Spanked across his Trainer's Knee

david was given his first spanking across his trainer's knee the other day.

It was a weekend training session and I was there in the house. We went down to the gym in the basement together. I stood and watched as Mags started with the usual questions regarding if he had done his pushups and situps each day. English is not Mag's first language, and she has a delightful little accent. He had to admit that he had not.

As I have mentioned previously, she still does not fully understand this "mock punishment" thing, and just looked disappointed in him. I thought I would encourage things along.

"Before you start," I said, "I think you should take him across your knee and give him a good long hard spanking for missing those exercises. How else will he learn?"

Mags said "Oh, like for a child?"

Wow. She really still doesn't know even the first thing about spanking.

I placed a folding chair down for her and told her to sit on it. I then had david stand beside her, drop his pants, and then bend over her knee. As he dropped his pants he revealed a pair of black and pink sheer panties. His cock was fully visible under them, and the tip of his cock was even poking out the top of his panties, erect as he was. He went right across her knee, hard cock and everything. She had on black stretch pants. I hoped he would not leave a stain. I handed Mags the paddle, and told her to start using that on top of his panties.

She started in with her usual gusto. I asked her to slow down a bit to make it last longer. She moderated her pace and said "Oh. This is ok, lighter like this? I thought he liked it harder? So I never wanted to do it for too long because I was afraid..."

After about 50 spanks I asked her to take his panties down, and to finish off his spanking with another 50 on his bare bottom harder than the last, and to make the last 20 as hard as she could.

She smiled and pulled his panties down. She pulled them down a couple of times to get them lower so that his thighs were bare. She did not neglect his thighs during his paddling in the least.

I could tell when she reached the last 20. She paused, firmed up her grasp around his waist, and really laid it on. david started screeching like a little baby across her knee. His butt and thighs were already a deep red. These last twenty, all to his low spank spots, brought out white at the centers.

"Look at that," I said as I pointed to his scorched buns. "That's a very well spanked bottom. Now keep him across your knee, and lecture him on what he should be doing on the days you're not here. Use the paddle to make sure he's listening."

She started in on the lecturing.

"You EXERCISE when I'm not here! SWAT SWAT SWAT. Do you understand??? SWAT SWAT"

"Yes Miss!"

"Twenty pushups and thirty sit-ups. EVERY DAY! SWAT! How many days I am not here? SWAT"

"Six days, Miss!"

"ONE! TWO! THREE! FOUR! FIVE! SIX!" (all six to his tender thighs).

"Yes Miss! I promise Miss!"

"What will happen if he doesn't?" I prompted Mags.

She thought for a moment.

"If you don't, we'll start the next time this same way. This time I give you 100 spankings. Next time I give you 200 spankings, and the last 100 spankings will all be hard. And I will be exercising my arm all week long just in case! Do you want this?"

"No Miss!"

"Then you will exercise each day?"

"Yes Miss! I promise Miss!"

"Good. Get up and we will start."

david stood painfully to his feet. I went behind him, pinning his arms at his sides as I reached around for his penis and said "This is how you know your spankings are effective." I told Mags, holding his flaccid penis between my thumb and middle finger.

"Yes. I can see that!" She said.

I released david and he bent to pull his panties and shorts back up his legs.

"No!" Said Mags. "Nude today. I want to see that spanked bum while you do your exercises. And don't think I'm letting you off your spanks between sets."

I helped david off with his shorts, panties, and shirt, and took them upstairs with me as the exercising got under way.

I think that's some good progress!

Husband Spit-Roasted

[Continued from part 1]

david's asshole had by now been thoroughly stretched and it was time to move on the main event: the spit-roasting.

When we left david, he had been sitting in the bedroom on a high wooden stool with his feet off the ground and his hands on his head. My largest dildo, Adam, was lodged deeply up into him, and strapped in using a yoga strap that went high underneath his balls, around to his back, down and back up between his legs, and then tied right under his balls again. david was sweating profusely, squirming, and there were tears in his eyes as he tried to cope with Adam lodged in so deeply.

Kimberley and I then left the bedroom, leaving him to cope as best he could with his situation. When we were outside the room Kimberley did a quick check in with me asking if everything was ok. I told her it was fantastic! Both of us then stripped down to our lingerie. I was wearing a pink bra and cream panties, and Kimberley had on fishnet stocking, purple panties, and a light corset. She belted on her leather-harness the big black strap-on dildo in it, and placed a condom over it. She looked sexy and gorgeous, and oh my goodness her strap-on dildo was massive!

We went back into the room dressed like that.

Kimberley was the one who released david from his stool, and allowed him to stand facing it. She put a pillow on the stool while I undid his Yoga strap. She then made him bend over the stool. Despite the lack of the Yoga strap, the large dildo stayed deep inside of david.

He was in this position over the stool

Kimberley went to his face and tried to stick her dildo into his mouth, but she was too low. She said she needed some more height, and put her three inch stiletto heels back on. With the high heels, she was just at the right height.

She then started smacking the side of his cheek with her big dildo. She made him lick the tip. She made him lick the shaft, and she smacked his cheek again.

As this was going on, I was at the other end of him extracting my big dildo from his ass. It came out a bit messy (as I feared) but I let that go, quickly wrapping it with a paper towel. I took it to the bathroom and cleaned it up. Then I put it into my strap-on harness, put a condom on it, and joined Kimberley at his head.

By this time she had proceeded to get the big black dildo into his mouth. As I came back I heard her say "No Teeth!" and then turning to me said "I can feel it when they use their teeth". david was being required to open his throat to her huge dildo.

With both of us there, we both started smacking his cheeks with our dildos. Kimberley grabbed his hair and made him take my dildo into his mouth. Then she pulled him out by the hair and made him put his mouth around her dildo and told him to slide in and out. Despite my dildo being slightly smaller, I was the crueller of the two of us, making him gag and slobber profusely whenever his mouth was around my dildo.

