My Visit With Mistress Jackie free porn video

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“You’re a very bad boy aren’t you? Answer your Mistress!”

“I’m a very bad boy. Mistress; can you spank me?”

“I shall spank you. Look at your cock; it’s so little.”

Spank, Spank, Spank

“Do you like your pain? You’re such a sissy. Mistress may have you get all dressed up like a sissy and walk you all around. Do you want to dress like a girl? You’re so pathetic. Put your bra and panties on and walk around the room.”

My name is William, and the only way for me to get aroused is to visit Mistress Jackie. She pleasures me with her beautiful body and teases and tortures me. This is the only way I can get hard. I visit with her several times a week. When she humiliates me, is when I usually get hard. She has me dress in women’s panties and bras. This really gets my blood flowing.

Mistress Jackie threw on the floor a black bra and black panties. I put them on. I’m not a terribly big man. I’m only 5’6” and have brown short hair and brown eyes. I was not blessed with a large cock. My cock is only four and half inches long.

“Don’t you look like a girlie girl now? You like to dress like a woman, don’t you?” I can already see your wee little cock getting an erection. Do you like the feel of the silk against your cock? You’re pathetic. Get on your hands and knees. I’m going to spank you with my paddle.”

“Yes, Mistress.”

I got down on my hands and knees. Mistress went into her closet and brought out the paddle. I loved when she would paddle my buttocks. It really turned me on.

Spank, Spank, Spank, Spank, Spank

“Does my sissy boy like his spanks?”

“Yes, Mistress, may I have some more?

Spank, Spank, Spank, Spank, Spank

“Look at your cock! You’re now hard.”

Mistress Jackie was absolutely beautiful. She was 5’8” and she had black, curly, long hair. She had piercing blue eyes. Her breasts were 38C and she had very long legs. She wore a black bustier, black lace panties, black garter, tan hold up stockings, and black five inch heels. She was the most beautiful woman that I’ve ever seen. She had a very low and sultry voice. She excited me in so many thrilling ways.

“I want you to get on your hands and knees and crawl like a cat. My shoes need polishing. Lick them clean. My sissy slut!”

“Yes, Mistress.”

I crawled over to Mistress and she was sitting down on her chair. She had her legs crossed, and I sucked at the heel of her shoe and worked my tongue all around her leather of her shoe.

“You’re such a sissy. Look at you in your bra and panties. Licking Mistresses shoes. You’re a pathetic man. You have a small cock and you only get hard when Mistress humiliates you. Does this excite you? Are you Mistresses, little freak?”

“Yes, Mistress. I’m a freak that loves to dress like a sissy boy.”

“Stand up, and let Mistress see your cock. Pull your panties down! Show mistress your small dick. Do it!”

“Yes, Mistress.”

I pulled down my black panties and put them on the floor. My penis was rock hard and standing straight out. I left my bra on. I did like to wear at least that when we played.

“My little pet is hard. Do you want Mistress to touch it?”

“Please, Mistress, will you touch my cock?”

“Maybe, I shall, but, first a spanking to your ass with my vampire glove.”

Mistress Jackie walked behind me and smacked my ass with her vampire glove.

Smack, Smack, Smack, Smack, Smack

The sensations made my buttocks tingle.

“Do you like the feel of my gloves?”

“Yes, Mistress.”

“Mistress thinks you need to have her cock up your ass. Does my sissy slave want an ass fucking? Do you want to feel Mistresses cock up your ass?”

“Please fuck my ass, Mistress.”

“Let me get my strap on. I know you like my big cock. I’ll get my eight inch one. My sissy slut loves cock meat up his ass.”

Mistress Jackie went and got her strap on. She removed her panties and attached it to herself. She also got some lube and put a small amount on my ass.

“Get my cock wet, so I can slide it into your ass. Do it sissy boy!”

Mistress stood in front of my, while I sucked on her huge cock. She then walked behind me, spread my buttocks and slid her cock into my ass.

“Do you like the way this feels?”

“Yes, Mistress. I like your big cock.”

“You’re a sissy that loves to get ass fucked.While Mistress fucks you, stroke your small cock.”

Mistress slowly worked her cock up my ass. She grabbed my hips and pulled my anus onto her cock. I didn’t make a sound.

Smack, Smack, Smack, Smack, Smack

“Does my sissy like his spankings? Is your cock hard?”

“I love my spankings. Yes, my cock is hard,” Mistress.

“Mistress will kneel down and suck your cock.”

