Anal Training With Ruby free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)

In order to get ready to play with Dmitri and Andy, Ruby insisted that I be trained first. She wanted my throat and ass to be ready for the boys to use me roughly. Our regiment began right away. 

In the morning when I awoke with the sun streaming through the blinds, Ruby was spooning me and gently stroking her middle finger over my asshole. I moaned and roused to the stimulation. She pushed her finger deep inside me, causing me to gasp. She pulled out and then told me to head to the bathroom. She wanted me to brush my teeth, shave and cleanse, then return to the bed for inspection. My anus throbbed from the absence of her finger, so I eagerly complied. 

As I washed in the cleansing water of my rainfall showerhead, I thought deeply about what I had agreed to and where it might take me. Ruby wanted me to fuck other men with her. After I had sucked and tongued loads of sticky cum out of her cunt and ass, I was ready to go along with her on her next date in two weeks, when her lovers would be coming back through town. That gave us some time to practice and Ruby was eager to put me to use. 

When I came back to the bed, Ruby ordered me on my back. I lay down and she straddled my torso, backing her lovely holes up toward my mouth. She instructed me to lick her cunt and ass while she probed and stretched my asshole with her long, slender fingers. I moaned into her sex as she pushed in and out of my anus with two and then three insistent digits. I worshiped her labia as she fingerfucked my eager bum. 

We 69-ed for a spell while we both blissed out on rimming each other's assholes, both of us knowing that there would come a time very soon where we would be the centre of an orgy. I could feel her tremble with that knowledge and it made me thrust my hips harder, pushing my hard cock down her throat as she moaned out. I could feel her asshole widening excitingly on my tongue.   

All I could feel was her tight sphincter wrapped around me as Ruby groaned out loud. Letting my cock slide out of her mouth she reached for a long thin vibrator with a bulbous head.  She told me the vibrator was named the 'Hole Trainer' and that I was going to be stretched open to take Dmitri and Andy's big cocks in all my slutty holes. She pressed the head against my rim gently, letting the vibrations relax my opening.

After a few minutes, she pushed harder and the head slid past my narrow opening and into my ass. Holding it steady to allow me to get used to the feeling, she began sawing it deeper and then pulling it against the muscle of my asshole, the vibrations, and pressure opening me up further. After a few minutes of that, she pulled the head out past my rim and as I stretched to allow its escape, she reversed direction and pushed it back in. With a few more strokes, she had my hole so relaxed that the head could easily pass in and out of me without any tension. I felt so stretched and stimulated by the feeling. Then she rolled her hips onto my face and ground her soaking wet pussy into my mouth as she penetrated me, overwhelming me with sensation. 

Ruby fucked my ass and face at the same time, telling me what a wonderful bisexual slut I was being and how proud she was going to be to pimp my holes out to her studs. She climaxed in my mouth while I was moaning and shaking from the delightful vibrations she was putting deep inside me. She didn't stop grinding my face and she kept cumming. Leaving the vibrator deep in my ass, she rose up to rub her clit while perched an inch off of my face. She gasped and squealed and then said, "Drink it, slut!" Her cunt began to gush and squirt all over my face. I licked and drank in what I could, but I was soon sputtering for breath as it kept pouring and spraying, drenching my face, hair and chest.  

Ruby laughed with delight as she rose off of me and saw the results of her ejaculation. She kissed and licked my wet mouth, cheeks and chin, telling me how beautiful I looked wearing all her cum.

"Facials definitely suit you, sexy boy," she purred. "Expect a lot more in your future. Now let's get that cocksucking mouth trained to deepthroat."

Ruby went to her backpack and took out a length of rope and a big red dildo that must have been at least eight inches long and quite thick. She informed me the dildo was named Big Red and told me to put my hands over my head. She tied my wrists to the bed frame, then told me to open wide. She started to rub her huge cock head over my cheeks and then my lips. She told me to lick it and worship it, get it nice and wet for my throat. I obeyed, drooling, lapping and sucking all over it as she moved it deeper into my mouth. 

Deciding I was ready to take it further, she started gently poking me in the back of the throat, gagging me. She withdrew the cock and told me that I was doing very well. "Now it's time to take Big Red into your throat. You need to relax and let it slide past your gag reflex. You may have some spasms in your throat. Think of them as little orgasms." With that, she put the cock back into my mouth and steadily forced it right down my throat.    

I had never felt anything quite like it. I had expected it to be a struggle to endure this big dildo completely filling me, but once the fat head pushed past my gag reflex, it was actually a surprisingly enjoyable sensation. I felt well used and proud of the achievement. Urging Ruby on with my moaning, I bobbed my neck to keep sucking. She began thrusting the whole length of her huge red dick right in and out of my throat, face fucking vigourously.

"Good boy! Dmitri and Andy are going to love how you take it all down. Now try to lick my balls while you choke on my hard cock." 

I was too lost in lust to even consider anything other than complete obedience. My hands tied and the Hole Trainer still deep in my ass, I pushed my tongue out as the dildo was on the backstroke and was able to reach the balls of Ruby's dildo. She didn't let up on the forced deep throating, so I licked and gagged while she pumped in and out of my throat. She reached between my legs and grabbed the Hole Trainer, sliding it in and out of my asshole with one hand while the other fucking my throat. There was no resistance at either end and she spit-roasted me. 

