Me, Tabitha and Her Boy

by MWTB

I haven't written stories in a long time, and when people have asked why I stopped, I've explained that when I started writing, I was doing it to get out all the fantasies that I had, all the things that I wanted to do and never could. And there were a lot of things that I wanted to do, but was too afraid or unsure of how to do them. I was monogamously and unhappily married, and I could not figure out how to get what I wanted. But I figured it out. I dipped my toe into the BDSM and polyamorous waters, and then I jumped in head first.

Jumping in, however, took the time and energy that I had used for writing. All those pent up things that I fantasized about were coming true, so I no longer had to find an alternate outlet for it, and I no longer felt that same burning desire to write. But I always thought that I should write about my real-life experiences. The things I got into and did were things that I couldn't have even begun to imagine just a few years earlier. I just never quite got around to it, but I recently found myself with a little extra time, and it happened just after another amazing experience, so I finally took the time and got it down on pixels.

Everything that is in this story actually happened, though it may have happened in a slightly different order, since much of the night blurred together. Also, the names have been changed to protect the innocent(ish). So let's get started...

I have a friend named Tabitha who I've known in the scene casually for a very long time. She is a switch and she has a sub of her own. I didn't know her well at the beginning, but we've run into each other a number of times over the years, and in the last couple of years have met more and more. We met at an event a few years ago and she saw me playing with someone other than my wife, and said that she didn't realize that I played with others, and would I be interested in playing? I definitely was. She was a hot little thing, and I'd been lusting after her from the first moment that I met her, but she was with someone else, and I wasn't at a point that I could approach people that way. Frankly, I'm still not.

It took another couple of years, we went out for lunches occasionally, saw each other at events, but we finally did end up playing, and it was great. A four hour spanking and impact scene in the courtyard of an event. I made her cry, made her cum with a singletail whip, and then we cuddled a lot. We connected and clicked in a wonderful way. I definitely knew I wanted to play with her again.

The day after we played I met her sub. He was a very nice guy, big and good looking, looming over this petite little girl, and yet she was in control of him. It was lovely to see.

A few months later, she and I played again, this time alone in a hotel room. I beat her, she sucked my cock over and over, I pushed her, she responded. It was a lovely evening as well, but that isn't the one I am going to describe.

Last month she told me that her sub, John, was amazed at the difference in the way that she behaved when she was around me vs when she was with him. She was in command of herself and him when she was with him, but when he saw her with me after we played she was acting all girly and flirty. He asked her if he could watch some time when I played with her.

When she approached me about it, I, of course, was very amenable and intrigued, and we started a long and exciting discussion about it. Would he sit in the corner and watch all night, or would he participate in some way? She explained that he was straight, but she still made him suck guys off sometimes or otherwise do forced-bi to him, so that raised all sorts of interesting possibilities. I am straight as well, but what might I let him do to me as part of a scene? I didn't know the answer.

She also let me know that he was only allowed to cum occasionally. When he was with her, his cock was often caged, and even when he fucked her, he was not allowed to cum until she felt like letting him. We discussed whether or not he would be allowed to cum on our date, and in the end she asked that he not be allowed to.

It was an interesting discussion that went on via text and email for days. What came out of it was the she clearly wanted to be submissive to me for the length of the evening, and I could do what I wanted to her, within the limits that she laid out - she had some sort of issue with arterial spray, I think it had to do with not wanting to have to pay the hotel a cleaning fee, since the room was in her name.

We met for lunch a little under a week before the date, both to discuss more what we were going to do, and because I wanted to see her face to face and start making her anticipate it even more. During our discussion she indicated that one of the things that she wanted was a challenge, and would like to try to not cum until she had permission. I agreed, and we came up with some parameters.

She was not allowed to cum from that moment until I told her to. In the event that she did, I would get to use a hog prod on her, a toy that she absolutely feared and hated. I thought it would be fun for me to try and make her lose, and to wrangle John in to help. The next day she messaged me and told me that she had forgotten that she had a date with her other partner the night before our scene! She reached out to him and explained that I had put her under orgasm restriction, and his reaction was not quite what she expected as well. She was afraid he would be upset that another man was controlling her orgasms while he fucked her, but he took it in good and evil humor, and told her that he would do his best to edge her the whole evening.

