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I was never enough for her

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YouKnowWho

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#121
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babyryan

I do hope that once co-workers and managers know, it won't affect your job status. Regardless of how valuable you are, old fears and prejudices can take a long time to die.

One couple I was with played out work-related games. Never overt, but enough to start gossip.

One was similar to an earlier suggestion where I had him call me, thank me for satisfying his wife and begging (still on the phone) to suck me off. Sometimes we would meet at a local motel during our lunch hours. Others I would tell him to take the rest of the day off, go home, dress up and wait for me. The wait was long enough for his wife to show up and watch it play out until she came in a frenzy.

Then we'd play a variant of one game. One where he would drive while his wife and I fooled around in the back seat. Near the company entrance, he would get out and she and I would leave the back seat disheveled, go up front and drive away.

Another where she would drive to the same lot while he desperately tried to get me off in the back. We might circle around the lot until he got me to erupt in his mouth. Then forbid him to swallow it until he got inside and close to the receptionist. Swallow and have a conversation close up with her so there was little doubt what he was doing just before arriving.

His job was safe despite his thrill at hum1liation.

These games were constant, and it wasn't always easy to cook up these scenarios, but they provided us all thrills and entertainment.

It has been a long road since with other couples and even more daring games played out. The best experiences were when the couple openly embraced their roles and mine.

But they should be for my own thread (much of which I'm currently writing).

There's a lot to look forward to as things play out. Best wishes in your (unconventional) journey. Stay safe.
YouKnowWho

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#122 · Edited by: YouKnowWho
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See below
YouKnowWho

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#123
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A new question for you.

Has your bull ever insisted on recording any of your bedroom sessions? Either with your wife, you or all 3?

Not talking about sharing or publishing it (unless you want to).

If you did record it, did it feel natural? Scary? Both?

If not, do you have fantasies of doing it?
babyryan

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#124
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YouKnowWho, thank you for writing again. No he has never demanded that. He takes pictures when he wants to and neither of us would dare object to be quite honest. My wife and I would both be pretty worried about full on recordings like that. There are many things that we engage in that I find scary and embarrassing. And deep down I need that. But this strikes me as mostly scary.

I thought it was important to tell this group that my wife has decided that she thinks its funny that her Black Bull's offspring will be bigger than me rather quickly


YouKnowWho

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#125
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babyryan

The pictures are a good way to help tell your story. They certainly put a real life element into it.

It will be good to raise someone to fully grow into and accept your unique roles. I hope you have many opportunities to lovingly provide for him and explain later on how devoted you are to his ****** and ******.

The skills you'll aquire as a loyal nanny will be a great addition to the ones you continue to learn as a surrogate girlfriend and committed cuckold.
bobbye

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#126
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babyryan
47. Love the pictures. Make me so hard and wet. Thanks for all your sharing. Do you ever kiss your master, it even your wife?
D
bobbye

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#127
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sissystephanie
74. Love your pic! Thanks
D
bobbye

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#128
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sissystephanie
89. I loved this post. We all learned so much about you sweetie, and about us too. Your sharing makes me drip sweet precum, that I'm able to lick off my fingers. Ummm. Like we all do while reading and looking! Thanks
D
babyryan

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#129
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My wife heard about the toilet roll test at work and said she laughed knowing I would fail. I tried half a toilet roll and still failed I couldn't pass the test until I used 1/4 roll Its humiliating to show these






YouKnowWho

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#130
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babyryan

It's always good to see your posts.

I'm glad you are finding new ways to show why you and your wife need an assertive, demanding real man in your lives.

You both are an inspiration to future cuckold sissies and hot wives who wish to serve and please them.

Hope your wife is doing well as she nears delivery of his and her new family member.
bobbye

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#131
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sissystephanie
108. Always enjoy your comments. I need to ask, how much do you wear your plug. Does you enjoy it lots? You're so sexy! Would love to take you out, both of us plugged!
D
babyryan

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#132
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thank you for your responses... Sissy Stephanie to answer your question I wear my plug about 4 hours a day.. Ive used bigger and bigger plugs to the point of making sure I am always uncomfortable. Being plugged does make me blush and feel like a proper sissy.
sissystephanie

Anonymous

#133 · Edited by: sissystephanie
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babyryan
Hey girl! Thanks for those juicy details about needing bigger and bigger plugs to keep up the discomfort levels of being stretched wide open for a hard cock. The constant reminder of how your pussy feels opened up for a real cock furiously sliding back and forth and feeling those inevitable pokes that seem to bottom out with bruising effect that we begin to crave the tingling feelings long after he's pulled out. Those devious plugs don't just remind you you're lubed up and wide open for a long cock, they also make you crave the feeling of being stuffed full of a long thick meaty cock as it takes not only your breath away but the last of your manhood as well.

