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I Would Do Anything Ch. 01

By: braandknickers



It was the summer of 1979 and I was 15. We had a swimming pool and our family had friends that used to come by and use it quite often. It was an open door thing (or open side gate and help yourself). One of these friends was Sue who was a very confident and buxom woman. When I say buxom, I mean she was a big woman maybe 5'8", 170 pounds with an exaggerated hourglass figure. I was mesmerized by her huge breasts. She was in her mid-forties, married, and had children my age and overtly flirty. Well I was just coming of age so my thoughts were everywhere. Sue had a pair of French exchange students, Fransquois and Catharina, staying with her and her husband and I always wondered if there was more to it.

On this particular day, everyone had pretty much had enough of the water and sun and decided to start moving into the house. Everyone that is, with the exception for Fransquois. I was at the kitchen sink and saw her leave the pool and begin to remove her bathing suit top. Now Fransquois was not a busty woman, but she was French and I was 15 and, well, I was staring out the window as she removed the small piece of material and revealed her naked chest to me briefly before putting on a white t-shirt. My God! Did I see what I just saw? Wow! LITTLE DID I KNOW, Sue had walked into the kitchen and witnessed my gawking. She responded with, "If you want to see some real boobs, just ask me." That stuck with me forever. "Just ask?" I thought to myself.

Ten years passed by and I had become a roofing contractor doing good, not great, but good. I got a call from Sue's husband asking if I'd be interested re-roofing their holiday home in the mountains. I could stay there whilst working on the roof, as well, which would save a ton in petrol as the house was 2 hours away. I made plans to go up on the Friday night, stay the night and measure the roof for materials the next day and drive back home. I could order the materials Monday and have it delivered the following Thursday, work the next three days and be done.

I phoned Sue's husband on the way and told him of my plans. He said that would be great and told me where the spare key was hidden and to help myself to anything there. Great! Pulling into the little town I spotted a little general store that had everything I needed for an overnight alone. I picked up some beer, milk, eggs and a steak. That was all I needed, dinner that night and breakfast, measure up the roof and head back down the hill. It wasn't for an entire weekend, just an overnight escape. I'd be home by noon the next day.

I pulled into the drive of the A-frame house, right at dusk. Not a moment too soon as the darkness falls quickly in the mountains. Under the third brick to the right of the planter rested the hidden key. I unlocked the door flipped the switch and shut the door behind me. I turned on some table lamps, set my bag down and was drawn to the glass sliding door, which lead to the rear balcony. No, this wasn't a chalet or million dollar home, just a 2 bedroom 1 bath holiday home in the mountains with a fantastic view. Another bonus was the privacy. I thought I was heaven.

Although I was alone, I moved into the guest room to put my bag away and check out the full sized four poster bed. It didn't seem right to sleep in Sue and her husband's bed. That's what a guest room is for, right? I put my groceries in the kitchen and cracked open a beer. I felt relaxed. I needed this, too. The month or so leading up to this night was full of stress and I really did need to escape, even if only for the night. No phone signal also meant no one was able to contact me.

I had a shower, cooked the steak and finished my third beer. After washing up, I looked to find a half gallon of Smirnoff. Sue and her husband liked their Vodka & OJ. I poured some vodka straight up in a glass with ice and headed for the shower. Well, the light dinner, altitude, hot water from the shower and vodka went straight to my head. I dried off and stumbled to the guest room and crashed on top of the covers.

The next morning, I awoke about 9AM. The fresh air was so comforting; I slept in a bit and didn't feel bad in the slightest. Still naked, I walked out into the living room and through the sliding door to the balcony. No one around for miles, all I could see were tree tops. All I could hear was the wind and the sound of birds screeching or singing. And I felt wonderful. No hangover and standing out there completely nude, the exhibitionist in me was thoroughly enjoying this. My morning erection was enjoying it, too. I couldn't help but give it a few lazy strokes, just because I could and no one could see me. I walked back to the kitchen to put the coffee pot on when I heard keys being inserted into the front door. In a panic, I ran to the guest room just as the front door opened.

"Richard?" I heard from the open door. And then the door shut. "Richard? Where are you honey?"

It was Sue. I couldn't believe it. I pulled open the covers and slid into bed to hide my nakedness, though I could see a tent pole remained underneath.

I heard the sound of heels clicking on the hardwood floor as she popped her head in the open guest room door. "There you are. I'm sorry, did I wake you? It's after nine, I figured you would be up on the roof by now." There stood Sue. Still looking as sexy as I could remember wearing some black tight stretchy pants that hugged her figure, a white sleeveless blouse that plunged to reveal 3"-4" of cleavage from that black bra she wore underneath. Her short auburn hair and red lipstick always made her look terribly sexy to me. Yes she was in her mid-fifties, maybe 30 years older than I, but I lusted for her ever since she said she would show me her tits if I ever asked.

I rubbed my eyes to give the illusion that I had in deed just woken up. "Hi Sue. Its okay, I didn't set the alarm last night. I think with the long drive, thin air and all, I was bushed and went straight to sleep after my shower. The house looks great, thanks for letting me stay for the night"

"Of course, where do you think we'd have you stay? We appreciate you helping us out with the roof. I hear you're returning next week to install the new one, right?"

"Yes," I answered, "that's right." Glancing down, I noticed my erection had subsided only just. Hopefully Sue hadn't noticed. "I didn't know you were coming up this weekend or I would've made it another time."

"Don't be silly Richard, we're glad you came up last night. I came up to meet with a girlfriend who called me last night and wanted to catch up this weekend. My husband told me you were coming up to measure the roof and were staying the night. I didn't want to disturb your evening, so I came up this morning. I have some spring cleaning to do anyway. Have you eaten yet?"

"No, I haven't" I replied. "I just woke up."

Sue's eyes moved down to my subsiding tent pole and turned to the kitchen. "I'll put on the coffee then. I see you brought some eggs and things. I have some sausages in the freezer." The walk to the kitchen was a straight shot, meaning I had a great view of her big bottom as she walked to the cupboard to retrieve the coffee and that she had a great view of me if she merely turned around. God, the thought of that brought life back to my cock and it became as hard as it had ever been that morning.

As Sue hummed a song rather loudly, I searched for my clothes and overnight bag. My bag was on the dresser next to the door and my clothes were... where were they? I remembered I left them in the bathroom when I undressed for a shower last night. In order to get to the bathroom, I had to cross the living room, which was part of the main living area that the kitchen and dining room were also a part of. It was an open plan sort of lay out. So forget the clothes from last night, I'll just grab my bag. I pulled the covers over slowly and swung my legs around and set my feet on the floor. My cock was still rock hard and pointing to the ceiling. I looked over at Sue to see her start to fill the pot with water. Knowing I had a few seconds of time while she focused on the faucet and pot, I quietly stepped over and took the bag by the handle and backed to the near corner of the room. I opened the bag and rummaged through and pulled out a pair of shorts, dropped the bag and hopped on one foot and then the next whilst putting my legs through the openings and then pulled them up and over my erection and buttoned and zipped and I was done. Safe. As I breathed a sigh of relief, I looked at the bed and my eyes continued up to the mirror above the headboard and the image I saw in it was Sue, facing me, but looking down as she dropped sausages into a pan on the kitchen island. She wasn't looking at me, but she could've whilst I battled to get covered up, without my even noticing.

Since I didn't know whether she saw me naked or not, I just grabbed a t-shirt and pulled it over my head and carried on. As I made the bed and Sue prepared breakfast, she continued to hum and sing and make me fully aware of her presence. As I walked into the kitchen area, Sue handed me a cup of coffee and asked if I was hungry.

"Not overly hungry, but I know I must eat something"

"Well," replied Sue, "would you rather go measure the roof now while it's still relatively cool out? The sausages will be done in a few minutes, I can hold off on the eggs and cook them when you come back down."

"That's actually a great idea. It shouldn't take but maybe 20 minutes or so. Is that okay with you?"

Sue smiled and said, "That's perfect. You go on up and I'll get started on the cleaning. We'll eat when you finish."

I found my shoes, put them on and walked outside to my truck to get my ladder. The roof was a simple A-frame with a 6:12 pitch. There was a gable at the front and rear and a chimney. As far as roofs go, they didn't come any simpler. I drew my sketch, took some measurements and transferred them to my notes. A general inspection showed nothing significantly wrong with the roof except age. I put my ladder back on the rack and bungeed it down, and sat on the driver's side to do a quick tabulation. 22 squares of roofing, 2 bundles of hip & ridge, 220' drip edge, a box of nails and roof flashing for the chimney and vents. I was, in fact, done in near enough 20 minutes.

I brushed myself off and walked back into the house. The smell of sausages and coffee filled the air. And, of course, there was that immediate view when you walk in the front of the sliding glass door straight ahead out the back. It was pretty stunning for a little holiday/weekend house.

"You never touched your coffee Richard, so I warmed it up when I heard you come down off the roof." Sue handed me the cup and our hands touched for a brief moment as I took the hot cup from her. It would've meant nothing to her, I'm sure, but to me, well, I was the 15 year old boy again who found himself always staring at this woman's huge bust.

"How do you like your eggs, hon?" Sue said to break the trance.

"Um, whichever you prefer," I responded meekly, almost subserviently.

"Then I'll make soft boiled eggs with toast to have with the sausages. Do you need to shower or anything? If so, run do it now and breakfast will be ready in 10 minutes."

"Thanks Sue. If you don't mind then, I will shower. And I won't be long."

"Take your time Richard," replied Sue. "Just don't take more than 10 minutes!" she said with a smile.

I grabbed my bag from the guest room and walked back across the living room to the bathroom, closing the door behind me. I turned on the hot water to warm up and put my clothes in my bag from the night before. The shower felt great. I always enjoyed a shower to start the day off fresh. As I lathered, I recounted the feeling of being stark naked with a huge erection just a few feet from the door when Sue fumbled with her keys for the front door, when in fact, I hadn't even locked it the night before. The thought of Sue just walking in while I stood in front of her with a raging erection made, well, made my cock do just that as I lathered myself. One hand slipped under and lightly massaged my tightening balls while I stroked my cock in a slow rhythm. I closed my eyes and slipped a finger into my hole and relished the feeling I was getting from this. My cock was getting harder and my balls tighter, I was close. Then all of a sudden, the door cracked open a few inches, "breakfast will be ready in a few minutes, sweetie. Hurry up in there or it'll get cold". And then it shut.

The bathroom door opens with the shower to the immediate right, it's the first thing you see. I couldn't see out through the fogged up shower door, so I hoped Sue couldn't see in as I jacked off with my finger up my ass. How embarrassing. How could I be so stupid? I mean really. What an idiot. "You're not at your home, you're at someone else's place!" I thought to myself. My cock didn't care though, it stood proud pointing to the ceiling as if that's where it was always supposed to point. So I turned off the hot water and let the cold water do its trick to put out the beast that was my erection. I stepped out of the shower, looked at myself in the foggy mirror and shook my head. I dried off and slipped my shorts and shirt back on. I hung the towel up and took a deep breath before heading into the kitchen, to face Sue, not knowing if she saw anything or not. This could all just be something playing in my mind. I tried to assure myself of that. Hell, she didn't see me at the front door, didn't see anything when I was under the covers, didn't see anything when I was trying to pull my shorts over my erection and hopefully didn't see anything when she walked into the bathroom. My mind was playing games with me, that's all.

I sat at the island next to Sue as we enjoyed soft boiled eggs and sausages, with coffee. Like a mother would do, Sue poured me a glass of milk, telling me it would make me grow big and strong. Which, at 25 I was probably already as big as I was going to get. Or was she talking about something else growing big? What was I thinking? I could suddenly feel the blood rush to my penis and my face seemed warm.

"Are you okay, Richard? Is breakfast alright?"

"Oh no, it's delicious, really. I'm just, uh, well... I uh..." I was stuttering, my mind full of a thousand things and then I couldn't help myself. Ten years of wondering had driven me mad. I took a deep breath and said it, "Sue, I've been wondering something for a long time and I just feel I have to let it out."

"What is it Richard? You can trust me. Hell, I've known you just about your whole life. You can tell me." She looked genuinely concerned and wanted to help.

"Well, you may not remember. One summer afternoon about ten years ago, you used to come use the pool at my dad's house quite a lot and this particular day you brought along Catherina and Fransquois."

"They came over with me most of the time, Richard. What is it you're saying?" she asked.

I took another deep breath and let it out. "You saw me spying on Fransquois getting changed from her swimsuit at the kitchen window. You looked to see what I saw and then turned away and said that..."

