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Which size should I start with in a beginner butt plug set?

Start small. Use plenty of water-based lube. Take breaks.

When insertion and removal feel smooth, step to medium. If anything pinches, go back a size.

Got more questions? Ask Monique here!

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Dive deeper with our expert-backed guides

Butt Plug Sets: Why Graduated Sizes Speed Up Training

October 14th, 2025

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It exceeded my expectations.
I ordered a bondage set from the Lollipop Shop,
and it exceeded my expectations. The quality is fantastic!
Sarah T.
Will shop here again!
Fast shipping and discreet packaging were exactly
what I was looking for. Will shop here again!
Emma L.
Customer service was so helpful.
I had some product questions, and Monique was quick
to respond, and her customer service was so helpful.
Mark P.
Worth every penny.
The restraints I bought are indestructible. My sub
couldn't move. Worth every penny.
Tom M.
My favorite toy.
I got a strap-on, and it's now my favorite toy.
Comfortable, secure, and incredibly fun to use. My
partner and I have had some of our best sessions with it.
Emily J.
Into extreme bondage
I'm into extreme bondage, and the gear doesn't disappoint.
The sleep sacks fit really well and the hoods are solid.
There's no getting out once you're locked in.
Olivia T.
Delivered quickly... and top-quality. Will be back!
I purchased multiple items. It was delivered quickly, very
happy with all products, been using a while and they're
top-quality. Will be back!
Zoe D.
It's perfect
I ordered a chastity cage, and it's perfect. Tight, secure,
and now all locked up.
Mark A.
Best customer service
Had a few questions regarding the products, and Monique
responded, and was awesome! Quick to respond, and
answered my questions, and provided great recommendations.
I ended up purchasing speculums, gloves and nipple clamps.
Honestly, best customer service I've had in a while.
Katie K.
I'll be coming back for more.
Just got the full pup play gear set and a couple of animal dildos,
and is super! The pup hood, tail plug, and mitts are all super high
quality and fit perfectly, making it easy to get fully into
character. The animal dildos realism is wild. Everything's built to
last through some seriously intense sessions. If you're into pet
play, this shop is a must. I'll be coming back for more.
Alex W.
A one-stop shop for everyone with different kinks and fetishes.
I'm into femdom, and the lollipop shop has everything I need.
What makes the lollipop shop stand out is the range of gear for all
kinds of fetishes and kinks. Whether you're into BDSM, femdom,
pet play or something more specific, they've got it all. It's a one-stop
shop for everyone with different kinks and fetishes. Highly recommend! 
Rachel S.
I love the variety of kinks.
I love the variety of kinks the lollipop shop caters to.
Got everything.
Tony L.
Customer service is amazing.
Their customer service is amazing. Had an issue with my order,
but they fixed it right away. Shoutout to Quentin!
Jess R.
Will order again!
I ordered some pumps, plugs and nipple clamps. The clamps, they
hurt so good. Defs not for beginners! Will order again!
Laura D.
Products are very good.
Shipping took about a week, was happy with that.
Arrived in plain packaging, no awkward moments with
the mailman. Products are very good. No complaints.
Jamie A.

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