Now it was time for his fucking. We decided we wanted to fuck him on the bed, as the stool seemed to be a bit precarious and a difficult angle. We moved the pillows to the side of the bed and put them there. Then we had him bend over the pillows at the side of the bed with his feet spread and on the ground. Kimberley hopped up on the bed and knelt low, making him take her dildo back into his mouth. I was at his backside, and quite easily slid Adam right in, balls deep. The stretching had been very effective! I mean, Adam is no joke either.

I started pumping in and out of him and was so pleased that he could really take it without the usual complaints. Meanwhile his mouth was hugely distended around Kimberley's large back dildo as she fucked his face. Sometimes it went so deep that his forehead bumped up against her low abdomen. That must have been nice and sexy for him.

"I think this is a high five moment!" said Kimberley, and we high-fived one another. Ha Ha! I really enjoyed fucking david, and enjoyed the sexy visual of him giving head to Kimberley. I hope she enjoyed the view from her end as well.

 "Switch off?" we asked each other at almost the same time. Yup. We both pulled out. I took the condom off Adam and replaced it with another one. We changed places. First I had him take my cock into his mouth. I wanted it in there as he underwent the penetration from Kimberley's big black dildo.

Kimberley took a slightly different position. She put one foot up on the bed and one between his legs. She then gently pushed her big dildo up against david. She bumped the bulbous head a couple of times against his asshole, and then put it in a little, and pulled it out, repeating that a few times. Then she gently pressed up against him, and, unbelievably, that dildo slid in!!! I heard david moan around my cock as that happened. Then she started in on his real fucking.

She was relentless! She started literally pounding his ass. Grabbing his hips with her hands and thrusting vigorously and quickly with her own hips. david cried out as this was going on. It was hard to hear what he was saying, as Adam was in his mouth and he kept gagging on it. The hard fucking in the rear made him fuck his own face into my dildo. All I had to do was hold it there.

I'm pretty sure david wanted it to stop at this point, but while no doubt hard for him to take, it still looked safe to me so I allowed it to continue at Kimberley's discretion. She's the pro after all.

I think it must have been around five solid minutes of hard ass pounding my poor hubby received. Kimberley and I both pulled out of him at the same time and david just collapsed there on the bed.

"Did you like that?" Kimberley asked david, sweetly.

"Yes Ma'am" Said david. I think he actually did. What a terrible little ass slut I have.

I told david to have a quick shower to clean himself up and to meet us downstairs.

When he got downstairs, still nude interestingly, Kimberley asked him "Are you feeling a little vulnerable now?

"yes, I suppose so" he answered

"Why don't you two cuddle then while I put away my stuff and tidy up around here.

I sat on the couch and david sat on my lap and we nuzzled. david then wiggled around and lay across my lap, all of his own accord. I started giving him light little spanks and caresses.

Kimberley saw this and laughed a little. When she was all packed and dressed and ready to go I sent david over to her. He gave her a hug and she said "we'll have to do this again sometime." I also gave her a hug and thanked her and off she went.

For the next little while the conversation was all about what an experience that was. How cool a chick she was. And wasn't I at all worried that she was a former student? It was clear he had no idea that Kimberley was a hired professional. I think I'll keep him in the dark on that. It's more fun that way for him!

Anal training in front of wife and friend

Had some fun the other day!! I was getting a bit bored so I thought I would spice things up by exposing david to another woman in the most humiliating way I could think of: anal training followed by a good old fashioned DP!

 

I'm running out of fresh "regular" ladies, so I decided to open up my purse and hire a new lady. I went online and found a very pretty and self-possessed Dominatrix in her late twenties. I contacted her and told her what I was looking for. We met over coffee, and we set things up. david did not know I was planning this at all. Her job was to pretend to be an acqaintance of mine to whom I was exposing david's little secret.

The backstory we came up with is that she was someone I tutored when I was a grad student, and we just reconnected recently as she was networking looking for a new job. We went for after-work drinks, and as we talked about our relationships it came out that we were both dommy. Me with my husband, she with her boyfriends. I asked if she would like to have some fun with me with my hubby and she readily agreed. But even that backstory david would not be told directly about. It would come out over the course of things. He would only be introduced to her in our living room as a girl I tutored many years ago who is visiting me.

It went off really well, couldn't have gone better, in fact, and david is still in disbelief that I would have involved a former student of mine in our play. Ha! Sucker!

I took off work a bit early, picked her up, paid her in advance, and drove her to our place. We were sitting in the living room and talking. david was expected any moment and he did not disappoint, coming in right on time after work.

I introduced her as Kimberley, a girl I tutored when I was a grad student and with whom I just re-connected. david was very charming and said how nice it was to meet her. After a bit of smalltalk, she started off the proceedings.

"So david, Julie tells me that you two have a very 'interesting' relationship?"

Poor david didn't know what to say. She watched him twist for a little while on that question and then went on.

"Julie tells me that she disciplines you. Is that true?"

She was relentless! david stammered and turned red, but eventually said "ahhh, yes Miss."

"Julie also tells me that she makes you bend over and take it up the ass from her strap-on? And suck on it first?"

"Aww, Julie!" said david, by now looking very embarrassed indeed.

I then said, "It turns out Kimberley also uses a strap-on on all her boyfriends, and spanks them first."

"I do!" She said enthusiastically. "It's what men need and what I like. But I haven't really had a boyfriend I could do that with for six months at least. So Julie was kind enough to offer up your ass for the evening, david."

She turned to me and I to her and we gave each other a quick peck on the lips. david's face was priceless! He was not expecting this AT ALL. And Kimberley is definitely cute to boot.

Kimberley reached down to her bag and pulled out a very large and thick black dildo. It was even a bit bigger than "Adam", but also a bit more soft and yielding.

"This is the only dildo I ever use. I hate those little pencil dick dildos!" She said.

"Oh dear! That looks pretty big, doesn't it david?" I said.

"yeah... too big..." he said, definitely sounding scared.

"Well I'm not going to disappoint Kimberley now that she's come all this way." I said. "You will be taking it, taking every last inch, down your throat AND up your ass. And Kimberley will go as hard, as deep, as fast, and for as long as she wants to."