"That if you ever want to see a real pair of tits to just ask me," she continued for me. "Is that it Richard? Tell me."

I swallowed and felt so embarrassed for bringing it up. I looked up at her. With even 3" heels on, she seemed to tower over me. "Yes, Sue. I was hoping you would let me see them. I'm sorry, but I've always wondered what they looked like ever since that day and have never forgotten that. Oh please Sue, I'll do anything to see them, really. I mean it... I'll do anything you ask of me. If you tell me to do..."

Her words cut me off, "if I tell you to do something, you will do it. And if you're unable to do it properly, then what?"

"Um, then I don't get to see them, of course," I couldn't believe we were now at the negotiating table with this. And I meant what I said, I would do anything to see those monsters! 

"Richard, will you please clean up the dishes and so forth, when you're finished, meet me on the balcony and we'll talk. You obviously have some issues here that we must deal with. I'm a 55 year old woman, 30-years your senior. You have an obsession that requires attention. And I'm an intelligent woman as well. Don't think I didn't notice your actions this morning. Really, this is an obsession." She lectured me for a few minutes before turning and walking through the open sliding door and onto the balcony. I felt terrible. What had I done? WTF! I cleaned up the counter top where we ate, filled the sink and washed up. After a final look over, I hung the dish cloth and made my way out to the balcony. My head was hung down as I approached Sue sitting in the chaise lounge with her sunglasses on.

"You WILL do everything I say and you will do it properly. If and only IF, you follow my instructions and correctly do as I say, I will show you my breasts. It won't be a flash, but a long enough look that you will appreciate." She continued, "Don't think this will be easy though young Richard. On the contrary, you may find this incredibly difficult and uncomfortable. Are you sure you want to go through with it? Richard, if you say yes there's no turning back. Is that understood?"

"Yes Sue, I understand!" My answer could not have come quicker!

"Okay, then it's officially on." She put out her cigarette in the ashtray and stood to face me. My hands were clasped behind my back and she stood there, looking at me without saying anything further. She stood a few inches taller than me and her enormous breasts were almost touching me. I was shaking when she finally said to me very calmly, "I need to step out and meet up with my girlfriend. I won't be long, maybe an hour or two. In the meantime, I want you to go back in that shower and remove every bit of hair on that body of yours from the neck down. Arms and legs and everything in between. Is that understood?"

"Yes Sue", I answered somewhat sheepishly. I don't know where that request came from, but I was so willing to actually really do anything just to see her tits that I didn't even think, I just answered automatically.

"You've known me far too long now that for this exercise, you will no longer refer to me as Sue. You will call me Mistress, is that also understood?"

"Yes S... yes Mistress, I understand."

"Good boy. Now after you're through in the shower, oh yes, and you will NOT get up to anything in the shower like what you did in there a little while ago or you will be very sorry! Now as I was saying, when you are finished in the shower, you are to wait for me in the middle of the living room on your hands and knees, legs apart, facing away from the front door and with your nose touching the floor. No, you are not permitted to wear anything. You are to remain naked and you will leave the front door closed, but unlocked. In fact, during this little endeavour, all of the doors in this house are to be left open at all times with exception of the front door which will remain unlocked unless I lock it myself. Is THAT also understood?"

" I understand Mistress."

"Good boy." She turned and headed back into the house and grabbed her bag. As she opened the front door she turned back to me, still standing on the balcony wondering what just happened and said, "... an hour or two. Don't disappoint me and do not make me wait. See you then." And just like that, she was gone.

My head was spinning at this stage.

I heard Sue's car door shut and the engine turn over. As it pulled away, I looked at the clock on the wall and noted the time; 10:40AM. I had an "hour or two" to prepare myself. Still I couldn't move. Then slowly, as if in a trance, I moved my right foot over my left and began to walk into the house. My mouth was still wide open in disbelief. I entered the guest room and undressed. I folded my clothes up and placed them in my bag. I'm not exactly sure, but I must've reasoned that I wouldn't need any clothing over the next few hours, so I may as well be tidy about it. When my shorts came off, I was naked... again and my cock was beginning to stir in the cool mountain air. I swear, I took in two deep breaths and looked down to see my cock straining and red, it was that hard. And I hadn't even touched it. I just looked and it seemed to throb and bounce up and down all by itself.


I Would Do Anything Ch. 01



I was shaking as I reached for my shaving kit. I walked in slow motion into the living room to the bathroom. I instinctively swung the door closed and then remembered Sue's instructions and stopped it before closing completely. As I opened the door again fully, I tried to comprehend what this instruction meant, to leave all the doors open and the front door unlocked. I suddenly felt so exposed and vulnerable. This was how Sue wanted me to feel. It certainly was working, I immediately felt scared to death of being caught naked in someone else's home. Someone, anyone, could easily walk in through the front door and catch me. And through it all, my erection remained. I now acted somewhat cautiously, as if I didn't want anyone to hear me or notice me, even though no one else was even there!

I quietly unzipped my shaving kit and reached for my razor and foam, then turned the shower on. Inside it was still wet from my earlier shower. And like last time, I had an aching hard on. I had no intention of stroking it or doing anything remotely similar to it. Sue had me genuinely shaking. Luckily, I have never been a hairy person. I was in high school when I finally reached puberty and grew any hair down there. I couldn't grow a mustache or beard if I tried. So removing what little I had wasn't a huge task. I grabbed some soap and lathered up my body in a slow deliberate fashion. I aimed the showerhead towards the wall and began with my arms. The thin blonde hairs easily disappeared as the razor left a smooth track where it had been. The hair under my arms was again not a big thing, but the length of the hair caused the razor to clog and I had to run it under the water more frequently. I was virtually hairless on my chest with only a few stray hairs around my nipples.

My legs were next. For this exercise, I sat on the tiled floor in the shower, propped up against the wall. I remembered shaving my ankles in junior high so that I could tape them before football games, so I started there. When I had finished all of the first leg, I was amazed at the look. When I finished the second one, I was taken aback at how feminine my legs looked. I ran my hand slowly down one and back up the other and the tingling sensation thrilled me. I stood and reached for the foam this time. I wanted my tender bits to be treated as delicately as I would my face, I even used a new disposable for this area. My left hand reached under my balls to gently lather them when I realised just how tight and full my balls were. Spreading the lather up and around the base and length of my still swollen cock felt incredibly hot. The menthol of the shaving foam gave my cock and balls feel a heating sensation. God, I hoped I wouldn't come from doing this. I held the head and took long strokes with the razor along the length of my cock towards my stomach. Pleased with my efforts, I then lifted my balls from one side to the other and removed any hair that was there. I then squatted and used the extra foam to lather my hole. I feared nicking my pucker, so I pushed my index finger on it to guide the hand holding the razor and protect my anal lips. I must've pushed too hard as my finger partially slipped into my tight rectum... and it felt naughty. It was like I was doing something nasty. Then, just quickly, my mind went to the open doors, unlocked front door and Sue's instructions for my shower. I pulled out my finger and stood up fully, adjusted the showerhead to my body and rinsed all the soap and foam from my body. My one hand feeling for smoothness and the other touching up any area I may have missed. Satisfied with my work, I turned off the shower and reached for the towel. As I brought the towel to my legs, the feeling was electric. My cock remained fully engorged throughout this whole process and now it was angry. Angry and hard and telling me to provide it relief immediately, but I knew better. I knew that if I gave it only a few strokes I would blow in no time.

After I dried off and hung up the towel, I used some baby oil to soothe any razor rash that may develop. I generously poured some into my cupped hand and liberally applied up and down my legs, under my arms, my chest and then my cock and balls, though I slowed down considerably to do them followed by my ass. I could've kept rubbing my body all day, it felt so good, but I had to stop when I realized I had begun to close my eyes and tilt my head back.

"Snap out of it, Richard!" I said to myself. I looked to my left and out the open door into the living room. If Sue was there, she would have seen everything. That's why the doors are left open, there's no place I will be able to hide myself from her eyes.

I looked into the mirror and didn't recognize myself. I looked like an adolescent with no pubic hair, or any hair for that matter. Thinking back, this is just how I would've looked when I was fifteen, when I glanced at Fransquois and when Sue said I could see her tits if I just asked her. Then I thought to myself, "why am I the one who is exposed to the other when it was Sue that said I could see her tits if I just asked? Why am I worried, if I just do as she says, I WILL get to see them, those massive titties."

I washed my hands and went to the living room to check the time. My stiff red angry cock bobbed against each thing as I walked. It was about 11:15. I took a deep breath and stood in the middle of the living room, staring out the open sliding door and wondering in disbelief what I was doing at this very moment. I looked back at the front door and for the first time, noticed there were no curtains on the door. Yes, I suppose I did notice it last night when I arrived, but it didn't really mean anything to me at the time, so I put it out of my mind. Holy shit, now my predicament seemed to get worse. I know I had no choice. Like Sue had said, once I said "yes", there was no turning back.

I had a lump in my throat the size of an apple it seemed as I turned back around away from the door, gently got down on my hands and knees. I then spread my knees a little farther apart, stretched my arms out in front of me and placed my nose onto the hardwood floor. I was so scared I was shaking. Anyone, absolutely anybody who came to the front door would have an unobstructed view of what I had for breakfast and then some. Nonetheless, I stayed in that position, frozen, never to move until my Mistress gave me permission. I closed my eyes and sort of drifted off. Not to sleep, but relaxed enough that I could fall immediately to sleep if I allowed myself to.

At some point, I was brought out of my trance by the sound of the doorbell ringing. "Who could it possibly be?" I asked myself. I mean, if it were Sue, she would have just walked right in. Whoever it was had a clear view of me on my knees with my legs spread and my ass pretty much pointing to the front door. I heard a muffled voice, but couldn't make out anything said. I just kept telling myself that it was Sue and she was testing me, so I just kept still with my nose resting on the hardwood floor. I even arched my back, as if trying to stick my ass out farther than it already was. I have no idea what I looked like, but had never felt so exposed in my young life. The voice (or voices?) stopped and there was again silence. "Who was it at the door?" I wondered. Nervousness overtook excitement in a big way. I glanced over to the clock.

It was almost noon and I'd been in this position for more than half an hour. I knew Sue was literally due back at any moment, so I remained still. Finally, I heard the car pull up and the door shut. It was 12:15 and my test was about to begin. I heard the familiar sound of Sue in her heels at the front porch and then stop. I was convinced she was standing at the front door looking at me. She must've. I took in a slow, deep breath and heard the front door open. The sound of her heels on the hardwood floor while my nose was resting on it was amplified. She set her bag down, cleared her throat and spoke, "Good boy Richard. You've done well so far. Stand up and keep facing the balcony. Hands clasped behind your head and keep your legs spread wide."

I did exactly as Sue instructed, very slowly and deliberately. My tumescent cock was not as engorged as earlier, semi-erect would be a good description. She began to inspect me, looking me up and down and still dressed in the same outfit she was wearing this morning. "Very good Richard, very good. Now reach behind and pull your ass cheeks open for me, I need to see how you did there. Most boys forget to keep their pussys clean shaven, a Mistress cannot stress enough the importance of this. Now open up for your Mistress."

Okay, firstly, did she just call my ass a pussy? I bent at the knees slightly to keep my balance, reached back and grabbed each cheek in each hand. I paused only for a moment as I contemplated what I was about to do. I pulled each apart and revealed my freshly shaven anus, it was something I would never ever think I would do. But nonetheless, Mistress told me to, so there I was. 

"Tsk, tsk Richard. I see you failed me miserably. Hold that position for me please." And she walked to my right and into the bathroom, rummaged through a drawer and returned. "Hold still for me now" she said as she placed her left hand on the small of my back. Little did I know, but in her right hand was a pair of tweezers to which she plucked two hairs out from my very sensitive ass.

"Owww!" I shouted as I stood abruptly, rubbing my back side as if I'd just been thrashed. God that stung! My cock went completely soft on that. Wow, I mean that really stung.

"Richard, did I tell you to stand up? Hmmm? I gave you very specific instructions about how you were to prepare yourself, did I not?"

"Yes Mistress, you did", I answered with a grimaced look on my face, still rubbing my sore butt.

"Put your hands back behind your neck for me", as she walked around to face me. "I told you this would be incredibly difficult and uncomfortable. If you want to see these tits," and she cupped one in hand and lifted them, "then you are going to have to learn to follow my instruction. Is that understood Richard?"

"Yes Mistress, I understand. I didn't mean to..." "Quiet!" she interrupted. "I don't want excuses, I want results. Now, are you ready for your next test?"