“Thank you Mistress.”

Mistress Jackie kneeled in front of me. She held my balls down and then put my cock into her mouth. She was pulling my balls and sucking my cock. Her mouth felt like heaven on my penis. I did not move, but her mouth was so warm and wet I was feeling high. She put her fingers into my anus and rubbed and massaged my prostate. I could feel the come building in my balls.

“Remember, you’re not allowed to come, unless I say so.”

“Yes, Mistress.”

Mistress was rubbing and massaging my prostate. Since I was so small, she was able to take my entire cock down her throat. She was making all those wet sucking, slurping, popping noises, while she swallowed my cock.

“Your cock is so small. Mistress wants you to lick her pussy. Do you want to taste my beautiful pink folds? Get on your hands and knees and crawl like a dog and when you get to my legs you may lick my pussy. I want to come so do a good job!”

I again crawled on my hands and knees. I then got to her feet and got my head between her thighs. I licked her pussy lips up and down like an ice cream cone. I lightly chewed on her pussy lips and started to tongue her warm wet hole.

“That’s it, get your tongue deeper inside Mistresses cunt. Fuck me with your tongue! Make your Mistress wet.”

I shoved my tongue deep inside her wet and warm hole and fucked her with my tongue. Mistress moved her bustier down to play with her beautiful breasts. She was rolling her nipples between her thumb and index finger, while I tongue fucked her fast.

“Stick your fingers into my pussy and fuck me hard.”

I slid my fingers into Mistresses cunt. I fucked her with two fingers inside her pussy.

“Oh yes, that feels so good. Finger fuck me faster. Make your Mistress come. Oh God.”

Mistress Jackie’s cunt tasted so good. I just wanted to please her and make her come. Her juices tasted like a sweet peach. My tongue was so far deep inside her.

“I’m coming. I’m fucking come. Lick it all up my sissy doll.”

I was able to make her come. I licked every last drop out of her sweet pussy. When I was done, I backed up and waited to hear what she had to say.

“Very nice. You made your Mistress come. Stand up and I’ll suck your cock.”

I stood up and Mistress kneeled down and again put my cock into her mouth. She bobbed along my small cock. Since I was so small, she just put her mouth all the way on it and she deep throated my cock. It felt really good as she was swallowing my cock.

Mistress then put her two fingers into my anus and rubbed and massaged my prostate. I could feel the pressure building in my balls. I was going to be coming soon, but had to wait for her to tell me when I could come.

She continued to suck my cock and rub my prostate. I was so excited, but needed the will not to come. She was sucking me so deep and so hard. She had my entire cock in her throat. Her fingers were rubbing and massaging my prostate.

“Mistress, may I please come. I’m going to explode.”

“No you may not. In fact, come to my room and mistress will ride your face. I want to come again. Crawl behind me and come to my room.”

Mistress Jackie was always a bit cruel. I was just about to come, but she would not allow it. I got on my hands and knees and crawled to her bedroom. I followed behind her.

“Get on the bed. Mistress will ride your face. If you make me come, I’ll fuck you.”

Mistress Jackie stood on the bed with her feet on either side of my head and squatted down. Her beautiful pussy was now right on my tongue. I worked my tongue all around her beautiful bald lips. I lightly chewed on her pussy lips. I found her swollen clit and worked my tongue all around it.

Mistress rocked and moved herself all over my face. I pushed my tongue up into her slit and tongue fucked her.

“That’s it. Oh fuck, that feels so good. I’m going to be coming. Lick my cunt faster!”

I was licking and slurping and tongue fucking her faster and faster and then her pussy exploded on my face. Her hot cunt juices were all over my face and neck

“I’m going to fuck you now. You can come whenever you need to. But, make sure that I get a good ride before you dirty my pussy.”

“Yes, Mistress.”

Mistress Jackie took off her bustier and then got on top of me.

"Take your bra off. I don't want to fuck a sissy with his bra on. At least you can act like a man, while I fuck you."

I removed my bra and got comfortable on the bed.

She put my small cock into her wet pussy and began to rock and move over my cock. Her beautiful breasts were swaying to the left and the right.

“You can cup and massage my breasts.”

“Yes, Mistress.”

I put my hands on her firm breasts and held them, while she rocked and moved over my cock.

“Buck up into my cunt. Do it!”

I started to buck up into her pussy and she was rocking and moving over my cock. It felt so good. Her pussy felt so warm, while I was fucking her. My cock was so hard and erect and my come was building.