"Ant that's pretty hard and pretty long." chimed in the charming Kimberley.

At this point I was so incredibly delighted with Kimberley's performance. She was playing her agreed upon part to a tee! A really great actress.

"But I know," said Kimberley, "that my boyfriends always have trouble with this dildo as well. I get them to stretch themselves beforehand, Julie, have you got anything he can use to stretch himself out for me?"

"Sure we do!" I said. "It's so true. If I go straight in with my biggest dildo, we call him 'Adam', it's pure punishment. But if I work him up to it, then he can more or less take it, and without the screams."

"I always made my boyfriends do that to themselves. I mean it's their assholes. They should be motivated."

"What a great idea," I said. "In fact, why don't we get him to do it right here in front of us, so you can check if he's doing it properly?"

"no.... please!" said david.

"Sure!" Said Kimberley. "Happy to. Tell you what, Julie, you go get whatever toys you think he needs to stretch his butt and bring them over here. As for you, butt boy [YES! She actually called him 'butt boy'! Ha Ha!], take these gloves, I brought some with me, go to the toilet and take a crap, and use your fingers to scoop out any shit you have up there. I want you clean and empty. It's the only way it'll be safe for you to take my bad boy up your ass. And you better do a good job. If we see any mess when you pull out your little dildos you'll get a spanking; and if I think I need to I'll stick a finger up there myself to pull out your shit, don't think I won't, and then you're really going to catch a butt whupping if I have to do that!"

[WOW! That's pretty much what she said. Wasn't she amazing! Talk about H U M I L I A T I O N for my boy!]

david, blushing furiously (!), went off to the bathroom to do his thing, and I went to get a selection of his butt toys, some toilet paper and paper towels, a whole lot of lube, some more latex gloves, a couple of towels, and a yoga strap. For the butt toys I got a thin and long dildo, a medium sized butt plug, my largest dildo Adam, and my Hitachi with the anal attachment.

Kimberley and I moved the coffee table to the side of the room and laid everything out on it. We then put a towel down in the centre of the living room, directly facing the couch we were sitting on. We would have a great view!

david came back looking sheepish. Kimberley quizzed him, and david told us that he had done as he had been told and was as clean as he could get it up there. He looked over at the array of sex toys I had out on the coffee table. It was definitely dawning on him that we would be making him fuck himself with these things while we watched.

"Please," he said, "I can do this in private."

"Oh no!" We both said at the same time. "Right here in front of us." Said Kimberley. "So Kimberley can see if you're doing it properly" I added.

I told him to strip down to his "underwear". Even Kimberley would be in for a surprise. I had given david a spanking the night before, and "noticed" hairs in his bum crack. I told him to shave himself thoroughly, front and back, bald as a baby, and that he was then to wear panties for an entire week, 24x7, as punishment for failing to keep himself properly shaved for me up his butt crack. Naturally I knew that tonight with Kimberley was planned (though he didn't) so that's why I did it. The long and short of it was that he was in panties and totally bald on his genitals!

david began removing his clothes. "Just to your underwear!" I warned him, sensing he was going to strip down both his pants and panties at once. Once he was nude except for his pants we made him face us. His hands were crossed in front of his panty-covered genitals.

Kimberley clapped her hands and said "How wonderful! What pretty panties you keep him in!"

"Don't cover up your pretty panties, baby. Hands at your sides!" I said.

david moved his hands to his sides which showed a very considerable erection barely contained by his light blue lacy panties.

"Oh My!" Said Kimberley in mock surprise at his erection. "What a naughty boy! You would think he actually wants me to fuck his ass. Get over here! You need a spanking to shrink that erection of yours."

david walked over and Kimberley pulled my husband across her lap. "Put your face in your wife's lap!" She ordered him. david's head was nuzzled high in my lap, between my legs. His arms encircled me, one hand on my butt, the other on my waist. Kimberley then started spanking him across the seat of his panties. Fairly light smacks, but I could feel his humiliation as he squirmed against me. Kimberley then adjusted his panties into his butt crack, and proceeded to smack his now bare cheeks. david squirmed against me even more in mortification and sexual excitement.

While my husband really does enjoy this type of play, he also genuinely gets very embarrassed during it, which is what actually is the turn on for him. So there was no doubt at all that he was very embarrassed to be spanked across the knee of "my young student" while dressed in only panties.

"Let's see if that's done anything." Said Kimberley, getting david to stand. "Nothing at all! It's even worse if that's possible!" She said examining the front of his panties. "And oh my God, fix yourself!" She told him. His balls were hanging out the side of his panties. Ha Ha! He turned away from us and fixed the front of his panties.

"Let me give it a try!" I said, and pulled him across my lap, causing his head to now fall right square onto Kimberley's lap, right at pussy level. I started in with considerably harder smacks than Kimberley had done. I don't think she was calibrated as to how hard david has come to need his spankings. During this hand spanking, midway through I pulled the backs of his panties down and spanked him on the bare. david squirmed across my lap, and I could feel his erection very clearly against my leg and very clearly not subsiding despite the strength of my hand spanks. From my earlier experience, I knew that his head was bouncing around on top of Kimberley's lap, causing some little pussy excitement. It's very much the position he would be in were he giving cunnilingus. And I know that a writhing humiliated male always makes my pussy wet itself!

I quickly pulled his panties back up and made him stand. He stood and fixed himself again.  His erection had not subsided.

"Fine, david," I said in an exasperated tone, "I can see that erection is here to stay. Let's get on with your stretching despite it. Take your panties off."

david turned away from us and removed his panties. He turned back to facing us, now fully nude, with his hands again covering his privates.

"Do you let him cover himself?" Asked Kimberley of me.

"Absolutely not." I said. "david, take your hands away from your penis. I won't have you touching yourself and masturbating it in front of Kimberley. If I see you touching it again, you'll get the belt."

david moved his hands to his sides, and out sprung his giant erection.

