8 XXX : sissy date

Dating a sissy means...

imgur.com category @wannabesissyxx

Every sissified picture i've taken to date. Enjoy.

imgur.com category @moxtor

Preparing for her date

imgur.com category @[deleted]

My riskiest pics to date. I can't believe I went through with this. The risk was such a turn on though

imgur.com category @Trish_Trap69

Could anyone just take me out on a date, then take me back to their place and fuck me senseless. Or just fuck me senseless ;)

imgur.com category @pinkncute

Here's what I'll wear for our date and what you'll see when you strip me down later

imgur.com category @iwearthepanties

online dating works! [sissy] [gif]

imgur.com category @jdog638

Sissy first date!

imgur.com category @Thedude8997

Give Mommy's pussy a lick to help me get ready for my date sissy boy.

imgur.com category @shadeygrey

Teasing My Sissy Before A Date [New Video w/ Trailer!][Chastity, Cuckolding, Tease and Denial]

gfycat.com category @Sexy_Saffron

Part time sissy looking to date / ltr, Phoenix AZ

imgur.com category @supertitehole

I'm always ready to go on a date ;)

imgur.com category @LiliQT

Sissy Maker - Interactive Novel + Dating Futa Sim

imgur.com category @sissymakergame

It's rude to not call her after your first date.

gfycat.com category @random_sissy_sub

Date Night

gfycat.com category @random_sissy_sub

Bathing for her date

imgur.com category @ayj984l3

Date night round 2. Who wants to undress me? Kik: bimbokittychristina

imgur.com category @bchristina

I want to be on my knees for her and the guy shes dating

gfycat.com category @CorkVikingsCockslut

What inevitably happens on all dates as a sissy

imgur.com category @[deleted]

Date night with Daddy was fun.

gfycat.com category @FemAtHeart

Sissy First Date

imgur.com category @PHXCurious

Are you ready for date night?

gfycat.com category @random_sissy_sub

You’ve been waiting for this date all week

gfycat.com category @Sissy_Jessiexo

Blind dates can be fun

gfycat.com category @random_sissy_sub

I'm dressed for our date but we maybe we should stay in ;) kik: sissy_bell

imgur.com category @sissy_bell

Wife's Out On A Hot Date, Husband Waits At Home (Not Me)

imgur.com category @LoveThySissy