Sissy Boy Educational Video

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A Sissy Boy Educational video to help you to get started towards your life's purpose of being a Sissy Boy Slut for Big Cocks.

Added by 4 years ago
Runtime: 09:58
Views: 284,290
Categories: LadyboysShemalesEducationalSissy
Comments (152)
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1 month ago
HOT
1 month ago
I ask if he has lube and he says "Nah...well...*spits on my ass* that should work. He presses in again and i feel my asshole give a little way, he feels it to and says "There we go, it wants this dick doesn't it, we will make it fit. As i take a deep breath getting ready to feel this dick deep inside of me, when he quickly grabs the base of his cock, squeezes and rams forward, quickly filling my up with just a little bit past the head of his cock. "HOOOOLLLLYYY FUUCKKKKK!!! Oh my god, thats too much, I don't know if i can ta.." "you'll learn really fast I promise, don't make me waste the trip" I think to myself that I'm being weak, i can take this....I want to take this...God really? Yes, really, This cock was Everything and I wanted nothing more than to be all it needed.

He lets go of his shaft and slowly started applying gradual pressure and my ass gave way until about half way down his shaft, maybe 3/4 if im being generous, and it feels like he's bottoming out. "I can't take anymore, it hurts" "Ok than we will just work with this for now" He grabs my hips, and starts gently rocking back and forth. and amazingly i can feel that im giving more and more way, and out of nowhere he pulls back on my hips! "AHHHH! OH MY GODOHMYGODOHMYGOD" it hurt so much but the fact that i was essentially impaled on this black monster turned it into a twisted pleasure.

"Im balls deep sissy, I told you that you would be able to take all of it, good gurl, I love this tight ass" and with that he starts fucking me again this time making sure i felt all of his shaft penetrate me from the tip to the base. after a few minutes his breathing becomes more rapid, the thrusts quicker and more f***e, his grip on my hip tightening. "Im gonna bust sissy!!" with that he pulls out, pulls off his condom, rests his cock head rest on my anus withouth penetrating and coats me with yet another load. He throws the condom on my back and says "Stay there til I leave, I'll be in touch though" he pulls up his pants and walks out.
3 months ago
Love the start...."are you ready to be a slut?" .... as if they need to ask.
4 months ago
Just dress me like a whore and I will serve your cock
4 months ago
One of the best sissy trainers ever
5 months ago
I want to serve like a sissy bitch.
7 months ago
I love being a sissy boy!!
9 months ago
Hot as fuck!
11 months ago
Love it! <3
12 months ago
Niiiiice!
1 year ago
damn fine :-) now if I could only have a hot body :-)
dimview200
retired
1 year ago
That's worked up an appetite, time for dinner!
1 year ago
mmmmmm that was nice! - Dave
cumlic
retired
1 year ago
Hot and..
cumlic
retired
1 year ago
Ooh Nice
1 year ago
Great Vid ;)
1 year ago
awesome trainer!
2 years ago
what better education than straight from a sissy sluts mouth filled with big cock cum
2 years ago
hot
2 years ago
This is really good shit.
2 years ago
love it
2 years ago
I had my first homosexual encounter just before I turned 12. It didn't take me long after that to quickly transform into a cum and cock slut.
2 years ago
mmmmmm ,love it !!
2 years ago
nice vid
2 years ago
who is the second girl? the one at 0:08
2 years ago
Sexy and fun
2 years ago
love it!!
2 years ago
Even sissy bimbos like to get this kind of educashun..
2 years ago
i love it:)
2 years ago
Love this video, always gets me so fucking turned on thinking about sucking a juicy cock

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