The day of the scene, she had her sub arrive first to get the hotel room. Since I was arriving a little later, I asked her to put my name on the hotel so I could get a key and not have to have one of them come down to get me. That meant that when she checked in, he had to stay off to the side, which was a great way to start him feeling like the lesser part of the threesome. She arrived at 4, checked in, waited for John to trot over with the bags, and went up to the room to change, she into her sexy outfit, he into lacy panties over a cock cage and a pink crop top.

When I arrived at the hotel an hour later, she showed me around the room. It was an upgraded suite, with a bedroom, living room, and 2 bathrooms. We got to the bedroom, and I saw John sitting on the floor in the corner. As soon as we got into the room, she started making out with me. I didn't pay attention to what John was thinking of that, because I had a sexy little thing in my arms, and I was really into the kiss, though I changed it up a little when I grabbed her throat and pushed her up against the wall, so that I could control the kiss.

I should describe Tabitha. She is a petite, tiny, sexy little girl, 5' even. One never even guesses what a woman weighs, but she is small enough that I can toss her around easily, a trait that I took great advantage of. She was wearing an off white dress, somewhat see through, with a black bra and panties peeking out when she moved. She had done her hair up in pigtails, probably because she knows what that does to me. Her tits are perky and firm, and her ass has just the right amount of meat on it to look amazing, feel fabulous in my hands, and react perfectly to a sharp spank.

I released her and grabbed my suitcase. I slung the heavy case onto the ottoman near the bed, and opened it up. I started pulling out my toys: the floggers, whips, antlers, canes, knives, chains, mallet - all the things I like, and I laid them on the bed, within easy reach.

I then reached for her, pulled her in for another kiss, moving my mouth down her face and nuzzling her neck, then started dragging her over to the bed. She said, "I'd prefer to keep the dress intact if possible. I don't care about the underwear, but I like the dress."

She'd already discovered my propensity for destroying her clothes, and it was a pretty dress, so I was willing to allow that.

I pulled her in front of the full length mirror on the back of the bathroom door, and pushed her hands against the door and pulled her body back against mine. She was standing inches from John, who was looking up her with a slightly excited look on his face. I couldn't blame him, she looked so hot.

I nibbled on her neck, then reached down and pulled her dress slowly up over her body. When it came off her arms, I saw that her bra had pulled up her perfectly formed tits, her nipples peeking out, dusky and hard. I pulled the bra back down, covering them up. That wasn't the reveal I had planned.

I pulled her over to the bed, tripping her a little over John's foot, reminding her that he was there. I sat down on the bed and pulled her over my knee. I rubbed her sexy ass, and then gave her a light spank. I did that a few more times, then pulled her panties up into the crack of her ass, giving me a lovely target. She was trying to brace herself on the bed, but I turned her so that her head and arms were hanging off the bed. I enjoyed it much more when she was off balance - it was harder for her to be prepared for the next spank.

In between spanks, I was rubbing my fingers over the crotch of her panties. She was still restricted from orgasms, and I was going to really enjoy bringing her as close to the edge and watch her struggle not to go over. I spanked her more, and touched her clit, sometimes slipping my fingers under her panties to feel her bare. As I was spanking her, she was moaning, and then I thought I heard her say something that made no sense.

"Excuse me? What did you just say?" I asked.

She gave a little pant and said, "Rancid mayonnaise."

"OK," I said, spanking her ass again. "Why exactly did you say rancid mayonnaise?"

"It's a mental thing," she explained, breathing heavily. "If I start getting close, I try and think of unsexy things. It was feeling too good, so I thought of something very disgusting, rancid mayonnaise."

"That makes sense," I said. "So you have lots of disgusting food to imagine?"

"That and killing cute animals," she said.

"Ahhhh," was my only response, and then I continued spanking her.

I made her ass nice and red, and I kept dragging her close to the edge and stopping. She had brought a number of her toys for my use, and I reached over and picked up a lovely vibrator designed for stimulating her G-spot. I flipped her over onto the bed and pushed it into her, rubbing it back and forth while I played with her clit. I loved hearing her get close, realize that she was getting too close, and then see the focused concentration and hear her mutter something disgusting under her breath while she got control of herself.