"Yes Mistress, I am and I won't let you down." "Uh yeah, we'll see about that. If however, you do succeed, I will show you my tits. Are you sure you're ready?

I assured her again, "yes Mistress, I am" "Richard, I am going to count to ten. And when I reach ten, I want you to cum for me. Ready? One..." I was in total disbelief. I looked down at my deflated cock and back up at my Mistress. Was she telling me to stroke my cock AND climax right in front of her? I have never let anyone watch me masturbate before, in fact, it was a fear of mine to ever get caught. Like I almost was this morning (or so I thought).

"Are you telling me you can cum without even touching yourself? Get stroking!"

I tentatively reached my right hand around and circled my fingers around the base of my soft cock."

"Two..."

She was serious! I began to slowly stroke my cock, without the help of an erection. "You had better get that cock of yours up and your hand moving faster than that or you will fail again Richard. Three!"

Fear hit my stomach as I began to pick up the pace. I could feel the blood begin to slowly rush into my cock.

"Four..."

"Five..."

I wasn't even erect yet. How could I expect to cum in 10 seconds? My hand was a blur. I breathed through my teeth as if to will my cock to swell and cum for me. If I could do that, I would finally get to see those magnificent massive tits of hers. Ahhh, now I can feel my cock growing harder! I closed my eyes and sped my hand as fast as I could whilst imagining Sue's full breasts staring me in the face, big hard nipples and...

"Six..."

Click

"What was that", I thought and opened my eyes to see Sue with a camera in her hand.

"Seven... so close Richard, c'mon, you know you want to cum for Mistress, don't you? Eight..." I was now fully erect and I felt I actually may do this. Oh how I wanted to blow right there for my Mistress. Faster, faster!

"Nine..."

Here it comes, just a little bit more...

"Ten! Stop, Richard stop! Let go of your dick now!"

I reluctantly let go of my rock hard cock. It was bent up pointing to the ceiling. I was panting as I was ever so close to cumming. I looked down as my cock throbbed, the head a dark red.

"Well Richard, I thought you said you would do anything to see my tits. You have failed to do one thing I have asked you to do so far. How am I supposed to give you another chance?"

Please Mistress," I pleaded. "Please give me another chance! I know I can do it, I WILL please you!"

"You really think so?"

Not only did I think so, I knew so. I was so close to cumming that if she had given me until the count of eleven, I would be looking at those huge tits right now. "Yes Mistress, I know I can. I won't let you down."

"Alright, I'll give you another chance." I was over the moon. I was standing there completely naked with an engorged erection, standing in front of a fully clothed woman that I have lusted over for ten years. On top of that, I was just furiously masturbating in full view of her. I never would have guessed I'd be standing here doing all of this when I woke up this morning.

"This time, since you obviously didn't want to cum for me before, I am going to give you two minutes. For two minutes I want you to continually stroke your cock and you are NOT permitted to cum this time. If you stop, we start the two minutes all over again. Your hand must constantly be moving up and down that little clit of yours. If you feel the overwhelming urge to cum and stop, you must recommence with a new 2 minutes and your break will be no more than 10 seconds."

She took a step to her right and sat down in the large oversized chair. She lit a cigarette and drew in a puff and continued, "Do you understand this task Richard? You are to masturbate for a period of two minutes and not cum. Most women I know can do that, do you think you can Richard?"

I had no other choice, but to say "yes Mistress, I can do it." I really wasn't sure I could, but I had to try.

"Look at the clock on the wall. When the second had reaches twelve, I want you to start. Look at your hard little clit, she's going love it." 

Mistress looked at the wall clock and then me, "Begin."

Once again I slowly reach out and circled my cock (why did she call it a clit?), the difference was, this time I was already hard. This time I was already near the point of climax, or at least I was a few minutes ago. The difference was this time I was NOT allowed to come. I begin to leisurely stroke my erection up & down, trying to do so in the most non-arousing manner I could. As I was now facing Mistress as she sat in her chair, my back was to the wall clock. I looked to the left and saw the front door; the unlocked front door with no curtains.

"Look at me Richard. Focus on me and the pleasure you're experiencing. Feel the texture of your clit, with your delicate hand. Mmmm, that feels good doesn't girl? Keep your eyes on me, darling" This was not going well for me. My arousal had nearly hit fever pitch. Mistress was referring to my cock as a clit, talking sexy and dirty while I was supposed to be able to control my orgasm. "That's it girl, you're doing well. 45 seconds in, you're doing great!"

I was not doing great. The need to cum was upon me. I had played with edging before on my own and I was not good at it. I was ready... ready to cum... I let go and held my stomach muscles in tight as if trying to stop from peeing. With clenched teeth I looked down to see the head of my cock glistening with pre-cum. My cock throbbed and bobbed and begged for release.

"Oh dear, you were doing so well. And I see you're getting all wet like a horny little slut. That's to act as a lubricant for when the boys stick their dicks into your pussy. Wow, you're getting your pussy ready! What a good girl! Now remember, no cumming. I do not want any mess on my floor. 10 seconds is up, get started with a fresh 2 minutes. Go!"

It was more of the same. I couldn't make it to 45 seconds this time. Then I couldn't last 30 seconds. Mistress continued to take occasional pictures at different stages of my agony. Finally, with Mistress seducing me with her words I had to stop after just 2 strokes. My stomach muscles were sore. The harder I clenched them, the harder my clit, um... my cock would get. I clenched my hands, clenched my teeth, did everything I could to not cum... and it happened. Like bending a hose with the water turned on high and letting it go, the split second I unclenched my stomach, I erupted. Mistress was sat about 4 feet in front of me. And my erections are the type that are curved and point up. I was afraid of making a mess on her floor, even on her. I leant back as the first shot rocketed out of my clit, I mean my cock. The rope of cum hit the underside of my chin as I moaned. It was a powerful shot building up from so many times I was close to orgasm today. I now knew what a ruined orgasm was. The second shot was about chest level and landed just above my belly button as I let out another loud moan. I somewhat came to my senses and looked down and tried to catch the third and fourth shots, which I technically did, but it spilt through my fingers. The fifth and sixth were considerably weaker and also leaked through my fingers.

I was completely spent. I looked over to Mistress, knowing I had again failed her test. Her eyes were glued to mine. I stood there with cum dripping from my clit, down my chin and stomach, dripping from my fingers and on Mistress' hardwood floor. Without saying a word, she pointed to the floor. I lowered down to one knee and then the other, assuming she wanted me back in the position she found me in 20 minutes earlier. 

"Clean up that mess. I did not give you permission to soil my floor and I explicitly did not give you permission to orgasm. Get cleaning."

I began to get up off the floor and go to the kitchen to get a dish cloth, but before I got the second knee up off the floor, she told not to even think of it. "My floor was clean before you came on it, I know, I mopped it when you were up on the roof. So you can just use your tongue and lick up your mess. All little girls eat cum, so you had better get used to it. Do it!"

I brushed off the comment about "all little girls eat cum" and lowered my face to the pools of cum on her floor. I opened my mouth and stuck my tongue out to taste the remains of my spectacular climax. Again, I found myself doing something I never thought I would do. Everything I have been forced to do today just for a chance to see Sue's naked breasts. Were they really worth it? I didn't even think to answer, it was obvious and I licked up a mouthful of my own cum and then another. It was like everyone says, salty. It was warm and thick. 

"There's a good girl, lick it all up my little slut. You like it now don't you? Tell me you do!"

"Mmmm, yes Mistress," I said while lapping up the mess, "I do like it Mistress, thank you."

Click

I didn't so much like it at all really, but I was doing anything she told me to. I was obsessed with her tits to start with and now, I was incredibly willing to do anything just to please here. So far, I have not passed any of her tests, but I was determined to. If Mistress had told me to suck my own cock clean, I would... if I could actually do it.

I finished with the floor and brought my hands to my mouth as I sucked each digit clean and lapped my palms. I used another finger to scoop up the remains on my tummy and finished with the blob on my chin. I brought both hands up and with closed eyes licked up and swallowed the remaining cum.




I Would Do Anything Ch. 01



"Good girl. Thank you for cleaning up all that nasty cum. But you have still failed to do as I ask. Is it that hard or is the thought of seeing my boobs simply not enough of a lure for you to do as I ask of you? I believe this calls for some punishment if you just cannot do as you're told, especially when you were the one who said you would do exactly that. I knew you might do this, so I took some photos of you playing with your little clit and licking up your cum so that you know I am serious. You will do as you are told. And if you ever do, I will give you a look at my breasts. I am a woman of her word. Now for the punishment, let me have a think. Resume the position while I mull it over."

Again to my hands and knees, nose to the floor and facing the balcony when I heard a knock at the door.

(to be continued)



I Would Do Anything Ch. 02



I remained still and listened carefully as I heard Mistress walk to the door, heels clicking on the hardwood floor. I was in the middle of the living room on my hands and knees, naked and with my ass pointed directly at the front door 15 feet away. Oh yeah, and I just licked up my spent cum from the floor and my hands after jacking off in front of Sue, my Mistress. Even still, I didn't know who was at the door, but they certainly would have had a good view of me.

The door opened and I heard Mistress greet the visitor, "Hello Claire, so happy to see you. Do come in." I couldn't believe, really believe, how nonchalant she sounded given my present position and attire. Nonetheless, Claire entered.

"Oh my, have I interrupted something Sue?"

"Well actually, no. I just finished up and am in the middle of somewhat of a break. Tell me, can I ask your opinion on something?" asked Sue of Claire.

"Why of course", I heard, imagining both women staring at my nude backside on proudly exposed and on display.

She continued, "As you can see, I have a young plaything here that promised to do as she was told and up to now, has not. There must be some form of punishment, but I'm unsure as to what would be more appropriate. I'm undecided as to whether it be pain or humiliation... or maybe both?"

I felt a hand rest my right butt cheek and something began to stir inside of me. The hand then moved from my upper thigh to the top of my bottom, the little finger ever so lightly grazed my anus which sent a shiver through me. My nerves were totally exposed at this moment and I was incredibly sensitive to everything around me.

"Why not punish her both ways? Do you still have that chest full of... uh, toys in the guest room?"

My ears perked up and hearing became astute. "Of course I do, what are you getting at?" was Sue's reply.

"Let me show you." And I heard both women walk into the guest room, the room I had slept in just last night. I knew of the chest, I set my overnight bag on it. I didn't know what was inside, I didn't snoop about. But was it really full of toys? One can only presume sex toys, but what sort?

After a few minutes, they returned to the living room. Sue began, "I agree, this should do well. Some humiliation and some pain to boot. Little one, reach back and present your pussy to us. If you cannot do as you promised me, then there will be action." 

"Mistress?"

"Spread them dear girl, pull open your lips!" she replied.

I still didn't quite get it. Was she referring to my ass as a pussy? I slowly reached behind me and placed each hand on my butt cheeks. "That's a good girl, finally doing as you're told." At that point, I knew that she was in fact, referring to my ass as my pussy. "Spread your pussy lips for me now, I have something for you that you're going to love... or learn to love."

I pulled my ass cheeks apart slowly, unsure as to how wide I was to spread myself. Hoping to hear Mistress say something like "that'll do", I kept pulling my cheeks apart until I could pull no more. I was completely exposed to both Mistress (again) and this Claire woman.

"Hold still for me now, just like that." I heard the click of a bottle and the squishy sound of something as my mind tried to figure things out. Then a hand was placed on the small of my back, followed by something being placed at the opening of my pussy... I mean ass. "Do us a favour my dear and push, push like you would if you were on the loo."

Unsure as to why I was told to do that, I pushed. When I did, my lips, I mean my ass puckered and opened somewhat. At that point, Mistress pushed. The object that was once setting against my bottom, was now invading it. And what made it even more amazing is that it got wider as she pushed it in.

"That's a big girl, push now. Mummy is going to stretch your little pussy and you will like how it feels. It may hurt now, but you WILL love it. You WILL want it. You WILL crave it and beg for it and do anything for more of it."

Claire's voice came into the scene, "mmm, I do enjoy the deflowering of a virgin cunt. Tell me missy, have you ever had anything in your pussy before?"

Hang on, was I "missy"? The question I was asked stunned me, as Claire was watching my pussy, um, my ass being stuffed with something that beginning to burn from the stretching as it got bigger the more it entered me.

"Ohhh!" was all I get out. I continued to push as Mistress did likewise.

"Claire asked you a question, my dear girl. Are you going to answer it?" Mistress said to me sternly. And at that point she stopped. Holding the invader at its widest point, stretching my anus to its widest.

"Um, no Ma'am, I have not. I, um, I, no, nothing" I managed.

