This post has been de-listed
It is no longer included in search results and normal feeds (front page, hot posts, subreddit posts, etc). It remains visible only via the author's post history.
The idea is hot. The fantasy propelled your porn influence for years. Extra spending cash was used for frilly socks, silly looking sissy dresses, heels of pink and white. Blonde wigs that transformed you into a bimbo once you paired it with ridiculously massive breast forms. Chastity cages, jeweled butt plugs, cute little chokers that read "mommy's girl" and "sissy slut" and "cock sucker".
Put it this way: you wanted to be a sissy. Posts were often made to tumblr and reddit about breeding and being a good girl for daddy, thigh high stockings, suction cup dildos, white miniskirts that looked like a wedding dress. You practiced makeup routinely, kept your body shaved smooth, all for the off chance that maybe, just maybe you would find a girl that was totally into it.
And I was absolutely into it.
I always wanted a sister. I always wanted a girlfriend. I loved sissies. Scratch that: I was obsessed with sissies.
My computer was littered with gifs of caged cocks spurting their sissy load while the adorable thing fucked herself silly on a dildo. I wanted to see that in person. I wanted to be greeted home every day by a little girl dressed in something so silly and frilly and shiny that I laughed at it. Laughed at you. Laughed at your fantasies.
Most guys flaked out the minute I brought up something like shaving, or sissygasms and chastity, let alone getting lip injections and breast implants. I had the money. I wanted a trophy wife. I wanted to change your name to something prissy like Josephine or Amelia or Isabella. Not call you by those names, I wanted to legally change it. Then, I wanted to reintroduce you to all your friends and family because that's so fucking humiliating!
You were different. You wanted all of this. With you as my sissy, you knew you would always be by my side. Everyone would be so jealous that you were with me. We talked for months while building up our wardrobe, I sent artists to you for make up lessons, you learned how to apply your own French tipped nails and comically big false lashes. We measured for all sorts of chastity belts or plastic and metal and full-belt designs. I outfitted my basement with forty five thousand dollars on bondage furniture and equipment and gear.
Dresses? Seventy five. Heels? Thirty five. Wigs? A dozen. But soon enough we'd be sewing weaves into your scalp! I had a whole dresser full of lingerie for when I wanted you to be a little more fancy for a party. This wasn't even including all of my things that were housed more conventionally in my walk in closet two floors above your "room".
But, now. Now you hated it.
Why? What changed?
(Hello DPP. Anytime I start a sissy prompt like this I get dozens of messages from boys telling me how much they wish it were real life. So, let's make that happen here, and let's make your fantasies not so great realities.
Why do you now hate it? What was the tipping point? It's hard work being a sissy. Tired of the stares? Do you miss playing sports? Or are your breasts getting way too big and your back hurts? I never said you couldn't hang out with your friends, so you can't miss them!
If you want to discuss details shoot me a message, if you want to go right in go for it. Photos showing just how sissy your character is get the quickest reply, for reference of course!)
Subreddit
Post Details
- Posted
- 3 years ago
- Reddit URL
- View post on reddit.com
- External URL
- reddit.com/r/dirtypenpal...