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  1. Chrississy

    Chrississy Sex Machine

    Joined:
    Oct 11, 2018
    Messages:
    839
    That was the day tow girls and a guy fucked me. When I think today about all of that, I realize how crazy it was. But it was amazingly crazy.

    I sit today with my wife talking about that stuff that happened to me not very long ago. She enjoys my stories. It did not feel wrong to tell her about all of that stuff. I explained that I can do regular stuff, but they are not enough for me.

    I told her about that stuff before we got married. That helped us to make a decision that we need an open marriage if we want this to work.

    I said that I do not want to know when she is with another guy. But after a while she didn't care anymore. She would bring her lovers over when I was a round. I was able to hear the fucking from the next room. Well slowly I wanted to join in. It was getting lonely for me. My wife was getting satisfaction from other guys, and I was left alone. I talked to her about this.

    Are you sure you want to see a guy fucking me, she said.

    I dream of it, I said.

    Well then you get to dress up again my sissy husband, she said.

    And I did it again. I turned myself into a girl. I wore the sexiest lingerie I have, put my chastity on, and made my asshole fuckable.

    Her lover came by. Stripped naked. My wife told me to suck on his dick. So I started sucking that cock. He was moaning. He said no girl has ever sucked his cock that good.

    My wife was laying on couch watching us. She was spreading her legs and dildoing herself.

    He was so turned on that he pushed me to the side and started fucking her. I ate alle the cum directly out of her pussy.

    You are a very good girl, you deserve one more reward, she said.

    She asked me to bend over, the she started fucking me with that dildo. The guy was watching us, he was not believing what he was seeing, he was jerking off looking at us, and as I came with my chastity on, he turned me around, started fucking my mouth till he came again directly to my throat.

    I was a proud sissy that day......
     
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    #21
  2. Chrississy

    Chrississy Sex Machine

    Joined:
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    Well this is my life now..

    I learned to enjoy the view of my wife getting fucked by men. I learned to be the submissive girl that waits for her reward.

    The reward can be licking cum out of my wife's pussy. It can also be a throat fuck with a real cock. And I was wondering if I can get more.

    My wife started calling me Christina instead of Chris. She was enjoying this to the maximum. Regular sex with me was slowly off the table. I only get to dress up and get fucked by a strapon.

    The things she does with these other men were never allowed for me. Those men turn her into a whore.

    One day she decided to reward me for being such a good sissy. She hired tow guys for my birthday.

    Those tow guys will do whatever you want today, she said.

    I want them to do whatever they want, I said.

    The two guys were tall, muscular white guys with perfect dicks. My penis was no more than a clitty compared to them.

    On of them was an expert. He was hitting my pleasure spot with his fingers. And slowly my asshole was stretching. He started fisting me. The other one put his dick in my mouth.

    In about 5 minutes I came with a huge load.

    The two guys turned to my wife, as if they just noticed the naked lady that was watching and laughing. They started touching her.

    No no, today is about my lovely Christina, not about me, she said.

    Let them fuck you baby, I said.

    And I was enjoying this amazing view of my wife having an orgasm from a double penentration.

    I was hard again and ready to play, but they kept pushing me away. I started pegging to get a penis in my ass. That tuned one of them on. He fucked me till he came in my ass. Ohhh the warmth.. I love it.

    The other one came in my wife's pussy. And I knew what to do....
     
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    #22
  3. Chrississy

    Chrississy Sex Machine

    Joined:
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    My wife was enjoying this to the maximum. What not to like?

    She can sleep with other guys, and she can be a mistress at home with a slave who is ready to keep her happy.

    We tried lots of things together. I loved the role of being Christina. Sometimes I was Christina the slave, that get fucked with dildos and strapons and then rewarded with her golden piss...

    This might seem weird to you, but it was working for us very well. She was the one who buys me dresses and make up for our role play, in some point it felt like we are tow girls living together. She will bring her lovers home, and I would not mind. I took a part of the sex act, as a girl of course.. Some guys found that strange, they wanted nothing to do with me, and a understood, my wife was sometimes getting fucked in the next room, and I will be sitting and overhearing the noises. If I am lucky, I get to watch or take part, if the accepted it. Well that was the deal anyway.

    I also sometimes brought my own lovers home, but my wife was allowed to watch and take part everytime.

    One of the best stories was with a guy who came home with my wife, he was so turned on seeing me dressed up, he almost forgot about his date, damn he was a good fucker. Sometimes it was the other way around, bringing a guy home to fuck me and he ends up fucking my wife.