"Come now" replied Claire. "Not even the wayward finger?"

My God, how humiliating! Was I supposed to say "yes", I finger myself from time to time? Had Sue actually seen me earlier in the shower while I simultaneously stroked my hard cock?

"Yes, I have... I, um, I have yes."

"You have what precisely?" Claire continued.

"I have fingered myself, Ma'am"

"Sue, really. Must she refer to me as Ma'am?"

Mistress answered back with, "Missy, you will refer to our dear friend as Madame. Do you understand?" 

The invader continued to remain at a very wide point of insertion. My pussy, I mean, my ass was on fire as I gritted my teeth and replied, "Yes Mistress, I understand. Madame, I have inserted a finger a few times into my bottom. Yes, I have, but that is all."

"Your bottom? I was referring to your pussy, dear girl. Have you also fingered that?"

I was quite lost now. Mistress began to pull back slightly on the invader and then push back in again in a rhythmic motion. The feeling was painful, burning as my pussy was stretched, and humiliating, having this all done to me stark naked, something being stuck in my ass or pussy, whatever, by Sue AND in front of someone I didn't even know.

"Yes Madame, I have fingered my pussy on a few occasions", I responded with hurried breath. At that point, Mistress further pushed the invader further into my pussy and suddenly it "popped" in.

"Ohhhhh!" I moaned. I took a number of short breaths and felt my cock harden. That was a butt plug, I didn't see that coming. I pushed, but to no avail. The flange was too wide. Each time I relaxed after a push, the plug felt as though it would plunge further into my backside. I felt so stretched, so vulnerable. I couldn't believe I was being subjected to all of this just to get a look at Sue's tits. Massively huge stupendous tits, I might add. As I thought of that, my cock grew harder.

"Oh that does look good does it not? A stuffed pussy, all hairless and stretched!" Mistress sounded very pleased with what she was looking at. I, on the other hand, felt so incredibly vulnerable. But what did it look like, I wondered? As the burning feeling began to subside, I was beginning to enjoy the discomfort of having my ass filled up and stretched. I began to involuntarily push the plug out and then relax, allowing it to slam back into me. Ooooh, yeah... I was really starting to like it! I felt so dirty.

"Claire, would you look at this little slut. I'm thinking she likes having her pussy filled up! I think it's time for the rest of the punishment. Missy, I need you to come lie across my lap." Mistress was sitting in her chair again as I sat up on my knees. I kept my head down and couldn't help noticing how hard my clit, I mean cock, was. The head was glistening with pre-cum. I wanted to stroke it to orgasm right then and there, but knew better of it.

"Sue, look how her little clit is hard. She does like it. Oh, you're going to have some fun with this one!" said Claire. I looked up and recognized her. I had seen her at our house before when I was still living at home. I had only met her a couple of times, so I hadn't remembered her name. And she remembered me.

"I always figured you to be a little girly slut. And I think Missy suits you to a tee. Sue's told me all about what you got up to this morning. My question is if you want to see my friend's bosom so badly, why do you not just do as you're told? Or do you enjoy this more?"

You know, I must say, I was incredibly excited at that moment. Claire was an attractive woman, probably in her mid-fifties like Sue. A little more overweight than Sue, but I could tell she must have been an eyeful in her prime. Not as busty as Sue either, but just as curvy. And I was before them both fully clothed as I remained completely stark naked with a butt plug in my pussy, I mean ass, and a raging hard on.

"Up we go," said Mistress as she patted her lap. I rose to one leg and slid over across her lap. Mistress held my hips and guided me into position. My clit, I mean cock, met her leg and bounced over it, in between each of her thighs as they spread slightly and then clamped onto it. "Right, I believe thirty out to be enough."

Claire pulled up a chair from the dining area and sat across from Mistress to watch.

Smack! I felt the sting of her bare hand came in contact with my left cheek. Instinctively, I thrust my hips forward in an attempt to avoid another, but it was of no use. And when I thrust, my pussy would try to suck the butt plug further into itself. I meant ass.

Smack! Came another swat on my right. Again I thrusted forward.

Smack, smack, smack began the systematic fury of spanks on my poor bottom. As I bucked my hips in tune with Mistress's spanks, my clit would slide in and out of her thighs and the plug was sucking in and out of my pussy. I was fucking her legs and fucking myself and getting a jolly good thrashing to boot. It was painful, yet delicious. And all the time, I was on display to these two attractive middle aged women.

My pussy and my clit, I mean my ass and my cock, were on fire. I was thoroughly charged up when the suddenly spanking ceased. "Claire darling, be a dear and hand me the paddle. I think she's enjoying my bare hand a little too much. Thank you."

Claire got up and went to the guest room and soon returned. I could hear her footsteps as she approached and handed the instrument to Mistress. "You have ten more. And you will take it like a big girl, won't you Missy?"

I swallowed, my face red with blood, "yes Mistress."

I heard a faint whistle and then felt the contact from her paddle. Smack!

"Ooooh owwww!" It just blurted out of me. No way could I help it. Then came another and another until I had obediently taken the remaining ten. I say obediently, but really there was nothing I could've done to stop it. Sobbing and grunting the entire time.

"You may stand up Missy." I gingerly used the armchair to brace myself as I slowly stood myself up. My bottom was on fire and as I looked down, so was my clit, I mean cock. On the floor beneath where I lay across mistress's lap was a small puddle of pre-cum.

Claire noticed it, too. "Uh, Sue dear," she said with a pointed finger, "look at that."

"Yes, I noticed. Missy, you know what to do."

I knelt to the floor and lowered myself to the pool of pre-cum I had inadvertently made and opened my mouth to lick up my mess... again, this time in front of two women. The pre-cum had a much sweeter taste. I actually liked it. With my stuffed bottom a few feet from Claire's watchful eye, I tried my best to look the part. I felt dirty and slutty, so I swayed my bottom to and fro and with both hands on the floor licked up everything I could see of my sticky mess.

"You certainly did a number on that bottom, Darling. Just look how red it is." Claire placed her hand on it and commented further, "and it's certainly hot! I just love it. It's making me hot just feeling it."

"Missy," Sue instructed, "face to the floor until I return. Do you understand?"

"Yes Mistress."

Sue and Claire went back to the guest room. I was still amazed that all that stuff was in there with me last night and I didn't even think of it, never even suspected there would be such a cache of sex toys. What else was in that chest, I wondered.

I could hear them talking to one another, but couldn't make it out entirely. "This one for sure and then either this one or the other," I heard them discuss, but had no idea exactly what items they were discussing.

"Claire, go and fill this up and hang it in the bath tub,a little soap will do. I'll go get the plaything ready."

I heard Claire walk behind me to the bathroom and Sue appeared before me. I was staring at her shoes when I heard her say, "on your knees little one." I heard water running from the bathroom. Sue continued, "Your little pussy must love being stuffed and it looks deliciously stretched. And I think you are beginning to like having it played with like all little sluts do. But we need to give it a proper cleaning first, otherwise known as an enema. And you'll be having two of them. The first will be a soap and water enema and the second will be a special surprise. Have you ever had an enema, little one?"

"No Mistress, but I have heard of them."

"Well the thought of it must be appealing to you by the look of your clit!" I looked down at my cock and it was indeed bursting. My banana shaped erection curved up with a glistening head. "Stand up little one", she said while offering her hand to me. I reached out and took it while standing up on both feet. Sue leaned over to my ear while pulling the back of my hand to one of her tits, lightly rubbing its nipple and whispering, "I believe you want to keep going don't you? You want me to have you as my plaything, to do as I want with don't you? Your cock is talking for you, isn't it Richard?" She actually referred to it as my cock and called me by my name in the masculine sense. "You want me to shape you into a little girl who craves cock and will do everything she is told, yes? You want to see these tits, the one you can feel now? Then you will do everything I say. And you will not only like it, you will want it always. Whenever you see me, think of me, hear my name, you will want to serve me and please me. Your cock will become your clit, your ass will become your pussy, and you will remain completely hair-free at all times, because you never know when I will call upon your services for playing. You see, I have photographs and a witness to all the little dirty filthy things you get up to. No, I am not visible in any of the photos, so if they wind up in the wrong hands, it may be bad for you. So you will follow my instruction and you will make yourself available whenever I choose. Won't you Richard?"

"Yes Mistress", was all I said. I remained fully erect, throbbing as I took in all that she said and all of what it meant. My ass was filled with a butt plug and I loved it, even wanting more, wanting her to push my limits. "Yes Mistress, I am yours to do with as you please."

Then, returning to referring to me in the feminine sense, she continued "Good girl. Now let's get you ready for your douche. Claire? Are we ready dear?"

"Yes Sue, you can bring missy in now!"

I was lead to the bathroom and saw a hot water bottle hanging from the showerhead. With the shower on the immediate right as you walk into the bathroom, the bathtub was just next to it on the right. Looking straight ahead was the loo and the vanity and sink to the left. I was told to squat over the loo, remove the plug and wash it off thoroughly. I turned and faced the two women, then took hold of the base of it. I pulled, but it didn't want to budge.

"You must push again while you pull on it, little one, as if you're on the toilet"

I tried again, this pushing out when all of a sudden, faster than it went in, it shot out. I held it in my hand and turned my head sideways to see how big it was. My first concern was the mess. This was quite the humiliating moment to be naked, holding a butt plug with excrement on it in front of two fully clothed women. My erection began to deflate. I rinsed it in the toilet at first and then used some toilet tissue to wipe off what I could. I then went to the vanity and turned on the hot water and washed it with hand soap. Now I began to take note of the size of the plug. It was about 5 inches long from the tapered section to the tip. As I washed it, I made a circle of my thumb & forefinger, stroking it if you will with my soapy hands. I noticed the tapered section was about as thick as my cock, while the thickest part of the plug, the part that did the most stretching was a bit smaller than a tennis ball. "My ass got stretched that wide?" I thought to myself. When I began to rinse it, Mistress spoke again.

"Now that I see you know how to clean up after yourself, I know I can give you instructions in my absence. Now I want you to lie in the bath facing up with your legs on either sides of the tub."

The porcelain was cool as I sat my butt down onto it and even colder as I laid my back down. I put a hand under each thigh and lifted my feet up onto the sides, exposing myself once again in a most vulnerable way. I was told to spread my pussy lips, which I knew meant my ass, and pulled them wide apart. Sue snapped another photo of me before Claire took the end of the hose that lead from the bag and brought it to my mouth.

"You'll need to lubricate it missy", said Claire when I opened my mouth slowly and she put in. I closed my lips around the black pencil shaped piece of plastic with the small bulbous tip. I looked her dead in the eye as she moved the tip in and out of my mouth. Happy with what she saw, she smiled at me, knowing I was also becoming her little toy, as well, following her instruction equally as I was with Sue. I really had no choice, as I looked at it that I was going to have to obey anyone whilst in Sue's company if I were to please Sue.

Claire withdrew the tip from my mouth ever so slowly; I kept my lips closed around it, almost sucking on it, wanting it to remain in my mouth. Claire loved what she saw, I was looking like a slut and acting the part and wanting to do so. My little clit, I mean cock, was beginning to stir again. When she finally inserted the tip into my pussy, I mean ass, I was fully erect again. Then she loosened the clip holding the soapy mixture back and I felt it. I felt the flood of warm water filling my anal cavity. My eyes went round like saucers from the sensation. I even let out a groan.

"Stroke your clitty for mummy, little one, but don't make a mess like you did earlier", Sue instructed me.

I slowly gripped my cock and began to move it up and down its length. I felt the water begin to really fill me up, cramping began to set in and then the flow ceased. Sue told Claire to plug me after the she removed the enema tip. She handed it to Claire who then brought it to my mouth. I knew exactly what she wanted and I obediently opened my mouth as she slid the butt plug in it. I gagged slightly and she left it in a while longer before pulled it out, along with it was a rope of saliva.

"That's what I was looking for", Claire said as the saliva rope finally broke free from my mouth. Almost simultaneously, she pulled the enema tip out pushed the plug back into my ass to hold back the dams that was my first enema.

"Keep stroking that little clit of yours, my dear. Mummy will be back in fifteen minutes", said Sue. "If you feel the need to orgasm, you must stop. The door will be open and I will know if you do, so I'll advise you to follow this instruction to the letter. 

"I will Mistress, I will," I said while I stoked my very excited and hard cock.

"Afterwards I have some more tests for you, and you know what the reward will be if you pass with success, don't you, little one? Tell me."

"To be given the chance to see your magnificent breasts, Mistress?"

"Yes, my dear girl. So make Mummy proud. No orgasm now. But I want you to keep that clit hard for me."