"You're such a good cocksucking slut!" Ruby cheered me on as she thrust into my throat relentlessly. "Get my cock good and slick because it's going up your ass next, my sexy bend-over boyfriend. I bet you're a natural ass slave, too, aren't you?"

Ruby withdrew Big Red from my mouth. It was dripping wet and had long ropes of thick saliva from my throat clinging to it. She cooed with delight and then put it back into my mouth.

"Hold this for me while I harness up, " she instructed. She returned a moment later stepping into a leather harness. Taking the dildo from my mouth, she positioned it and climbed between my legs. "Put your legs over my shoulder, slut and arch those hips so I have easy access to your asshole."

Her words were my command and I readily complied. I was happy to give myself completely to her in hopes of becoming a good bottom for her and for the men who had become a very immediate fantasy for me. 

Spreading open my bum cheeks open with her hands, my legs in the air, Ruby positioned Big Red against my well primed butthole. Even as hungry as she had made my hole, Ruby pushed slowly with her thick cock; plowing steadily inside, she made me gasp and squirm as I accepted this new invasion.

"That's it, take my cock right up your ass" she coaxed. "You're so good, Nick! I've had wet dreams about taking you like this. And here you are, pegged on my big dick. I could practically taste the queer in you when we met. I've wanted to sodomize you the whole time we've been together. Oh god, your ass feels so good!" 

Her words were mesmerizing me, her dildo like an unstoppable juggernaut bulldozing into my rectum with irresistible force. I had a flash of panic as the intensity overwhelmed my entrance, but it was drowned out by the lust inspired by her words and promise of warm, fleshy cocks and thick, hot cum to come. It was exquisite to feel her stretching my ass wider than I've ever been. She was soon balls deep and I could feel her taut stomach on my cock. She leaned forward and kissed me deeply. I was still bound to the headboard and felt completely owned. My head was swimming and I felt like I was underwater.

"Thank you, Ruby," I gasped. "I love your cock in my ass! I love you, baby!"

That last part was not part of our relationship, but I said it and meant it very truly at that moment. Ruby was transforming me, awakening a passion in me that I knew existed. Until that moment, I could feel that want only by its absence but I never knew how to actualize it. She was completing me with her avarice, guiding me on a path to depravity that I didn't truly know could exist. And I loved her wholley for it, my soul being claimed by her as completely as my ass was.  

Ruby kept kissing me as she started moving her hips. We French kissed as she was steadily grinding her big dick back and forth over my surrendered passage. She soon began to thrust more vigorously. As widely presented as I was, I had no choice but to take it. "Take me, Ruby, " I moaned, "Use my asshole for your pleasure."

With that encouragement, Ruby completely let loose, fucking me as she wanted. She growled as she pushed her cock as deep as she could, letting me know the base was rubbing on her clit. She ran her hands all over me: choking my throat, slapping my wet face, pulling my hair, scratching my chest, holding my hips to fuck me harder. As she was getting close to climaxing, she made me beg for her cum. "Tell me, Nick! Tell me who owns your cocksucking mouth and slutty asshole!"

"You own them, Ruby!" I pledged. 

"Say it, slut! Make me cum up your ass. Tell me what you want," she urged breathlessly as she rode me, edging on her orgasm.

"My asshole is yours to fuck and use, Ruby! You can take me when you want and share me with your lovers. I suck all the cocks you want! I'll make them cum and swallow their sperm. I'll let them bugger me and fill my ass with their thick loads. I'll clean your cunt and ass after they fuck you. I'll lick your clit and their balls while you fuck them! I'm your slut, Ruby! Please! Please cum deep up my ass! I need to feel you cum in me! Please, baby!"

Ruby's whole body started to shake and her eyes rolled back in her head. She came with a long groan, sobbing intermittently as she continued to pump into me. She grabbed ahold of my cock, jerking me enthusiastically as she unloaded her flooding contentment into me. I was not far behind her, euphoric with fucking and with her warm tummy rubbing over my cock and balls during the height of the pegging. As I called out that I was cumming, Ruby pulled out and devoured my spasming erection into her mouth. She milked every drop out of me and then crawled up my body to share the sticky ejaculate with me in a fatigued kiss. We shared my cum as I knew we would soon share the seed of other men, feeling drained and used and strangely matured, like my sexual self had been magnified and laser-focused by the experience. 

Ruby rolled off me and released my hands. We panted and slowly regained ourselves lying on the bed. Sunbeams forced their way through my blinds and over our naked bodies, decorating our legs and genitals with bright stripes of light. Ruby kissed my cheek and told me I was a good boy. Then she told me to roll on my stomach and pull my bum cheeks open. Spent and tingling, I followed her directions, spreading my ass open again. She took the bejeweled buttplug and slid it easily into me.

"To ensure you are ready for Dmitri and Andy, you are going to wear this plug whenever you aren't otherwise in use. Understood, slut?"  

