Kinky Confessions

How to Roleplay Your Dad and Babysitter Kink

Age play in school girl role play.

This week I have two kinky confessions about dad-and-babysitter roleplay, one from a reader and one by yours truly.

Babysitter and Dad Kink

A reader writes:

My wife and I love role-playing. We get into character and our favorite roleplay is our babysitter and dad kink.

I pretend I’m coming home at night to find her masturbating. I act surprised, but then she always asks me if I want to watch – of course I do! Sometimes I help her or lie beside her and touch myself.

She likes to be told she’s a very naughty girl who needs to be taught a lesson. This usually involves a spanking over my lap, which turns me on to no end and makes her so wet. After this, I’ll ask her to kneel in front of me and give a super sloppy blowjob – her specialty. She likes it when I come in her mouth and it dribbles down her chin.

We try other role plays like doctor/patient or bad nurse but the babysitter/dad roleplay is our go-to because it seems taboo.

I’ve never told anyone about this and wonder how many other guys like babysitter roleplay.

You are not alone in your babysitter kink or fetish. There’s so much babysitter porn on the internet, that it must be popular! And if you listen to Howard Stern, then you’ll know it’s his absolute favorite too.

Babysitter and dad roleplay is a great place to start if you’re only beginning to explore your kinky side because all you need is your imagination. And once you find your favorite scenario, you can start adding props such as costumes, toys, and accessories.

And if you want to take it one step further, you could always find a third for a roleplay threesome of the whole mom-dad-babysitter dynamic. You and your wife could come home from a date night out to find the babysitter trying your wife’s clothes on… or masturbating! I could also see bondage being a great add-on to this scene, as spanking and bondage go so well together.

My Babysitter and Dad Roleplay

Now it’s time for a naughty tale from yours truly, about my latest kinky babysitter roleplay with my part-time lover.

Most of the sexual roleplay I’ve done has just happened spontaneously during sex. An idea just pops into my head, and I run with it. I’m submissive by nature so playing the student, secretary, or patient to his teacher, boss, and doctor are a few we’ve tried out.

A few weeks back he texted to ask if I would be up for roleplaying a babysitter, to his dad character who comes home to find me watching porn. Sexting ensued, and I never officially responded to his question. Then a lightbulb flashed!

I planned out the dad and babysitter roleplay. This included what I would wear to make myself look like a teenager (sundress, pigtails), what kinds of props I might use (textbooks, laptop), and any background information that would encourage dialogue (he knows my dad, I’m a virgin). And of course, I had a few sex toys close by.

I started the anticipation early in the day. I told him to text right before he left his house because I had information I needed to give him. He was intrigued! When he did contact me, I asked if he was ready to play. He was.

Then I told him: “As of this moment you are on your way home from a party you went to with your wife. You had an argument and decided to leave by yourself. You plan to pay the babysitter, have a few drinks, and chill.”

When he walked in I could see the delight on his face. He immediately assumed his dad role after I gasped, closed the laptop, and exclaimed how shocked I was that “Mr. Hodge” was home so early and without his wife!

This roleplay went on for a long time, with his character finally revealing his attraction to my babysitter, and later convincing me to show him what I was watching on my laptop (babysitter porn!) I let my employer “take my virginity” and it felt awesome! This role play got us both off – big time!

Planning a role play really made a difference, and the element of surprise also worked to enhance the play. When it comes to kink exploration, I always want there to be an element of fun… and now I think I have the perfect partner.

Do you have a babysitter kink? Would you try a dad and babysitter roleplay?

Kinky Confessions is a regular post on Kink Lovers. We want readers to share their own tantalizing tales of kink, fetish, and fantasy. SUBMIT YOUR STORY HERE! These stories don’t have to be real, they can be fiction that you’d like turned into reality!

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Kink Lovers is the online magazine for kinky people into BDSM, fetish, and kink. If you want to explore your kinky side, spice up your love life, or meet new kinky partners - enter the world of Kink Lovers. Enjoy D/s relationship advice, kink education and resources, BDSM and kink dating tips, fetish facts, and reader confessions.

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