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My wife and I have been exploring he cuckold lifestyle for a little over 2 years now. I love watching her getting fucked and having her pussy stretched by a well endowed man. When we first started doing this, I would just watch until the other guy left and then I would get my chance to reclaim her. After we had a few experiences, she started to include me a little more. At first she would just stare at me while the other guy was fucking her. That is still one of the hottest things I have experienced. Then she started talking to me. Things like, do you like this or he feels soooo good inside me.

As we both became more comfortable in our own roles, we started to expand into other aspects of cuckoldry. We bought a male chastity device and she threw out all of my male underwear. I'm now kept in chastity and wear panties every day. The longer she keeps me in chastity, the hornier I get. After just a week in chastity I started sharing all kinds of kinky fantasies with Mandy. I loved seeing her play with other men's cocks and I shared with her that I had given other guys oral in the past. The only time I had done that was in a glory hole at an adult bookstore I used to go to. She liked the idea of watching me suck a guys cock but we had a difficult time finding suitable men that we could both share.

After being locked up for about 45 days, I asked her to help me realize one of my fantasies. I didn't think she would actually agree to it but she said that since I have been such a good cucky she would help me live out one of my fantasies.

We placed an ad on CL to find 3-5 guys to use me as their sissy sex toy. We decide to invite at least 4 different guys to come to our hotel room and have sex with me while she took pictures. We decide to invite them to our hotel room, only 1 at a time. Each one gets 30 minutes. The first one to arrive at 8 and the last one to leave at 10.

We both reviewed the responses and started to reply to the men. Many of the men want to have sex with Mandy as well but she told each of them that she would be fully clothed and only watching. After narrowing the candidates down to 7, she tells me that you think a couple of them are cute.

I asked her "Do you want me to just fluff them for you so you can have sex with them?"
She responded with an innocent smile "Maybe "
"We can invite the two guys that you like over first and if you want me to hand one of them over to you, you should give me some type of signal."
She just smiled again and said "OK "
"Once I get the guy hard you can turn on your vibrator and start playing with yourself. If I hear the vibrator, I'll tell him that you want to feel his cock inside you. Then I'll hand him a condom."
"Mmmmmm Yesssssss"
"If the first guy has sex with you, we should just let him stay and you two can play with each other while I let the next guy in"
I could tell she was thinking of the possibilities when she responded with "What if I want the second guy too?"
"Same thing, just turn on your vibrator and I'll tell him to move over to your bed. Should we invite 4 or 5"
"Definitely 5"
"Ok I'll invite them and set the times."
"Make sure you invite that guy with the big cock first. I liked him "
"Ok, but I sure hope you decide to play with him. I don't think I can take him inside me."
"Oh you will take him"
"Yes Ma'am"

I email 7 of the guys we agreed upon. I invite 5 of them to our room at a designated time and explain that they will have 30 min to get their rocks off. I tell the other 2 guys that we will contact them if we have a cancellation. I tell the first 2 guys not to expect Mandy to play but if she wants to play with you she will let me know. The rest of the guys are told that Mandy may have her own play partner when they get there but she will not be playing with them.

Friday arrives and we check into our room. We shower get dressed and open a bottle of wine. Mandy takes a couple of pictures of me and send them to the guys that have been invited to the hotel. With the message: My Sissy is ready for you.

