gyrating his hips and trying to fuck my mouth as moans and says "Oh my god you have super head". That pushes me over the edge... I pull back a little and grab his cock with my hand then slide it out of my mouth so that the head is barely touching my lips, I'm staring him in the face but his head is leaned back.

Well he must have felt me looking at him because he looks down and our eyes lock. I get so turned on that I grit my teeth and tighten my lips as I let out the most nasty, disgusting, filthy growl just before I lower my lips and start licking and sucking on his balls. Without breaking eye contact I move back up to the head of his cock while I still have his shaft in my tight grip. I clench my mouth tight again and slap myself on the lips with his stiff piece of meat a few times. He moans and I let out a deep breath then slide it back into my mouth almost taking it all down. At this point my friend sounds like a cheerleader at a high school football game, she is going crazy and can't stop cheering me on but in a disgusting sexual manner... Which gets me going harder. I must have been bobbing up and down on his hard cock for five minutes straight when he begins wiggle and thrust his hips, just then in a loud moaning voice he spits out "Oh, I'm going to fucking cum.

She hears that and her voice drops real deep and she talks through her gritted teeth... "You better swallow all that cum! Don't waste a single fucking drop" Just as she says that he grunts and I feel the first warm spurt in my mouth and I let out the loudest, deepest groan that I possibly could with a cock in my mouth! I grab his wet slippery cock with my hand and slide my mouth up to the head as I start jerking him while I suck the his hot cum right out the split in the head of his dick. I drink down his hot, salty jizz while my friend listens in bliss on the other end of the phone. I suck out every last drip then pull my mouth of the head of his cock and squeeze the tip getting a small drips worth off cum to surface... I lick it up and say thanks as I stand up to leave. He looks at me and says "that was amazing". I make my way to the stairs and he hops up closing his robe following me up the stairs. As we reach the door I open it and he grabs it by the wood holding it, I turn toward him and all in one motion I reach into the robe and grab his semi erect cock giving it one last stroke as I say "Thanks" then turn and walk out.

I go up the driveway and get in my car its so quiet I forget I'm still on the phone with my friend. She blurts out "That was hot!" and I say "You're welcome" jokingly. I start the car and back out the driveway then head down the hill. Before I reach the bottom of the hill I tell her to jerk off so I can listen, without a single word spoken I can hear her breathing heavy and moaning. When I get to the bottom of the hill at the stop sign I immediately get my pants down enough to get my big hard cock out and without letting her know begging jerking off. As I head toward the freeway I'm stroking myself slowly but once I get on the highway I start stroking hard and fast as I fly down the road. It's about 2 am on a weekday so nobody but me is on the highway and I'm zoned out listen to her jerk off and trying to drop a load myself. She is moaning like crazy and I'm getting close myself. I feel it coming so I start stroking like mad and out of nowhere she say says "Fuck yeah! Come for me ( )", she knew I was jerking off. I'm on the verge of squirting a huge load so my focus is only on my dick and the road in front of me. My cock is tingling and I feel the cum rising into my shaft ready to spray everywhere. I can feel that there is a car next to me at this point and they are keeping pace, I feel there eyes on me but I don't give a fuck because I'm ready to cum. Just then the tingle hits the head of my cock, I let out a growl and yell at the top of my lung "I gonna' fucking cum" and the first spurt of hot seed sprays out...

It is a huge thick stream that comes right at my face! I spray myself right in the face and over my head. The second is another fat rope and straight in my face again. I feel the third come out like a puddle of water all over my hand... The wetness does it and I let go and start licking the cum off my hand like the sexual deviant I am! I can feel the eyes of the person in the car next to me and I smile knowing I gave them a hot show. I mumble "Fuck yes" and my friend says "That was hot", I say back to her "You know what's hotter?", "What" she says... "The person in the car next to me just watched my cum all over myself", "Really?" she says. "Fuck yes" and I turn to look at the person driving the car and its a fucking ******* patrol... I turn white as a ghost and he slows down then gets behind me and hits his lights. I say "oh shit" out loud which gets my friends attention. She ask what's wrong and I tell her it was *** watching me and he's pulling me over now. The first thing out of her mouth is "Tell him you'll suck his cock", I tell her to shut the fuck up because its not funny, I'm going to go to jail. I throw my blinker over and cross the lane to my right to pull on the shoulder. He comes on the speaker and says...