"Oh my!" Said Kimberley. "He's so hard! And I absolutely love how you keep him shaved bald like that. Just like a little boy. But let's see if we can't do something more about that erection."

We have a stout little wooden box in the living room. About three feet wide, two feet high, and two feet across. Kimberley had him move the box towards the centre of the room and then drape himself over it. She made him spread his legs as well. His penis and balls were dangling between them. Then she bent over, put a hand on his lower back, and used her other hand to smack his bare cheeks some more.

After a bit of a spanking that further pinkened up his cheeks, he was made to stand and his penis was inspected anew. Still erect! Kimberley "gave up" too at this point of trying to spank it away.

Now it was time to really start the proceedings.

Kimberley began: "Now david. Go put a latex glove on your hand, stick your middle finger up your ass, and give yourself a good finger fucking."

david, still looking very sheapish, put on a glove, lubed his finger and then his asshole, faced us, and started putting his finger up his ass.

"No no. Turn around. Bend over. We want to see it going in." Said Kimberley.

With a very resigned look, david turned around and bent over and again started inserting his finger.

"Spread your cheek with the other hand so we can see it going in. That's good, now turn a tiny bit sideways so we get a good view. There. Perfect!"

From this angle, with him bending over, and with him spreading a cheek, we got a very clear view of his finger penetrating his asshole.

Kimberley kept going: "Good. Now in and out. Fuck yourself nicely. Get it in nice and deep. Good. Now swizzle it around in there. Good. Now back to the fucking motion. In and out. Ok. Good boy. Now let's see two fingers in there. Go on now. You can do it. Good Boy! There you go! Now fuck yourself. Go on, harder. Remember, the more you do now the less my big dildo is going to hurt you later."

It was a priceless tableau. There was david, bent over, giving himself what I can only describe as a vigorous fucking in the ass with his own two fingers buried up there to the hilt. Each time his fingers went in deep he grunted and moaned a little bit. Ha Ha!

"Ok, that'll do," said Kimberley, "I think you're enjoying yourself a little too much. Now take your fingers out and show us your hand. There had better not be any mess on that glove or Julie and I will have to clean you up and then give you a good hard spanking..."

Looking away, david pulled his gloved hand out and showed it to us. He could not bear to watch. Thw glove was, fortunately, clean.

I got up and went to the coffee table and selected the long skinny dildo and handed it to him.

"Let's have him get in a little deeper with this one." I said.

We again made david face mostly away from us and bend over so that we could watch the full insertion. He managed to get it right in practically right up to the hilt the first time.

"Give yourself a good fucking now." Said Kimberley.

david started sliding the dildo in and out. As he shoved it all the way home he gave out a little cry of pain, but he kept going. It was no longer than the thicker dildos, though. He would have to deal with it and he knew it.

"Turn and face us." Said Kimberley.

david turned and we saw him from the front. His penis was still hard, and he was sort of doubled over giving himself a good hard fucking with that slim dildo!

"Ok. Let's move on to something thicker now. Pull it out david, and let's see if you've been a good boy."

He pulled out the dildo and again, looking away, held it out to us for our inspection.

"Ooooh!" We both said at once. There was a tiny spot of poo on the very tip of the dildo. "Look at it david! Just look at it!" Kimberley told him.

david looked at the messy dildo. He looked absolutely, completely, mortified.

Kimberley jumped up and took the dildo from his hand. She wrapped it up in toilet paper and handed it back to him and told him to go clean it up.

david went away to do that. When he came back we made him remove his glove, bend over and put his hands on the sofa armrest. I used more toilet paper to clean up his asshole. It was more luby than dirty, but a bit dirty. Poor baby was getting his bum cleaned right in front of Kimberley!

When he was clean again, Kimberley said, "He needs a spanking now!"

"He sure does." I said. I kept him bent over and took his leather belt out from around his discarded pants. I then stood back and gave him a nice hard ass whipping with that belt doubled up. From mid ass down to mid thighs. He yelled out as he got his whipping. I handed the belt to Kimberley and she picked up where I left off, matching my pace and strength.

By the time we were done he was quite red and he had some welted belt stripes sizzled across his ass cheeks. I whip hard or not at all. Kimberley was inspired by that, and matched me, just like a true pro would, adding some stripes and welts of her own.

With his punishment dealt with we moved on to the next toy: the butt plug.

We made david bend over and insert that plug into himself. He had a bit of trouble at its thickest part, but then drove it all the way home, at which point his asshole just seemed to suck that plug right in!

"Now pull it out and shove it back in again." Said Kimberley.

"no! please!" said david. "It's got the thick part and I just got it in!" He had struggled with it a fair bit.

"Are you back talking me, butt boy?" Asked Kimberley of david.

"no ma'am" answered david, which was wise considering the sorry state of his ass already, and he started fucking himself with the plug. It was fun watching his anus distend to meet the thickest part of the plug each time. david said "Ouch. Ouch. Ouch." each time the thick part came out and went back in, but like a good little subby he kept the fucking going.

"Can I borrow that belt again?" Asked Kimberley. I handed it to her.

"Shove that in, bend over and touch your toes." She ordered him. "I'll teach you to back talk me."

david bent over, plug full in, crying out "no no no no" even as he did so. Kimberley ignored him and started whipping his ass with nice loud CRACKS of the belt. I think she targeted the base of the plug, which made him jump and wince. As she whipped, we could start to see the plug coming out of his butt. She grabbed the base and pushed it back in, and none too gently! "Keep it in!" She said.

She ended up his belt whipping with a fierce and loud volley, which further marked him up. He would not be sitting comfortably for a while. That'll learn him to back talk a woman! She tossed the belt carelessly on the floor and came back to the couch to sit down with me. She was totally in control of this scene and I was loving it.

"I think you need to learn how to keep that plug in there. Stand and face us. Put your arms out to the sides, and give us 10 nice deep squats. If that plug comes out, Julie and I will whip you bloody with that belt!"