"Yes, Ruby," I promised lazily. "I will wear the buttplug when I'm not in use. You own my heart and my asshole. I love you and I'm your slut."

Same as Anal Training with Ruby Videos

2 years ago
  • 0
  • 12
  • 0

An email from Ruby

It was about three years ago when Ruby and I(Roja) first met. We were working together in an office, sharing a desk. Our boss spent most of his time out of the office usually on business meetings. He never said exactly where he went but he told us that he knew he could trust us to get on with the work. Ruby and I didn’t mind this at all, so we never asked where he was going. Since Ruby and I were the only employees, with the boss out of the picture we could relax.The work was fairly mundane,...

3 years ago
  • 0
  • 11
  • 0

Raping Ruby

I had just been out on a date with Ruby and, to be honest, it had not gone well. Even at the start of the evening Ruby seemed uninterested in what I had to say and got more bored over the course of a couple of hours. The only time she showed enthusiasm was when I asked about her music. She talked quite a lot about the band she was in and their up coming gigs but I didn't know enough about music to engage with her. It's not my type of thing. I'm more into sports but that wasn't Ruby's type...

3 years ago
  • 0
  • 33
  • 0

A Late Night Visit from Ruby

I was asleep when Ruby buzzed to come up. It was 1:18am on Thursday night. She had mentioned she was having drinks with an old friend after work, so I didn't expect to see her, but I was happy for the company. I'd been feeling a bit pent up that night and I assumed the late visit was to scratch an itch.Ruby and I had been dating for about six months. I had met her at a friend's house party. She was clever and flirty and had a ripeness about her sexuality that bordered on obscene. She was...

Bisexual
3 years ago
  • 0
  • 16
  • 0

Janiersquos Mum Ruby

I overslept which is something I rarely do and slipping on my tatty old boxers I went down for my morning caffeine fix and while it was brewing I made a fresh batch of juice, it’s always good to have some on hand as you never know when it will be needed. I looked out the back and saw Rachel hanging out her washing which mainly consisted of shorts and underwear and when she saw me at my door she smiled, “Hi Frank, how are you?” she asked which sparked up a quick conversation.She told me the...

1 year ago
  • 0
  • 7
  • 0

Selling Ruby

She quietly sobbed “I will do anything for you”. “So will any girl I buy,” I correctly answered, and she sobbed harder, knowing it was true. A girl in this world could only be as valuable as the body she was born with, no matter how hard she worked to be appealing. Ruby was a medium-height girl with curly frizzy dark brown hair and a high-cheekboned but slightly pointed ostrich-like face that I found cute and girlish but not exactly pretty or beautiful. She was cute to play with, control...

3 years ago
  • 0
  • 15
  • 0

WWT Rachel And Ruby

“Please fuck me. Please fuck me. Please fuck me…”Ruby would repeat it, over and over again, her lily-white skin clammy and sweating as her breaths billowed up her bare breasts in rapid, shallow, panicked breaths. Tattoo had rescued her. He had not spoken, not directly, showing images of the gigantic jellyfish in the sea, its tendrils insert in a thousand different girls constantly convulsing with orgasm after orgasm. My roommate had been attached for months, pussy, anus and mouth still dripping...

Monster Sex
1 year ago
  • 0
  • 10
  • 0

Ruby

Ruby didn’t have a judgmental bone in her body. Every suggestion of his, every “ask” was greeted with enthusiasm, a little giggle and a smile.“I want you to suck my cock?”“Yummy.”“Put the green dress on.”“You want me naked underneath?”They met at a coffee shop, the kind that is hard to find these days. No chain, no marketing, just a funky little spot on the corner of his street. Every day he stopped by for his morning cup. She served it up, hot with a smile. Just twenty-four, her English still...

Strap-On Sex
2 years ago
  • 0
  • 10
  • 0

The tale of Gavin and the finding of the Ruby

This is the finish of a set of stories I started once before. If you have questions, comments or even complaints please email me at [email protected] This work is intended for a mature audience, it will contain big words, strong sexual themes, exploits and well, it will get rather explicit basically. If you are one to be offended by transgender themed erotica, don't read this. = -=- = Gavin Mason looked the casino's poor excuse for a bar, full of people who had come to Vegas...

1 year ago
  • 0
  • 6
  • 0

Ruby

Ruby is a woman -- gorgeous to every syllable. She is 31 years old, tall, about 5' 6", 124 lbs, with a perfect and god-envying figure of 38C-29-38. She is fair in complexion and beautiful but there is something in her appearance that acts like a magnet to attract both sexes. Really, her large, bright and eloquent eyes, finely trimmed eyebrows, small forehead, a dense mass of jet-black hair on her head -- pruned carefully up to her mid back -- sharp nose and a pair of slightly protruded lips...

Incest
1 year ago
  • 0
  • 14
  • 0

Anal Training

Luke thought long and hard about what he wanted in his second trip to the Violet Club. He had thoroughly enjoyed his first visit with Mistress Penny, but knew he wanted something new for his next trip.In thinking about the limitless options, Luke had decided he wanted some training in an area he had received very little. Luke was interested in some anal training. He had been teased with anal play in the past but had never really experienced the pleasure that could be had through anal play.Luke...