"No! Pull off the exit up ahead"

To Be Continued...

Part 20: Our Adventure [rest of the story on my profile :) ]

So I havent told you my name at all and that has its reasons. I think I'll just assume a pseudonym. I chose Sam (Still Anonymous Motherless - makes sense right? :D) so things will be a bit easier for me and for you as well.

Anyway, after Anna told me about her sex adventures with Beth, I wanted to get better at oral as well. So when Haley was out of house for a week, we met up whenever Jim left the house. First few times we did the basics. She was laying on her back while I went down on her. We had a deal that she would give me precise instructions on what to do and so I learned fast. When first it took her forever to cum (also because she had to concentrate to give instructions all the time) by the end of day 3 and after 10+ sessions. (Of course we also had sex in between, just left that out because its not really relevant).

The next day Anna went on her knees on the bed and lifted her ass up so I could lick her pussy. I had to get used to this new position but at the end of the day I mastered that as well. The last day Haley was away, we practised 69. Now this is a real challenge, I can barely think when I get my cock sucked by such a godess like Anna. Still, at the end of the day I was doing okay. When Haley came back I also told her I wanted to learn how to please her better and we did the same game, only faster since I already knew what I was doing. I just wanted to make sure she would grow suspicious.

There was another reason, why I wanted to practise my oral skills. I wanted to fuck Beth. And the only way I would get to fuck her was, if I was good at pleasing her.

The next time Anna and Beth met, Anna told Beth she had a surprise for her. While they were away drinking, I waited in my car in front of Beths appartment complex. When I saw them coming, I followed them to the door and got in with them, without Beth noticing. I went to the stairs, Beths flat was on the third floor. When I came there, the door was already closed. I could hear moans, so they had to be very close to the door. So I waited patiently. The moans subsided. I looked around, getting impatient. What if someone saw me? But then the door opened slowly and Anna waved me in. She had a blindfold in her hand and went to the bedroom. I slowly undressed, waited a minute then went to the bedroom door. It wasnt closed completely and I could hear Anna say:"Do you see anything? No? very good. Now let me get the second part of the surprise."
With that I entered the room, silently. There she was. Beth was laying on her bed, legs spread, pussy waiting to get licked. I went down on her while Anna watched me. She was fingering herself, I could hear her wet pussy. I stopped for a bit and Anna, holding her head near mine said "you like that?"
Beth answered "It feels a bit different than usual but I like it." So I kept going and soon Beth's pussy was super wet.
Beth:"Oh damn... when do I get to pleasure you Anna?"
I moved away slowly and Anna started stroking Beth.
A:"Soon enough... But wouldnt you love to get fucked right now? I mean, how long since you had a real dick?"
B:"Way too fucking long..."
Anna(touching Beths pussy):"If we just had a man here... would you let him fuck you? No matter what he looks like or who he is?"
B: "I would take any dick right about now..."
I put on my plain white mask. Anna pulled Beths hips to the edge of the bed, then kissed her on the mouth.
A:"Just imagine my dildo was a dick okay?"
B:"Okay..."
A:"And keep your hand where they are, otherwise you will destroy the illusion."
Beth nodded. I silently got in position, put my tip against her pussy.
A:"I will go slow..."
I pushed in the tip.
B:"That feels so... real... ughh"
I went back and forth, penetrating her deeper every time. When I was half way in Beth said
B:"Damn I wanna be fucked by a real man now." (Anna encouraged her to say more)
B:"I want my wet pussy slammed, and filled with hot cum. I want to be fucked hard and rough. uhhhgghh"
A:"You really what that?"
B:"Yessss.."
A:"Remove the blindfold then."
Beth did as she was told. She stared at me, or rather the mask.
B:"Who are you..?"
She didnt seem afraid, just surprised.
A:"Do you want to know who he is or do you wanna get fucked?"
B:"I want to get fucked."
So I started ramming her. Her tight pussy felt amazing. She moaned like a freak until Anna sat on her face. Anna faced me and pressed her hands against my chest. I couldnt take her hands because I was holding Beths legs up. I felt Beth's pussy contracting with her orgasm. We changed positions. Beth turned 180° so her head was on the edge of the bed, Anna in doggystyle position over her. Beth was eating out Anna while I was lubing up Anna's asshole and my dick. I slowly started penetrating her ass. Anna's moans were loud as never before. I fucked her ass slowly and after only 3 min or so Anna screamed, cumming so hard she gushed all over Beths face and my legs. Then she squirted again. And again. I pulled out and she collapsed next to Beth, twitching in an ongoing orgasm. I started fucking Beths head, since it was in a perfect position for that. When Anna recovered, Beth and her both got on their knees and they finished me off together. Anna was way better at head so I came in her mouth, filling it with my hot cum. She swallowed like a good girl.
B:"I wanted some of that cum as well.."
A:"Sorry sweety... maybe next time..."
B(looking up to me):"So there will be a next time?"
I nodded.