“May I please come?”

“You may come in my cunt.”

With that, I shot a load into Mistress Jackie’s pussy.

“I want you to lick my pussy clean. Clean up your mess.”

“Yes, Mistress.”

Mistress Jackie again put her feet on either side of my head and squatted down and my come oozed out of her pussy onto my tongue. I licked and cleaned her pussy up.

"Stand up for final inspection."

I stood up and Mistress Jackie gave me a long and passionate kiss. Our tongues danced in each other’s mouths.

"Since you were a good boy today and held your come, Mistress has a surprise for you. Let's go into the bathroom."

“Yes, Mistress.”

“Follow me into the bathroom, I want you to lie in the tub for the next portion of our fun.”

I followed Mistress into the bathroom, and I got into the tub. Mistress then stood over me and urinated all over my body. It was so erotic and hot when she did that. I felt like I was in a euphoric state. I could feel myself getting aroused, but just enjoyed the warm feeling of her urine."

"Did my pet enjoy his golden shower?"

"Yes, Mistress. I did enjoy that. Thank you."

“You can take a shower and get dressed and meet me downstairs in my playroom.”

Mistress Jackie left and I showered and got dressed and met her in the playroom. I was feeling very fulfilled. I had an amazing time. I had several orgasms.

Mistress Jackie was in her silk robe, and I was dressed and stood before her.

“I’ll see you next time. You did very well. You were able to hold your come on command. I’m very happy with your progress. Until next time, my sweet slut.”

“Thank you, Mistress.”

I handed her the envelope with her fee and walked out of her house. I was feeling great and was looking forward to the upcoming week.

 

 

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Jonathon And Jackie Naked In SchoolChapter 30 Jackie

Boy was I ever ready. JR had been covering my exposed pussy, but the other kids couldn't see what he was doing with his finger. He was gently stroking my labia and teasing my clit the entire time we sat there. I stood up. JR also got up and then he took my hand. I grabbed my drink, showing JR it needed to be refreshed. With fresh drinks in hand, we went into the house. I followed JR down the hallway. He stopped, turned around, and gave me a hug. We kissed, we kissed hard. With my free hand,...

3 years ago
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Jonathon And Jackie Naked In SchoolChapter 34 Jackie

Once the house was cleaned, the sheets washed, and the beds made, JR and I said goodbye to our friends. I held his hand as we walked out to the truck. JR opened the passenger door, holding it while I stepped up into the cab. "Nice view," JR said from behind me. I knew he was looking under my short dress at my butt. "So, that's why you're always a gentleman and hold the door for me," I said while wiggling my ass. "No, that's not the reason, but it is defiantly a benefit!" JR...

2 years ago
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Visiting Mistress Dee Chapter 1

Arriving at my mistress’s home, I rode my bike into the small shed attached to the barn as directed. Releasing the kickstand, I let the big Harley rest after the enjoyable ride out in the country. Closing the doors, dropping the locking bolt into place, I removed all of my clothing, making certain I had followed all the directions I had been given to a “T”. As I was told there was only one other door available, I opened the door entering the small room, not much bigger than an average shower...

2 years ago
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Jackie

Jackie arrived on time to meet her date. She looked chic in her knee length black chiffon dress and five inch Italian stilettos. She wore her hair down unlike the first time they met. She had met Tyrus at Starbucks, and thought he was cute not knowing the lingo to order herself an Iced Quad Venti Non-Fat Caramel Macchiato. Which he offered to replace after knocking hers over reaching for his espresso. She assisted him in ordering the drink and they exchanged numbers. After weeks of talking on...

2 years ago
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Jackie

It was a warm, June afternoon when we first met. I was in the uniform store picking up my uniforms, preparing to begin a career as a cop, and she was in the store getting her corrections uniforms for her new career. She was about 5’2′ with shoulder length brown hair, well rounded, soft-looking breasts and a cute heart shaped ass. As my eyes met hers, she smiled and said ‘Hi, my name’s Jackie.’ I’m Steve, a pleasure to meet you’ I replied. ‘Are you new on the job too?’ Before she could reply her...

1 year ago
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Jackie

It was a warm, June afternoon when we first met. I was in the uniform store picking up my uniforms, preparing to begin a career as a cop, and she was in the store getting her corrections uniforms for her new career. She was about 5'2" with shoulder length brown hair, well rounded, soft-looking breasts and a cute heart shaped ass. As my eyes met hers, she smiled and said "Hi, my name's Jackie."I'm Steve, a pleasure to meet you" I replied. "Are you new on the job too?"Before she could reply her...

