Britty Cinnamon

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Here is a list of Sissy Hypno Videos from the wiki over at r/sissyhypno on Reddit (I did not make this list). If you have time, I would seriously recommend checking out this sub-reddit. 

AnnaMalice

Offical Site

Fight and Surrender

I Feel Love

Inception

Limitless

Limitless II

Limitless III

Limitless IV

Love For Cock

Omen

Pump the Cum

Sissy Lollypops

Transition

CuckoldGuyNJ

Sissy Black Cock Submission Trainer

Sissy Black Cock Submission Trainer PART TWO

Sissy Black Cock Submission Trainer PART THREE

Sissy Black Cock Submission Trainer PART FOUR

Black Cock Submission Trainer

Black Cock Submission Trainer 2

Dana

New Life - Hypnosis for Good Girls

Red

Ultimate Cock Worship

DeepSlutPuppy

Official Site

01 - Submissive Sissy Cock Slut

02 - Cum Slut Trainer

03 - BBC Trainer

04 - Britney Rape Trainer

05 - Hard Cocks High Heels

06 - Britney Cum Trainer 2013

07 - Vanilla

08 - Your Sick Little Fetish (Multi Audio)

Dingos75

A Sissy’s Dream

A Sissy’s Dream 2

DressMeUpToPlay

Go Out Into The World

Shut Up & Watch

It’s You

Do Your Job

Feminize For Men

Sissy Boi Gif Training No 1

Sissy Boi Gif Training No 2

Sissy Boi Gif Training No 3

Emperor Hypnos

Official Site

Sissymaker

Sissymaker II

Sissymaker III

Sissy Mindbreaker

Sissy Mindbreaker II

Sissy Mindbreaker III

Sissy Cocksucking Submission

Sissy Cocksucking Submission II

Evasissyslut

Sissy Pany Pervert

Master’s Ladyboy Slave

Sissy Slut Slave

Sissy Gangbang Slut

Submissive Sissyboy

FAP2MYEX

Official Site

No 1 - Oral

No 2 - Sasha Rose

No 3 - Eva Lin

Goonluver

No 1

No 2

No 3

No 4

No 5

No 6

No 7

HoldItSissy

No 1 - Sissies Wanna Go Get Some

No 2 - Black Cock Sluts

No 3 - Darkest Desires

No 4 - Sissy Desires

No 5 - Monster Cocks

No 6 - Made To Suck Cock

No 7 - Control

LaceSlave

You Want To Suck His Cock

Craving Cock

You ARE the Girl

You Want To Wear Panties

Thank You Mistress

lolttraps

Power and Control

Mindless Bimbo

Submissive Desire

Cum Trainer

Sissy Fuck Doll

Sissy Swallow

Lulu Blond

01 - BBC Trainer (download)

Miss Cassie

Britney Cum Trainer #1

Britney Cum Trainer #2

Britney Cum Trainer #3

Kylie Trainer

Numberonefan

Dreamscape I

Dreamscape II

Dreamscape III

Dreamscape IV

Dreamscape V

Dreamscape VI

Dreamscape VII

Dreamscape VIII

Dreamscape IX

Sissy Lips

Peternader

Sissy Heartbreaker

SISSYTREATS CUM TRAINER

SISSIFICATION FINALIZATION PT1

SISSIFICATION REINFORCEMENT

SISSIFICATION ENCOURAGEMENT

ASISSYBIRTHDAYTRAINER (ACCEPTANCE MINDWARPER)