Anna and Beth would meet 2 or 3 times before my next chance with Beth. Beth was getting impatient. She wanted dick again, but only mine, since I knew how to please a girl. She wouldnt directly tell Anna that she wanted to fuck me, just say things like "I REALLY need a dick right now." And so on, but Anna made her wait (as I had suggested). So after three weeks or so, Anna told Beth:"If you want dick, tell me when you're home. Then some day, first you'll hear my voice and then see him."
B:"What does that mean?"
A:"You'll see..."

Some days later, I was at Beths appartment complex again. I rang her bell. When she answered over the coms, I held my phone to the mic and played a audio file I had from Anna. On it she said "Hey its me Anna, do you mind if I come up?"
So Beth opened the door for me and I went up. On the third floor I put on my mask. Beths door was open and I went in and shut it.
B(from another room):"Hey Anna, make yourself comfortable.."
When she didnt hear anything back she came to me. She wore panties and a crop top, no underwear. When she first saw me, she jumped.
B:"Woah there, you scared me! I thought you were Anna!... Well I guess thats what she meant when she said I'll hear her voice and then see you..."
I didnt answer and just slipped out of my shoes. She went up to me and touched the mask.
B:"You know I had hoped we could get rid of this mask..."
I shook my head.
B:"I want to see the man behind that mask... I want to know your name, your age... "
I softly pushed her away and pulled down my pants.
B:"Right to work huh? Well I got to admit... the mystery surrounding you kinda turns me on..."
She lifted one of her legs and started rubbing herself while I undressed.
When I was done she was already getting wet. I went to her, lifted her up and carried her to the bed. Now it was her turn to undress. It was done quickly and my erection was coming quickly as well.
B:"So... how is this going to work... if you dont speak... can I command you what to do?"
I thought about it for a second. Shrugged.
B:"I'll just tell you what I like and we'll go from there okay? Would you go down on me please....But wait, you cant with that mask on!"
She looked like she solved the puzzle and came forth victorious. But I went to her, softly took her hands and covered her eyes with them.
B:"You want me to cover my eyes? Arent you afraid I will cheat?"
I signaled her "you peek - I leave". She nodded.
I went down and watched her cover her eyes, moved the mask upwards and started licking her clit. I used all I learned with Anna, started fingering her after a while...
B:"Dont stop please... go on ohh ugghhguh. yeah oh... make me cum please... yeees."
Soon she came, her pussy dripping with her juice. I put the mask back on and removed her hands from her eyes. I showed her a small peace of paper which I had prepared in advance. On it: "Hard or Slow?"
B:"Can you fuck me slow, please? I'm sensitive right now..."
So we went missionary. My masked face right over hers. I just pushed in my tip.
B:"Fucking a total stranger in a mask is so fucking hot..." she kissed the masks mouth. I put my hand behind her neck and pushed the mask onto her mouth, while she made out with it. after a few seconds I had to move my head away, because I couldnt breath enough.

I pushed in inch by inch, feeling every single bit slipping in. Beth's moans got louder with every inch as well. When I was all in, I waited a few seconds before slowly pulling out again. I pushed in slowly again, a bit faster than the first time. I continued like this till I reached an acceptable speed. I started playing with her tits, but she grabbed my hands and said "go more slow here as well... please..."
So I gave her two fingers to suck on and when they were wet I used them on her tits, circling her nipples. Her second orgasm of the night came soon, her pussy contracting around my huge dick. Slowly fucking like this, I could go on forever so after an hour, Beth had had 4 orgasms total and I had none. But I didnt care, her pussy, her body, all felt great. After said hour, Beth finally got on her knees and sucked me dry. I had a huge cumshot coming, since we had been fucking for so long. Nevertheless, she swallowed it all.
B:"Holy shit I never had such a big cumshot..."
I left a few minutes after without ever saying a word.