How is your wife and baby doing? Please let us know how things have changed already.
YouKnowWho

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#134
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Babyryan

There's a lot to look forward to, as a nanny and in all the new skills, experiences and ways to please your master.

There is no greater love than your unconditional support for your wife. And there is no greater cause than your honest, open transition to the sissy he demands you to be.

These things may be scary as more of your families, friends and co-workers learn the true nature of your life, but it is liberating in the end and a true strength of character that few have.

Each new reveal will bring further opportunities to expand your skill levels in oral and anal servitude.
YouKnowWho

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Posts: 201
#135
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sissystephanie

As usual, a great comment from a fellow sissy to Babyryan. I'm glad you're there to help him along in his continued transformation.
bobbye

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#136
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All who write here get me so horny. Wish I could see you all completely naked!
D
YouKnowWho

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#137
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I do hope Babyryan is doing well with all the new changes. It can be a minefield when there's no more secrets. Friends, family and co-workers become intimately aware of the unconventional lifestyle you've chosen.

We all wish him well.
babyryan

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#138 · Edited by: babyryan
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I am sorry I have not done a better job updating this post. You have all been so supportive. At this point all my co workers know my wife has has a Black Mans baby. I had to show pictures and its obvious the kid is not mine. My wife was unable to have vaginal sex for 6 weeks. We are just at this point now and she is excited and nervous. He has said he will not wear a condom so that concerns me at this point. She has been having anal sex with our bull for about 2 weeks. Prior to that he was having a lot of butt sex with me. I have been the baby's nanny, my wife's care taker, and her Black Bull's relief hole. If I am home, I change diapers, cook, clean and make sure my wife's Black boyfriend is happy. He has continued with my regular spankings over his knee in front of my wife. Another update that is hard to share is that my continued impotence is leading to further shrinkage of my tiny genitals. I took three more toilet roll test failure pictures if anyone is interested I will share them
jujube

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#139
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I would love to see more pictures of your wife!
YouKnowWho

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#140
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babyryan

Glad to see you are progressing in your new roles. Becoming a proper nanny and an even more subm1ssive sissy to your bull is the correct path for you.

It's time you update us on a few things.

You mentioned some time back that some of your friends had seen you all dressed up at home. What has happened along that vein since?

Do they see you in that state regularly?

Have you added new ensembles to your collection? If so, now would be a good time to model them in provocative poses and post pictures here.

Are any friends aware of you sexually servicing your master? If so, what do they know? Describe what you feel facing them after learning that.

Do you look forward to being spanked/f*cked? Describe a typical session.

Does he also spank your ass when he uses your sissy hole? Does he call you names? Do you thank him with a smile when he does?

Here's a suggestion to move things along:

Next time those friends are over, make sure you are dressed to the nines. Every bit of clothing and makeup slutty and perfectly done. You may want to wear a collar if you have one. Do this while serving all your guezts. Your wife should then whisper to you to go into your master's room and take care of him.

Come out disheveled after as if nothing unusual has just happened, fix yourself and then resume your duties as a hostess.

I'm going to insist you keep us all regularly updated. And when you've completed all the above, we will have more questions and ideas for you to follow.
babyryan

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#141
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It will embarrass me to show you what my wife looked like before her Black Bull.. and now years later. It is even more humiliating to show you my anus is bigger and more worn out than hers






babyryan

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#142
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You all need to see my second failure at the toilet roll test Further evidence as to why she went Black






babyryan

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#143
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Our close friends now only see me fully dressed as a sissy in our home I have my wig on at all times at home.. he likes me as a girl... This has been a big adjustment as our two closest friend couples, the boys are from my long time friendships.. so I have squirmed about this quite a bit Unfortunately for me, hey are all aware that I service our Black Bull with both my mouth and my bottom Again.. them all knowing this is not easy for me but it makes my wife really happy that everyone knows she no longer has to deal with my tiny penis

I am ashamed to admit that if I am not spanked by our Bull regularly I end up feeling like I need it really bad It is most typical for me to be stripped nude for an over the knee spanking. It makes me feel helpless... I am often made to pull and hold my cheeks apart so he can spank my open anus to prepare me for my buttfucking He does spank me while taking my sissy hole.. he most often calls me a sissy or a bitch I am required to thank him for spanking me, and for stretching my hole I end up having to thank him for "letting me" clean his Black Cock after he has cum inside one of us. Thank you all for taking the time to write and cause me to write back...
YouKnowWho

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#144 · Edited by: YouKnowWho
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babyryan

Just a reminder to post photos of you dressed in your newest feminine outfits. Pose for them as if you are modeling for your wife and master.