I eventually stopped teasing her with the toy and reached over and got my knife. I slipped it into the side of her panties, and pulled up violently, causing her to gasp as the panties ripped. Then I slowly ran the knife between her legs, scraping the area gently, until I slipped it carefully under the crotch of the lacy garment. I gave her another slap with my left hand, then ripped the panties open, exposing her pussy to me completely.

When her breathing stabilized a little, I flipped her over and laid her flat on her back on the bed. I picked the knife up again, which elicited a lovely little squeak from Tabitha. I started running the knife over her body, scraping her skin gently. She gasped when I ran it across her neck, leaving a light line on her skin in its wake. I told her to close her eyes, which she did very reluctantly. I tried explaining to her that if her eyes are closed, I can't be doing anything too scary, but that didn't seem to calm her down.

With her eyes closed, I continued to run the knife across her body, scraping the tip across her breasts and over her bra, catching her nipple. Then I slid it under a bra strap and yanked, severing the strap to the accompaniment of her squeal. I reached down and pushed my finger shallowly into her while I continued to run the knife along her body. I slipped it under her remaining bra strap and pulled the knife up (carefully) just passed her face while I plunged my finger deep inside her. I really do love the noises that she makes.

I was impatient to see her nipples again, so I scraped the sharp knife down between her tits and under what was left of the bra, being sure to dig the tip of the knife across her skin. One last pull and her only remaining protection lay in pieces by her side.

I stood up and walked to the edge of the bed and opened my pants and pulled them to my thighs. As I moved my cock towards her, she lifted her head and sucked it into her mouth. I let her suck for a moment before I just shoved it in deep, leaning over her body and playing with her pussy, distracting from her cock sucking with the feelings in her pussy, distracting from the pleasure in her pussy by shoving my cock past the back of her mouth, and her trying to distract from both by stomping on little bunnies in her head to keep from cumming.

All too soon I pulled my cock out her mouth, listening to her gasping for air. I pulled my pants back up and zipped them, then I flipped her onto her stomach and spread her legs. I touched her gently between her legs, alternating that with spanks across her already red ass. Then I took her arm and held it behind her back as I slipped cuffs on her wrists for later. For now, I gave her back her arms to rest above her head and I reached over and picked up my moose antler.

I really enjoy my moose antler. I got it in Alaska on a trip to my Alaskan Dolly, and it has so many useful surfaces, curves and protrusions. In this instance, I mainly used the broad flat to beat her sexy ass. I was surprised by the deep moan of pleasure when I first started hitting her with it. Apparently, she really, really liked it. I continued hitting her, again interspersing it with gentle and not so gentle strokes of her pussy.

Finally, I stood her up and started walking her back to the mirror when I changed my mind, bent her over the bed, slipped on a condom and pushed myself hard into her. I fucked her softly for about a minute, just enough time for me to get some significant pleasure for me while not allowing her enough time to get even closer to orgasm.

I then pulled out, took off the condom, and straightened her up again. As she stood nervously waiting for what I'd do next, I pointed to a spot on the other side of the room and told John, "Go over there".

Then I hooked my door hardpoint tool over the door and snapped her cuffs to it, making her stand facing the mirror. I went to my toy pile and selected my heavy flogger. It is a lovely, thick, heavy, blue bullhide flogger, with a deep scent of leather, the kind of aroma that, when I ran it across her face immediately caused her head to loll forward. I worked on her back and ass with the flogger, then had her spread her legs more so that I could flog between them. I noted with amusement that even strapped in and being beaten, she still stood on her tiptoes with her ass jutting out, maximizing how good her already perfect ass looked.

I put down the flogger and got out my single-tail. It was interesting using it on her. She'd had bad experiences with it before, and before the first time we played she said she had a tremulous relationship with the single tail, but wanted to ease into it. I must have done a good job, because that first time we played, she came while I was using the single tail on her.

This time, I started gently across her back and ass, listening to her soft moans. I started ramping it up, striking her harder, and I watched in the mirror as her eyes rolled back in her head, and she even went cross eyed. I am pretty sure her relationship with the single tail was no longer tremulous.