A few weeks later, Beth was craving for cock again. I hadnt been at her appartment for all that time.

So once again I came to her, this time with a different audio file so she wouldnt expect me once again.
But when I came to her door, she was already standing in it. She smiled when she saw who her visitor was and went inside with me. We went to her bedroom right away and she laid down and spread her legs. I went down on her as soon as she had her eyes covered. Her first orgasm came just as fast as last time and when it did she immediately said "now fuck me hard. Push your dick in right away. and then fuck me hard."
I forced her into doggystyle. I forced myself into her and she squeaked. I grabbed her hips and fucked her as hard as I could. She took the pounding like a boss and when I was panting heavily under my mask we switched positions to cowgirl and she rode my dick like a champ.
B:"Grab my titties... grab em hard..."
I grabbed them and squeezed them, Beth squeaked again and came on my dick. I filled her pussy with my cum. she collapsed onto me. She then slipped off me and cuddled to my side.
B:"You know... all I really what now is to kiss you... I promise, I will keep my eyes closed..."
After thinking for a few moments I nodded. She closed her eyes and I pulled up the mask. I started kissing her lightly but soon enough we were making out really hard. We were making out so much that I god hard again. Her hand found my dick and soon she was sucking me off again. I covered my face again. After I shot my load down her throat I was getting ready to leave when Beth said:"You know whats strange? I feel like I'm falling in love with you..."

I never saw her again.

End of Part 20

So when i was about 19, i tried a phone sex line from a late night commercial. I ended talking to this woman who was 51, looked exactly like the woman in the photo,married with a son close to my age. I told her i was a little older sonce i was worried she wouldn't like me as much. We talked and wasnt even that sexual at first just normal talk. But after we talked we swapped numbers and for the next few weeks kept in contact. Eventually we decided meet, realizing we only lived about and hour and a half away. So we i decided to skip my classes for that day to drive and meet her. She told me shed meet my at a Braums near her. So i made it waited in parking lot until finally a car pulled up beside mine. She waved and smiled and i was so horny and nervous. I was still new to sex and this was obviously the oldest girl I had been with. We got out and immediately hugged followed by a long deep kiss. My cock got hard. " oh baby i can feel it" she whispered in my ear. Sp she told me to follow her back to her place. We got there and she gave the tour of her house and we talked. I could see the pictures of her husband snd son, it only made it hotter for me to know she was married and wanting to fuck me as i was a year younger than her son. We made it to the bedroom and she didn't waste time pulling her shirt off. Her nice big tits falling out of her bra. Sliiped right outta her pants then laid me on the bed and pulled out my cock. She sucked it nice snd slow. Sent shovers all over my body she kept stroking with her hand as she started to lick my nipple. It felt amazing.. wanna hear more about this?