And then she and Claire turned and walked out. I could hear their footsteps clicking across the floor in the guestroom, no doubt to the chest of toys to plan their next assault. Over the next few minutes, I was brought close to the point of orgasm a number of times, but when I felt I hadn't enough self-control to continue, I would stop. My cock was angry with me. Red, furious and angry... and leaking pre-cum. 




I Would Do Anything Ch. 02



I heard footsteps approach the bathroom and then the two women putting me through all of this walked in. I was at a stage where I was not stroking my cock, it was far too sensitive. Sue and Claire both looked down at my steel erection and the pool of pre-cum that existed on my belly button. My balls were tight and my ass clenched around the butt plug to keep myself from cumming. Both wore huge smiles when they took me into their sight. Sue scooped up the pre-cum with her finger and brought it to my mouth, which I lovingly sucked off.

"Let's get you up and over to the loo. It's time for you to empty yourself." Each woman took me by an arm and helped me step over the edge of the tub and squat over the toilet. "Missy, you'll want to remove the plug carefully and squeeze your pussy tight to keep the floodgates from opening. When you do, sit yourself down and then slowly release the contents."

I reached around and ever so carefully pulled out the plug whilst combining to push the plug to get it out and squeeze the plug so as not to leak the contents. I had to concentrate. Finally, it was out. I set the relatively clean butt plug on the edge of the tub and then slowly let myself relax. The flow began with a torrent of water gushing from within. The cramping began to subside. It took more than a minute before everything was gone. I grabbed the toilet handle and looked up at Sue. With a smile, she nodded her approval. What a relief. I then stood and washed the plug again; stroking its length making sure to get it thoroughly clean as I was most likely going to have it in my mouth again.

"Claire, would you be so good as to step into the shower and then I'll follow afterwards." Claire took the hot water bottle, opened the shower stall door and stepped inside, leaving the door open, but out of my line of view. After a minute or so, she and Sue traded places until Sue stepped out with the bottle that strangely looked to be full again and hung it up.

Mistress spoke, "My dear, this next cleansing will be a special surprise. The liquid we will use for your douche has come from my and Madame Claire's bladder. I do hope you appreciate the personal touch."

If I understood correctly, she and Claire have just pissed in the water bottle and plan to now fill up my rectum with their urine. I must admit, I had heard of golden showers before, but this was a different twist. It certainly was new to me; then again, everything about this day was new to me. I was told to lie back down in the bath and assume the position. Claire took the nozzle in hand and once again put it to my mouth. When it entered, I began to once again suck on it.

"Claire dear, you may want to prime the line this time."

And with that, she unclipped the hose briefly and a mouthful of their combined urine flowed into my mouth. It was warm and tangy; knowing that it came from their pussies excited me. I swirled it around a little while and then swallowed it. I instinctively began to stroke my cock when Claire inserted the tip of the enema hose into my waiting pussy, I mean ass. The flow began to fill my insides and when it was finished, I opened my mouth and let my tongue out. When Claire approached with the butt plug, she had me lick it before sliding it in and out repeatedly. Then with a deep push and gag on my part, I was able to close my lips around the tapered section of the plug. Theoretically, I realised if I was made to, I could deep throat a cock the same size as me. Then another gag and she removed the butt plug with the rope of saliva. When she had the tube out and the plug in place, I was again at the peak of excitement. My face had pins and needles. I was in a daze. I felt sexually delirious. I was a wanton slut and play toy for them.

For the next fifteen minutes or so, I hardly touched myself. I didn't have to touch myself; I was so excited, so hard. I could hardly touch myself at all as I was ever so close exploding. The two beautiful women entered and again liked what they saw. This time, Claire scooped up the pre-cum I had made and brought it to my mouth. I opened and she placed sticky finger on my tongue and rotated it as if to wipe it off.

I was led to the loo and did as I had done last time; carefully remove the plug and keep the contents safely inside of me. I looked up at Sue, who again nodded her head and I slowly began to relax my muscles. This time was all liquid. I controlled the flow and it made me feel like a girl; sitting on the toilet to pee and the sound of it flowing from my pussy. My knees were wide apart and my feet arched, my little cock stood at attention, or was it my clit? I wasn't sure what I was... a man or a woman. I only knew I belonged to Sue. My eyes remained focused on her as I was finishing. I took some toilet tissue and wiped my pussy from the front. I watched as Sue nodded her head again and I flushed the loo. As I began to wash the butt plug for the third time, she told me that when I was finished, to bring it out into the living room, place it on the table and resume the position in the middle of the room, hands and knees, nose to the floor, arms outstretched before me.

Both women were in the guest room when I entered the living room. After setting the plug down on the table, I got into position. A quick look to the right and I saw it was just after 2:00 PM. A few minutes later, they emerged. I kept my head down.

"Well little one, since you enjoyed having your pussy stuffed, we're going to take it to the next level. And then we'll have another little test to proof you will do as I ask of you. Are you ready?"

"Yes Mistress, thank you. I won't let you down again, I..." I was cut off.

"We shall see. Knees apart, spread those lips and ready your pussy!"

Someone put a hand on the small of my back and I felt a cool slippery object pushing against me, I remembered to push back against it. As the insertion began, I felt the familiar stretching and it was nice. I had the other plug in and out of me so many times, I was already somewhat stretched by it. This new one must've been bigger, much bigger! My ass was now on fire as what had to be the widest part of it reached my sphincter. No, it kept stretching!

"Good girl, take it all for Mummy!" Sue spoke out.

Then, when I thought I could take no more, like a vacuum, it sucked into my ass and in place to stay. This time, the narrow bit felt like it was a tennis ball. I had a wet brow and was already exhausted.

"Are you ready for your test, little one?"

"Yes Mistress", I was able to reply.

"Do you like blow jobs, my dear? Specifically, deep throating?" I was asked.

How do I reply? "Um, yes Mistress... I do." What was I being tested for this time? Was I to get the blow job of my life and not be able cum? I couldn't imagine what it would be.

"Well then, I would like you to show me how much you like deep throating, by doing so to me." To her? What did she mean? "You may look up, my pet. Feast your eyes on my beautiful cock." To which I slowly looked at the gorgeous body before me with the magnificent breasts, but before my sight made it that high, a strange thing was protruding between her legs. Something like the one I had between mine, but it was a lot bigger. And a lot thicker. She stood before me, legs apart and stroking a nine inch strap on dildo. The shear picture of her was fascinating. She was wearing black sheer pantyhose and heels, a black plunging top that was also shear enough that I could tell she was still wearing her black bra. The strap on harness was also black, which made the contrasting flesh coloured cock stand out and look huge.

"You have fifteen minutes to get this cock all the way down your throat. Do so and you may feast your eyes upon my tits, maybe more. Maybe Claire's as well, who knows. But you have fifteen minutes, little one. Get to it."

Okay, I knew I could fit the smaller plug into my mouth, but John Holmes here? I gulped and reached out for it with my hand, my hand which could not close around it, not even close! With my tongue out, I held the cock upright and took the length of it in before licking the underside from base to tip. No, I had never sucked a cock before, nor a dildo or even a butt plug. That is, until today. I felt Claire's hands behind me, rubbing my shoulders as I prepared to open my mouth wide enough to take it in. With just the head in my mouth, my lips felt like my ass... stretched to their max.

With Claire's hands on my shoulders and now Sue's hands on my head, each coaxing me along, wanting me to succeed in sucking the cock before me, I began to do so with more earnest. And I wanted to please Mistress. I stroked her cock with my right hand and boldly placed my left hand on her bottom to pull her into my mouth. Her cheek felt so warm and exciting in my hand. I was moaning furiously trying to will it down my throat. I must've had half of it in, at least, I thought to myself.

"Don't let Mistress down!" I also thought to myself.

The gag reflex soon took effect, I couldn't help it. Mistress made a very deep push into my mouth and I couldn't take it. I pulled her out of me, making a gagging sound. Lots of little strings of saliva kept us connected. I continued to stroke her cock while I gathered the confidence to go there again and realised this saliva was much more slippery than before. It was like it came from somewhere deep in my mouth and my mouth was making this lubricant on its own. I slicked the head all up and gave it another try. I was moaning like a whore now, placing both hands on Mistress's fat bottom and pulling her close. Claire's hands was on the dildo, holding it straight so Mistress could plow my face and I allow her to with eagerness.

I opened my eyes to see about 2-3 inches remaining from the steel ring that held the dildo in place. I had 6-7 inches in my mouth. I stopped pulling her into me and quickly pulled my mouth off, again gagging, but using the slick saliva to lubricate more of her cock until it was glistening. I was so hot I was wishing it was a real cock that was about to explode and shoot cum all over my face and mouth.

"Three more minutes, my sweet girl. You're doing a wonderful job for Mommy, but you know the goal and you're ever so close." She looked down at me with a lustful look and continued, "c'mon now, suck all of Mommy's cock and then you can suck on her nipples. Let's go now, all nine inches, suck it. All of it now, suck all of Mommy's big, fat cock."

My cock was raging again. Into my mouth again, but this time I slowly lead it passed my lips, over my tongue and down my throat. I sat on my legs to get lower and try to take away the angle from the back of my throat. It seemed to help, as soon the only thing separating my lips from the base of her cock were two fingers from my right hand. I let go and again placed them on her bottom. My hands gripped her ass like I was gripping my own earlier when spreading it for her. I meant business and I think she appreciated my determination. Slowly her massive cock disappeared into my mouth, but it was no use. It bottomed out. I gagged, but wouldn't release the cock from my throat. I gagged again and then a third time and it popped out. My throat was sore and seemed to be stretched beyond belief. My breathing was erratic.

"I'm so sorry Mistress, I am..." and I began to sob at her feet. I really did want to please her. Yes, I also wanted to see her breasts, but it was becoming more than that now. I wanted to prove myself to her. Earn her trust, earn her respect. If she had a cock of my size, I could've sucked on it all day for her and deep throated it no problem. I looked up and said to her, almost pleading, "Mistress, your cock is just so big, so beautiful and so big. If it were closer to my size, I am sure I could please you and pass your test. Believe me, I know I failed and will not be given the opportunity to see your breasts, but if I could show you, I would.

"Claire, I think this slut would like to suck you off."

I turned my head and saw that Claire too, was donning a strap on. She stood there with a sly grin, lazily stroking it. This one was not quite so imposing, though it was still 6-7 inches long and thick, too. She stepped over, placed one foot on either side of me, grabbed my head and slowly forced her cock into my wanting mouth. Then she began to slide back out and then in again, starting a rhythm that soon had it glistening and shiny and slick. By the fifth stroke or so, I reached behind her and grabbed her ass, pulling her cock deep into my throat. Holding her there, she wiggled her ass and sighed. I let out a muffled moan.

She then pulled fully out of me and strings of slick lubricant made within my mouth drooped as she withdrew. I wrapped my hand around it and rubbed it all over until it was a slippery as it could be. I was ravenous. I wanted more, I needed more. She could see it and I could tell by her breathing that she enjoyed the power of it all. 

She pulled me to her and this time began fucking my face, bottoming out with each stroke. She was truly aroused and I soon noticed why. I could smell her arousal through her stockings and then I opened my eyes when she picked up the pace and I could see on her back stroke that the strap on had another end on it that would have been inserted into her pussy. I could see skin through a tear in here stockings, so as to fit it in.

She began to wildly fuck my face. She hadn't the composure that Sue had displayed, no. She was now acting a bit more like me. I gripped her bottom harder, even began to rub and knead it. She was moaning louder now and then all of a sudden, she ceased up, holding my head with her cock buried in the back of my throat. I was moaning and running short of breath, squeezing her bum when she let out a scream and started thrusting in and out again faster and deeper than ever, maybe five or six more times before she finally withdrew from me and plopped onto the chair.

(to be continued...)



I Would Do Anything Ch. 03



Claire was exhausted. She lay back in the padded chair breathing heavily. She was in her mid-fifties and just face fucked me with her 7" strap on dildo. No doubt she hadn't enjoyed much sexual activity recently. 

"Oh my God, that was fantastic," she was able to get out.

I was breathing rather heavily myself. I wiped my mouth and lips with the back of my hand and sat back on the floor, remembering the existence of the tennis ball sized butt plug that stretched my opening. In a way, it felt delicious. Here I was, completely naked in front of two beautiful women in their fifties whom, in their day, were undoubtedly stunningly attractive and highly sexual, each donning strap on dildos, each that a short while ago was buried deep in my mouth. I knew what was coming next. This may have been new to me, but I was not that naive. Oh, I did want more.