Oh dear. Hope she was not serious!

david looked very scared though, and started doing the squats. He did two and then had to reach behind him to push the plug back in. Kimberley let that go. "Squeeze it in!" we exhorted him. He kept going until he had done the full ten squats. His form was very nice. We both commented on it. Mags would have been proud. He was still, unbelievably, quite erect.

Kimberley made him turn around again and bend over. She made him spread his legs. "I want to see your cock and balls too," she said.  She then told him to push them back between his legs and to trap them there. She made him waddle backwards towards us until he was within reach of our feet. With her bare toes she started kicking lightly at the tip of his penis. I used my foot to push deeper on the plug. Kimberley then used her toes to crush his balls against his legs. We both alternated playing footsie with his plug and private parts! What fun! david was so hard he looked ready to squirt.

"Pull that plug out and show it to us." I said.

david did, and this time it came out clean. the plug was not as long and did not delve as deeply.

"Now let's get him to loosen himself up with that Hitachi." I suggested to Kimberley. I fitted the end piece on, plugged it in, and tested it. Kimberley was fascinated with the attachment. She had never seen one before. Though it did come out in the conversation that we were both Hitachi girls!

I handed it to david, and Kimberley and I both went back to sit on the couch. He lubed it and re-lubed his asshole. We had him turn away from us so we could see the insertion. He bent forward at the waist and stuck it between his legs from the front, handle facing down, and hooked it into his asshole. It slid in easily. He flipped it on. Poor baby went right to high and gave himself quite the jolt! It was very funny. We could see his ass cheeks jiggling with the vibrations.

Kimberley told him to fuck himself with it and to swizzle it around up there, which he did. david was all "ohhhhh ahhhhhh ohhhhh ahhhhhh ohhhhh" as it vibrated vigorously and fucked him. This would loosen up that hole for sure if anything would!

I called a stop to the amusing spectacle. We made him show us the tip, and it was clean again. Good boy!

"Time for Adam!" I said, and david groaned.

Adam is really quite long and quite thick. david elected to kneel over the wooden box and push it in that way. He looked like such a little slut with his ass up high like that, wiggling in the wind as he went to shove that thick dildo in. While it was not a total picnic, it did go in with the minimal amount of drama, and practically right up to the hilt.

"You know what to do..." Said Kimberley.

david stayed bent over and began fucking himself with the dildo. It's so long! Very impressive. All the way in and practically all the way back out again. Over and over.

I then told him to stand. david stood back up holding the dildo in there. I got out the Yoga strap.

I wrapped it around the base of the dildo in back, and down under his cock and balls in front and cinched it tight in an attempt to provide a mechanism to keep that dildo in tight. Kimberley jumped up and said she had a better idea. She moved the back of the strap up around his waist, also moving the buckle to his mid back. Then she took the left over end and wrapped it down and then back up again between his legs. She pulled hard and david gasped as the dildo was shoved in deeper. That's better. She then tied off the loose end of the strap in front, right under his balls. Naturally, there was much  touching of his cock and balls during this operation by Kimberley. She did not even seem to notice. I am quite sure david did!

We went back to the couch and david was made to stand facing us, the dildo deep deep up his anus, the Yoga strap harness holding it in tight, and also pushing up on his balls and cock.

"What gigantic balls he has!" Said Kimberley. They did look disproportionately huge, pushed out and up as they were by the Yoga strap. As well, his penis had shrunk (not an uncommon occurrence when he has Adam up there) but was still sticking straight out from his body, pushed up and held in place by his balls. I mean, the tip of his cock barely passed the edge of his balls!

I felt a little sorry for the poor little thing and rubbed his cock gently with my hand, bringing some life back into it as he moaned in pleasure and his knees shook.

"Give us a little walk back and forth across the room. It will help stretch you." Said Kimberley.

david started walking.

"Not like that!" Said Kimberley. "Sway your hips. Sashay. You have a cock up your ass, you may as well play the part." david blushed but did as he was told, crossing one foot in front of the other as he walked, swaying his hips.

When we had our fun with that, Kimberley asked if he thought he was ready for his fucking now? As she asked, she held out her giant dildo for him to see again.

"I don't know..." wailed david, looking very scared at that big black dildo.

"I guess there's only one way to find out," said Kimberley. "Where shall we fuck him?" Asked Kimberley of me.

I led them both up to our bedroom. He would receive his fucking from Kimberley and I on the marital bed.

I moved david over to our wooden stool and made him sit on it. His feet dangle on this stool, and his full body weight on the dildo really pushes it up deeply into him. He used his hands to try to relieve some of the pressure, but he would not be able to keep that up for long. He whined and complained as the stool forced the dildo deepeer and deeper up his ass. He started sweating in fact, and lost all signs of his previously proud erection. He wiggled side to side and back and forth to try to relieve more of the pressure, but it was really quite futile. In the end I made him take his hands away and place them on top of his head. He groaned in pain as the dildo penetrated him deep as could be. He grimaced and clenched his teeth as the dildo stretched him wider and deeper. There were even honest to goodness tears in his eyes and literally rolling down his cheeks. Kimberley looked at these in fascination and, quite cruelly I thought, only said "Suck it up Princess. My dildo's going to be worse."

[Continued in part 2]

tom's fucking

As you'll recall from a previous blog entry, tom's sex shop humiliation, I gave tom and his wife a suggestion for some nice humiliation for tom to start the New Year off well. The first part was to go to a sex shop and buy a big strap-on dildo and a schoolgirl skirt for tom to wear while his wife takes him. Here is the second half of poor tom's tale...

---

It was an evening that started out not that much differently from many others. J and I had a lovely dinner and afterwards I spent a blissful hour massaging her feet, after (of course) kneeling before her on the couch, begging her for the pleasure and lavishing her feet with kisses. J was smiling, contented and relaxed. Her smile then got that evil little twist in it, and she stared right into my eyes and pointed to the floor beside her. This is her signal that I am to kneel before her with my head lowered, and I quickly obeyed, my cock starting to grow as I felt her control wash over me.