I spread the strokes across her body, leaving marks across her back and ass, on her thighs, both the back and the inner thighs. I wrapped it around her body, striking the sides of her breasts, her hips. I loved the fact that she was facing the mirror, and I could see every expression that crossed her face. I was getting so hard.

I grabbed her, and for fun I turned her on her side, so I could whip her from her armpit down her sides, flicking across her breasts, and down the outside of her thighs. I also enjoyed wrapping it around her ass and watching her twitch. I did the same on the other side, and I'd decided she'd had enough fun, and I wanted some for me.

I handed her the key to John's cage, and when she had managed to remove it - she was very floaty and not moving in the most coordinated of fashions, I pushed her onto her back onto the bed, with her legs hanging off the bed. I put on a condom and grabbed her legs, dragging her ass just off the bed and I pushed myself back into her. This one was for me, and I just pounded her for a while, before I pulled out and moved her to the corner of the bed with her head hanging over it.

"Fuck her mouth," I told John, and he eagerly came over and she gobbled his cock down, while I continued to use her pussy. It was lovely to see, but every time John would make her gag, she would end up gagging so hard her pussy would push my cock out of her, but a small price to pay. Putting myself back inside her was fun.

I picked up my single tail and awkwardly applied it to her tits while I also focused on fucking her. This continued until I was ready for something else, and told John to go sit back down, I pulled out of Tabitha, discarded the condom, pulled my pants back up (I try not to leave my hard cock out and protruding when single tailing - once was enough when a backswing flicked the tip over my cock; I am definitely not a masochist). I pulled Tabitha off the bed and chained her back against the mirror, facing out towards me.

I picked up the single tail again, and she moaned in anticipation. I started lightly using it across her front, starting with her thighs and moving up. I had her stand with her legs open, so the first strokes crossed the front of her thighs, but also licked her inner thigh. As I moved up, she jumped as the tip got close to her pussy, then moved to her stomach. She held her breath a little as it approached her nipples, and moaned as the tail flicked across the. I continued further up and let the whip caress her throat.

(Note to the boys and girls at home: do not try this unless you have been trained on the ways that you hurt somebody. The way I describe using the whip is not the appropriate way for a beginner to use one, and does explain the level of carefulness that I have cultivated over many years of use. Please use all your toys responsibly, and the dangerous ones only after you have learned the safe ways to do so.)

I switched from a horizontal stroke to a vertical one, moving from the top of her breasts and down to her thighs, leaving marks all over her torso. Along the way, quite a few of the strokes kissed her pussy, causing her to twitch and moan. Watching her this way was even better than seeing her in the mirror. Her eyes glazed and her head slumped and she was loving and hating what she was feeling.

After a bit more of that I told John, "I've hurt her pussy, go kiss it and make it better."

He eagerly crawled over to her and pushed his face between her legs. She gasped and moaned in pleasure, then I started focusing the single tail on her nipples, and she moaned some more. I can only imagine how her head was processing the combination of pleasure from his tongue and the pain from my whip.

I continued until she looked like her legs would no longer hold her up, and I told John to go back to his spot. As he scurried over, I pulled down on the quick-release connection on her cuffs and caught her as she slipped forward. I laid her down on the bed with her head towards the edge of the bed.

I let her rest for a little bit and start to get her senses back, but then I pointed to her and told John, "you get right there the way that she is."

I moved Tabitha out of the way and let John lay down. Then I told Tabitha to climb onto him in a 69 and start thanking him for all the nice kisses he had given her. She grabbed his cock and started kissing, stroking and sucking on it. With her pussy pushing against his face, John started licking and feasting on her again.

I watched them enjoy each other for a few minutes while I recovered a bit - it's not just bottoms who get worn out in these scenes, it's a lot of work for tops as well. I enjoyed the visual, then I moved around the bed and finally took my clothes off. I put on a condom and climbed over to straddle John's head, hitting him in the face with my balls, as I pushed my cock back into her amazingly tight pussy.