"Little one", Sue began. "We're going to have to put you through another test, since you have yet to pass a single one. You do want to see my tits, look at their fleshy skin and suppleness, don't you? You said to me you would do ANYTHING for the chance to see them, but thus far, everything I have asked you to do has been met with failure. What say you, shall I give you yet another chance?"

"Yes Mistress", I immediately replied in earnest.

"Good girl." Again, I was referred to in a feminine tense. "Run off to the loo and remove your plug. When you return, you will need to present yourself to me as you did earlier this morning. Legs apart, hands behind your neck and your clit nice and hard." 

"Yes Mistress", I answered.

"Run along then, little one."

I turned to my right and walked deliberately towards the bathroom, knowing what was about to happen to me. I noticed to my side was Claire, eyes half closed and a lustful look in her eyes. Her hand was gently stroking her 7" strap on cock. I wasn't going to have to worry about keeping my cock hard, what I was witnessing that day was something I had never even dreamt before. Here I was stark naked, clean shaven from neck to toes, sporting a raging hard on, masturbated in front of a beautiful woman in her fifties and then forced to lick it up, put over her knees and spanked until I was close to cumming, plugged and sucked on the strapped on cocks of these two gloriously sexy women... did I know what was next on the menu? I had a pretty good idea.

I entered the bath and squatted over the loo. Grasping the base of the oversized butt plug, I began to push as though I were going to the toilet. It didn't want to budge though; the flare from the base to the widest point was quite a lot. It burned as tried to pull the bugger out. Then, as I felt myself being stretched to the limit, the butt plug sort of shot out of me. I was able to keep ahold of it as my breath was obviously louder.

"Are you alright in there, little one?" I heard Sue call from the other room.

"Yes Mistress, won't be a minute."

I turned and looked at the monster that had been invading my backside for the past hour or so and saw that it was perfectly clean. The enemas I had been given earlier certainly did their job. My pussy, I mean my ass, was ready to be deflowered. I washed the plug and set it next to the sink, smiling at it as if it were a friend, knowing there was a gaping hole where it once was... a lonely hole that wanted to be filled again. Then I looked up into the mirror, stared myself in the face, and said "let's do it!" 

I turned and walked into the lounge. My clit or cock or whatever was curved upward and hard as ever. The women were sitting on the sofa as I entered, each wearing their respective strap-ons; Claire with the 7 incher and Sue with her impressive 9 inch cock. Claire was idly stroking her's and I remembered that it was hers which was a double ender, so the other end of that prosthetic cock was buried up her pussy and she could feel it when she stroked it. That visualization made me hot. Both of these women, whom were both in their mid-fifties, were incredibly sexy. Sure, they might have been passed their prime, but were by no means beyond it. 

I stood four feet before them, spread my legs and clasped my hands behind my neck, all the while keeping both eyes focused on my beautiful mistress.

"You've done well my dear, considering you've yet to correctly perform even one of the tasks I have asked of you. You have played along with us and given me your all, for that I respect you. That said, you still have not completed any of my desired tasks, and this will be the last. Although it has been fun to have a young plaything around again, God knows it's been a long time since I last had one, I feel it necessary to push you further in order for you to accomplish your goal." I was somewhat nervous now. Still completely aroused, hard as a rock, but wondering if what I thought was coming next had other things tagged to it.

"So you wish to see my tits? You long to see my tits, full and free of their confines. I'm quite sure you'd like to hold them, feel their weight, roll your fingers over my nipples, suckle them, what have you." She stood up. Her extra, long cock bobbled in front of her. "My dear, I need you to bend over and spread your pussy wide for me."

I did as I was told. I bent over slightly, reached around and grabbed my ass cheeks. I slowly pulled them apart when I felt Mistress place her left hand on my hip. Then I felt it. "It" being her massive cock pushing against my wanting pussy, I mean ass, I mean my stretched hole that craved to be filled again.

Mistress began to speak as she pushed her cock into me, "I know you want this. And you will learn to crave it." She continued to slowly enter me. "And I know you want to please me. This pleases me. You letting me violate you, letting me fuck you and fill you." Her cock continued to bury itself in me as she now placed her other hand on my hip. Then I felt her bottom out. Her body was pressed against my upturned ass. I had all nine inches of her magnificent cock lost in my ass. My eyes were closed and mouth agape as I moaned softly.

"Here's your test... do you enjoy this? Do you like this feeling of having a cock stuffed up your pussy?" she wiggled her hips to ensure that her cock was well and truly seated properly, she pushed against me even more to emphasize her presence there.

"I want to see just how badly you want to see my tits and how badly you want to be fucked." She began to slowly pull out of me. "I want to hear you beg for more, to want for more and scream for more." She was nearly out of me and then slowly pulled me by my hips and back onto her huge cock. This was the motion, she wasn't necessarily fucking me as much as with her pulling my hips to her and away from her, she was forcing me to be fucked.

The rhythm began to increase. My moans were becoming increasingly louder. Then, as I was beginning to really get into this whole feeling of being fucked by this woman, she paused while fully inside of me. "This is my task, my pet. I can already see you enjoy the feeling of a hot cock in your pussy, but I want to see how many different ways you want it. I want you to choose a position by which you will be fucked for, let's say at least 5 minutes, by Madame Claire here. You will then mount my cock in a different position for at least five minutes and so on. Remember, we're not young kids any longer like yourself, so that is why you'll be taking turns with us, so we can have a little rest. And besides, one of has to snap the photos."

If my head wasn't spinning earlier, it certainly was now. I couldn't believe what I was hearing. 

"Now little one," Sue continued to say as she also continued to fuck me again in a slow, but deliberate rhythm, "you will show us twelve different positions in all. That should do nicely. It will mean you will have been fucked for a solid hour when it's all over. No cumming until I say so. And that clit of yours must remain hard at all times, even if it means you have to stroke it for us from time to time."

"If you're able to do this", she began to increase the tempo and force by which she was pulling my hips onto her cock, "if you're able to show us twelve different to be fucked by us, while keeping that clit hard and without cumming, then my pet, you will see these magnificent tits of mine. Claire?"

Then Claire spoke up, "yes little one, I will even show you mine, though they are not nearly the size as my dear Sue's are. I'm looking forward to this challenge."

"Yes, so am I." Sue then stopped mid-stroke, reached around and felt my hard cock. She giggled and asked me, "Are you up for it?"

What could I say? "Yes Mistress, I want you and Madame Claire to take me every way imaginable. I want to feel your cocks taking turns plowing into me. Please Mistress, let me show you how much I want to please you." As I pleaded, I began to move on back and forth on her strap-on, which remained buried inside my ass. "Please Mistress, fuck me. Fuck your little plaything. Give me your cock, I want all of it." Then, turning my head to see Claire stroking her 7" strap-on, I said, "I want your cock, as well, Madame. Please give it to me, let me have it. Use me, both of you, please!"

I was plunging my bottom onto Mistress' 9" cock and panting like a dog, moaning loudly. I wanted it so badly.

Then I felt it, SMACK! right across my bottom. "That's the good girl we want to see."

SMACK!

With each stroke, Mistress laid another on me and I was getting so fucking hot from it all!

"You will do just fine, I believe", she said as she stopped me from moving and slowly pulled out of me. "This position doesn't count and has now already been used. Show us what you got, my slut."

I didn't like the feeling of emptiness when she pulled her cock out of my ass. I needed to have something back in there and I knew the procedure. I was to now engage with Madame Claire in a new position. I straightened up and looked at her sitting on the lounge. I slowly and deliberately walked towards her and turned around, placing my feet on either side of hers. I then lowered myself onto her beautiful cock, knowing that it would easily find its way to my ass as it was so stretched from my first fucking. I felt it enter me and let out a gasp. "Ah, home", I thought to myself as I smiled. Claire took hold of my waist and I used her knees for support until I was now sitting on her cock with all my weight and wiggled some to make sure it was in all the way.

"Oh Madame, such a lovely cock you have. May I please?"

Claire replied, "Yes my little slut, you may."

And with that, I began to rise my ass up until I felt the head at my opening, then I would sit back down with a thud. I would let out a loud moan whenever I bottomed out on her lap. Up again and down, I could feel it sliding in and out of me and it was marvelous. So sexy, so dirty, so new and exciting... Mistress stood before me with a smile on her face. I reached out took hold of her cock and took it in my mouth. I was in heat. I was stroking Mistress's cock while sucking it into my mouth while moving my ass up and down riding Madame Claire's cock. Mistress lightly stroked my hair and smiled when I looked up at her. My own cock bobbed up and down with all my movement. Claire was now getting quite vocal and soon hit a crescendo.

"Oh, ride my cock you slut. Harder I say, take it all and love it!" I did love it. Claire was holding onto my waist and literally throwing me up and pulling me down, obviously close to orgasm. Sue pulled her cock from my mouth and watched as Claire reached her orgasm. She held tight against her lap, trying to push it in even deeper it seemed and then she let go and sighed. Her body went limp. I slowly stood and felt the strap-on plop from my ass. Actually, it felt like a pussy to me now!

"Mistress, could I ask you to sit in this chair for me?" I said motioning to one of the straight back dining chairs. 

"Why of course my dear", was her reply. I then walked to her, my own cock/clit bouncing to and fro as I did. I pulled her knees together gently and then put my left hand on her shoulder and took hold of her 9" cock with my right. Straddling the chair I got on my tip toes and aimed the beast at my entrance. 

"This makes two, does it not Mistress?" And I lowered myself down onto her cock. 

"Yes it does, my pet." She reached around and kneaded my butt as I began to move down its length, filling me up with her meat. I shivered and she felt it. I moaned and she heard it. My breathing picked up as I neared the base and she noticed. When she was fully inside of me, I looked her in the eyes; we were face to face, just inches apart. My own hard cock was brushing up against her belly. 

"Thank you Mistress." My face was tingling. I moved my hands around to her back, feeling her bra strap through her black top. I held onto her tight as I started to move back up her cock. As I did, my cock was rubbing the length of her torso. My cock was then pressed against Sue's tits. I moved away from her slightly and then it sprang up above them. I couldn't help but imagine that if she were topless, I could tit fuck her while she ass fucked me. When I picked up the pace, I think she had the same thoughts. I did all the work while she guided me to just the right distance from her that my fully erect cock was rubbing up between each bra cup. Essentially, I was tit fucking her, but while she still had her bra and top on.

Her nine inches were disappearing completely with every down stroke and I was moaning uncontrollably. My eyes would roll to the back of my head in ecstasy. Sue knew just what she was doing and it was working. I realized this and opened my eyes to her smiling face. My balls were beginning to boil as I would undoubtedly orgasm if I kept this up and hence, fail again. Not wanting that, I concentrated on her expression and my rhythm. Yes, it felt fantastic and yes I could've cum at any moment, but I didn't want to fail another test. Instead, I worked on her orgasm instead of mine, trying to get her fake cock to have a real orgasm. I kept my eyes focused on her face as I ground my ass/pussy onto her massive cock. I squeezed my ass like a woman would squeeze her pussy lips. I was starting to get good at this. Soon I was gyrating my pelvis like a pro.

"Very good my pet, I am impressed. Now relax, you have many more positions to show us. It's Claire's turn again."

I slowly stood up as her cock inched its way out of me. I looked down upon Sue's beautiful cleavage and noticed a hint of perspiration. I do believe she was pleased with my efforts. My cock deflated slightly when I began to focus on her pleasure instead of mine. When her cock plopped out of my hole, I gently took hold of my own and began to stroke it lightly back to full hardness.

"Thank you Mistress."

It was Claire's turn for some more attention. When my cock returned to it fully rigid state, I asked her if she was ready for me. To which she answered, "How do I get to screw that pussy of yours this time?"

I knelt on the lounge with my knees spread wide near the edge of the seat cushion and my hands took hold of the back. I turned my head around as she stood looking at me and said, "Please Madame, please use that big cock of yours and fuck my pussy with it!" and shook my ass.

The look on her face as she purposely came to me and in one smooth motion, grabbed one hip and then the other and aimed her cock right for the target and in no time bottomed out inside my turned up back side. I let out a cry as the forcefulness of her entry surprised me somewhat. Her cock was cool at first and I realized she had been stroking it with lube while I was with Sue. Immediately she began to saw away at my ass/pussy and all that could be heard were grunts and moans. She wasn't gentle at all, but it was actually kind of nice. The feeling of be taken by Claire was a direct contrast to being made love to by Sue.

Claire had yet another orgasm before her five minutes were up and I was thoroughly excited to have been used by her. When she pulled out of me, I merely rolled over grabbed my ankles and looked at Sue and said, "Are you ready for number four, Mistress?"

