kinky bbw escort chicago

Sensual Strap-On

Book Your Erotic Adventure

Are you curious...

About taking it from behind?

You’ve been curious for a while now— you’ve been wanting to know what it feels like to be bent over and taken from behind by someone who knows what she’s doing. Lucky for you, you’ve found me, a Chicago pegging & strap-on expert.

The truth is, I’m an expert because when someone bends over and presents themselves to me, something primal stirs. When someone wants to feel my strap-on inside them, it makes my heart race.

No matter your experience level, you’ll leave having had an experience you’ll never forget! With a toy collection ranging from slim and small to bigger than you can even imagine, I’ve got what your hole needs, wants, and more.  I particularly love fantasy toys from the likes of Pleasure Forge and Bad Dragon, and have a substantial collection in various shapes and sizes.

I’ve got the patience, experience, and toy collection to ensure plenty of pleasure-induced wiggling and moaning!

Bottoms, meet a Top who’s ready, willing, and incredibly excited to give you what you’re looking for.

Chicago strap-on escort

Have some unanswered questions about strap-on and pegging? Read through the FAQ below:

I offer this type of experience to men, women, trans, and gender non-conforming folks. So really, anyone who wants to have a strap-on focused experience!

Strap-on experiences do not have to be solely anal experiences, either. Strap-on worship, oral training, and other configurations are always welcome!

It honestly depends on your anatomy and where we’re focusing, so it’s going to vary from person to person. It’s immensely pleasurable for most people who experience it, both mentally and physically.

However, what you shouldn’t feel is pain. Strap-on play should never be painful or cause injury.

I’m so glad you asked!

If you’re looking on tips for preparing for an anally focused experience, I wrote a blog post all about it you can read here.

Other experiences generally don’t require much special preparation.

Honestly, it depends. Some people with penises are incredibly hard during a strap-on experience, and others never get erect at all. There’s nothing wrong with either of these scenarios.

In fact, if you’ve had prostate cancer or have erectile dysfunction, there’s nothing to worry about. Strap-on play doesn’t revolve around having an erect penis; its about other parts of your body.

You absolutely can! However, it can take some time in order for this to happen.

Some of my clients experience orgasm solely from penetration, but this is an exception and not the rule. If your body isn’t used to orgasming solely from penetration, I wouldn’t expect this to happen right away.

Generally speaking, those that ask about the largest size toy I possess will never be able to take it. The biggest toys in my collection are thicker than my upper arm, and only used by people who have lots of experience on their own and with me.

Anal training to safely take large and very large toys takes years of practice and dedication. If anal training/fisting/taking large insertions is of interest to you, we can discuss after our first few sessions.

Ready to explore?

Book Your Erotic Adventure

Erin Black has been Chicago’s premiere alternative, BBW, Tattooed, and Kinky escort since 2011. Erin specializes in Kinky GFE, sensual domination, chastity, smothering, gender-based play, BDSM, pegging, prostate play, strap-on play, and dominant, woman-led experiences.

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© 2023 Erin Black. Designed by Black Ash Consulting.

Most folks simply hope for what they want.
Not you, though. You get what you want.

My Summer Availability:

5-9pm, Monday-Friday
11-9pm Saturday and Sunday
I do require 72hr+ notice for all bookings.

I occasionally have daytime availability during the week! If you’re a current friend, please reach out via text message or direct email.

If we have not met before, please fill out my booking form for consideration.

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