    One day my wife decided to present me to some of her girlfriends as christina. She wanted to show them her sissy husband as sexy girl.

    Next story will be about that
     
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    #23
  4. Chrississy

    Chrississy Sex Machine

    Joined:
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    The day came.. I was super excited about it.

    In about two hours I will be presented to some of my wife's girlfriends as a sexy sissy girl.

    So the prepperation started as usual, starting with making my ass clean and fuckable. Then a hot bath were waiting for me, my amazing wife prepared it, it was very relaxing, she also gave me some dildos of different sizes and said: while you are here, you can practice a little bit. And I did enjoy that.

    The next step was removing extra hair my wife helped me to look amazing. She even told me to start waxing, she said it would help me to think like a woman, but damn it hurts too much, I shave now.

    Then cute shiny putt plug was inserted in my ass pussy, and of course a nice chastity was caging my penis. Then I wore the red tight short skirt, the white bra and the blonde long hair, I looked like a European prostitute.

    My wife told me to stay at the room until she tells me to get out. She didn't tell me what is going to happen next, I just have to do anything she tells me to do.

    The guests were arriving. And I was waiting in my room, caged and plugged, totally feminized. I was hearing loud laughs and loud music. In about 30 minutes my wife came to my room and said, so baby come on, it is time...

    We went to the living room together, there were five well dressed ladies and man wearing nothing but a leather underwear, well I did not expect a male prostitute to be part of this. I looked at my wife, and she said, there should be a real cock here to show them the real Christina, he is sexy enough for you isn't he?

    And he was damn sexy as hell, he was a brown tall man with a sexy mustache. He was very muscular and I could tell from his pulge that he had a thick dick...

    My wife said, well let the party start.

    All of the five ladies stripped naked and gathered around that man. Who took his underwear off showing an enormous penis as expected. My wife pushed me to the middle of the circle and said, so honey show us the real Christina.

    I took my dress off, I started kissing that man's lips, he soon pushed me down to suck him, I loved his cock. The girls were enjoying that. My wife brought some strapons and told the ladies to join in if they like.

    Tow of them wore strapon, the rest were watching and masturbating.

    He was fucking my throat so hard I couldn't breath, then I bent over and said, fuck me. He said, not yet bitch. He took my plug out and started teasing my ass hole with his fingers and tongue. One of the girls was at the other end throat fucking me.

    He said, if you want me to fuck u,, u have to beg me to fuck your wife first, and I did.

    He started fucking her while the two girls rook turn fucking my ass with a strapon. After a while he came to me and started fucking me, one of the other three girls were cumming playing with her self.

    He came all over my belly. Two of the girls licked it clean.

    That was far from over. That night everyone of the girls fucked me with a strapon. And every girl got fucked by that amazing man

    At the end of the night, my wife took my chastity off and said, today u were a very good girl, so the girls took turn sucking my cock till I exploded with cum....
     
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    #24
  5. Rockncocks

    Rockncocks Porn Star

    Joined:
    Nov 4, 2017
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    Sounds like my kind of party!
     
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    #25
  6. Chrississy

    Chrississy Sex Machine

    Joined:
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    Messages:
    839
    Sex with girls.. Well that had been a while since I used my penis the way other guys do. I was starting to want to have regular sex again. I spoke with my wife. She said, well we are in an open relationship, you can do it, but I told her that I want to have sex with her, I want to fuck her. She said, oh honey why me, OK we can make it a bit fun, you have to earn it. I asked what did I have to do to fuck her pussy, she said I will think of something, and you have to do it.


    The day after that she told me to get dressed, we were going out, she wouldn't tell me where.

    We arrived at a building in the middle of nowhere. We went into a room, omg!!! There were five golryholes in that room, 4 of them can just a dick fit in, and one was large enough to pull out half of your body through, there were a couch were you can lay down and wait for your fucker at the other end.

    We started to hear footsteps on the other side. My wife stripped naked and said: I will be laying there waiting to get fucked and you have to serve every dick that comes through these holes. When you do a good job, you can fuck me. I said : oh my God this is too much even for us. These guys will use no protection whatsoever, forget it.

    I went out and she soon followed me. This was one of the times when I forgot about the fun and focused on risk of doing such a thing.

    After that event, we started to drift apart a little....

    To be continued
     
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    #26
  7. captfownes

    captfownes Porn Star

    Joined:
    Mar 16, 2016
    Messages:
    2,285
    Lovely and look forward to have a nice time with you here.
    Thanks for making me hard and CUMMING to your adventures.
     