BDSM
2 years ago
  • 0
  • 19
  • 0

Anal Training

Sex between my husband and me was wild for a while but, as I think happens to most couples, life, k**s and finances wore us down and we returned to a normal once or twice on the weekend schedule. After my oldest started kindergarten, I started to work part time to help with the finances to at least reduce that part of the stress in our lives. Because I had an MBA, I was able to get a temporary jobs helping with end of the year audits at a well-known swimsuit manufacturing company. My boss was a...

1 year ago
  • 0
  • 12
  • 0

Jennys solo adventure with Ruby

I had known Ruby, you may know her as Rubz, for about three weeks. I can’t remember who contacted who but I do remember it was on a Saturday evening. We seemed to hit it off straight away. She told me that she was happily married and only came here for the stories and a bit of harmless fun. We spent the remainder of the night sending messages back and forth finding out a little about our completely different lives. I can't put my finger on what I liked so much, maybe the candid conversations or...

Masturbation
3 years ago
  • 0
  • 7
  • 0

Ruby

IN THE AGE OF INNOCENCE I hated my best friend, Chaz! Yeah, I know that sounds crazy, but I sure felt that way. We grew up best buds and fiercest competitors. We were more friends than competitors until we discovered girls. Through some twisted sense of humor of the Gods it seemed that we always fell for the same girls. I guess it started when we were juniors in high school. Chaz went to East High and I went to North. My name was Deal Edwards and Chaz was Charles Theron. Deal sounds like...

2 years ago
  • 0
  • 8
  • 0

My Adventures with Ruby

Began when she fucked me for the first time when she was 70 and I was 50 and continued almost weekly for the next 12 years with one exception of almost 3 months when I lived with her and she fucked me each night when we went to bed and again in the morning before I left for work. When we were inside we never wore clothes which made it easy for all kinds of fun at a moments notice. Ruby truly loved fucking and over the years her favorites of missionary and her on top were expanded to include...

3 years ago
  • 0
  • 10
  • 0

Anal training begins

As I opened the passenger door to Clark's vehicle I noticed a towel on the seat. He was prepared for my ass being full of cum. I sat down and I could feel cum running out of my ass.As he started driving he asked, "So how did you like your first tip to the gloryhole?"I answered, "It was amazing! I had no idea a place like that existed."Clark said, "I'm glad you enjoyed it, I'll be bringing you back to this one and some others a few times a week."When he said that I got excited. I couldn't wait...

1 year ago
  • 0
  • 5
  • 0

Me With My Mommy Ruby

Hi! I am Zaheer Ahmed, the only c***d in my small family that belongs to the upper middle class in Hyderabad, India. My father, Mr. Zafar Ahmed, aged 46 years, is a successful mechanical engineer, working in the gulf for a very reputed multinational company and my mother, Mrs. Rubina Zafar Ahmed (Ruby, as she is mostly called), aged 38 years, is a typical housewife, whose daily routine is to do household works in the day and watching the tv serials in the evening.This incident took place when i...

1 year ago
  • 0
  • 7
  • 0

Me With My Mommy Ruby

Hi! I am Zaheer Ahmed, the only child in my small family that belongs to the upper middle class in Hyderabad, India. My father, Mr. Zafar Ahmed, aged 46 years, is a successful mechanical engineer, working in the gulf for a very reputed multinational company and my mother, Mrs. Rubina Zafar Ahmed (Ruby, as she is mostly called), aged 38 years, is a typical housewife, whose daily routine is to do household works in the day and watching the tv serials in the evening. This incident took place when...

Incest
1 year ago
  • 0
  • 8
  • 0

First Love With My Cousin Ruby

Hi this is RICIA from Kerala.I am a big fan of ISS so i thought to narrate my first story …. a true experience of mine through this post. I am 23 currently living in Chennai ,average height,fair complexion and a dancer. Everyone likes me because of my handsome look & trustworthy . Any girls or ladiescan contact me @ ­com.This is a story about how i encountered my sex experience with my cousin sister ruby.These incidents were happened before 3 years ie; during my college days. The first few...

Incest
3 years ago
  • 0
  • 24
  • 0

Pyx 2 Training DaysChapter 15 Trainings End

About a week after Vanessa left, Vonda talked to Pyx in the walk-in closet. I was in my office, downstairs at the time. The closet was one of the places in the apartment that didn't have a camera. Knowing this, soon after Pyx joined us, I secretly installed a microphone, that was only accessible by my office computer. Usually, they used the closet to talk about female problems. Vonda sometimes gave Pyx advise on how to "handle" me. It was all very informative. But she was usually dead...

3 years ago
  • 0
  • 7
  • 0

anal training

i had booked a lady for some webcam fun about two years ago.the time had came for the booking to happen so i set up my webcam on my computer got naked and signed into my messanger.she was already online so we started chatting and asking me what i like to see,i said lets see how far we can go, i was getting very horny and my cock was gettin erect , so she asked me to turn on my cam so i did and she put hers on aswell!by this time i was fully erect and very horny, when i looked at her cam she was...