The first guy arrives at 8pm. Mandy opens the door and lets him in. She leads him to the bed where I am on my knees waiting. Mandy then sits on the other bed and says: "Here he is. All ready for you. You have 30 minutes to do whatever you want with him. I'm just gonna sit on this bed and watch and take pictures."
Guy 1: Are you sure you don't want to join in.
M: No, I'm just gonna watch.
Guy 1: Ok, well I should get started
He kicks his shoes off and unbuckles his pants and lets them drop to the floor. He slides his underwear down and lets them drop to the floor then steps out of them. He holds this massive cock in front of my face. It's gotta be an inch longer than Mandy's favorite toy and even fatter. I look over at Mandy and she has a big grin on her face. It's obvious she is staring at his cock.
Is this what you want sissy?"
me: "mmmmm.. yes"
I lean forward and take him into my mouth while he's still standing by the bed. I can hear the pictures being taken right away. He is just standing and watching my head bob up and down on his cock. Then he takes his shirt off and pushes me back so he can lie on the bed. Once on the bed, I start sucking him again. This time he grabs the back of my head to control the rhythm and slowly moves his cock in and out of my mouth. Then he looks over at Mandy and says:
"This sissy bitch knows how to suck cock, he's pretty good"
Mandy replies: "I like to use his mouth too ."
"I see his cock is a lot smaller than mine. Are you sure you dont want to feel this "
Mandy just smiles at him and picked up my phone and started snapping pictures. He turned his attention back to me and started moving my head up and down on his cock a little faster and a little deeper. Only a few seconds later I here the vibrator turn on and lift my head off of his cock to see Mandy guiding the vibrator down to your bare pussy. I look up at him and tell him "I think Mandy wants your cock"
He just grabs the back of my head and shoves his cock back in my mouth. He looks over at Mandy playing with her vibrator and says:
"Do you want this cock?"
She just smiled at him and nodded yes.
"Do you think you can handle it. I'm a lot bigger than your little sissy bitch here.
"Yesssss.." she says with a big grin on her face.
He gets up to join Mandy on her bed. I get off the bed and follow him to her bed and grab a condom off the nightstand. I hand him the condom and he rolls it on. Then I guide his big rock hard cock into her pussy. He slowly starts to enter her pussy and starts moving in and out. Pushing in a little deeper each time. It took a few minutes for him to get his whole cock inside her. I kissed her while he started slowly pumping her.
"Do you like his cock baby?"
"Mmmmmm.... hmmmm"
"Does he stretch you more than me?"
"Ohhhhh yessssss"
"Does it hurt"
"No... ahhh.. it feels soooo goooooood. mmmmmmm"
He chimes in with "Do you like my cock, Mandy?"
"oooooohhhh.. yess"
"Do you want me to fuck you with it?"
"Yesss"
"Tell me what you want"
"I want your dick"
"Are you ready for me to fuck you hard?"
"mmmmmm yes"
"Tell me.. tell me to fuck you"
"oh yes.. fuck me"
"Again!"
"FUCK ME! OH YES! THAT'S IT FUCK ME!"
"Does that sissy of yours fuck you like this?"
"Oh god. FUCK ME"
"Does he fuck you this good?"
"NO. ahhhhh"
"That little sissy dick can't fuck you like this can he."
"No he's too small to fuck me like this. mmmm... I love your cock. FUCK ME. PLEASE FUCK ME"
Then he pounds her really hard for a couple of minutes but she decides she wants to be on top. She rolls him over and I hold his cock while she lowers herself on him. She let out a gasp when she slid down on his cock.
She started rocking back and forth on his big dick and I know she was about to cum. I kneel behind her and start licking his balls and her asshole. In a matter of seconds she came and collapsed on his chest.

As she is laying on top of him the phone rings. He looked at the clock and said "You gotta give me a couple of minutes. I haven't cum yet."
Mandy quickly replied: "It's ok. You can stay and watch with me"
I answer the door in my panties and stockings and let in Guy 2. He walks in and sees the two of you spooning on the bed.
Guy 2: "Looks like we have an audience"
Me: Yes. Mandy has been enjoying herself and "Guy 1" is gonna stay and watch.
Guy 2: "Your a lucky guy," he says to Guy 1
Guy 1: Thank you, yes I am
Guy 2: So, what do you guys want to do
Mandy: It's my turn to watch. I wanna see Tom make you cum.
Guy 2: Ok, we'll give you a show.
I crawl on the bed and Guy 2 takes his clothes off and lies down in the middle of the bed.
Guy2: Let's get this party started.