    • Like Like x 1
    1. Chrississy
      Thank you, it is always nice to hear positive feedback, I hope more of u guys tell me what u think of the stories
       
      Chrississy, Dec 30, 2018
      captfownes likes this.
    #27
  8. Chrississy

    Chrississy Sex Machine

    Joined:
    Oct 11, 2018
    Messages:
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    Then I had to deal with the consequences of me rejecting that last act.

    We were drifting apart. At that time she was seeing a guy named Sam, this guy had a huge thick cock, and he was a monster in bed, I got to see him do stuff to my wife that I am unable to explain, he was like a machine with no mercy, he fucks and never get tired, everytime my wife would peg him to cum, he would literally destroy every opening of her everytime, he liked anal, and he liked it rough, to that point I just got to watch him and clean up his jizz out of my wife's body. I had dreams of him fucking my ass.... But he never fucked a guy, and he never will, he said...

    Anyway after about a month we were still not talking to each other, I was starting to miss our adventures, I like to be her sissy, she was missing me herself, she likes dominating and feminizing me.

    I decided it is time to end this. So I thought of the best way to win her back. I dressed up like Christina and waited for her to come home.

    I gave her a chastity with its key, and a strapon, and said, will you please dominate me... And she accepted that very quickly, we took part fucking each other that day.
     
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    #28
  9. Skyhawk627

    Skyhawk627 Porn Surfer

    Joined:
    May 18, 2018
    Messages:
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    Damn, I have a dildo in my ass and jacking off !! Would like to experience being the toy at a gang bang.....
     
    1. Chrississy
      Glad u liked the stories
       
      Chrississy, Jan 1, 2019
    #29
  10. Chrississy

    Chrississy Sex Machine

    Joined:
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    Messages:
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    So I told you in the last story about this guy named Sam.

    He would come every weekend and make my wife happy. The problem was that he didn't want to fuck me, I didn't even get to suck his dick. All I got was cleaning up his wonderful load out of my wife's pussy.

    I talked to my wife about it, she told me he is only into girls, she said that she also wanted to see him fuck me, instead of destroying every hole of her everytime he came.

    I should do something to impress him, he won't fuck a guy, but what about Christina???

    So the next time I knew he would come over, I brought my best game, i shaved, put on my sexiest dress, put the sluttiest make up, cleaned up my asspussy as usual. I can only wait now.

    The door rang. My wife told me to open the door, he was at the other end looking fucking amazing as always.

    He was looking at me with wide eyes, he didn't recognize me, my wife said:
    Have you met Christina? She would like to get fucked and filled with cum.

    He was slowly realizing who I am. He started shaking his head and saying, no no way, I will not fuck a guy.

    Then my wife whispered : that's a girl. And a very naughty one, give her a chance.

    Then my wife ripped off the dress showing my caged penis, that was looking like a swollen clit, she told me to bend over, showing my white ass cheecks and my red asspussy.

    Then I layed down and started looking at him in a seductive way. He could not resist no more.

    He started taking off his clothes. In no time he was standing naked in front of me completely naked. I was still siting on the couch and his huge penis was one inch away from my mouth. My wife said, open up baby, here is your treat.

    I was sucking his cock with a great amount of pleasure, his cock was filling my mouth making it hard to take a breath, and I was loving every moment of it. That was definitely the biggest I ever had till that point. As his cock entered my ass I felt he was tearinf it down, he was also a very rough fucker, no mercy, he was shouting, you wanted it you little whore, so take it, take that cock in your boypussy. My wife was laying there playing with her self, enjoying the view, he came in her mouth and we swapped it like two whores......
     
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    #30
  11. Chrississy

    Chrississy Sex Machine

    Joined:
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    After a few weeks, my wife wanted to talk to me about a new sex adventure.

    What do u have in mind, I asked.

    What about the slave experience, she said.

    I don't know, I said.

    You get to dress up, and get fucked as always, but this time you will be my slave. You will du anything I ask for, and when u du a good job, you will be rewarded.

    OK, my mistress, I said

    After tow days she tied me up to bed, I was completely naked, caged and plugged.

    She blindfolded me and left me in that room for an hour. She was in the living room getting fucked, I figured that from the moaning, I heard at least three different guys.

    She came in und started kissing me, she tastet like cum, she spat a load of cum that she had in mouth into my mouth.

    Swallow that you dirty whore, she shouted.

    And I did. Then she sat on my face letting me lick her destroyed pussy, she let another load of cum from her pussy to my mouth.

    Another load from her ass went in my mouth.

    Oh my God how many guys were you fucking.

    Shut the fuck up you dirty sissy, she answered.

