Stretching my anal capabilities with a 17-inch dildo and begging my ex-wife for a strap-on session

Sex is no longer about my tiny manhood – these days it’s all about my cock-hungry arsehole.

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My ex wife came round with a surprise present for me quite recently – a present that confirmed her increasingly dominant nature and showed just how much fun she appears to be having in helping with my feminisation. I had already let slip to her that I rather liked using dildos and vibrators to pleasure my anus, but I wasn’t ever expecting her to go out and buy an anal sex toy for me. And certainly not a 17-inch Dick Rambone dildo! Yes, SEVENTEEN-INCHES of big thick dick!

‘This is what a real man’s cock should look like,’ my ex wife told me, as she handed me the dildo and saw the startled look of wonder in my eyes. She then said it sort of made sense to her that I was now using anal toys for pleasure instead of trying and failing to have sex with women. ‘After all, it’s pointless trying to do anything with that tiny little thing in your knickers,’ she teased me, ‘so I’m glad you’ve finally found your true erogenous zone.’ Then she patted my bottom to hammer home the fact that my true erogenous zone from this day forward is the sissy hole between my smooth-shaven arse cheeks!

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I was tempted to ask my wife to actually use the 17-inch dildo on me, but she had to hurry off that evening. So, instead I pulled my knickers down, squirted lots of anal muscle relaxant up my arsehole, greased up the dildo with loads of lube and then slid it inside my pliable ring. And I was amazed by just how easily it slotted inside my back door hole – and also by just how accustomed my arsehole has become to taken giant lengths of prick. And though I didn’t quite take the dildo’s full-length, I must have inserted at least 12-inches of prick, then I slowly pumped it back and forward till I was overcome with sissy anal bliss.

And having loved the dildo, I’m rather hoping that my ex wife’s next present will be a strap-on harness, so I recently sent her a cheeky email with a link to the ones available from Honour Fetish Clothing. I can think of nothing more horny than the thought of bending over and feeling my ex wife fucking my arse – and if she fancies bringing her new boyfriend along and turning it into a spit-roast session, then that’s totally fine by me. Apparently, he’s almost as hung as my new dildo, so I’d love to have his meat in my mouth while my ex-wife screws my anal hole.

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I’m beginning to regret coming out to my ex wife as a knicker-loving, cock-hungry TV slut

Oh, the horror as my ex wife takes an increasingly strong grip on my transvestite transformation!

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I’m still not sure how I plucked up the courage to tell my wife I’ve been cross-dressing since she left me. But I’ve been doing a lot of online sissy exposure in recent months, so I think it was in the back of my mind that she might accidentally stumble upon something. And so I invited her round for a glass of wine and then showed her a couple of my girlie photos. And she burst out laughing, then gave me a hug – and told me that it all made perfect sense.

Now I wasn’t really sure what she meant by that, but I didn’t need to ask for an explanation, Because no sooner was my cross-dressing secret out in the open than she was hitting me with some proper home truths. She started saying how I’d always been quite effeminate and how my tiny dick was never much use in bed. And she even said she’s often wondered if I was a closet gay, due to my total lack of a real man’s sex drive, then she started to talk about her new man and how he was much bigger, butcher and manlier than me in every way.

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Of course, hearing that when we were married would have been absolutely devastating, but the girl in me quite liked being told that I was naturally effeminate. But in some ways, it lulled me into a false sense of security, because I then agreed for my ex to come back the following week and meet me in girl mode. And that’s when she started to get a bit bossy and to start to take control of my feminisation process.

Yes, ‘bossy’ is definitely the word! Not only has she been telling me off for wearing dresses that are way too short and revealing, but she’s also put me in chastity and has taken ownership of the key. She’s also threatening to take me out for the night with a few of her female friends; and she’s even joked about me watching her having sex with her hunky boyfriend. She says she wants me to see what a real man looks like when he’s fucking a woman. And if I like what I see, she is even talking about setting me up on some dates with men.

So, it’s all got a bit weird. Because, yes, I’m glad to have got some help with make-up and things like that, but I never dreamed she would see this as some sort of project and want to take full control in this way. And am I happy with that? Er, well… I really don’t know.

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