I get between his legs and start sucking him. He's a little smaller than Guy 1 but not much. He was already semi hard when I started and it only took him a few seconds to get completely hard. I look up at him and he is staring at Mandy and Guy 1 on the other bed. Guy 1 is spooning with you and the two of you are face us and watching me suck his cock.
This image must have been too much for Guy 2 because he grabs my head and starts fucking my face really hard. He shoves his cock down my throat and I gag on it but that didnt slow him down he kept fucking my face until his cum slid down my throat.
M: Wow! Did you swallow that honey?
T: Yes
Guy 1: I told you he was a good cocksucker
Guy 2: Sorry about that I was hoping to make that last a little longer.
Me: That's ok. I'll be able to take a little break before the next guy gets here.
Guy2 gets dressed and thanks both of us and says he would like to do this again. I tell him thank you and we'll be in touch and then walk him to the door.
Mandy: That was quick
Me: That's ok with me. I'm gonna get a cigarette. Be right back.
I step outside forgetting that I'm just wearing lingerie and I still have some cum on my face. I quickly finish off a cigarette and return. Once I walk in I see the two of them kissing on the bed. I settled into my bed hoping to get another show. When I sat down, Mandy broke her kiss with him.
Mandy: Since that last guy didn't last very long Guy 1 here has agreed to give me a show.
Guy 1 stands beside my bed and says "Suck it sissy"
As I'm sucking him I can see Mandy behind him with a big smile on her face and her fingers playing with your pussy.
Guy 1: Alright sissy. Mandy wants to see me take your ass. Where's the lube.
She quickly jumped off the bed and handed him a bottle of lube that was sitting on the night stand. I looked at her with fear in my eyes.
Me: I think he's too big
Mandy: You'll be fine baby. You can take it
Guy 1 positions me so I'm facing Mandy and he gets behind me. I'm looking at her while he lubes my ass and starts pushing the head of his cock in my ass. I wince as he gets the first two inches in. Mandy is just staring at me with a smile on her face. He finally has the whole thing in me and he starts slowly pumping in and out. I'm moaning because of the pain. He's really stretching me. After a few minutes of this the pain subsides and it starts feeling good.
Me: Oh yeah. Fuck me now.
Guy 1: Are you ready?
Me: Yes. Fuck me!
Then he grabs my hips and starts pounding me. He pushes my head down onto the bed and pounds me. You can hear the sound of skin slapping. He slaps my ass.
Guy 1: You like that bitch?
Me: yes, fuck me yes
Guy 1: Your my bitch now. You're gonna beg for my cock
Me: Oh yes sir, please fuck my ass
The phone rings and I look up to see that Mandy is taking video of me getting fucked. I hear her tell someone our room number and then she put on a robe and ushered in Guy3.
Mandy: C'mon on in. You're just in time to join the fun
Guy 3: Oh I see that
Mandy: Go ahead he doesn't have anything in his mouth.
Guy 3: I'm in
Guy 3 dispenses of his clothes quickly and slides into bed positioning his cock inches from my face. I start sucking him and he immediately grabs my head and starts fucking my face. I thought this guy would last about as long as the last guy.
Guy 3: You've got a real slut here. He really likes cock doesn't he.
Mandy: giggles
Guy 1: Suck that cock sissy! Take the whole thing down your throat.
Guy 1 pushed my head all the way down on Guy 3's cock until I started to gag on it.
Guy 3: Wow this little sissy faggot really likes cock.
Guy 3 pulls his cock out of my mouth and starts slapping my face with it.
Guy 3: Tell me what you want, bitch
Me: I want your cum
Guy 3: You want me to cum in your sissy mouth?
Me: yes
Guy 3: Alright slut, get to sucking
Guy 1: Mandy, get your camera. You're gonna want a video of this little sissy faggot getting cum from both ends.
Mandy: It's already recording
In just a few seconds they both explode at both ends. and we all collapse on the bed. Just then the phone rings again.
Me: Honey if that's the next guy, I don't think I can take any more.
Mandy: Oh no, you have two more to go. Your gonna take both of them you sissy cocksucker
Guy 1: You know you love cock you little sissy faggot. Get up and get ready for some more cum.

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At the Door Your feet feel heavy as you slowly make your way up the narrow stair case. Your heart races and your palms sweat as you prepare yourself for what may very well be one of the most important nights of your life. After months and months of gathering up courage, you've finally asked out Katherine, the most beautiful girl at work. It wasn't easy; Katherine was someone who could only be described as complete knock out of a beauty. She immediately caught your attention on your first day on...

Fetish
4 years ago
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  • 39
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Cucked at the wedding Phil comes to stay

The two weeks until Phil came to stay went by in a horny blur. Carrie and I fucked most nights, then 3 days before she put a stop to it telling me she was now saving herself for Phil. This may not be as 'story-like' as the others as I am recollecting from what Carrie told me so is more factual. Hopefully this won't disappoint.I left for my training course early that morning. Nervous and excited about what was going to happen to Carrie and how our lives were going to change forever....we kissed...

3 years ago
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Cucked at a wedding Part 1

After the first time my wife slept with another guy in February we had amazing sex for a few weeks and both agreed if the chance came up again she should take it.We were invited to a friend's wedding around the Easter holiday, as it was a couple of hours away so we needed to get a room at the hotel where the wedding was.The ceremony was nice enough and it was good to catch up with some old friends, but in reality we just wanted a nice meal and plenty of alcohol.Sitting down to the meal, we were...

3 years ago
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  • 48
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Cucked on Vacation

It was our first proper vacation in years. I breathed a sigh of relief as I gazed out our suite window towards the calm ocean waters of the gulf. After seven years of marriage and a limited amount of time off it felt the****utic to finally have a week away all to ourselves. We had selected Naples because it was quiet, and peaceful, and a drastic change of scenery from the drab winter we had just suffered through in Ohio. I turned and looked towards the bed, where my wife rested in slumber....