I stroked into her slowly and deeply as John went back to work sucking on her clit. I told him, "I like my balls licked too." The truth is that I did like my balls licked, but wasn't sure how I would feel about a man licking them. The reality was that I didn't even pay that much attention to the man occasionally swiping my balls with his tongue, because Tabitha's pussy kept me quite focused on her.

I pulled out and walked across to the nightstand while John pushed his face back into her pussy. I grabbed one of the toys that she had brought, a heavy, metal Njoy butt plug. I lubed it up (I'm nice like that - sometimes) and walked back over to straddle his head again. I asked if she was OK for me to use it, because when we were discussing the date she had said that she was nervous about the anal stuff, but she said that she was ready for it. I started pushing the plug into her, and marveled at how tight her little ass was. This was far from the biggest plug they make, but I was having a struggle getting it inside her little butt hole. But I was nice, and continued working it slowly, encouraged by her moans, until I had it seated inside of her.

I pushed John's face away from her pussy and sunk my cock back into her. I enjoyed how snug her pussy was as I pushed her pussy back down onto John's face. We continued like that for about five minutes, with me alternating strokes between slow and steady and hard and pounding, her jacking and sucking his cock and making him moan and grit his teeth to keep from cumming, and him doing his best to make her cum while she struggled not to.

I pulled out, removed the condom and walked around to her head. I grabbed her hair and pulled her mouth off of his cock and shoved it onto mine instead. She really went to work on it, ignoring John's cock as she focused all her concentration on pleasing me. Throughout it all, I could clearly see her approaching the edge, and then managing to back herself down from it.

I glanced down towards her ass, and I saw part of John's head, shoved right up against her pussy. His hands were wrapped around her ass to pull himself up, with some of his fingers playing with the plug, moving it around, sometimes pulling it out a little, and then pushing it back in. I focused on my pleasure, using her mouth to masturbate my cock in, pushing in and out at whatever depth I wanted, when on a particularly deep thrust I heard her gasp around my cock and big thunk.

The deep thrust I had made, along with whatever John was doing to her pussy had made her squeeze so hard that it shot the heavy metal plug out of her ass and about three feet across the room to hit the wall and drop noisily to the floor. Man, I could not wait to feel that ass around my cock! Luckily, I didn't have to!

I pulled my cock out of her mouth and let her go back to sucking on him. I got another condom on and decided to be nice again and use the lube. Actually, she said that while she can take it in the ass, it's sometimes painful, but was willing to let me try, so I wanted to make it as nice for her as I could. But try I would!

I climbed back over John's head and laid the tip of my cock against her tight little hole. She flinched a bit, and I asked her if I could use her ass. She reluctantly agreed. I added a little more lube and started pushing in. She was tight! She even reached back and tried to help with the perfect placement. I continued to push gently, her ass fighting back. She was tight, but I persevered. I started making some headway as the head of my cock pushed its way past her opening. She was grunting a little, and I was trying to go slow, but I looked down and I noticed John's hand on her thighs, pulling her body back onto my cock.

With John's help, my persistence, and Tabitha's grudging acceptance, my cock was soon buried balls deep in her ass. Well, not the balls, those were resting on John's forehead. I started fucking her ass harder, and Tabitha's acceptance went from grudging to enthusiastic. She was moaning and on the edge from everything that had happened and from what John and I was doing to her. I told John to put his fingers in her, and I enjoyed the extra massaging feeling.

I finally decided to let her have what she was looking for. I leaned over her back and moved her hair away from her ear and neck. I kissed and nibbled on her neck a little and I whispered, "You can cum now, little girl."

You would think someone had dropped the plunger on a bundle of dynamite. After close to a week of edging, she just exploded! She started cumming immediately and hard! I pushed in deeper to prevent being shot out across the room myself. She thrashed as John and I kept her pinned between us.

In the middle of her long orgasm, I said fuck it, and started pounding hard into her ass. That set her off even harder and she moaned and flailed. It was an interesting sensation having my cock massaged inside of her as I forced my cock in and out of her tight ass. When she started coming down from that intense orgasm, I told her, "you can cum one more time, and that's it for now."

Once again, she came instantly and hard. I could definitely get used to that feeling. I ravaged her poor little ass some more as she came down from that intense orgasm. She told me that she was starting to get sore, so I pulled slowly out and stood to the side, removing the condom then sinking to the bed.