2 years ago
  • 0
  • 25
  • 0

THE CREATURE WITHIN 13 RECRUIT TRAINING

CHAPTER 13: RECRUIT TRAINING“Tell me, again, why we are going to this meeting?” Sylvia didn’t like it that she seemed to be the only one who didn’t know what our destination was or the reason for this drive to the edge of the city.“Oh, just give us a little patience, woman!” I tried to sound exasperated, but it only elicited a chuckle from Adrian. I smiled at him, recognizing my failure in accomplishing the tone I was trying for. After my demonstration to the ladies, a kennel was found to...

2 years ago
  • 0
  • 16
  • 0

Manali Ko Naye Dost Se Chudwaya 8211 Part I

Manali bohut cute ladki hai,sab uspe fida the.Wo bohut slim aur sexy bhi hai,par wo bohut conservative thi.usne mere sath bhi kabhi sex,yeha tak kiss bhi nahin kiya.Mai usse bohut pyar karta tha,mai bhi bohut conservative tha.mai kabhi usko kisi or ke sath sex karwane ki baat kabhi sapno mein bhi soch nehin sak ta tha.yeh tak usse sex karne ki khayal kabhi mere demag mein aaya nehin.Humare bech kabhi sex ko leke baat tak bhi nahin hoti thi.Par ekdin jab mai cricket practice se ghar wapas aa...

3 years ago
  • 0
  • 11
  • 0

Anal With Ahsan

By : Kalsoom Hi readers, this is Kalsoom again with many thanks to the readers for their richly response to my previous stories. Those who want to read the previous ones, may contact me at this story is to narrate my further experiences with Ahsan whom I kept meeting at Sameena’s house. In the beginning I feared about the pregnancy but Sameena and Ahsan were experts in this field so they kept providing me contraceptives and I was safe from any kind of fear. But this use of contraceptives and...

2 years ago
  • 0
  • 20
  • 0

My Pretty Little Slaves Chapter 5 The Training Continues with Janets Surprise

Characters Introduced: Janie, 20 5'2 Blond hair blue eyes 34C Alex, 15 5'4 Blond hair blue eyes 36C Carly, 13 5'0 Blond hair blue eyes 32C Carol, 31 5'8 Brown hair hazel eyes 38D Ken, 36 6'5, Carol's husband Black Male 14” 4” wide Elfie, 13 5'0 Black hair and eyes 32B, classmate of Carly's and daughter of manager of Italian Restaurant that Ben and Becky frequent Antonio, 43 6'0 8” long cock average width Elfie's father. The training continues: From chapter...

2 years ago
  • 0
  • 45
  • 0

Anal Fisting Guide

HOW TO FIST OR PLAY LARGE, ANALLYI get asked quite often how to “stretch” or train oneself to take larger toys and fists. I normally say the boiled down, simplified version of… “It is just a matter of relaxation, muscle control, plenty of lube, along with time and determination, and caution to do it right, at your body’s own pace.” This is the unabridged and detailed description that I have compiled from several sources over the years, so that I could have it in one place.Putting things in your...

2 years ago
  • 0
  • 15
  • 0

Training Rose

                                                       Training Rose by Angie FRose has become something of a living legend around Saddleworth so I persuaded her to tell me her story for a small, or actually not so small, fee. I had to edit some of it and change a couple of identities but I hope you enjoy it.    Angie.                                                            Training RoseI cowered in the corner protecting my face as best I could as the blows rained down, five, six, I counted,...

1 year ago
  • 0
  • 13
  • 0

Anal Vids

Anal Vids are arguably one of the main reasons the Internet was invented. I know that sounds like some butthole-loving pervert talk, but hear me out. Even though people don’t like to talk about it in polite company, dirty movies have built and shaped the Internet. Buttfucking used to be considered more of a kink than a traditional sex act, but these days it’s become pretty normalized for your girlfriend to ask for a finger in the pooper when she’s drunk. Through the magic of the global web,...

Premium Anal Porn Sites
2 years ago
  • 0
  • 14
  • 0

Training with Madame

This is my attempt to achieve some sort of ultimate in consensual feminization. (Of course, the ultimate is unattainable; someone else will always find a way to go further than you have gone.) I hope the result doesn't cloy; there's a powerful lot of sweetness and light here. Certainly if you're looking for whips, barking dominatrixes, with verbal and physical abuse in general, you'll be disappointed. But for a few, I hope this tale will be a dream come true. There's a little bit of sex,...

4 years ago
  • 0
  • 14
  • 0

Anal Sex with your Friend Always be Clear

"I don't know about this honey. I mean I know you have always been keen on anal sex.""And I know you think Faith is sexy, but do you really think she would be up for a threesome with us? I mean just cos you have always perved over her body and particularly her tight muscular ass. And I know I told you, in confidence, about my suspicions that there might be a kinky side to her.""But do you really want me to call her and ask if she would be up for anal fuck with you, and tell her that you want me...