Straight Sex
2 years ago
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Jonathon And Jackie Naked In SchoolChapter 32 Jackie

I found myself tangled with naked bodies when I woke up. There was a hand on one of my boobs and I quickly determined it belonged to JR. As I came out of my slumbering state, I began to recall the events of the previous night. While fun at the time, giving a bunch of guys blowjobs wasn't something I wanted to repeat any time soon. The act made me feel a bit sluty, but it didn't really bother me, not at the time. What did surprise me were the subtle differences in the taste of the guys'...

3 years ago
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Blind Date with a Mistress

BLIND DATE WITH A MISTRESS by Submiss18 After having scoured several different adult personal services, it seemed I'd finally found a dominant woman who responded to me. Upon sending her an initial email to let her humbly know of my intentions and past experience as a submissive slave, Mistress Diana sent me several other emails questioning my level of commitment and I've learned she is very adept at prodding me to want to please her as soon as possible. She has given me...

2 years ago
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My Life with Mistress Veronica

My Life with Mistress VeronicaChapter I : A Sudden Change of RolesJanuary 4, Wednesday: It was raining hard, and I stayed inside my house watching an incredible bondage movie featuring a tall, beautiful, totally naked brunette whose hands were stretched so high above her head that her feet barely touched the carpet. The girl's breasts were perfectly exposed, round and shapely, not too big. And she was gagged, so all you could hear was her little moans and shrieks as the whip hit her. You could...

3 years ago
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Settling down with Mistress

As you might expect from a little girl, Claudette threw a tantrum at being uprooted when her ‘father’ took the job at the veterans’ hospital, but that was the only tantrum. Even at her age, she understood just important it was to her ‘dad’ that she became a nurse. We asked what she thought would make the transition easier, and we very were surprised when she said that having a sister might be nice. There were still a number of war orphans in institutions, so within a couple of months of us...

2 years ago
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Visiting Mistress Dee Chapter 2

Mistress Dee took a quick long stride through the open door. Being in the position I was my cock was pulled tight and up toward her shoulders. I needed to walk quickly in order to minimize the pain. Looking over her shoulder she chuckled, “Keep up dearie, my guests need to know how willing and supple you are!”She led me to an area encircled with hay bales, where a number of couples sat, enjoying the afternoon. The area was well lit from a cupola, the glass, letting in the warm sunshine. Doors...

1 year ago
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Esaping with Mistress

I had never liked guns, which was why I’d volunteered to be a pianist, but I knew that there was a chance we might need that machine pistol in the near future. I’d been trained by S.O.E. to handle weapons, so when Mistress handed me a pistol for self protection, she didn’t need to instruct me on how to use it. I didn’t ask where the pistol came from; it probably came out of the stores where Mistress worked, which meant that she must have stolen it for me. If it hadn’t been so serious, it...

3 years ago
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Finding an Older Mistress and then spending three days with her

But here I was, driving to HER place and thinking how wild this long weekend would be, so wildly fucking exciting. My mind drifted from one thing to another. I did not know how a switch could be a Dominate one day then a submissive the next. I am pretty sure of my thoughts that a Dom is a Dom and sub is a sub, it is in their nature to be one or the other, and any attempt to cross over would just end up in the realm of role-playing. Even though I said I would take a “submissive role” for...

4 years ago
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Omegle Chat Log with a Mean Mistress

You're now chatting with a random stranger. Say hi!You: want to watch?Stranger: okayYou: okStranger: Doesn't it hurt?You: yesStranger: do you like it?Stranger: Do you like being in pain?You: yesYou: do u like?Stranger: Okay then hit yourself harderStranger: I like to order around people like youYou: im your slaveStranger: then act like itStranger: that's itStranger: goodStranger: It's what you deserveStranger: is that cum what I see?You: spitStranger: thanks godStranger: I don't remember...

2 years ago
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A weekend with Mistress A Hollywood fantasy

A WEEKEND AT MITRESS’S – FANTASY OR REALITY??I’d been playing the online game  Red Light Center for about a year and for the last few months I had been a pet to my Mistress (we’ll leave her unnamed). I’d never given much taught to being a sub before meeting her online. As a matter of fact, I’m told I have a very strong personality in real life (some would say bitchy!). I think being pretty and sexy, you tend to build such a personality because men are constantly hitting on you and it gets on...