Tabitha jumped off of John's face and asked, "Can I go to the bathroom to clean myself up?" I could tell that she was self conscious and was worried about any sort of leakage that might emit from her ravaged asshole.

I shook my head and said, "No, get back on John."

She looked a little stunned that I'd denied her, and definitely embarrassed, but like the good little girl that she is, she climbed back on and went to work on his cock again. John must not have been as worried as she was, because his tongue went right into her ass, soothing and pleasuring it.

I climbed into the bed, pushing some of my toys away, and told Tabitha to come lay on me. She climbed off of John's face and scampered up to rest herself on my body. I pet her hair and told her what a good girl she was being. I made sure she drank some water, and we rested a little while John sat up and sat on the bed looking at us. I wasn't sure if he was jealous of me having her on me, or happy that I was making her feel good. Either way didn't matter to me.

"Did you like cumming?" I asked her.

"Yes!" she exclaimed.

"Do you want to do it some more?" I asked.

"Yes!" she repeated enthusiastically.

"Well, instead of waiting for me to tell you that you can cum, you can let yourself get really, really close, and then ask me for permission. I may allow it, or I may not," I explained.

She nodded happily and cuddled into me. When we both were relaxed and calm, I pushed her down and made her suck my cock more, and let John play with her pussy while she did. She got me really close, but I didn't want to cum yet, so I pushed her away, just barely in time. My cock did spit a lot of pre-cum all over the place.

"Look at the mess you made on me," I told her. "Clean that up!"

She licked my cock and my stomach and the whole area until it was all gone.

"Now go ride your boy", I told her. She got up and pushed John down onto his back. It was amusing how easily and confidently she pushed around a guy so much bigger than her. She pulled off his panties, then spit on his cock to lube it before she got on.

"Dammit!" she said. "I probably shouldn't have done that with his cum in my mouth."

She got a towel and cleaned him off, but still made him put on a condom, then she climbed up onto his cock. She slapped his face and told him to open his mouth, and she shoved his panties into it. She started riding him harder, looking down at him and smirking, wrapping her small hand around his neck and squeezing.

She always has the best ideas, so I slapped her face as well, and told her, "Look at me, little girl, not him!"

She grabbed his throat and turned her head and looked at me as she continued posting on his cock and lightly choking him.

"He's not fucking you," I told her. "I'm fucking you, I'm just using him as a toy."

She started fucking him faster, getting closer, but then backing off.

"Put the panties in your mouth," I told her. She looked confused for a second, then reached down and pulled them out of his mouth and shoved it into hers.

"You know, now you can't ask me if you can cum," I told her. "I guess you'll have to ask with your eyes."

She impressed me, because her eyes did show her desperation, and pleading. It was so hot, I told her that she could cum again, and she tensed up and really rode his cock. It was a lovely sight to behold.

She calmed down a bit, and started riding him again. I put a condom on my cock and said, "Now get on me."

She pulled off of John quickly, leaving his cock waving in the breeze, and she scurried over and climbed onto my cock. She started riding me while I played with her tits and pulled her down to kiss me. I told her to have her boy lick her ass, so she turned to him and said, "Get your tongue in my ass."

I used my arms to pull her up and down while John tried to drill deep into her beautiful butthole. On a particularly strong thrust, I popped out of her. She reached down and started stroking my cock, right near John's face. "I really want to put you in his mouth," she said plaintively.

I thought about if for a second, and then said, "You can."

John gasped, "What?", but Tabitha demanded, "Suck his cock!"

Now I am straight, and I have never had a guy suck my cock. There is nothing wrong with it, but it just doesn't do anything for me. As Tabitha and I talked about and prepared for this date, we had discussed the limits of what I would do to John. I knew in theory that I could have him suck my cock, but I wasn't sure how I would feel in the moment, but I discovered I had no issue with it at all. First, the power dynamic added the element of attraction that I didn't have by default with a guy. And second, it could have been anyone sucking my cock. I had a hot girl squirming on me as I made out with her and my cock was being sucked. The fact that it was a guy was meaningless.