J stroked my hair and lifted my chin, staring right into my eyes at close range. "Now slave...isn't there something we've been meaning to do?"

She smiled as she saw me start to tremble. "Yes, my Lady," I whispered.

"Oh slave...are you shaking?" J asked tauntingly. "Well...I'll be giving you something to shake about soon! Now...pour me a glass of wine and then go and prepare yourself exactly as Julie instructed. Understand?"

"Yes, my Lady," I responded. I crawled to the kitchen and poured her a glass of Merlot, then brought it back and presented it on my knees. J smiled and said, "Go now. Though what do we say first?"

"Thank you my Lady. And thank you Miss Julie," I responded quickly. I crawled out of the room and headed upstairs to prepare myself.

I went to the bedroom, removed all of my clothes, slid on my collar and waited for J to come upstairs. She had decided not to observe or participate, but wanted to be close in case I needed any help from her. She arrived in our bedroom, slid one hand across my cheek as I knelt and whispered in my ear, "are you ready, slave?"

"Yes, my Lady," I whispered. J smiled and simply said "Go."

I went to the bathroom and lubed my slave hole, sliding a finger in and out and moaning softly as I fucked my ass. It felt sooooooo good, and like a small preparation of what was to come. I generously coated my ass and hole, trembling all the while at how like a complete slave it made me feel. I then took out the enema kit and stared at it, my heart racing.

I had never given myself one before and was really shaking as I filled the bottle and slid the hook in place. I took out a towel and stood on it as you had instructed and got everything ready. It felt like it took forever for me to get my nerve up, but then I felt my submissive nature take over as I slid the tube into my ass. It felt like forever again before I let the warm soapy water inside me, but once again I knew I belonged to J and was under her and your instructions and had no choice.

As the water entered me I was shocked at how loudly I gasped! It was unlike anything I have ever felt before, and I squirmed and moaned and danced...you would have laughed your head off watching me! :) I immediately had to put both hands on my ass to keep myself clamped shut, and then stared at the clock on the bathroom wall, willing myself not to fail. As the wretched second hand made its final circuit on the fifth minute I felt a twinge of subby pride that I had survived the first round. Only two to go...

Knowing what was coming made the next two both easier and more difficult. I definitely got each one going a lot more quickly, as I spent a lot less time standing there afraid of the unknown, but I felt more and more...owned I guess is the right word, knowing my wife was lying on our bed on the other side of the door and that I was preparing myself to be taken by her new, enormous strap-on. This was thrilling and humiliating, and while my mind was reeling and heart racing, my stiffening little cock told me I was where I belonged, where I truly yearned to be.

My slave hole was so sore after the third one! I had been clamping down so hard to keep all the water in as you had ordered (J had promised severe punishment for spilling), and my ass was sore in a way I've never really felt before. I've felt the sting and pain from a good belt whipping (especially after my typo disaster!) but never this kind of soreness. It was thrilling and made me feel incredibly submissive, but in the back of my mind I wondered how I was going to survive the rest of the night...

I took a long hot shower and cleaned my slave hole one more time thoroughly with soap and water. Along with being so sore I also felt really clean back there, which was kind of a good feeling. Especially as I knew I had cleaned myself for the pleasure of J. I then crawled out of the bathroom and laid a towel down on the floor next to the bed, where J was stretched out luxuriously, looking incredibly sexy in satin pajama pants and a tight t shirt. I spread out the towel and laid down on it, again as you had instructed. J smiled, browsing the internet and glancing down at my trembling form beneath her.

Turns out she had a surprise for me though...after about 30 minutes J ordered me to close my eyes and I heard her open our toy box. I felt out black leather blindfold slide over my eyes, and then felt her straddle me, her satin-clad thighs feeling like heaven as they closed around my legs.

"Are you all clean, slave?" she said mockingly. "And did we make sure not to spill anything?"

"Yes, my Lady," I whispered. I so longed to see her sitting on me...it is one of my favorite views in all the world, which is why J sometimes delights in denying it to me.

"Very good, dear," J said, the mocking tone still in her voice. "Now...we've got a big night planned...how much longer do you think you need on this towel before I can take you?"

"I...I'm not sure...maybe ten more minutes, my Lady?"

"I see...well...if that's what you feel you need, slave. But nothing comes for free, my love. So...." I suddenly felt the sharp sting of a wooden clothespin on my left nipple. Then another one on my right nipple. I gasped and writhed, but was trapped under J's thighs. She laughed and flicked each pin cruelly. Then I felt her slide another one along my naked, defenseless torso.

"Let's see...a clothespin for every minute is fair I think." I could almost see her wonderful wicked smile. "But your poor nipples seem taken now...oh dear, where shall we put the others?"

I whimpered and J immediately stuffed a small black ball gas in my mouth. "Now hold that in dear," she said firmly. "I won't have any whimpering. You decided you needed ten more minutes, I'm only trying to pass the time and amuse myself before the real fun starts!"

She clapped her hands and giggled, and I felt myself turn to jelly underneath her. I held the gag fast and tried my best to keep silent and she secured a clothespin on each of my upper arms. Then she slid one slooooooowly down my chest and clipped it to my stomach, laughing as she flicked it with delight.

Five down, five to go...I felt J slide down my legs and trembled as I knew what was coming. I moaned against the gag as she clipped my now throbbing cock once...then again. Then on on each ball.

 Then she turned around and placed one between the second and third toe on my left foot. Laughing as she said, "and one to grow on!" she clipped my toes on the other foot as well.

I felt her climb off of my and wriggled and writhed. My ass was so sore and now my tender flesh was screaming as the cruel clothespins did their work. I felt J standing over me, sliding her foot across my body, over my face, along my cock...flicking and pushing the wicked clothespins with obvious glee. I writhed and moaned against the gag, willing the time to move forward.

"Time's up, slave!" J slowly and wickedly removed the clothespins, flicking each one as she unclipped it. She left my cock for last and then removed the gag and blindfold. She pointed to the floor and I assumed my kneeling position.

