Jizz

I have a surprise (f)or my date tonight

gonewild

Surprising my date tonight. This should be [f]un.

gonewild

Joanna surprises her date!

Tgirls

[F] I have a date tomorrow, think he'll like his surprise?

GoneWildPlus

Surprise attack [Date a Live]

pantsu

Daddy surprised me on our anniversary by taking me on a dinner/movie date!

littlespace

I always make sure he's rewarded a(f)ter taking me on surprise restaurant dates (first post!)

gonewild

relatively new to bdsm, I (20f) created a surprise treasure hunt for my SO (21m) for our play date tomorrow. He says tomorrow is the day he will force my first orgasm out of me and I'm excited! Feel free to leave any suggestions you'd like to see, update

bdsm

My date last night would have been surprised to [f]ind out I post here

gonewild, gonewildcurvy

Surprised my hubby before our date!

chubby

Not surprised theres a need for such a dating site......

ImGoingToHellForThis

Blind date tonight - think she'll be surprised?

MassiveCock, mgp

My wife's date night surprise for me.

gonewild30plus

Date night surprise! I wonder how many times I can (f)lash him before I get caught?

gonewild

Good surprise for the end of a date? [F]

gonewild, u_auryelly

It's time [f]or my Tinder date. I hope he likes my little surprise and I just hope he is into butt stuff like I am ?

gonewild

Tinder dates are always surprised ;) Greetings from Amsterdam

MassiveCock

My date was surprised when I pulled it out

MassiveCock

I've got surprise for my tinder date. Think she's gonna like it?

MassiveCock

TFW your Tinder date surprises you the next morning

Pegging, u_Max_D119

Surprise hotel date!

Hotwife

Surprise hotel date - part 2

Hotwife

Surprise hotel date - part 3

Hotwife

Surprise hotel date - part 4

Hotwife, JizzedToThis

Surprise Senpai - An Adult Visual Novel/RPG/Dating Sim [NOW ON KICKSTARTER!]

hentai

Surprise hotel date - part 5

Hotwife

I'll surprise you after our date

PetiteGoneWild

It's (F)riday aka date night - think he'll appreciate this little surprise?

gonewild

[23F] Boyfriend dumped me a week ago. Valentine’s date cancelled on me. I wanted to surprise him with these. He could’ve had the best night of his life tonight. Fuck them, how do you like my new bra?

LingerieGW

Happy Monday...I've got a surprise date!

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you'd only be allowed to eat it from the back if you came home with mcdonalds surprising me for our movie date. [oc]

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you'd only be allowed to eat it from the back if you came home with mcdonalds surprising me for our movie date. [oc]

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you'd only be allowed to eat it from the back if you came home with mcdonalds surprising me for our movie date. [oc]

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Imagine that I came to you on a date in this outfit and in a skirt. How would you find a surprise???

ass, RealGirls

you'd only be allowed to eat it from the back if you came home with mcdonalds surprising me for our movie date. [oc]

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My “I’m just a good girl” outfit I wear on first dates, they are always surprised when they see what’s underneath ? (Part 2 tomorrow) OC f19

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Back when we were dating I told her I love satin panties. She surprised me by wearing some during our next date!

satinpanties

First date? Surprise~~~

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A first date surprise!

collegesluts, OnlyFans101

Do you think my Date will be surprised tonight?

penis, DadsGoneWild

Wouldnt you want this for a birthday surprise. date serious girl on momentgirl.com - SNAPCHAT : eliselouvat69

OneDickManyChicks

Tgif! Will my date be surprised? ?

BustyPetite

Surprisingly stacked. First 10 registered at MAKE FAST DATE.com (makefastdate.com) get my 10 GB of nudes for free !

biggerthanithought

Surprise Attack Kibunzart. First 10 registered at MAKE FAST DATE.com (makefastdate.com) get my 10 GB of nudes for free !

squeezethebutt

you'd only be allowed to eat it from the back if you came home with mcdonalds surprising me for our movie date. [oc]

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you'd only be allowed to eat it from the back if you came home with mcdonalds surprising me for our movie date. [oc]

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Kikimora Surprise Date

MonsterGirlCaps

It was Selena’s prom, and her school had introduced a new rule that allowed anyone to ask seniors to the dance. You called her into the big bus you rented to surprise her. Your little girl was in shock when you asked her to be your date, she couldn’t beli

CelebrityDaughter

My date is in for a surprise - easy access is always better, right. [f]

gonewild

People I meet on the first date are usually surprised I have such an ass

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I really like surprising tinder dates with the deadly combination of big jumpers and a tiny thong :) [f]

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Would you be surprised if I wasn’t wearing any panties on the first date?

CollegeAmateurs, OriginalBabes

Would you enjoy this date night surprise? ?

FemBoys, GoneWildTrans

Would you enjoy this date night surprise? ?

FemBoys

(F) Do you think I’ll surprise my date with what’s under this dress? ?

gonewild

Surprising my date when this lockdown is over

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Wore this as a surprise for a Sexy Swinger Date. They really liked it.?

redlingerie

Surprised I got a first date

RejectionFetish, cuckoldcaptions, cuckhumiliation

I love to surprise guys on first date

BigBoobsGW

Surprise date with a scorpion girl

TrueMonsterGirls