3 years ago
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CUCKED HOUSEWARMING

So my wife and I were invited to a house warming party for one of her co-workers. Her Friends name is Sarah. She asked me if I remembered who she was of course I said no. But who could not remember Sarah she is a shorter blond woman very pail in complexion with the body of a gymnast. She is Slender with small b**sts. I remembered her for her striking physical features and that my wife had told me “if I was not married to her that she would have been a good match that is if she was not...

1 year ago
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Cucked by an old friend

An old military buddy of mine came into town recently. I hadnt seen Joe in 15 years. We kept in touch on social media and when he said he was passing thru and needed a place to crash for the night, I immediately told him to stay with us instead of spending $100 on a hotel room. He agreed and came by. Joe is recently divorced, in his mid 40's, a bit of a gut and his hairline is farther back than I remember. So Me, him and my wife went out for some drinks to catch up on old times. He was single...

4 years ago
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Cucked

Chapter 1: The Realization Cynthia sat sitting with her mother outside her mother's house on the patio overlooking the pool. "What's wrong?" her mother asked her. She looked off into the garden area, slowly sipping on her cocktail, pondering what she was going to tell her mother and started to think back.... Cynthia was 33. She was a professor teaching business courses at the University when she met, Mike, her husband. He was a computer science major working on his masters...

3 years ago
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Cucked at school

Your class is over but in your way out you hear Mrs Doe say your name. You turn back and ask what she wants, she says “John im afraid I have something to talk to you about“ you’re worried but you can’t help but notice how good she looks “okay miss, what is it?” you say while obviously checking her out.

Fantasy
3 years ago
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Handyman Candys Cabana

This is a story about a sexual FANTASY written for consenting adults. If you're not both of those, don't read it. Characters in a FANTASY don't get sick or die unless I want them to. In real life, people who don't use condoms and other safe-sex techniques do get sick and die. You don't live in a FANTASY so be safe. The fictional characters in my stories are trained and experienced in acts of FANTASY - don't try to do what they do - someone could get hurt. If you think you know somebody...

2 years ago
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  • 171
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Nandhini Chechi Breastfed And Got Fucked

Dear sexstory friends, this is Rajesh presently working in Bangalore in an MNC and I would like to share my past experiences with you people. I am a 38 years old horny man with a slightly big cock of 8 inches and satisfied many girls and Aunties from past 20 years. Any unsatisfied girls, Ladies and widows can feel free to chat with me on The incident happened when I was 18 years old and studying PUC in Bangalore, when a new Malayali neighbours occupied the vacant house next to our home. They...

2 years ago
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Andrea Andy and Me

(MMF, wife sharing) At the time I write this story Andrea, (My wife) is 36 years old, and quite a knockout. She's always been into bodybuilding and has been a runner since she was a k**. With all of the attention that she has given herself, it really shows. At her age she still has a hard body, and a deep rich "California Girl" tan. Her chestnut hair is beautiful. And her dark brown eyes seem to see right through me sometimes. My Andrea is a beautiful "self made" woman that any man would be...

2 years ago
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Gorgeous Indian Chechi Nandhini fed me her excess

Nandhini Chechi fed me her excess breast milk and surrendered her pussy to my 8” cock.Dear friends, this is Rajesh presently working in Bangalore in an MNC and I would like to share my past experiences with you people. I am a 38 years old horny man with a slightly big cock of 8 inches and satisfied many girls and Aunties from past 20 years. Any unsatisfied girls, Ladies and widows can feel free to chat with me on [email protected] The incident happened when I was 18...

4 years ago
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  • 159
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Becoming Brandee Chapter 14

Disclaimer: This chapter, like all chapters of the Brandee series is intended for adults only. Additionally, no part of this story may be reproduced without the permission of the author. Becoming Brandee Chapter Fourteen: It was almost a year since I had been transformed from smart independent CD girl, Jenni, into sweet dumb and adorable bimbo, Brandee. It was also Halloween and the final evening performance of my promotional tour being staged back where it all started, the...

3 years ago
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

Wife Lovers
4 years ago
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  • 124
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

Wife Lovers
3 years ago
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  • 179
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Andee Poses For A College Art Class

There weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...

Wife Lovers
2 years ago
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  • 131
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Andee Poses For A College Art Class

There weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...

Wife Lovers
4 years ago
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  • 146
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Andee Learns Just What Stays in Vegas

Andee carefully removed the letter from the envelope. She had just come home from work to find it placed on her pillow, plainly marked "Just For You." She knew it was from her husband, as he had departed on his business trip earlier that day. And, as he often did, he had some scheme cooked up to add a little excitement to her life. This time the plan was for her to travel to meet him at the end of his trip in Las Vegas. He was attending a trade show and managed to get an extra flight. What she...