    Yes mistress, I said

    There are still guys who didn't cum yet and they will cum all over my body now.

    You have to lick it clean, do you understand?

    Yes mistress, I said.

    I did it. And it was surprisingly turning me on very much.

    Well you did well my little slave, you deserve a reward. Anyone from the Gentelmen would like to fuck my sissy husband? Or should I fuck him with a strapon?

    I was still blindfolded. I felt strong hands bending me over, then the plug was taken off. I felt a big dick stretching my pussy.

    Oh, did I say pussy, well that's how I felt. I think tow or three guys fucked me that night.

    It was a very nice reward. So I thanked my mistress.....
     
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    #31
  12. Chrississy

    Chrississy Sex Machine

    Joined:
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    Some of you may be now wondering, who is this wife of mine, and how I met her.

    Well her name is Jennifer, we worked in the same company, I had a crush on her for a long time, but she seemed not to be noticing me.

    One day I caught her in the office watching female domination porn, she didn't know that I caught her, I left silently, thinking to myself, oh my God I should ask her out.

    On the first few dates I told her all about my history, she also had a few crazy adventures, she knew Claudia and Maria. She was at some of Maria's party's. It's a small world I guess. She even fucked Jamie once.

    From the start we didn't lie to each other, the straop was from the beginning a central part of our sexuality together.

    She knew how to use the strapon very well. I think the day we started dating was my luckiest day....
     
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    #32
  13. 66tanner

    66tanner Porn Surfer

    Joined:
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    Good story
     
    1. Chrississy
      Thank u glad u liked it
       
      Chrississy, Apr 26, 2019
    #33
  14. BiggLexx

    BiggLexx Porn Star

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    Absolutely love Avy Scott
     
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    1. Chrississy
      Thank u
       
      Chrississy, Mar 29, 2020
    #34
  15. Lotusfun

    Lotusfun Newcumer

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    Nice :)
     
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    1. Chrississy
      Thank u
       
      Chrississy, May 3, 2020
      Lotusfun likes this.
    #35
  16. Marvin65

    Marvin65 Porn Star

    Joined:
    Nov 18, 2010
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    Will there be any further story line?
     
    1. Chrississy
      Yes it can happen :) I was a bit busy lately
       
      Chrississy, May 4, 2020
      fundic333 likes this.
    #36
  17. Chrississy

    Chrississy Sex Machine

    Joined:
    Oct 11, 2018
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    So I am back telling you more stories about me and my sexy wife, its been a while since the last story... So get ready to be amazed :)

    I was accepting my fate as a femboy. I did a permanent hair removal, I kept my hair short, when I dress up I use a wig, I always try new ways of make up, and new looks, I did sport to get a bit thinner, but my white chubby butt stayed sexy as always :)

    I trained my butt regularly, my wife is now able to fit her whole fist in there :)

    I kept my sexual identity as a secret at work. I work in marketing for a big company, I was not ready to tell the world about Christina..

    I wore a suit most of the time to hide my curves. My job was not that interesting for me, but somehow you got to pay the bills. My boss was a older man, but still good looking, took a good care of his shape, he was always supporting and caring. There were always rumors about me being gay in the company, I kept denying it, it is not relevant at work anyway. Someday at lunch my boss told me it didn't matter what I do in my free time, I never told him anything, but somehow he knew :) we had a good relationship, you can even say friendship, but I never told him about my sexual life.

    When I dress up, I do some photo shooting, I send some pics to my wife to ask for her opinion, or to tease her, or sometimes she uses the pictures to introduce me to someone.

    And in one photo shooting I made a mistake that will shape my sexual life for very long time. Instead of sending the photos to my wife, I somehow posted them as a story on WhatsApp. I was wearing a wig and a full makeup, I was in one photo bending over with two fingers in my butt.

    I noticed after three ours, ten people have seen the pics, oh my God!!! What should I do!!!

    Who were those people who saw the pictures, they were my wife's brother, a couple of company colleagues, and..... My boss.....
     
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    1. Makislay
      Nice
       
      Makislay, Feb 2, 2024
    #37
  18. Chrississy

    Chrississy Sex Machine

    Joined:
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    I deleted the story and called my wife immediately, I was still in my makeup and my costume, I dressed up as kitana from mortal kombat...

    My wife told me to calm down, we will figure it out, she was busy at the moment, she couldn't do anything anyway, I begged her to talk to her brother to keep his mouth shot, and I will manage the people at work..

    I was sitting there and really freaking out, how can I show my face at the company after that.