2 years ago
  • 0
  • 16
  • 0

Fellatrix Training

Fellatrix Trainingby [email protected] slender blond teen recounts the story of being trained as a fellatrix.The training is supervised by her mother and some of it is very roughwith bondage and discipline. This story was inspired by a passage in"School of Sluts" by ric.I am a trained slut, well practiced in giving pleasure to boys and menusing my cunt, mouth and ass. My mother is an excellent slut andsupervised my training. I love sex and enjoyed most my slut training,but I have the...

2 years ago
  • 0
  • 16
  • 0

Anal Sex With My Wife

This is my first sex story on ISS but, i have read a lot of ISS and i find it very good collection on this site. I am 30 year of age and my wife age is 28 and we got married two year back. First of all i will describe myself and my wife. I am skiny guy with 5.4 feet and my wife is of perfect figure 32, 27, 32 with 5.2 feet. She has got very good boob and structure of ass is awesome. When she wear tight night dress i always dream to stick inside her ass We got married and we had a lot of naught...

4 years ago
  • 0
  • 15
  • 0

Anal Beth

I had known Beth for only a few months. She was pretty by anyone’s standards, with nice legs, a firm behind, and somewhat small breasts (I believe bite-sized is the term they are commonly called) with bigger than average nipples. We didn’t make it until our fourth or fifth date, and I can’t say that the sex was spectacular. Don’t get me wrong, it was good, but until we went to a hunting lodge one weekend with Joan and Bill, two close friends, our sexual adventures were quite ordinary. We all...

3 years ago
  • 0
  • 22
  • 0

Anal Threesome Part Three

They were in Claire's room, or rather what used to be her room. Now, it was slept in by all of them nearly every night, and the huge King sized bed was frequently put to the test with regards to the durability of it's bed springs. Kath lay on her side, wearing nothing but a pair of white-ankle length socks, propped up on her left elbow whilst her right arm draped elegantly along the contours of her right side. Her body was small, slim and firm, round little titties and a perfectly sculpted...

1 year ago
  • 0
  • 10
  • 0

Anal Mom

AnalMom! Let me give you two simple words that will put all kinds of dirty thoughts into your head immediately: Anal Mom. Goddamn, the two concepts go together like carrots and peas or big shafts and tight holes. Lead with that, and you’re going to have to really fuck things up to lose your audience. Anal sex and MILFs are just two of the most popular subgenres of smut, so combining the two should be a recipe for almost certain success. A site with the simple motto “Moms Do Anal On Video” is...

Premium Anal Porn Sites
2 years ago
  • 0
  • 14
  • 0

Anal Pleasure for Him and Her

It started years ago, when I was in my early teens. One night I was lying on my side running my hands over my ass and in the crack and over my anus. I always was repulsed by the thought of male anal sex or even exploration that could lead to it, but curiosity got the best of me. I had taken a shower so my anus was clean, and I started prodding it with my finger. I had heard of rim jobs and a friend of mine said his girlfriend gave him one once and said it was awesome. But as my anus was dry...

3 years ago
  • 0
  • 22
  • 0

Anal Beth

I had known Beth for only a few months. She was pretty by anyone's standards, with nice legs, a firm behind, and somewhat small breasts (I believe bite-sized is the term they are commonly called) with bigger than average nipples. We didn't make it until our fourth or fifth date, and I can't say that the sex was spectacular. Don't get me wrong, it was good, but until we went to a hunting lodge one weekend with Joan and Bill, two close friends, our sexual adventures were quite ordinary.We all...

3 years ago
  • 0
  • 26
  • 0

Anal With My Best Friends Girl

Why was my best friend telling me this? God, why couldn't he keep his mouth shut?I sat back against the hood of his car and sipped on a beer. On Javier's front lawn was a grill and flames were shooting up from the charcoal we'd just lit. We were both nineteen. I don't remember how the topic got started, but the sentence I've committed to memory was:"She really wants me to fuck her in the ass. Last night was like the hundredth time she'd asked me. She's been bugging me a lot about it lately."...

2 years ago
  • 0
  • 32
  • 0

Training of Shauna the Pet

WARNING!  THIS IS A WORK OF EROTIC BDSM FICTION.   IT IS ADULT ORIENTED MATERIAL OF A SEXUAL NATURE.   DELETE NOW IF YOU DO NOT WISH TO VIEW THIS TYPE OF MATERIAL.The Author does not condone any of these actions, this is fantasy, make believe, ya know day dreaming. COPYRIGHT 2006:  This story is copyrighted by the author, Stillbehindblueeyes. I?d love to hear from you Stillbehindblueeyes (at) yahoo (dot) comIf you post this story else ware please let me know and give me access to it....

1 year ago
  • 0
  • 19
  • 0

Training a Rich Bitch Part 1

serviced the wealthy residents of Dewberry Place. Natalie liked training dogs. She really did. She had started working with dogs when she was thirteen years old as a kind of gofer/volunteer/intern with the town vet. Now, three years later, Natalie had obtained a user contract with a local private kennel to act as an animal obedience instructor. During the intervening years, Natalie had gone to the excellent little library that Dewberry Place boasted and had read extensively both on...