Wife Lovers
4 years ago
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  • 153
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Fernanda Teenage Lust

I had just finished my first year of college and my mom and dad insisted that I go with them on a quick summer trip to visit one of mom’s old college buddies in Austin, Texas. Normally, I don’t mind such gatherings, but for some reason or another, Austin just didn’t appeal to me. I had been there many years before and didn’t find the city attractive. When we arrived, there were the customary hugs and greetings- since our family is Hispanic. (You have to love a culture that embraces hugging!) I...

First Time
3 years ago
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  • 119
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been … interesting. It was a...

3 years ago
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Andee Returns to Las Vegas Chapter 2

Andee smiled as she read the text message on her phone. Before breakfast, she had sent a somewhat vague note to her friend from the night before about wanting to try Roulette again, wondering if he might interpret the suggested sexual undertones – especially after the enthusiastic round of sex from the night before. She thought for a moment, wondering just how acquainted she wanted to get with Connor. It seemed her “one-night stands” in her sexual adventure were more like weekend-long affairs,...

Wife Lovers
3 years ago
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  • 143
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been ... interesting. It was a...

Wife Lovers
3 years ago
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  • 104
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Andee Returns to Las Vegas Chapter 3

Andee held her coffee in both hands as she sipped on it. Thecombination of her hangover, sexual exhaustion and lack of sleep, left her struggling to bring her mind around to some sort of clarity. Her hands were a little shaky as she stared blankly at the cup. “I’m not too sure about all the details,” she mumbled across the table at her smiling husband. He seemed to be enjoying the whole thing a bit too much and had been pressing her for some information about her encounter. She hadn’t yet...

3 years ago
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Andee Returns to Las Vegas Chapter 3

Andee held her coffee in both hands as she sipped on it. Thecombination of her hangover, sexual exhaustion and lack of sleep, left her struggling to bring her mind around to some sort of clarity. Her hands were a little shaky as she stared blankly at the cup. “I’m not too sure about all the details,” she mumbled across the table at her smiling husband. He seemed to be enjoying the whole thing a bit too much and had been pressing her for some information about her encounter. She hadn’t yet...

Wife Lovers
2 years ago
  • 0
  • 239
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Ms Nandhini ndash My School Teacher Chapter 2 How

Ms Nandhini – My School TeacherBy KINGPHANTOMEmail: [email protected] 2Lesson – 1 – How to MasturbateThe morning after I Dry Humped our new class teacher’s ass on our school bus. I woke up hearing my older sister Nithya chechi (Starring “Nithya Menon”) calling out my name. “Shyam you idiot, come on get up. You are late for school. I am gonna tell mom, you better get up.” She shouted at me. It’s a curse to share a room with your older sister. She wants to decide on everything that’s...

4 years ago
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Andee Heats Up Houston Day 1

Andee edged her way through the crowd surrounding the luggage belt. She was happy to finally be off the plane after the three hour flight from Toronto, but still had some peculiar emotions about being in Houston. Ever since her encounter with Don back at the conference in Chicago she had been maintaining a casual connection with him, mostly on a professional level. When she received his invitation to come to Texas for a few days to explore first hand some of the research developments his...

Wife Lovers
2 years ago
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  • 42
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This white sissy got pimped

“I’m in the bathroom, just finishing my make-up!” I called out. He said something but I could not make it out. I stared intently into my eyes not wanting to slip up. I was using the liquid eyeliner and didn’t want to apply too much. I started thinking about my hair and how quickly it had grown. Almost to my shoulders, light brown. I had thought about going blonde or maybe jet black, that would look great with my fair skin I thought. I would ask John. I continued applying my eyeliner...

3 years ago
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  • 15
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Wife Pimped

We are also very independent people, so asking for help from friends or family was out of the question for us. So we decided to put what we had in storage and go stay in a week to week hotel. We figured that we might only have to stay a month or so until an offer came across and we could move back out. That point in our life was a low point for us as neither of us had ever experienced this before. Although being a war veteran, to me it was still better than sand, heat, and sleeping...

4 years ago
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  • 19
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Wife Pimped

Introduction: Hey this is a fictional story that has 2 parts, at this point, this is the only part that I have written down and it hasnt even been proofread yet. The wife is the same as in the True story, but this story is completely made up of shared fantasy and my own imagination. Your opinions are welcomed, but I will be looking forward to ideas and feedback, while I finish up part 1 by cleaning it up and fixing the grammer and start on Part 2. My wife, Teresa and I are a middle to upper...

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