Sue had her way with me and soon the five minutes were over. The sight of her tits swaying back and forth while she fucked me was exciting enough, but again, I had to focus on her pleasure to keep from cumming.

I asked Claire to lie on her back on the floor. I placed a pillow under her head and told her to just relax and that I would do all the work. Turning to face her feet, I straddled her hips and lowered my ass/pussy onto her cock. Practicing with my hip movements and squeezing my sphincter muscles, I got into a pretty good rhythm. She couldn't help herself though grabbed my ass squeezed. SMACK! SMACK! SMACK!

"Let's go slut, I'm expecting another orgasm here!"

I got to work on her, forgetting that her strap-on was a double ender. The five minutes had passed, but she wasn't finished with me yet. So she took hold of my hips and threw me down on her cock, grinding it into my excited ass/pussy. That did it! She let out a scream and squeezed my ass for what seemed like forever before going limp. I leaned forward, remaining on my knees and she popped out of my very used hole.

"Mistress, I would very much like to do the same with you, but facing you. Would you mind?"

Sue laid down her big rubber cock resting on her stomach. I squatted above her and guided her lovely cock into my hole and then sat fully onto it. I got onto my hands and knees and lowered my face to hers, again, just inches away. I could feel the heat in her breath. I whispered in her ear, "this will be number six, Mistress."

For the next five minutes, I slowly rode her beautiful nine inch cock. My cock remained hard as it gently grazed her sheer black top. When I was told that it was Claire's turn, I stayed on my knees and slid forward towards Sue until just the head remained inside of me. My hard aching cock was saddled in between her two heavenly breasts. She took hold of me and pulled my nipple down to her mouth. She licked it and then sucked on it for a moment. Then she put my left nipple in her mouth and gently bit down on it. It felt delicious. I felt a charge run through my body.

"Go to Madame Claire, little one. It's her turn with you now."

And with that, I moved forward and the head of her mighty cock popped out of my ass/pussy. Immediately I felt emptiness down there. I know what I wanted and I wanted it hard. My cock/clit bounced as I walked just past where Claire was sitting, idly stroking her fake cock with the glistening presence of lubricant. I stood at the wall and spread my legs apart, hands at eye level and my bottom sticking out to her.

"Please Madame, please will you fuck my pussy nice and hard? Please Madame, I want it! I need it."

Claire smiled as she stood and strutted over to me, all the while stroking that 7" strap on she was wearing so well. Her finger traced down the spine of my back, between my cheeks and two wet fingers easily slipped into my ass/pussy.

"My, my... someone is going to be ready for a fist soon, I think!" And with that, she grabbed my hip, guided the head into me and then with both hands on me now, began the assault I was hoping for. The other end of her dildo must've been rubbing against her clit just right, as she became moaning and grunting like an animal... again! And I wasn't exactly biting my tongue. I bent forward a bit more to provide easier access for Claire who seemed to appreciate the move telling me I was taking it like the slut she thought I was.

"Ugh! Thank you Madame! Oh Madame... AHHHH!"

Her excitement built up rapidly the more she drove her cock into my very loose ass/pussy. Faster and harder, she was tightening her grip on me as she threw herself into me. 

I couldn't explain how it felt. It was surreal. I was the only one of us there completely naked. I was with two grown, attractive women in their mid-fifties who were each still dressed and donning huge strap-on dildos and taking turns ass fucking me. I had masturbated in front of them, been given multiple enemas, stuffed with a butt plug of varying sizes, forced to suck on their cocks. All of which I had never experienced before today. At first I was tentative, unsure what to feel, think or do. I just followed instruction. Instruction from Sue, a woman I have known most of my life as a family friend through her husband. I had always admired her incredible bosom. It was huge. She had told me once when I was seen eavesdropping on one of her friends changing from out of their bikini that if I ever wanted to see a real pair of tits to just ask. That was ten years ago and everything that was happening today was because I finally asked to see them. My head was spinning from the chain of events occurring since this morning.




I Would Do Anything Ch. 03



I returned to Earth to the sound of Claire's guttural moaning and the feel of her fake balls slapping against my own. My hands wanted to grab the walls like handles as I was being thrashed around violently by this woman literally fucking the shit out of me. The she stopped, fully seated in me, holding me tight against her groin and I felt her thighs quiver against mine. She began to shudder and fuck me again in very short strokes as she rode through her fifth orgasm of the day.

Claire pulled out from me and sat slumped on the lounge. She looked exhausted, yet thoroughly satisfied.

"Claire darling," Sue spoke up, smiling wickedly, "has it been that long dear? I do believe you're going to be coming around more often after today."

Claire took in a deep breath, "I'm not exactly ready to leave just yet, my dear. Remember, it's an all girl's weekend alone. Don't you worry about me."

Sue turned to me with a curious look. What other positions did I have in mind? Would I make it without cumming? Although I didn't need to, I slowly stroked my cock/clit as I looked deep into Sue's eyes. I was stalling as I tried to think of a new position for her to use me with. I looked up at the clock, it was nearly 3:30.

(to be continued)



I Would Do Anything Ch. 04



I was more than half way through my latest test from Sue. I was to show both her and Claire twelve different positions to fuck me with and perform it for at least 5 minutes making it virtually an entire hour of being fucked by these two gorgeous women. Claire was wearing a thick double ended 7" strap-on, while Sue donned a massive 9" cock so thick I couldn't reach my fingers around it. I was also instructed to remain fully erect the entire time, even if it meant stroking myself from time to time. Oh yeah... and I was instructed NOT to cum.

Claire's latest effort was the 7th position and it was now Sue's turn once again. I looked deep into her eyes, gently stroking my hard cock, which the two women kept referring to as my clit. In fact, my ass was now my pussy and I was their little slut for the day. Sue was beautiful, and I wanted nothing more than to please her by passing her test. Thus far, I had failed miserably on every occasion and I was quite sure this was my last chance.

"Mistress, could I ask that we move to the guestroom for the remaining experiences?" I said with my hand outstretched to her.

"Of course you may, little one." And she reached out and took my hand. I turned and reached out to Claire, "Madame, would you be so kind as to join us in the guestroom?"

Still exhausted and breathing heavy, she too reached out and took my other hand as we walked into the room where I slept just last night, all three of our cocks bobbed this way and that as we did. I lead Claire to the oversized chair in the corner where she sat herself down and immediately began to slowly stroke her fake dick. I asked Sue to lie in the middle of the bed, and I propped an additional pillow behind her head. I wasn't real sure how this would work, but kept at it as if to appear I planned it all along. I then straddled her large hips and lowered myself onto her huge cock.

"I'm flattered pet, but I do believe we've already tried this position," Sue began. "Do not disappoint me now."

"I won't Mistress, please wait a moment." I then extended my right leg and then left to either side of her chest and then using my arms to support myself, I leaned back away from her, keeping my legs somewhat bent to support my other half. With my midsection now suspended, I began to raise my pelvis up, sliding along the length of her 9" cock.

"Please Mistress, could you possibly hold your beautiful thick cock in place for me, I'll take care of the rest." Sue took hold of its base and I slowly began to lower myself back down onto her shaft, and then back up again. "Mistress, I believe this is number eight, yes?"

Sue smiled, "Yes it is, my slut. Yes it is. I'm most impressed. How does it feel?"

"Wonderful Mistress, I love having you inside of me," I answered, followed by a loud moan. My hips were now steadily moving in an up & down motion as I rode her cock. I suppose it was due to the angle of penetration, because on my downward stroke, I felt her cock rub my prostrate and it truly did feel wonderful. I would be in trouble if I kept it up like that, so I once again concentrated on Mistress' pleasure, but it sure felt good. I would come into contact with hand each time I bottomed out. Sue used her left hand and reached for my balls, running her nails on the tight skin. I remained focused on her as she would occasionally tap on them or squeeze them.

Claire then noticed something and spoke up, "Sue darling, our little plaything is leaking." Sure enough, pre-cum was dribbling out from the attention my prostrate was receiving. A pool had developed just below my belly button.

"Claire, would you please take care of that dear?"

"Of course, Sue. I've got just the trick." Claire stood and scooped up what she could with her fingers and rubbed it all over her cock. Then she walked over and stood behind me as I continued to ride Sue's cock. She leaned over my head and told me to lean my head back. When I did, her cock was looking me in the face and she slid it into my mouth with one steady push while holding my head still. The taste of my sweet pre-cum excited me even more. Soon, Claire was face fucking me while I maintained a nice rhythm on Sue's beautiful cock. 

After a few more minutes, Claire pulled out of my hungry mouth and asked Sue if she could have her turn now. 

"I supposed it has been five minutes, are you ready for another round little one?" she asked me. I sat fully on her cock now and answered yes, but I wanted to keep riding her cock. I remembered though that I would still have two more turns with Sue before the test was over. Claire scooped up the remaining pre-cum on my stomach and brought it to my mouth while I sat up and brought my legs back under me so I could sit up. I moaned as I sucked her two fingers, rolling my tongue around them and then lifted myself off from Sue's cock.

Sue slowly swung her legs over and sat up and then took a seat in the corner chair. Claire withdrew her fingers from my mouth and asked me, "well, what will it be this time, slut?"

I lay down on the bed and then turned over onto my back. Since my high school days on the wrestling team, I have always been limber and I had an idea that should turn on the seemingly insatiable Claire.

I took hold of my ankles and pulled them back to my head and moved my elbows inside of my knees. I lay there with my gaping man pussy open to this sexy woman with the 7" strap on.

"Please Madame, I want you to use that big cock of yours and fuck me with everything you have. I want your cock deep in my pussy, fucking me until you shoot your hot cum deep inside of me!"

Claire certainly was enjoying my dirty talk and slutty behaviour. I felt her weight on the bed as she got on her knees between mine and pushed the head of her lovely cock into me, then placed her hands on either side of my head and drove the rest of it into me. In no time, she was nailing me in a piston-like fashion, driving her cock into my hungry ass/pussy balls and all, or so it seemed. She was so hot, fucking me with her fake cock like she had been doing it all her life. I couldn't help but wonder how close that was to the truth. All that could be heard was the slapping of her fake balls each time she maxed out, grunts and groans, moans of pleasure and me calling out to her to "Fuck me, Madame! Fuck me harder! Yes!! YES!!"

The picture in my head of what we must've looked like made me so hot. I looked to my right and saw Sue watching Claire's attack on my hungry hole. I was convinced that Claire did not have a five minute limit when we were at it; rather she was allowed to fuck me until she climaxed and sure enough it happened. She drove into me hard and held it there, deep inside of my ass/pussy, shortened breath and then a quick few strokes in & out with a quiet scream and her head thrown back. It was really something to see, a middle aged woman in the midst of orgasm brought on by her fucking my ass with a strap on dildo. I felt wickedly excited knowing that this was brought on by my participation.

When she pulled out of me, I again felt empty. I enjoyed presenting myself in the contorted position I had with Claire and wanted to do likewise for Sue. Claire rolled over onto her back in order to catch her breath and I looked over to Sue as I scooted to the end of the bed.

"Mistress, could I ask you to sit here at the foot of the bed?" I asked, standing up to make room for her, my cock/clit remaining as hard as ever knowing I was close to passing her test. Sue walked over with that huge cock of hers menacingly swaying from side to side as she did. When she sat down on the edge, I knelt down between her legs, put my hands on each knee and took her cock in my mouth. I began sucking it deep into my mouth, but still only able to take 7 of the nine inches, though that wasn't my goal to deep throat her entire length. I used my hands to spread her legs apart, then let go of the grip my mouth had on her cock and I briefly licked the underside of her strap on, as though it were real and she could feel it, even licking and kissing her fake balls. I then sat down and set my legs on the bed and scooted my bottom closer to her until it was against the bed. Then I flipped my legs over my head onto the floor on either side of my head, providing her immediate access and viewing of what must have been a gaping hole between my legs.

"Please Mistress, if you would please, dip your cock into my pussy and fill me with your beautiful meat!" I begged as seductively as I could. 

While remaining on the edge of the bed, Sue took hold of her cock and was easily able to rest the head of her cock at my opening. She slapped it against my ass/pussy for a few moments, forcing me to want it even more.

"Oh Mistress, please fuck me with your beautiful cock! I really must have it! I need it deep inside of my pussy, spreading me open, stretching my cunt!" I really was begging for it now. I had to have it.

With the head of her cock resting at the opening of my hungry pussy, Mistress then slowly stood up and as doing so, her cock began to enter me. Ahhh, once again I was being filled with lovely cock!