1 year ago
  • 0
  • 16
  • 0

Training a Rich Bitch Part 1

Introduction: Natalie is an ambitious young dog trainer with a taste for the finer things in life Natalie was a dog trainer living in Dewberry Place, a wealthy suburb, while she and her widowed mother lived in a trailer park at the edge of town with all the other help that serviced the wealthy residents of Dewberry Place. Natalie liked training dogs. She really did. She had started working with dogs when she was thirteen years old as a kind of gofer/volunteer/intern with the town vet. Now,...

3 years ago
  • 0
  • 21
  • 0

Anal Addict

My brother, Brian, is 4 years older than me, and if I can remember right this happened one Saturday morning. I got up around 9 and as far as I knew, I was home alone. I didn't mind walking around in my little halter top night shirt and panties. By the way I am 5' 2" 90 pounds, short reddish brown hair and green eyes. I've got a small chest but I am happy with my looks. Anyway, I thought my brother was at football practice, my mom at work and my dad was gone for the weekend. I went down the...

3 years ago
  • 0
  • 24
  • 0

Crosstraining

Cross-training Belladonna "Are you ready, pet?" "Yes, mistress," George Bloom responded as Celene knocked upon the iron door. George heard the loud clink of the old fashion knocker upon the door as he pulled at the hem of his short skirt. He anxiously waited for the door to open, hopeful that he would not be noticed by those passing by on the street below the staircase leading to the porch he was standing upon. George had never been to a Dom-sub party like the one that his...

2 years ago
  • 0
  • 25
  • 0

Anal Week

Anal WeekKathryn could feel her period was approaching. She tingled with excitement because she knew what that meant. It meant her man would have no choice in the matter he would have to fuck her arse. She cheekily rang Brad and declared her "friend" had arrived and with feigned sadness said her cunt was out of action for a few days. Brad's sadness was equally insincere. "You know what that means? You can only fuck me me up my arse!" she intoned. Brad grinned as he said "well you know I can't...

1 year ago
  • 0
  • 22
  • 0

Training of Masters Girl

Book ISYNOPSIS : Master Jonathan decides that it is time for His slave girl to become a pain slut.  Her journey into the world of pain begins with unique training sessions conducted by multiple sadistic Masters, each man using her body to inflict His perversions and predilections for pain.  The pain administered to her body is beyond anything she has experienced or could imagine.  But in the end and after several days of excruciating training sessions, she learns that pain can be an...

3 years ago
  • 0
  • 22
  • 0

A Boys Bra Training

A Boy's Bra Training And Discipline by Marlissa How did it happen? Gosh, it was four years ago. Well I could start by saying that I knew it would be him. As soon as he walked into my summer school class, I just knew he would be the one. Dino Fazio thought he was God's gift to women, including me, his remedial English teacher. Not that he was offering himself over. He made it clear that Meg Hardy didn't pass muster. "What was that Mr. Fazio?" I was beet red at the...

3 years ago
  • 0
  • 29
  • 0

Anal Sex with my Girlfriends Anorexic Grandd

I had been dating my girlfriend for a decade. We met when I was 40 and she was 55. A notable age difference but we had had an instant attraction at first glance. She was a well-kept woman of Hispanic descent with a gorgeous face with full, plush lips, still pert, uplifting tits and an ass that you could bounce a quarter off of. On our very first date I had sodomized her tight, well-oiled asshole for hours thanks to a little blue pill. I have been gaping that elastic hole daily to the size of a...

1 year ago
  • 0
  • 26
  • 0

Chapter 21 The new training class and Chapter 22 Training New Slaves

The new class of training will have 12 weeks of training because it’s a large class 40 girl and 10 boys. The training will be starting in two weeks right now they are being seen by the doctor I will be observing looking for some new dom’s or dommes. I have one of the subs bring two of the girls in, so I can talk to them. The first one in her name is Julia 18 she is a manly looking girl, so I know she is gay the other girl looks shell shocked Beth 16 is her name I think. I begin by asking them...

2 years ago
  • 0
  • 36
  • 0

Anal sex and breaking up

N. hadn’t just broken my hymen… he had breached a dam…. and released another aspect of my sexuality.I took every opportunity to fuck him and opportunities were abundant. He had taken a leave of absence from work prior to moving to Australia…and I was just waiting for university to start to move to my parents in Brussels. We fucked everyday….and several times a day. We were literally going through the Kamasutra…experiencing new positions…inventing some of our own. We fucked everywhere…in his...

3 years ago
  • 0
  • 28
  • 0

Anal sex is addictive

Anal sex is addictive. Both women and men can be addicted to it. And once they're there, it's the point of no return. There's no coming back from anal sex addiction. Trust me, I know. My name is Rose Blanc. I'm a five-foot-seven, with nice tits, a nice ass and a sexy smile. I’m A Black woman living in the city of Brockton, Massachusetts. Like many people all over the world, I'm leading a double life. By day, I'm a professor of literature at Bridgewater State College. At night, I'm doing the...

