Sissy Fantasy

Month
Filter by post type
All posts

Text
Photo
Quote
Link
Chat
Audio
Video
Ask

September 2018

Sep 30, 2018 244 notes

tsjprim:

I’m Literally The Baddest Transgender 🤩 Reblog For A Nude In Your DM 🍑💦

Sep 19, 2018 1,348 notes
A Sissy's Guide To Anal 101

sissytrainingclub:

Hey gurls!

Today we’re talking about something that every one of you should be doing.

Playing with your boipussy!

I’ve written a complete guide to start your anal training and get you comfortable with being penetrated.

It takes a bit of getting used to. But once you are I promise it’s fun!

1. Use Real Toys (Not Your Fingers)

Seriously I can’t stress this enough.

Using your fingers for anal masturbation isn’t a good idea. It hurts and I nowhere near as pleasurable as using a dildo.

Sex toys are specially designed for pleasing yourself, so do yourself a favor and invest in one.

Amazon has plenty of good dildos, and many of them are under $20.

There’s no excuse not to own one.

2. Prepare Your BoiPussy

Make sure you’re all cleaned out on the insides, and shave away any hairs near your hole.

This makes anal way more pleasurable.

3. Lube Up

When you’re starting out you’ll need lots of lube. This makes your toys go in easily and it reduces friction, making anal feel much much better

4. Start Gentle And Slow

The big moment is finally here.

You’re about to masturbate like a gurl, yay!

Take it slow and savor the expirence.

Work your toy in gently. Feel how it stretches you out. And then slowly begin working it around to enjoy a whole new set of incredible sensations.

5. Explore Around

Now it’s time to find your sweet spot sissy. Play around and really explore your boipussy. I suggest doing this for at least 10 minutes. Only because it’s a new feeling and many girls can’t find their own G-Spot at first.

But that’s okay, you’re just learning to appreciate anal now. So don’t worry.

Instead, toy around and see what feels good.

6. It’s Okay To Play With Your Clitty

Since you are starting out, reward yourself a little by playing with your clit.

You’ll quickly notice something.

Doing this while having a dildo up your sissy hole feels AMAZING!!!

You’ll even cum way harder than you ever have before.

7. Start An Anal Routine

Now that you’ve toyed your’s once, it’s time to make a habit of it.

Try playing with your boipussy at least two or three times a week. Keep exploring and experimenting to see what feels good.

And continue working towards your ultimate sissy goal: only cumming from anal stimulation.

P.S. Like this post? Then you’ll love my guide How To Make Money As A Sissy Camwhore. It walks you through the complete feminization and sissification process. Transforming you into the ultimate gurly slut you’re dying to be.

Sep 15, 2018 1,054 notes
Sep 8, 2018 122 notes
Sep 4, 2018 146 notes
Sep 2, 2018 214 notes

August 2018

Aug 30, 2018 2,417 notes
Aug 22, 2018 17,698 notes
Aug 22, 2018 532 notes
Aug 22, 2018 4,271 notes

July 2018

Jul 31, 2018 9,290 notes
Jul 12, 2018 21,622 notes
Jul 1, 2018 15,208 notes

June 2018

Jun 15, 2018 642 notes
Jun 5, 2018 9,361 notes

March 2018

Mar 18, 2018 3,171 notes

February 2018

Feb 11, 2018 319 notes
Feb 11, 2018 838 notes
Feb 11, 2018 3,429 notes
Feb 11, 2018 377 notes
Feb 1, 2018 27,884 notes

January 2018

Jan 29, 2018 22,106 notes
Jan 22, 2018 46 notes
Jan 22, 2018 53 notes
Jan 16, 2018 7,008 notes

December 2017

Dec 29, 2017 1,785 notes
Dec 26, 2017 2,019 notes
Dec 26, 2017 686 notes
Dec 26, 2017 3,156 notes
Dec 23, 2017 2,298 notes
Dec 23, 2017 37,535 notes
Dec 22, 2017 7,615 notes
Dec 9, 2017 5,362 notes
Dec 9, 2017 15,981 notes
Dec 8, 2017 14,250 notes
Dec 1, 2017 7,278 notes

November 2017

Nov 18, 2017 15,665 notes
Nov 8, 2017 2,781 notes
Nov 8, 2017 2,010 notes
Nov 8, 2017 25,977 notes
Nov 3, 2017 968 notes

October 2017

Oct 18, 2017 6,142 notes
Oct 7, 2017 136 notes
Oct 6, 2017 16,671 notes
Oct 1, 2017 1,684 notes

September 2017

Sep 20, 2017 1,227 notes
Sep 19, 2017 970 notes
Sep 19, 2017 1,327 notes

August 2017

Aug 26, 2017 1,229 notes
Aug 10, 2017 7,855 notes
Next page →
20172018
  • January
  • February
  • March
  • April
  • May
  • June
  • July
  • August
  • September
  • October
  • November
  • December
201620172018
  • January
  • February
  • March
  • April
  • May
  • June
  • July
  • August
  • September
  • October
  • November
  • December
20162017
  • January
  • February
  • March
  • April
  • May
  • June
  • July
  • August
  • September
  • October
  • November
  • December