Anyway, he got me even harder, and then she had him put my cock back into her pussy. She kept fucking me, and I felt myself starting to get close again, so I grabbed her and held her tight to me. I pulled out and rolled her to the side so we could rest some more.

In a few minutes I asked her, "Are you ready for more?"

She moaned affirmatively.

"Get on your hands and knees over there," I told her, pointing to the other side of the bed.

She did as I instructed, and I told John to have fun with her. He got up behind her and started fucking her.

Now a little backstory: when Tabitha and I were plotting the date, I told her that maybe I'd have John try and get her off, and if he did then he'd be able to cum. We decided not to do that, but as part of the conversation she told me that he wouldn't really want to make her fail, because he was all about serving her and her needs, over his own. Boy, was she wrong.

Then she told John about that part of the conversation, he got very excited. And it wasn't even about him getting to cum, he just wanted to be able to beat her at this. With that in mind, John had been trying to make Tabitha cum for a long time. He had edged her before they left her house to go to the hotel, and he had been doing all that he could and using every trick he knew to get her off, and she had so far been succeeding holding it off. So when he was given permission to actively fuck her, he really went to town.

John fucked her hard. Really hard. And having been her partner for years, he knew the things that excited her the most, and he was determined to get her to cum on his cock.

I let him continue fucking her for a bit, watching her get close. "Please, can I cum," she begged.

"I'll tell you what," I proposed. "I will let you cum, but only when my cock is inside of you. When my cock is inside of you, you can cum to your heart's content, but when it's not, there are no orgasms for you."

She looked excited, and I continued, "But the thing is, I'm not really going to fuck you. I'll put my cock in you, and maybe I'll move it around a little, but I won't give you a hard fucking."

"That's ok," she said.

"But John is working so hard on fucking you. He's fucking you way better than I'm going to. Are you sure you don't want John to keep fucking you?" I asked her.

"John who?" she asked, pulling her pussy off John's cock and moving to lay in front of me.

I smiled, got up, and put a new condom on. I stood on the side of the bed between her legs and slowly inserted my cock. The little slut came immediately. She started thrashing so prettily. I kept fucking her extremely slowly through her orgasm, and asked, "Was that good for you?"

She nodded.

I kept fucking her, and I could not keep to my stated intention to not really move inside of her. She has an amazing pussy, and I wanted to enjoy it fully. I started fucking her hard, and she started to cum again, when I took a stroke that was just a tad too long and pulled out of her. Like a good girl, she clamped down on her orgasm. I was very proud of her.

I put my cock back inside her and reached over and picked up another toy of mine, a split thumper (https://leatherbydanny.com/shop/en/35-split-thumper). Basically, when open it is a thick piece of leather with a handle on either side, and I took that and laid it across her neck, pinning her to the bed by her throat. Then I grabbed the handles tighter and started pulling her body onto my cock by her throat.

If I thought that she had cum hard before, I hadn't seen the half of it. She was basically cumming continuously, her eyes rolling to the back of her head, shaking and pounding her head into the mattress. If I didn't know better, I'd have thought she was having a seizure.

John was watching her from across the bed, muttering about how hot she looked and he'd never seen her cum that hard. I (semi)-jokingly told her the same line that I used on some of my other partners. "Remember, if you pass out, I am going to shove my cock deep in your ass." I tightened the thumper even more and fucked her even harder. She was having a great time, and so was I.

Every now and then, I pulled my cock out of her, and watched as she struggled to control her orgasm, but I never stopped for long; I was too into it. But all good things must come to a pause, and both she and I needed a break.

We rested for a moment, then I had her go over and start sucking on her boy. He actually complained that he was too sensitive, but mostly she kept doing it. I was laying there watching them, looking at her cute little ass swinging around, and I knew what I wanted.

I slipped on another condom and covered it with lube. I got up behind her and put the tip of my cock against her asshole.

"Are you ok if I fuck your ass again?" I asked.

She seemed a little nervous about it, but said yes. I started pushing in, and it went in a little easier than the last time, but still with great effort. It took a minute to get fully seated, but I made it. I started stroking in and out, really enjoying the tightness of her ass, but then I heard her saying, "Ow, ow, ow!"

