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Roommate Sissy

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When you bet your roommate that his dick isn't that big.

When you bet your roommate that his dick isn't that big.

Quarantined with Alpha Roommate

Quarantined with Alpha Roommate

Pounding my femboy roommate [OC]

Pounding my femboy roommate [OC]

Now that we're roommate free we can finally fuck on the couch again! Nothing but endless fucking possibilities from now on!

Now that we're roommate free we can finally fuck on the couch again! Nothing but

Prank your roommate by riding his big, straight cock. That'll show him.

Prank your roommate by riding his big, straight cock. That'll show him.

Gently entering my Femboy roommate 🥵

Gently entering my Femboy roommate 🥵

my roommate doesn’t know what a sissy I am, he always stays at his gf’s house. i fantasize about them them walking in on me unannounced 😅

my roommate doesn’t know what a sissy I am, he always stays at his gf’s house.

[M4M] RP as my roommate who finds me stuck in the new handcuffs I was trying out

[M4M] RP as my roommate who finds me stuck in the new handcuffs I was trying out

Thursdays are the best! It's the day when your roommates take turns blowing their loads on your face!

Thursdays are the best! It's the day when your roommates take turns blowing their

Your GF & Your roommate are always horsing around in the other room..

Your GF & Your roommate are always horsing around in the other room..

Nothing like a good morning exercise isn't that right my enslaved sissy Rose 😈 better hope your roommate don't walk in the bathroom 😇

Nothing like a good morning exercise isn't that right my enslaved sissy Rose 😈

Every sissy should have roommates like these :) :p

Every sissy should have roommates like these :) :p

Your roommate was a little drunk last night and mistook you for his GF..

Your roommate was a little drunk last night and mistook you for his GF..

You have the best roommates ever! ?

You have the best roommates ever! ?

Fembuds belong on the end of my cock. When I told my roommate this, he argued. I simply pulled my musky manmeat out and his sissy instincts took over. He hasn't said anything for the past hour, but something tells me he changed his mind.

Fembuds belong on the end of my cock. When I told my roommate this, he argued. I

Keep Your Roommate Calm

Keep Your Roommate Calm

POV you get a new brazilian roommate and find out she has a cock, what's your next move?

POV you get a new brazilian roommate and find out she has a cock, what's your next

When you get caught crossdressing in the restroom by your new roommate 💦💦💦

When you get caught crossdressing in the restroom by your new roommate 💦💦💦

my sissy failed to do her chores. she had to sit in the bathroom with the door unlocked and roommates home.

my sissy failed to do her chores. she had to sit in the bathroom with the door unlocked

Experimenting is absolutely normal! Everyone gets curious about their G-spot, don't they? I just had a... erm... helpful roommate who was kind enough to assist me. It does NOT make me gay, jeez!

Experimenting is absolutely normal! Everyone gets curious about their G-spot, don't

How can sissy boys have so much booty?

How can sissy boys have so much booty?

Your roommate is so helpful

Your roommate is so helpful

Surprising roommate with your Sissy Tranformation

Surprising roommate with your Sissy Tranformation

seducing your hot roommate

seducing your hot roommate

My roommate found out that I like cross dressing

My roommate found out that I like cross dressing

Kinky femboy roommate wants to hangout

Kinky femboy roommate wants to hangout

What would my roommate say if he came in? 🥵😩

What would my roommate say if he came in? 🥵😩

Deal with roommate

Deal with roommate

Best roommates ever!

Best roommates ever!

Showering with your roommate

Showering with your roommate

Things are different between you and your roommate

Things are different between you and your roommate

[23] wyd if you and I were roommates

[23] wyd if you and I were roommates

Your hung roommate is gonna catch you being a sissy slut!

Your hung roommate is gonna catch you being a sissy slut!

My roommates been testing me for weeks

My roommates been testing me for weeks

My femboy roommate wants help making goon fuel

My femboy roommate wants help making goon fuel

Your roommate usually uses a fleshlight to masturbate. Show him why he should use you instead!

Your roommate usually uses a fleshlight to masturbate. Show him why he should use

What would you do if your roommate sent you this video with the text "Come home soon, I already started" when you where at work?

What would you do if your roommate sent you this video with the text "Come home

Playing with my virgin hole I wonder if my roommate heard my moans

Playing with my virgin hole I wonder if my roommate heard my moans

Pov im your new roommate

Pov im your new roommate

Would you pants me if we were roommates? [20]

Would you pants me if we were roommates? [20]

Cheering up your roommate

Cheering up your roommate

I caught my roommate dressing, so I gave him what he wanted...

I caught my roommate dressing, so I gave him what he wanted...

If we were roommates would you make me pay rent?

If we were roommates would you make me pay rent?

If we were roommates, how often would you fuck me?

If we were roommates, how often would you fuck me?

Your roommates are so supportive

Your roommates are so supportive

Your gf walked in on you and your roommate "blowing off steam"

Your gf walked in on you and your roommate "blowing off steam"

There is nothing straighter than helping your roommate starting his day fresh

There is nothing straighter than helping your roommate starting his day fresh

New roommate or new daddy?

New roommate or new daddy?

You should let your roommate caught you

You should let your roommate caught you

Your roommate's a fucking dick... with a big fucking dick...

Your roommate's a fucking dick... with a big fucking dick...

Wrestling with roommate is not gay

Wrestling with roommate is not gay

POV: you're so bad at jerking off, you have to ask your roommate for a hands-on demonstration. It's not gay if you're a visual learner. 😊

POV: you're so bad at jerking off, you have to ask your roommate for a hands-on demonstration.

Femboys make the best roommates.

Femboys make the best roommates.

Your roommate thinks your bully is really nice

Your roommate thinks your bully is really nice

You surprise your roommate like this... What would you do? Explicit answers only! ☺️

You surprise your roommate like this... What would you do? Explicit answers only!

[F4M] Hi! I'm looking to do a feminization roleplay between roommates!

[F4M] Hi! I'm looking to do a feminization roleplay between roommates!

Just helping my roommate

Just helping my roommate

When my roommate decided to surprise me for my birthday, I was elated! The only problem was her boyfriend... or, maybe, I just had to keep an open mind?

When my roommate decided to surprise me for my birthday, I was elated! The only problem

omg, NOT INSIDE I have boyfriend..! roommate filled my pussy with cum😱

omg, NOT INSIDE I have boyfriend..! roommate filled my pussy with cum😱

You were on an online interview when your roommate stumbles in saying he knows your "little secret"

You were on an online interview when your roommate stumbles in saying he knows your

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