SISSYFAGHYPN0WORKOUT3D BBC EDITION

SISSYHYPN0TRAINERWORKOUT REMIXED

POUND THE ALARM SISSYBITCHREMIXEDHYPN0TRAINER

ADORN REMIXEDSISSYFAGHYPN0TRAINER

fag blender HYPN0remix

Princess Fierce

Gay Hypnosis

You’ll Do Anything

Pzeon

Crave Cock

Cock & cum

Rachel Rexx

Traptastic Fantasies - Can’t Control Myself

RemoveMyKnees

Sissy Kiss

Black Is Beautiful

Sex Has Made You Stupid

Scom

Sissy Cum Trainer Vol 01

Sissy Cum Trainer Vol 02

Sissy Cum Trainer Vol 03

Sissy Cum Trainer Vol 04

Sissy Cum Trainer Vol 05

Sexy Gabby

Miss Stake’s Sissy Trainer - It’s Time

Shantotto

Chica Bomb

Dark Rythm

Justify My Love

Who’s Your Daddy

Sexy, Naughty, Bitchy

Satisfaction

The Difference

Sissy Couture

Fuck U Betta

Lights and Sound

Mind Blower

Think Pink

Black Cock Worship

Sissy Addiction

Black Cock Assault

SissyCocksucker Trainer

Sissy Faggot Productions

Miley Cyrus BBC Trainer

Bimbo

Sissy Sandra

No 1 - Sissy Stiffy Consolation

No 2 - Bitch

No 3 - Humiliated

No 4 - Entrapment

No 5 - Eat it

No 6 - Faggot

No 7 - Champion of Cocknia

Soloman

Sissy Trainer Vol 01

Sissy Trainer Vol 02

Sissy Trainer Vol 03

Sissy Trainer Vol 04

Sissy Trainer Vol 05

Sissy Trainer Vol 06

Sissy Trainer Vol 07

Sissy Trainer Vol 08

Sissy Trainer Vol 09

Sissy Trainer Vol 10

Sissy Trainer Vol 11

Sissy Trainer Vol 12

Sissy Trainer Vol 13

subboicuck

Sissy Cuckold Transformation

Unknown Artist(s)

If you know who created any of these videos please help us out and let sissyslut4goddess know <3

Mirror Cock

cocksuckinghypnogif

cocksuckinghypnogifvol2

First off, it’s two weeks of daily masturbation with orgasm denial. He’d be instructed to get himself as close as possible without cumming - three times daily. There’s a point to this, I promise. The idea is to increase sensitivity & build up a good head of tension. Just regular ol’ chastity can work, but it’s far more effective with daily edging. Regular chastity might take a month or more to reach peak sensitivity. I’m too impatient for that, lol.

The daily edging is always accompanied by gentle stretching. A plug or a dildo that’s just slightly larger than what he’s used to. Once he stops feeling the stretch, move up to something bigger. And yes, I do mean that in the middle of a session. The constant slight burn helps to keep a boy from cumming by accident. (Honestly, the stretching isn’t strictly necessary to get a hands-free orgasm. I just like the idea of a boy getting fucked up the ass by something bigger than him & cumming everywhere because of it.)

So fast forward two weeks. I’d prefer to do the Main Event on a Saturday so that we can just go ahead & make an afternoon of it. I’d start by stripping him down & kissing him - paying special attention to the neck & underside of the jaw. A naughty boy might have to have his hands tied behind his back, but a good boy could keep his hands on my breasts instead. I’d probably leave a couple of little love bites on the dear boy’s neck - I’m terrible about that. Anway, I’d eventually move on, leaving a trail of kisses down to his definitely-hard-by-now nipples. The really excellent thing about the two weeks of edging & denial is that Everything becomes more sensitive. Even boys who don’t usually get a lot out of having their nipples sucked can hardly stand it. So I’d do that for a while, & use the opportunity to get the boy laid out on his back. (A bit uncomfortable if his hands are tied behind him, but that’s his fault, isn’t it?)

Once he’s on his back, a good boy just needs to bring his knees up, maybe wrap his legs around my waist. A naughty boy would have to be further restrained, of course. A good, sturdy spreader bar fastened just above the knees should do the trick. I don’t particularly like strapons for the first time around. I prefer a hand-held vibrator with a realistic shape. Having it in hand gives me better control, I find. The vibration isn’t always necessary, but quite useful for stubborn cases. The first thing I do with the vibe is slowly thrust it as deep as it will go. If my boy’s been stretching himself like he was told, the toy should go all the way. If it doesn’t, or if he tenses up too much, then a good spanking may be required to get things back on track. Once the vibe’s in good & deep, I like to leave it still for a few minutes. Give the boy some time to relax, build some more tension. If he’s very good, I might let him suck on my nipples in the interim. Then, once he’s just about gotten used to having something in his ass, I start moving. Slow strokes, at first. It’s all about finding the angle which best hits his prostate. Sometimes this can take a while, but it’s worth taking the time to figure out properly. If you just start banging away, sure, you’re going to hit the mark sometimes…But anything worth doing is worth doing correctly, & an anal orgasm comes from prostate stimulation. Once I’ve found the right spot, I’ll concentrate on that, & slowly build up some speed. The real key here is to use the edge of the head to sortof gently scrape across the prostate with each thrust. I like to thrust in hard & pull out more slowly. By now, his cock is probably hard, bouncing uselessly on his belly. I love the sight of it.

Eventually, I may have to turn the vibrating motor on. If that’s the case, I’ll press it hard against the prostate, & then thrust more shallowly. With all this lead up, there’s basically no way that can fail to elicit an orgasm. It doesn’t always result in proper ejaculation, though. Sometimes you’ll get a dry orgasm instead. That’s always surprising for the boy, but I’m not deterred. I’ll just keep at it until I get what I’m after. Depending on my mood, I might not even stop then. Overstimulation is such a cute look, & a vibe up the ass is a great way to achieve it.