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married my childhood girlfriend and I’ve never satisfied her in 20 years. payback is humiliation & denial and deservedly so. 18+ #humiliation #sph

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Tongued Sexy Lady for 30 minutes tonight. She said my pussy licking skills have improved immensely. I’m feeling very proud of myself.

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Sexy Lady sent me this. Already been 20 days without an orgasm, seems like I won’t be having one anytime soon. #chastity

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When your account is limited because you’ve got a small dick in #Chastity

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Sexy Lady cum task 5 and 6 won’t be revealed to me as she needs 3 and 4 completed in order for them to work. #humiliation #chastity #sph

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Sexy Lady cum task 4
I’ll need to get Prince Albert piercing. #humiliation #chastity #sph

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Sexy Lady’s cum task 3
I’ll get a pink sissy related tattooed above my boy clit. The tattoo will be her choice and I’ll be wearing see-through panties while it’s being done. #humiliation

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Sexy Lady’s cum task 2
I’ll Wear a Black Vinyl PVC dress, be locked in high heels. Sexy Lady will drop me off two miles from home. She’ll set a time limit for my return. #humiliation #chastity #sph

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Sexy Lady’s cum task 1
I’ll be dressed how she chooses and taken out shopping for sissy clothing, It’ll be made clear that the items are mine because my boy clit can’t satisfy a woman. The shopping trip will be filmed.
#Chastity #humiliation

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Sexy Lady will allow me to cum once for each task I complete.
The number completed will be my yearly allowed cum times. If I complete all tasks I’ll be allowed to cum six times in 2021. I’ve been warned that my first opportunity will be next year. #Chastity #humiliation

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I didn’t get to cum and don’t know if I ever will. I did a lot of leaking into my panties and the cage was very uncomfortable. Sexy Lady said that more numbing cream was needed and I must set my alarm so I can put it on every 3 hours. Screenshot and picture needed as proof. #sph

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I wasn’t allowed to eat her pussy but I did get a taste of her cum juice as I kissed and licked her gorgeous arse. She asked if I was ashamed that I couldn’t satisfy her like a real man. I said I was and she explained that she’d waited 20 years for me to give her an orgasm. #sph

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So I was dressed and tied up and Sexy Lady rode my new cock as she calls it. She screamed with pleasure and came twice. She took great delight in telling me that’s how real men fuck and that’s why I’ll always be her denied cum eating bitch. #sph

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Sexy Wife “Go and get ready sweetie, I’ve laid out what you’re wearing for tonight’s photo and video shoot.” #smallpenisloser #sissification #chastity #strapon #femdom

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House work all done. Shower time while Sexy Lady sorts out what I’ll be wearing. She’s well pleased with my work rate and commented how pleased she is with her wannabe girl slut. #Humiliation #Chastity

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“It’s sex pantie dick but not like you know it” said Sexy Lady. Apparently I’ll be getting some sort of sex tonight. OMG I hope I don’t disappoint her like I normally do. Only last week that she said my boy clit would never fuck again. #Humiliation #Chastity

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No idea where this journey will take me but I’ll do anything to try and keep my sexy wife. #chastity #sph

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I have to always leave the toilet door open and master peeing without dribbling everywhere. Maybe I different cage will be needed. #forcedsissy #chastityforlife as I’m unable to satisfy my sexy wife.

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Sexy Lady is busy doing a cleaning schedule for me, It’s not finished but looks very long. Skirting boards, door frames, ornaments and stuff like that. She said it’ll help with my transformation. Whatever that means. I start my walking in high heels training soon. #sissy #sph

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All my male underwear has been replaced with her old ones. I asked to keep a pair for emergencies, gym, doctors or hospital visits. She refused and said I should embraced my new life and I’d buried in a cage and panties. #humiliation #sph #forcedsissy #chastity

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My cage was removed today for cleaning, shaving and the usual ice and numbing creaming treatment. It definitely looks like it’s smaller than usual. #sph #sissy