"There...just wanted to keep you guessing, slave," J said evilly. "I know you know a lot of what's coming, but I don't want you for a second to think you know everything."

"Yes, my Lady," I whispered. My whole body was shaking as I felt her hands on my face. She kissed my deeply, passionately and said, "go and get dressed now, dear."

I stood and opened the dresser drawer where the skirt we had bought was folded neatly. I took it out and slid it up my legs, my cheeks burning red as I heard J laugh softly.

"Ahhhh...that brings me back. Remember Stef my dear? Once we're done tonight perhaps we'll make a return visit to that store and fill her in on our evening...what do you think?"

As I heard Stef's name my mind turned back to the sex store and my utter public humiliation. The thought of returning to give Stef the details made my cheeks burn red hot, but also made my cock throb like the slave I am. I answered "whatever you desire, my Lady," in a quavering voice, and J laughed even harder.

"Give me a twirl, dear." I obeyed, twirling and making the skirt flip up, my hands above my head. I was so utterly J's plaything now.

"Very nice. Now come over here." I approached and J grabbed me roughly by the hair and pulled me over her knee. "Who do you belong to?" she asked.

"You, my Lady. I am yours."

J lifted my skirt up and CRACK! Down came the wooden hairbrush on my tender ass. Since we had been apart for a while I had obviously not been spanked all that much recently, and my tender flesh immediately burned. I yelped and squirmed but J held me fast, wrapping a leg around mine and holding my neck down firmly.

CRACK! CRACK! CRACK! CRACK! CRACK! CRACK! CRACK! CRACK! CRACK! CRACK!

J delivered ten HARD blows in quick succession and I was screaming by the last one. She cooed and slid her hand across my now burning cheeks, caressing the red marks I could already feel forming. "Ah that Julie," J said..."She does know her stuff. I will enjoy this so much more with your ass nice and red!"

J mercilessly spanked me with the hairbrush, varying between hard and soft smacks, moving from my cheeks to upper thighs and back again. Her hand sometimes caressing my now burning flesh, inspecting her handiwork before she returned to her work. I lost count of how many spanks there were as my mind dropped deep into a submissive space, my whole body shaking and pinned down my J's hand and leg, my will completely subjugated.

Finally, mercifully, I felt J's hand again...and then I felt her leg slide off of mine and her hand release. I slid down to the floor, shaking and knelt once again. When J permitted me to look up I saw she was holding our old butt plug and some lube.

"Stand, slave," she ordered. I stood and she led me to the corner of the bedroom. "Now...I want this inside of you, and then I want you to press your nose into the corner and hold your skirt up so I can enjoy the view."

She handed me the lube and plug and returned to the bed. I lubed up my slave hole again, sliding a finger in and out. Then I took the plug, the only one I had ever known, and began teasing my hole with the tip. The enemas had left my anus already incredibly sore, and I felt it stretch against the plug, making the soreness even worse. J laughed as she saw my knees buckling while I fucked myself for her, sliding the plug a little deeper. It has two widths on it and she laughed again as I moaned and pushed the wider part inside my slave hole, pressing it as deep as it would go. I then pressed my nose into the corner and lifted my skirt, all while J laughed and applauded.

"Very good, slave! Such a little slut for Mistress!"

I stood there, grinding my nose into the corner as J approached. She slid her hands down my back, my whole body an exposed nerve to her simple touch. She then playfully spanked my screaming ass a few times, delighting at how I jumped at each SMACK of her hand. Then she took the base of the plug and began sliding it in...and out...in...and out....my knees buckled, hips rocked and soft moan escaped my lips as J teased my sore anus.

"Who do you belong to?" J whispered in my ear. She began fucking my slave hole faster and faster.

I could barely speak. "Y...You, my Lady."

"Yes....you are my little slut, aren't you?"

"Y...yes, my Lady." My cheeks reddened as I agreed.

"Good." J then abruptly removed the plug, grabbed me by the ear and brought me to a kneeling position. I crawled behind her to the bed, where her strap-on was waiting.

It looked HUGE. I felt my ass clench involuntarily as I gazed at it, knowing J was going to take me with it...use me...wring me out to dry with that huge cock. She didn't say a word, simply handed me the strap-on and stood before me.

I slowly slid the strap-on up her beautiful legs, shaking as I brought it up over her lovely hips. I was shaking so much that I struggled with all the little doodads for tightening everything (J even had to slap me once and tell me to focus) but eventually I got it secured and comfortable and to J's liking.

I knelt there, in a position I have never been in before. J loomed over me, her cock enormous as it hung there before my face.

"Kiss it, slave," she commanded, all amusement out of her voice now. I have always been amazed and completely enthralled when she becomes fully commanding, and she was definitely in command now.

I placed a kiss on the head of the cock. J took it and slapped my face with it. "Again," she ordered. I kissed it again, and J smacked me with it again.

"Now...you know what you are going to do now, right? Julie's instructions were clear, and I expect a good performance."

"Y..yes, my Lady."

I took her cock in my hand and opened my mouth. J stopped me.

"Not yet...beg me," she said, her voice icy and stare even icier.

"P...please...my Lady. Please may I suck your cock?"

J slapped me again with the cock. "You can do better slave...BEG."

"Please my Lady! Please let your slave worship your cock!" I practically yelled.

"Better. You may begin."

I took the cock and slid my lips over the head. I had never done anything remotely like this, and was tentative at first. J quickly grabbed a handful of hair and stuffed her cock into my mouth. I gagged and tried to move back, but J was firm. She took my mouth, sliding the cock deep inside and then removing it to allow me to thank her and beg again. The begging added to the humiliation, but I found also made me more eager. After a short while I was sucking her cock with vigor, my submissive side fully engaged and her smile all the pleasure I required.

J then grabbed my hair again and began fucking my mouth with gusto. I gagged a few times and she always pulled back, but never let me take it out of my mouth. She moaned softly as she used me, gagging me again and again, pulling my hair, faster and faster, taking me completely.