I didn't want her hurting (too much), so I said, "I'll stop when you cum on my cock again."

She nodded, and John helped her out rubbing her clit to make her cum faster, but then I heard her sobbing into John's balls. John switched to stroking her head tenderly, and I was a little worried that I was hurting her too much, so I slowed down and asked, "Do you want me to stop?"

It took her a moment, but she said, "No. I haven't delivered on our deal!"

This was one very stubborn and determined girl. I wasn't able to break her and make her orgasm without permission despite three men's best efforts and over 4 hours of play and fucking, and she was determined to let me enjoy her ass.

She might have thought that the tears would make me go easier on her, or maybe hoping it would turn me on and make me cum faster (she was right). My cock did get bigger and harder because of her tears, but if she was going to give me such a lovely gift, I was going to appreciate it to the fullest, so I started pounding my cock into her ass, and she continued sobbing.

I told her, "I will stop fucking your ass when I feel it cumming on my cock."

I love seeing how people respond to the pleasure and pain mixed together, and she responded well. Through her tears, she still came really hard on my cock. When she was done with her orgasm, I slowly pulled my cock out and discarded the condom and cleaned myself up.

I lay down when I was done, and looked at Tabitha laying with her head on her boy. I was getting pretty worn out, Tabitha looked exhausted, and John was still completely on edge. I had been beating and fucking her for close to five hours, and I felt it was time for the finale, so I beckoned her over and had her start blowing me. While she was doing that, I sent John to the refrigerator to get the container and bowl there.

Part of what Tabitha and I planned was how I was going to cum and what would happen, but she added an interesting twist. She normally collected the cum from her other partner to sprinkle into John's food. The container in the fridge, however, had John's cum in it. I had him pour it into his steel dog bowl and put it on the end table. Then I focused on the amazing job that Tabitha was doing; she might have been tired, but that didn't affect her mouth one little bit. In no time at all she had me on the edge again.

I grabbed her head and held it in place while I blew my load into her mouth. She was very careful not to swallow it, and she held her head until every last drop was out of me. Then she went over to John, pushed him onto his back, and dribbled the cum out of her mouth into his. It was a sexy sight indeed, but it wasn't over. I had John get up and go spit what was in his mouth into the dog bowl, and mix it in with his cum. He handed me the bowl and I put it on the bed next to me.

I beckoned her over, and with a sly smile and sexy wiggle, she crawled across the bed and dipped her head in the bowl. I don't know how John was feeling, watching his Mistress eating cum out of his own bowl, a task that was normally his to do, but I know that I enjoyed it a lot. She was so eager and excited, and she licked it like it was ambrosia. John was playing with her pussy while she licked the bowl clean, sometimes forcing her face into the cum. When the bowl was spotless, she turned around and had John lick her face clean of the combined spend of me and him.

And that is how the night ended. We all rested for a bit, then went out for a bite to eat. I checked in with both of them, and they were both quite satisfied and happy. In fact, when I asked Tabitha the next morning if John enjoyed it, she replied with the following:

Oh yeah, he couldn't stop talking about his favorite parts -- the way you set up the me begging you while he was fucking me. How that was such a masterful cuck that wasn't competitive. How in general your style and energy was relaxed and unconcerned about making me cum which put you in a position to "win" no matter what.

He literally kept stopped eating my pussy to be like and another cool thing was ... til I was finally like ok come here stop doing that and tell me.

So, happy endings all around. John was finally allowed to cum that night, but was so worked up and wiped out that he fell asleep instead, but the next morning he got to blow his load all over Tabitha's face. (He had to lick it off, of course). Tabitha was sore, but pleased, and when I met her later in the week, she was very happy with the scene. And me? I got to sleep in that big bed after they went home, surrounded by the smell of leather and Tabitha, and then go home to my wife the next morning and tell her what happened. That was a pretty fucking fabulous date for me.

All sorts of new experiences, no dead bodies, and everyone happy. What more can you ask for?

So that's my life now ... far different than what it was 13 years ago when I dipped my toe in. I'm not saying this was a typical Sunday night - it definitely was one of the more memorable ones. But my Saturday nights? Well, that's a whole other story...