2 years ago
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My First Session with My Mistress

                    My First Session With My MistressThis is unfortunately, only a fantasy. If anyone wants to make it a reality, let me knowWe had met on the internet, and we had spoken a number of times, but when Mistress told me She was going to visit NYC and would be available for a live session, I was excited and, I admit, a bit nervous. After all, live IS different from internet and phone. I was torn between physical fear, fear that I would disappoint my Mistress, and fear that the...

4 years ago
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Phone for Jackie

Jackie? Is that you? * Yeah, Mike. What's the matter? Nothing Jack. Nothing. I've just missed you so much. I wanted to phone and tell you. * Oh, you sweetie. I've only been gone a few days. I know, but I can't stand it. Are you sure you need to stay for the whole semester? * Well, of course I do, silly. How else am I going to pass? Oh, well I had to ask. * Are you sure you're alright? Yeah, I am. Honest. I wish you could be with me though. * So do I, but it's not to...

1 year ago
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Jonathon And Jackie Naked In SchoolChapter 4 Jackie

I showered after Mo on Monday morning. When I was finished, I knocked on the door to JR's room, using the signal we had agreed on while sitting on the patio the evening before. I left the bathroom to dress, listening to make sure he was up. "Good morning," JR said when he came into the kitchen. He stood with his arms at his side wearing one of the new outfits I had picked out for him. "Well, do I look presentable?" I couldn't believe how good he looked! "Yes, you look fine," I...

2 years ago
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Jonathon And Jackie Naked In SchoolChapter 10 Jackie

When I woke up, I started grinning and humming a song. Mo giggled and asked me what was making me so giddy. When I told her, she shouted, "YEAH, way to go!" I giggled and said, "You're right, it isn't bad at all. In fact, I liked it. I don't know if I liked the taste because of the flavor, or because of whose it was." "Maybe both," Mo said. "There is only one way to find out." "How?" I said, realizing where it was going after I said it. "Oh, you mean give another guy a...

2 years ago
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Jonathon And Jackie Naked In SchoolChapter 18 Jackie

I was still vibrating when JR drove away from TJ's. He dropped Cindy, Suzie, and Ted off at their houses before heading home. Mo rode with my parents. I was still in a daze. I had watched JR take on three guys that were bigger than he was and beat all of them. He moved like he was dancing as he punched and kicked the bullies. I remembered hearing about Cindy's sister and her ordeal. The local news covered the trial. I couldn't imagine how Cindy must have felt when the Baxter brothers came...

2 years ago
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Jonathon And Jackie Naked In SchoolChapter 22 Jackie

JR gave me the keys to the truck while we were walking across the parking lot. I smiled, taking the keys from his hand. On the way home, JR stared out the window, not saying a word. It felt good to be out of school and away from the kids that wouldn't leave JR and me alone. While JR was the center of attention, I had to deal with kids asking me about what my boyfriend did. At first, I beamed with pride when I answered their questions, but it quickly became very irritating. The thing that...

3 years ago
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Jonathon And Jackie Naked In SchoolChapter 24 Jackie

I woke up to the feeling of JR's cock against my butt. Giggling to myself, I decided a girl could get used to that. The only problem was JR and I were both wearing underwear. I wiggled my backside, and JR squeezed my boob. I wiggled again, he squeezed again. We continued until we were both laughing. I rolled over so I could kiss him. We shared a few kisses before getting up. I had gone to bed in my panties, JR was wearing his boxers. When we sat up, I saw Mo sitting on her bed. She grinned...

3 years ago
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Going to party with my mistress The waiting

Going to party with my mistress - The waitingSynopsis: The slave girl is going to be taken to her first party with her mistress. This is a firsthand account narrated by the girl.My mistress promised me to take me to a special party on the day I would turn 18, and today is that day. I am 5' 7" tall and have a figure of 34D-28-38. I am fair and have long hair. I had met my mistress on my summer vacation 2 months ago. In the last 2 months we have developed a special bonding and trust.The party was...

3 years ago
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My Wife Her SlaveChapter 45 Working with a New Mistress

In the morning, Gretchen and Nina showered together, with Gretchen making sure that Nina was not only well-scrubbed, but also brought close to an orgasm to start her day. As they dried each other, Gretchen asked, “Are you going to the new client this morning, or are you going to your regular office?” “I was planning to go to the office, first, and then go to the new client, but I could skip the office. This new client is my number one priority right now.” “Good. I’d like to send a present...

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