Since those at work know the newest addition to your family isn't yours, how many there know more than that? What extent?

Does your wife delight in putting more and greater demands on you? Does she enjoy seeing you disciplined (spanked) or made to do degrading things for her and your bull? Tell us about it.

Do you wear feminine garments under your work clothes so that you are ready for your master sooner once you arrive home?

Does the possibility of being used as a sissy sex toy later in the day make you squirm in anticipation all day?

How long after she met your bull did your wife take him to bed? Did she give you any say in the matter?

Are you grateful to your wife for helping you along in your virtual gender flip? Teaching you the correct mannerisms?

Are you grateful to your master for using you for his own pleasure? Insisting on total obed1ence? Having you act in ways you would never have imagined just a few years ago?

Do you see your wife and bull pushing you farther into kink and unconventional sexual subm1ssiveness in time? How do you feel about that?

The 'hostess' idea I posted above should be shared with your wife and her real man. Leave them with the option of acting it out.
babyryan

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#145 · Edited by: babyryan
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YouKnowWho... I will be sending more pictures There was a girl I work with, who after seeing the baby's picture, and I guess chewing on wanting to know that I wasnt foolish enough to be being duped. She asked me if I knew the brown baby wasnt mine. I reluctantly told her yes, that I knew that. She asked if I knew who the Daddy was. And I told her that my wife has a live in boyfriend. She went from being a bit concerned to amused and I knew for sure she would be letting others know this juicy piece of news. My wife is always very delighted when I am disciplined and spanked. She has masturbated while watching me get spanked then fucked more times that I could count. Something she has always enjoyed is making me sit down on his Black Cock with my legs spread so she can see his big cock enter me with my tiny white genitals on display

I always wear panties.. or pull ups.. under my clothes. I dont have any male underwear and havent had any for years. Yes.. knowing I will likely be used as a sissy sex toy later in the day does make me squirm and worry all day long... every day...

This is really hard to admit. But our Bull started fucking me first... I met him at the gym and after all my years of closet curiosity I broke down and ended up changing the course of my life forever by sucking a Black Cock It did not take him long to convince me to admit to my wife I was not a real man, that I needed to serve Black Cock and that since my tiny white penis had never satisfied her, it was my job to find her a real cock She diddnt take much convincing either I am grateful my wife has helped me accept that I am a sissy.. I am grateful to my master for using me for his own pleasure and for keeping me in my place as a sissy toy

I have performed every sexual act imaginable for him and I cant imagine being pushed any further than I have already. The next step past what I have already done would no doubt involve loosing my genitals

Begrudgingly, I have admitted to my wife that the next time our two couple friends are over... I should make sure I am dressed to impress.... and take a good buttfucking upstairs while everyone is here I would be so upset to have to come back down stairs knowing they likely heard something naughty
YouKnowWho

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#146
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babyryan

Define "every sexual act imaginable".
babyryan

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#147
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Ugh... I felt like I should t write that I have sucked how cock. He has fucked my bottom. I have licked his asshole. I have been spanked. I ha e had my penis and little balls slapped by him. I have been Urinated on... made to clean a toilet with my mouth. I've danced for him. I've given him lap dances. He has fingered my prostate.. I guess people have done more but it certainly feels like I have been treated as a sissy toy.
YouKnowWho

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#148
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babyryan

Excellent. You've shown you're willing to go to any depth to please a real man. That is good.

Since you have just revealed a few new levels of obed1ence here, I think it would be appropriate for you to describe them in detail.

Start with your "shower". Bathtub? Outside? Over the toilet? Tell us how it all happened, beginning to end. Include how you were feeling as it happened. Was your wife present? Did she join in with him? Did you thank him afterward?

On a different note: Beside shaving, makeup, wigs and girly outfits, what else do you do to further your transformation? Lotions? Perfumes? Do you take anything herbal or otherwise to encourage higher estrogen levels? Do you wish you could grow proper breasts to please him?

When dancing for him, including lap dances, did you take any lessons from your wife or from the internet to heighten his arousal? Do you give a good performance despite feeling compe11ed to do something so degr@ding?

We'll get to the other acts of servitude later. Keep working on those posed photos. And make sure you acknowledge and thank the photographer in person and here.
bobbye

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#149
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sissystephanie
Hey sweetie, would love to see your sweet little cock without the cage just once. I could get a better idea of how it might taste! Thanks
D
babyryan

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#150 
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I wanted to say thank you.. and that I will be responding soon
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I was never enough for her
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