This position wasn't straining on Sue, which is exactly what I wanted. By simply squatting a little and then standing again, she could easily fully fuck me in a slow and methodical pace. Looking up at her, my cock/clit looked back down at me, merely inches from my face. Eventually she and then Claire made notice of this.

While I was moaning in delight from the glorious feeling of Sue's entire nine inches once again burying itself deep into my pussy, or ass, Claire spoke out, "My dear Sue, I do believe with a bit of effort, the little slut could possibly suck on her own clit! That would certainly be something new!"

"Yes", Sue replied a little out of breath as she continued to plough into me deeper and deeper. "I've heard of that being done, OOH, but have never seen it... oh dear, this position is doing something special for me!" She looked down at me, directly in the eyes, "little one, this is putting pressure at just the right spot, I, uh... um, it feels, oh yes... it feels quite good!" Her breathing was heavy, her pace picked up, especially on the down stroke where she would grind her cock into me before pulling back out. I could only imagine that the base of the dildo was pressing against her clit.

Sue began to fuck me with earnest, in the same manner that Claire did. She began to squeeze her tits with full hands as she rose up and back down, sliding the entire length of her fake cock into my wanting pussy or cunt or ass, whatever, it felt fantastic! She began to moan and then drove it in as deep as it would go and ground herself hard onto the base of it.

"Uuuuuggghhhh!" she moaned aloud, "oh gaaaawwwwwd, ohhhhhhhhhh!" Then her body shook and convulsed. I was bringing her to orgasm! She continued to push her cock further into me, as though trying to push her balls in, too! It actually felt as though they would get pushed into me. The full weight of her was upon me, grinding her pussy against the giant strap on, which in turn was grinding against my pussy/ass and it felt wonderful to know I had brought her this much pleasure.

Claire came over and whilst kneeling over my head, her cock lying on my face, she ran her fingers up and down the backs of my thighs, pulling them down ever so slightly as she did. She traced her fingernail on my, oh so sensitive, perineum that made me shiver and pulled my leg down a little further with the other hand. Together with Sue's weight pushing down on me, I saw as the head of my cock inched closer to my face.

Claire looked down at me as Sue regained her composure, but remained with all of her weight on me and all of her cock in me.

"Lick it, slut!" said Claire. "Do it, we want to see it!"

I opened my mouth and stuck out my tongue reaching for the head of my cock/clit. As a young kid, I used to do tricks with my tongue, like roll it over one way and the other and even touch the tip of my nose with it, so it was long. Out it stretched and the head of my cock/clit felt, for the first time, my very own warm tongue against it. This excited both Claire and Sue. Sue began to bob up and down while her cock remained in me, causing my own to gently bounce against my tongue. Soon I was able to press my lips against it, but that was it. I wasn't flexible enough for anymore.

"That's definitely something I want you to work on, my pet," said Sue as she began to stand and then sit back down on the edge of the bed. Claire released my legs and they instinctively fell onto Sue's thighs. My cock was achingly hard and straining before her.

Sue reached out and took hold of my turgid member and with a couple of slow and deliberate strokes said to me, "That, my dear, was fantastic. You're nearly there. Can you succeed by performing two more times for us? Can you do that without cumming?" She knew I would blow if she continued to stroke me just a few more times, which would be unfair to me in this challenge.

She let go and padded my sac, "Such a lovely little play thing I have. Up you get, what do you have left for us?"

Sue stood up from the bed and both women, each donning their huge strap on cocks, stood on either side of me as I got to my knees and crawled onto the bed. I rolled onto my back with my neck hanging off the foot of the bed and my knees spread and bent.

"Mistress, I would like to try once again to take all of you into my mouth while Madame fucks me missionary style."

Each looked at the other and moved into position. Claire took a pillow and patted the side of my bottom. I reacted by lifting my butt up and she placed the pillow, folded in half, underneath me, providing her easier access to my pussy or ass, whatever she wanted to call it, I didn't care. I just needed it filled. When she got positioned between my legs, she guided her cock, once again, into my waiting hole and held it there just an inch or two inside of me. Sue then held her beast and after slapping my face with it two or three times, placed the head of it between my lips and held it there. In a concerted effort, each woman then slowly pushed into me a little more and then pulled back out. In a bit further and back out, in even more and back out, each in perfect rhythm with the other. Each pushing there cock further into me and then pulling back, each time a little deeper and a little more forceful. For my part, I just lay there and take it, and I was doing just that.

Soon, Claire was shoving her entire length into my man-pussy and Sue had a good 7 inches of her nine filling my mouth. I tilted my head further back, removing the angle of my throat altogether and soon I felt Sue's balls ever so lightly touch my nose. Then again, then harder against my nose and then... her beautiful fake balls were pressed against my upper lip. I had taken all of her magnificent 9". When both women saw that, they began to begin with a steady fucking of my, oh let's just say it, my pussy and my mouth. With Claire lying on top of me, supported by her elbows, she watched as Sue's cock could be seen in my throat with each stroke. I was choking, but loved the fact that I swallowed her whole.

Claire then sat up on her knees, remaining inside of me and grabbed my hips. Then she went for it, she knew this was number eleven and her last time (for now anyway) to fuck me to her own orgasm. And she was determined to do just that.

As Claire began to groan and grunt, bringing herself off at the mercy of my well fucked pussy, I looked up at Sue as she caressed my cheek, my cock filled cheek. Sue withdrew her cock and rubbed the saliva lubricant all over my face, stroking it as she did. Claire continued her assault and then just like that, she was over the edge and shook violently as she let out a long moan and took in a deep breath.

"Oh God!" she said as she looked down at me. "I do miss this. You, our dear little slut, are a pleasure to have around." She then looked to Sue, "You don't mind my forwardness, do you my dear?"

"Of course not." was her simple reply. "Now, let's see what we'll get for a finale from our little plaything."

Claire carefully pulled out of me, allowing me to enjoy the long, slow withdraw. She left only the head inside of me for a few moments, reached down and took a firm hold of my clit, then looked me deep in the eyes and smiled. I let out a gasp as I was incredibly sensitive after everything we've been doing all day. She squeezed harder and then let go as she simultaneously pulled the head of her cock out of me.

I took a few quick breaths through pursed lips as I even shook a little. "Are you alright my pet?" asked Sue.

"Yes Mistress, I'm just, well... this has been such an incredible experience for me today and I'm, well, at the peak of arousal, my face has pins and needles, my co... ahem, my clit is overly sensitive and my pussy feels empty."

"Is it all too much for you my pet?" asked Sue.

"No, no!" I answered quickly. "No, please... we're, I mean, I'm almost there. There's just one more position I want to show you Mistress. Can you please sit up here in the middle of the bed for me? Just sit and cross your legs, please Mistress?"

Sue reached out and cupped my chin as she walked around to the side of the bed and sat down. Then she elegantly swung her legs over so lady like, even though she was sporting such a huge appendage. She scooted into position and crossed her legs, never taking her eyes off of me. Facing each other, I got up on my knees and moved to her. Placed one leg around her and then took hold of her cock as I swung my other leg around, lowering myself onto her nine inch wonder, letting my full weight down onto it as it buried itself into me. I then wrapped my legs around her and wrapped my arms around her neck.

"Mistress, this is number twelve. Thank you." And with that, I began a slow to and froing of my hips as I rode her in sheer bliss.

"You have done well, little one... extremely well." Sue looked over my shoulder to Claire and nodded, "Claire can you also help me with mine please?"

I felt Claire's presence behind me. She was on her knees and reaching around me unbuttoning Sue's blouse. I raised my hands so she could peel it off Sue's shoulders. Then, remarkably, Claire reached around Sue fiddled with something I could only imagine was her bra. When the straps went limp and Claire slid them down Sue's shoulders, I knew I was correct. The only thing holding it in place were our bodies pressed together.

Claire's arms were under mine and she reached up to hold my shoulders and softly kissed the top of my head. I felt her bare breasts pressed against my back as she rose up onto her knees and I felt a breast on either side of my head. Her hands pulled me back a few inches allowing Sue's bra to fall between us and I couldn't look. I couldn't believe this was happening! My eyes must've been a big as saucers as I just kept eye to eye contact with Sue. Sue moved her hands under each breast and lifted those mighty and wondrous tits to my face and pushed them against me, taking my breath away. I swear, if I would have died right then and there, I would have died a very happy man.

"Keep rocking little one, don't stop," she whispered to me.

So I did just that, I rocked forward while the two of them held their tits up surrounding my head. I began moaning as I rocked and then Sue pulled away and pointed her right nipple to my mouth. The nipple was dark brown in colour, sticking out proudly ½"-3/4" and her areola was maybe 3" across. My mouth opens and I simply began to suckle it as I rode her cock. First one, then the other nipple. I turned my head further to my right and sucked on Claire's right nipple, slightly smaller and lighter in colour, it was nonetheless beautiful. I reached my hand around to my right and took hold of Claire's cock and began to stroke it, remembering that the other end of it was inserted in her pussy.




I Would Do Anything Ch. 04



The whole experience was so sexy. The strap on in my ass/pussy, the other in my hand made it feel so dirty and kinky. Yet I felt so loved by these two women. I suppose I was giving them something they hadn't experienced for quite some time. In return, they had been giving me something I could have never imagined and I was wildly excited by it.

I was being smothered by two pairs of magnificent breasts, one pair in particular, I had been fantasizing about for ten years. Sue's breasts were absolutely fantastic, greater than what I could ever imagine. Soft, supple, even nourishing, insofar, as they provided food to my senses. The two women then wrapped their arms around each other and thus encased me between them as I continued to rock back and forth, riding my Mistress' big cock and stroking Madame's.

Sue pulled away some and asked me if I were ready to cum. I, of course, responded with an eager "Yes!" Claire then moved back from me as Sue pushed me away from her bosom and laid me down on my back. Claire immediately placed her cock on my lips, which I welcomed by opening my mouth wide and taking her in completely. Sue, with her 9" cock still stuffed all the way into my ass/pussy, wrapped her right hand around my cock/clit and began a very slow and methodical stroke. Her speed didn't matter though, as I was already so worked up that within a few seconds I was ready to blow. And when that feeling took over, Sue knew it.

"He's ready." was all she said.

And then I came, I mean I really came. The first and second stream hit me under the chin, while the 3rd and 4th made their way to my chest. While Sue seemed to be putting my pleasure first at this point, Claire was obviously going for another orgasm, so while I was cumming all over myself, I took hold of Claire's cock and stroked it at a frenzied pace while she fucked my face. By the time I unloaded on myself, she began to do likewise. Sue let go of my cock/clit and instead took hold of my hips and began to slam her big cock into me in a rigorous pace. She began to moan and I knew she had hit her spot, she was on the edge and so was Claire.

Claire swiped up as much of my cum as she could with her fingers and pulled out of me to rub it all over her cock before pushing it back down my throat. It wasn't long before each woman was in the throes of their own orgasm. And I was at the receiving end. I looked up and watched two magnificent pair of tits sway and wobble and move like nothing else. No, they didn't belong to a young girl in her twenties, they belonged to a pair of women in their fifties and each of them were hotter that hell AND fucking me to death.

When the orgasms subsided, I was again hard and ready for more. Sue looked down and upon seeing this, told me to finish it. "Cum for your Mistress, little one."

Both Claire and Sue pulled out of me and watched as I took hold of my cock/clit and began to stroke it, slowly at first. As I had just shot cum all over myself, I rubbed my hand on my belly and used the cum that was still there to lubricate my hand. My left hand squeezed one of my nipples, pinching it rather, to really feel the full effect. I looked at Sue and suddenly realized what it was that had been happening for the past many hours and what I was seeing and doing right then. She was there, topless with those breasts exposed for me to see. I had succeeded in following her task and was being rewarded with a full viewing of her wonderfully gigantic pair of breasts. I looked at them longingly, having dreamt of them for years and soon began to sob. I was stroking my cock/clit and began to opening cry. Claire reached down and stroked my face while Sue stroked my thighs.

"Cum for me, little one. Rub your clit for me and cum!"

Then, as I was crying, crying out of sheer happiness, my balls began to swell and my cock began to convulse. Although there wasn't much, as I had already orgasmed literally moments earlier, the feeling was no less orgasmic is all I could say. Claire placed an open hand under my cock/clit and caught all of my offering before feeding it to me, which I licked up hungrily.

I was spent and didn't remember Sue or Claire even leave the room, I must've fallen into a deep sleep. My emotional and physical well beings were exhausted. Although I fell asleep on them, I'm quite sure I had a smile on my face.