    I called my boss to ask him a favor. I figured that the best solution is being transported to another department or another city. He didn't return the call.

    After about an hour, my boss was calling, I picked up in panic.

    He said: hello Chris, or should I call you kitana :)

    I was very embarrassed, I told him I am very sorry, I asked him for this huge favor, and he accepted.

    There will be a price to pay, he said.

    I thought we were friends, I said.

    That's why you should help a horny old man, he said.

    My voice was shaking, I can't believe it, I said.

    Are you still dressed up, he asked.

    I said yes sir, I am, but I don't want to do this.

    I don't see that you have a choice dear, I will be there in one hour.

    And he hang up the phone...
     
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    #38
  19. Chrississy

    Chrississy Sex Machine

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    Oh my God this is the most embarrassing thing that happened to me. I called my wife again, I told her that my boss is in his way here to fuck me... She took a deep breath and said: why are you worrying about it that much, you are good at this, besides you often told me how good looking your boss is, in an hour I will also be home, get ready for him, and go with the flow...

    I didn't seem to have any other choice anyway.. So I stayed dresses up, and waited for my boss...

    Finally the hour has passed, and I heard a knock on my door, that was my wife, she came in, got to the bathroom to take a shower..

    5 minutes later my boss was at my door, I opened the door, he was looking good as always, he was a tall man with a white beard. I let him in, he noticed how scared I was, told me to calm down, took along look at my body, then without saying anything he started to strip naked. I didn't expect such an athletic body under there, his cock was semi erected, but it was clear that it is a thick one.

    I begged him, I told him I am very embarrassed about it, but there was no way out of this, so I decided to enjoy it..

    Would you help me get this cock hard, he said.

    I sat on the couch and he stood in front of me putting his cock in my mouth. I started sucking his cock, I was still embarrassed, I begged him again to stop this. He got a little aggressive.

    Just shut the fuck up and suck it, bitch, he said. I felt his cock getting bigger and harder in my mouth.

    He was fucking my throat as my wife got out of the shower, put a towel around her and came to him and asked in a very normal tone if he wants something to drink.

    His penis was still in my mouth as he said :
    A cup of water would be nice.

    OK, have good time, she has a very fuckable ass, she said. Then she went to the kitchen to bring water.

    My boss stopped, he was astonished.

    You have one special wife, he said.

    She most definitely is, I said.

    We should keep fucking, he said.

    As you wish boss, I said.

    He took off my bottom and left the top on, he spread my legs and sniffed my butt like a curious dog. He kicked his finger and slided it in my asspussy.

    That's a very fuckable hole, he said.

    My wife was there again with the glass of water. She sat there watching us without saying a word. Even I was a little surprised.

    As he started to fuck me, my wife dropped the towel, oh my God she was wearing a strapon. She started fucking my mouth as he kept fucking me, he grabbed my wife's tittys as he pushed his hard cock inside me, he couldn't keep it for a long time, he came with a huge load on my belly.

    He laid down on his back trying to catch his breath, in the mean time my wife was fucking my ass with the strapon, till I came.

    Her pussy was soaking wet under the strapon, she took it off, turned to my sexy boss and Started playing with his penis till he was hard again. She sat on his hard cock and kept bouncing till they both came....
     
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    #39
  20. Chrississy

    Chrississy Sex Machine

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    My wife invited him to stay... Something clicked between those two. He thanked her, but he had to go. He told me to be at his office in the morning the next day..

    My wife was very excited about what happened. She told me that I should have introduced him earlier...

    My mind was still focused on my scandal. How should I deal with this. I was very scared... My wife just said : well baby, it is time to face the world, you can't live like that for the rest of your life. But I was not ready for that. I was most worried about her brother.

    As we were speaking of him, the cellphone of my wife started ringing... Oh my!! That was her brother...

    My wife told him that he can't tell anybody, and that he owes her to keep that secret.

    My wife helped her little brother financially, he was 24 years old, dropped out of college and tried different businesses. He did not succeed in any of them. He was still between jobs, and without my wife's help he wouldn't make it financially.

    He wanted to talk to me, and he tried to get money from me to keep his mouth shut.

    Well go fuck yourself, I said... You won't take money from me..

    Well look at that, he said... The sissy boy has balls after all.

    He wanted to come over in the weekend.
    Maybe we can have a deal, he said...

    Oh my God, he also wants to fuck me...

    My wife said: no honey I don't think so, but let's see what he wants. Anyway if he wants something sexual just have fun with him, but leave me out of it.

    I said: OK I guess. Let me worry now about tomorrow, and what my boss has to say...
     
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    #40