2 years ago
  • 0
  • 14
  • 0

Anal Adventures

Nothing makes me orgasm harder than when something's in my ass. I'm not picky. A butt plug, a dildo, my own fingers, a pen. Whatever I could find, I'd use to stretch my hole and get myself off. Even thinking about stretching my asshole made me wet. I loved everything about it, the slight discomfort, the pleasure, enveloping around whatever object it was. It was a bit of an obsession of mine, an obsession that got me into some very interesting circumstances.It started when I was in college....

1 year ago
  • 0
  • 17
  • 0

My Pretty Little Slaves Chapter 12 Training Continues Nadias wish for her friend

Introduction: THIS IS A ROMANCE STORY, NOT JUST HUMPING AND FUCKING ALL THE TIME. Constructive critism always welcomed My Pretty Little Slaves Chapter 12 Training Continues, Nadias wish for her friend Characters Introduced: Abigail, 27, Pharmacist, white, 54 Blond Deep blue eyes 36DD, swan like neck Mandy, 18, Abigails sister, white, 52 Blond Blue eyes, 36D breasts, swan like neck Fred, 55, Ford Dealer, white, 7 cock Jolene, 16, 54 Blond Blue eyes, 36D breasts daughter of Fred Dr. Emily Johns...

2 years ago
  • 0
  • 27
  • 0

Manali Trip Converted Into Threesome Sex

Hi friends mera naam dev hai aap ne shayad meri story exotic train journey sister padi hogi mein is bar fir se nayi story k sath hazir hun yeah story meri girl friend or uski best friend k bare hai. Mein 12 class mein padhta hun hun meri girlfriend bhi meri class mein hai uska nam khushboo hai vo ek average looking girl hai par uska figure bhot accha uske boobs 36 k hai waist 28 ki hai or hips 34 k hai uska figure bhot sexy or curvy hai or uski best friend ka naam simran hai simran bhot hi zada...

2 years ago
  • 0
  • 15
  • 0

Submissive Wives Academy of Training

SUBMISSIVE WIVES ACADEMY OF TRAINING Chapter One -- JanThey drove around the third of three old warehouse buildings near the docks, following the directions that they had printed out.  At the end of the third building an old truck blocked the alley between buildings.  Jan’s husband, Dave pulled the car to a stop and a spotlight blinded their vision.        ?Card, please!? a voice said over a loudspeaker.  Dave flashed the card they had received with the directions.  About five seconds later a...

2 years ago
  • 0
  • 16
  • 0

Training Allie

Training Allie part 1, revised and extended {Les Evans} [1/2]  ?Training Allie? was originally posted as ?Allie.?  Consider ?The Story of O? and ?9-1/2 Weeks.? This story is an exploration of the question: why would any woman consent to persist in a relationship that, by any standard, would be considered abusive? There are many possible answers, each of which could be the basis for other stories. I hope that ?Allie? presents one answer.  Introduction to Chapters 1-11:  This fantasy has been...

3 years ago
  • 0
  • 19
  • 0

My Pretty Little Slaves Chapter 12 Training Continues Nadias wish for her friend

Characters Introduced: Abigail, 27, Pharmacist, white, 5'4 Blond Deep blue eyes 36DD, swan like neck Mandy, 18, Abigail's sister, white, 5'2 Blond Blue eyes, 36D breasts, swan like neck Fred, 55, Ford Dealer, white, 7” cock Jolene, 16, 5'4 Blond Blue eyes, 36D breasts daughter of Fred Dr. Emily Johns 28, friend of Nadia, white, 5'8 Black hair Green Eyes 36D breast. Swan like neck Julia Johns, 13, daughter of Emily, white, 5'0 Black hair Green Eyes 32C breast. Swan like...

2 years ago
  • 0
  • 18
  • 0

MCUAgent Hills Lewd Training Class

Natasha Romanoff, aka the Black Widow, was in training room twenty-four aboard the S.H.I.E.L.D. Helicarrier, surrounded by a group of muscular male S.H.I.E.L.D. agents in gym tights, ten in total. As always, she commanded and received the group's rapt attention. After all, it wasn't every day that you received training from someone who was part of the Avengers.She was dressed in her usual leather uniform -- black, tight and hugging her voluptuous curves to the point that worried the other male...

1 year ago
  • 0
  • 12
  • 0

Proposed special pain and humiliation training for My slave

Proposed special pain and humiliation training for My slaveDear Goddess: Please do not think of this as a script. You are now aware of his particular vulnerabilities. I realize how skilled and creative you are and will leave the details to You. I only wish to suggest certain aspects, as I know him intimately and have spent a vast amount of time thinking about how to achieve the maximum impact upon him. My current work and school schedule still make it impossible for me to provide the...

1 year ago
  • 0
  • 21
  • 0

ANAL With sexy mature Aunt

I was in my +2 when I realized about sex and its ecstasy. My friends used to have long discussions about x rated movies and I started using porn literature and movies.Slowly I began to look for my prey to fulfill my desires. There was a family staying next to my home. They were an Christian couple with both their sibling married and staying abroad. I used to peep through my window to have a look at Susan who is 51 yrs old having a whitish complexion with some extra fat in her body. Her tits...

Porn Trends