She finally allowed me to remove my lips...as the drool dribbled off my lips I knelt before her in awe, taken, used, HERS. She had a glint in her eye and stared at me with such intensity that it made me tremble even harder. Without a word she grabbed my head and pushed me down, raising my ass into the air. She spanked my cheeks a few times, her passion roaring out of her and into each SMACK. I yelped and moaned and wriggled, but there was no escape.

J pushed me down, nose to the floor and slid behind me. I felt the tip of the cock press against my ass cheeks and felt terrified, thrilled, helpless, taken, and overjoyed to be J's slave. J slowly slid the tip inside, my sore, wrung out anus squealed in protest as I felt it strettttttttch me open. "I'm going to have you now, slave," J said, a hard edge to her voice that made my cock even harder and whole body succumb.

She slowly slid the dildo farther in...I felt like I was going to split in two but my sore slave hole was up to the challenge. J was slow and careful, opening me to her gently at first...but I knew what was to come. As the dildo went deeper and deeper I heard J moan softly, clearly enjoying herself. She teased and slid the dildo in with skill (especially since this was a first for her!), gently but firmly stretching me wider than I thought possible.

As the dildo got deeper she began slowly taking my slave hole. In....out...in...out...never coming all the way out, just using it to open me up. Then faster...and firmer...I moaned and screamed and writhed and whimpered and it just spurred her on. I was fully being taken now, J's hips thrusting against me as she fucked my hole, her moans showing how much she was enjoying herself and watching me struggle.

Faster and faster...deeper...harder...I screamed for it, begged for it, needed it. J responded, moaning and gasping herself as she took me. Then she slid deep inside and paused. I then heard the unmistakable sound of her small vibe...with her slave fully stretched and plugged she began sliding her vibe to her pussy through the straps...moaning and throwing her head back, pausing to push her cock deeply inside me and watch me struggle while she pleasured herself.

I heard her screams as she came, felt her fingernails scratch my back as she bucked, her cock sliding in and out. After she paused to recover herself she then said "Now I'm going to really take you...beg for it, slave!"

My whole body was sore and shaking, heart racing as I yelled "Take me my Lady!"

It's hard to describe the rest...I was wrung out (as you had wished I believe...), sore, on fire, shaking, blissful and completely her slave at that moment. J took me vigorously, sliding in and out, deeper and harder. I was amazed later thinking back as to how much I could take.

J then eventually slowed down, keeping her cock inside me however. "Does slave wish to cum tonight?"

"OH GOD YES," I practically screamed.

"Wellllll...you have been a good little slave, and I have thoroughly enjoyed myself. So you may cum...while I fuck you."

I practically exploded just at the words. J began sliding her cock in and out again...she permitted me to begin stroking my throbbing cock and my hips bucked and rocked against her cock violently as I stroked myself.

"May I cum, my Lady?"

J waited cruelly, fucking me harder...knowing I was dying for permission. She finally laughed and said "YES slave...cum for me..."

I exploded all over the towel and J cooed "gooooooood boy," as she watched me buck and heard my screams. I almost collapsed then but stayed in position, just barely. J slowed down and the sloooooooowly slid her cock out of my slave hole. She had me turn and kiss each foot.

"What do you say?"

"Thank you my Lady! And thank you Miss Julie!"

"Very good," she stroked my cheek tenderly, her eyes shining and smile wide.

J then had me slide the strap-on off of her and clean everything up. I returned and crawled into bed with her, utterly wrung out and exhausted. My ass was sore for days afterwards, a constant and wonderful reminder of an incredible night. J has promised we will be doing more of that.

Training Session: Bare from the waist down as punishment

If you've been following along you know that Mags, david's trainer, has been quite a bit of fun. She does not initiate much, but she seems very keen to take suggestions and carry them out.

Mags has been wanting david to perform 30 push-ups, 30 crunches, and to stretch every day. She even wrote it out for each day on the white board we have hanging in the basement gym with room for check marks. david has been on a bit of a stretching binge, so he was able to mark that off almost every day, but he really neglected the other ones, and could not honestly mark off even a single day.

Knowing that Mags needed a little guidance, I wrote to her ratting out david, and suggested that she should scold him for this, and that a good punishment might be to have him remove both his gym shorts and his panties for the entire session, so that he would have to do every exercise bare from the waist down.

Mags wrote back from her iPhone:

All this sounds interesting! I will do it with pleasure!!

Well isn't she just game!

I came home at the tail end of his exercise session. Sure enough, he had no pants on! When I walked in, he had on his red gym shirt and that was it. He was holding a weight in each hand and doing lunges his bare penis and testicles dangling there in full view of Mags and I. The second exercise of that set was to get on his hands and knees and kick one leg back and up behind him. Also very funny when he is nude. The final exercise in the set was a forearm plank. His semi-erect penis dangled there beneath him, and it turned out that the right height for his plank was where the tip of his prick just grazed the carpet.

Furthermore, his bum was bare and you could see that Mags had used the cane across it - many times!

Between sets I saw her make my husband crawl over to her and hoist himself up across one of her knees as she was sitting at the weight machine. She then used the strap on him a good half dozen times as she held his hips into her with her free hand. This had him clutching at his ass as soon as she released him and added to the lovely collection of marks and bruises she had going.

david told me afterwards that the session had started with her looking at the white board, asking him what excuses he had to offer for not doing her exercises, and then scolding him. She told him that as punishment he would have to take off his pants and panties for the entire session. david did not know this was coming, and he says that he got quite embarrassed. 

On the first exercise, squats, where he had to face her dead on and where his hands were both holding weights, he says he looked at her with a kind of embarrassed pleading expression on his face. She just nodded her head and said "uh huh", as in "that's what you get". As he did his squats that first time, he says he developed a full blown erection. After the first set of 12 she had him standing there and facing him. She pointed at his erection with the riding crop and said "I'm you're trainer, not your girlfriend", and then made him do a "downwards facing dog" as she ferociously whipped his ass and thighs with her crop.

What a sight that must have been!