I am writing this to you this because I have to. My master is making me share my story as part of my punishment for being a sissy faggot bitch. My name is Toby, I own a construction company that has about 10 employees and we are fairly successful. Successful enough that I don’t need to be at work much and have a fair amount of spare time. This is where my problem began. I Started jerking off to porno like all the time. It was all that I could do. 2- 3 times a day, always to porn, and the porn got harder and harder. One day I stumbled across a porno vid of 2 guys. The one guy was fucking the other guys mouth hard. I was intrigued and for the first time I came to the thought of 2 guys. Immediately afterwards I was disgusted and ashamed that I had just jerked off to gay porn. wtf.. Im not gay. I deleted the memory and cache off my comp and figured that I would never need to worry about it again.
A week or so passed and had forgotten about my gay incident. Life was normal, my gf Candice and I had just moved in together, things were going great. One night I was one the computer and got deep into rape porn and other hard-core stuff. I found myself jerking off to gay porn again. This time I didn’t get discouraged and went all out and fingered my ass while jerking off watching gay porn. Afterwards I was slightly ashamed but not as bad.
This trend continued and I started jerking off to gay porn daily. It was just normal for me. I also started experimenting with anal. By using cucumbers with condoms on and anal pumping myself. I was becoming a real pervert.
At some point some night I discovered craigslist. I started to play with it and even started to contact and reply to some of the ads. That’s not exactly true. I really started to reply to ads. All the time. I would be setting up dates with guys and standing them up. I became known as a time waster. And that’s what I was just a tease.
One night I got brave with all the dates and I actually was so horny that I figured I will maybe try to suck a dick. I picked one ad with a guy with a nice clean looking dick and set up a meeting in a deserted parking lot.
So there he was with his blue mini-van. I can remembering being so nervous approaching the passenger side door. He rolled down his window and for the first time I saw my master.
“why your as good-looking as you are in the pics” Master exclaimed.
“thank you, you are too, so you want to do this?” I replied
“for sure! Hop in.” master encouraged
I got in his mini-van and he lite up a cigarette. Hew was about 38 years old, clean shaven, a little over-weight but still handsome. He had tattoos and I quickly noticed his scare on his face. I didn’t want to say anything about it and just ignored it.
master was rubbing his dick through his pants “so lets get down to business”
he pulled his dick out and I immediately went down on him. His dick was about 6-7 inches long and not that thick, he was circumcised and his dick tasted like soap. He held the back of my head lightly pushing down every so often.. I really didn’t like to tell you the truth and was hoping it would end soon. He started to pump my face harder and came. I spit it all out and it was not pleasant at all. He was pissed cause I made a mess and he actually slapped me on the back of the head. I didn’t react because I just wanted it all over with.
“Get out, you worthless slave.. you should be punished for not swallowing. “ I looked at this guy like he had 2 heads. Slave? Punished? This guy was sick in my mind, I just got in my truck and left.
In my mind I was never going to suck another dick again but I wasn’t gone for 20 minutes when I noticed that my wallet was missing. I quickly grabbed my i-phone and checked my email to see if buddy had contacted me. I opened it up and saw and email from him with an attachment. I open the email and it reads “he sissy, looks like I got your wallet. I also want you to check out the nice new video I have. You will come back to this parking lot immediately and clean up your mess.” I was shocked. I opened the attachment and my heart sank.. It was a video of me sucking masters beautiful cock. He must have taped me in the act. Fuck me I thought.. this prick has my wallet and all my info and a video of me sucking his dick.
I immediately got in my car and went to the parking lot. When I got there he was waiting outside his car. I pulled up and got out really nervously.
“Well, I’ll make you a deal, you clean that up in my truck there and let me fuck your ass while doing it and Ill delete the video. If you don’t then I will be emailing it to all your employee’s, your girlfriend, your parents. I have all your personal info and I can make this happen. So its your choice. You be a good bitch and finish what you started you go on with your life. You don’t and you go on know as a dicksucker.”
“fuck you man.. Ill call the police.” I retorted.
“go ahead. I just got out of jail, I’m not afraid.. where do you think I got this scar.. plus you do that and I’ll fuck you up.. now I am going to forgive you if you immediately get in there and start cleaning..”
He was serious.. fuck me.. I slowly bent over and leaned in and started to wipe the seat with my hand..
“I have nothing to wipe this up with I pleaded..”
Master then came up behind me and yanked my pants down to my ankles and started to push his dick against my asshole.. it slide in but still hurt. I was so nervous about someone catching us I just wanted it to finish.
“here lick it up.. lick up your mess you fucking pig slut” he pushed my head into the mess…
so here I was, bent over with my face in a pile of cum and getting my ass fucked. How did this happen? How did I get myself into this? I wasn’t licking the mess up and master didn’t seem to care. He was fucking my ass like he was trying to kill it. After about 2 minutes of hard fucking I sensed he was getting close to finishing.
“please don’t cum in me,” I pleaded
“shut your mouth you fucking slut. I will cum where I want” he replied
“do you have any std’s” I asked concerned as there were no condoms, but Master didn’t respond and he started to push hard hurting me..
“uhh, uggh, ugh, take it you bitch,” master slowly relaxed still deep inside me “ I don’t know if I have and std, I’ve never been tested. You gunna get tested in a month or so and tell me, I don’t have anything serious, they would tell you in jail.”
Wtf I thought?? Anyways.. I had done my part. He gave me back my wallet and promised to delete the video.. I didn’t really believe it. I kinda at that point new that my ordeal was not over. But I wanted out of the van as fast as I could. I quickly pulled up my pants and I got in my car and left.
When I got home I felt sick to my stomach, I went to the shower and didn’t get out for an hour. I washed and washed and washed, I couldn’t get clean. When I got out of the shower I noticed that I had a text message, it was master. Now that he had my info he knew who I was he had me pegged. The text was simply another video… I opened it and it was a video he took while he was fucking my ass.
“do you think I would let your sweet ass get away now did you?” the text read