1. The Pleasure Chest

1. The Pleasure Chest

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Chicago, IL

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The Pleasure Chest

4.4 (140 reviews)
Closed • 12:00 pm - 10:00 PM

The Pleasure Chest Photos

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4 months ago

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Alex C.

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11 months ago

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Alex C.

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10 months ago

Love how welcoming everyone is here. Whenever I come here I never feel unsafe or uncomfortable.

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Alex C.

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5 months ago

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Alex C.

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1 year ago

Dope place! Great products and staff. I recommend if you're in Chicago. Come visit! Great

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Alex C.

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1 year ago

The sales staff should be able to give prices and availability about the products they sell to customers over the phone.

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Alex C.

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2 years ago

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Alex C.

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7 months ago

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Alex C.

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1 year ago

The staff were so friendly and considerate to my group. Beyond helpful. Definitely gonna make this place a stop if I come back to Chicago!

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Alex C.

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2 years ago

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Alex C.

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7 years ago

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Alex C.

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5 years ago

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Alex C.

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7 years ago

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Alex C.

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5 years ago

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Alex C.

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4 years ago

Love this place great selection of toys and great ambiance. I like to visit every time I am in wicker park

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Alex C.

Thank you, Grace!

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4 years ago

Nice staff mask still required 11-22. They have vhs cleaner if that's what you're looking for

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Alex C.

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5 years ago

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Alex C.

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6 years ago

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Alex C.

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4 years ago

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Alex C.

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5 years ago

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Alex C.

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4 years ago

Very helpful!! Very knowledgeable!! Always amazing service when coming here, I luv et

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Alex C.

Thanks for the kind words, Felix!

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6 years ago

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Alex C.

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3 years ago

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Alex C.

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8 years ago

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Alex C.

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12 years ago

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12 years ago

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21 years ago

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16 years ago

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5 years ago

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Alex C.

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9 years ago

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4 years ago

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Alex C.

Thank you so much, Kashya! :)

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6 years ago

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Alex C.

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9 years ago

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7 years ago

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Alex C.

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6 years ago

But adult I've ever been inside. They carry everything imaginable and all the employees are very knowledgable about the merchandise.

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Alex C.

Thank you so much, Darrick! Come back soon.

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18 years ago

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9 years ago

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18 years ago

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12 years ago

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13 years ago

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Page 1 of 4

Ask the Community - The Pleasure Chest

Do you take cash as a form of payment?

Yes

Are there any glory holes?

No.

Is this location hiring at the moment?

We are not currently hiring but we always accept resumes! Please send one to jobs@pleasurechest.com and we'll reach out to you when a position opens :)

Is there any glory holes?

No.

Will you consider offering workshops online during this Covid-19 situation that seems to be going on so long? Those were amazing and a much needed resource for people. They are so missed :(

Hi Tim! Thank you for asking. We are hosting virtual workshops on our instagram now. We are getting a program together to feature similar programming as our in store workshops (which we extremely miss too!) Please follow us @pleasurecheststores and… 

Does this place have a video booth?

Hi Jason, no we do not. We sell adult products, literature, lingerie and more, but no video booths.

Are you having a work shop tonight?

Hi! Yes we are. You can always check here for our Wednesday and Sunday workshop schedule: https://thepleasurechest.com/chicago-location

View All 9 Questions

Underthings

Underthings

4.5
(58 reviews)
1.6 mi
•$$

Maria, the owner, knows her stuff! I'm 49 and she was able to fit me correctly into a bra for the…read morefirst time in my life. She asked what I was looking for and gave me a large selection to choose from. I was buying items for a boudoir photo shoot, so she had plenty of suggestions. Aside from being incredibly friendly and helpful, it was comforting to know that I was in good hands!

I am so impressed by this locally-owned shop that's been around for 38 years! Shout out to Samantha…read morefor helping me pick out a gift for a bachelorette party I had just a few hours after I stopped in. I am quite a frugal person, so there was a period in my life where I'd been wary of boutique shops because of the possibility of high prices and low selection. I've grown out of that wariness somewhat and have been trying to shop as local as possible, so when I found Underthings on Yelp when I needed to buy a gift for that party, I was psyched to give it a try. I told Samantha a little bit about my friendship with the bride, and she was able to work with my pretty random tidbits of information to help me find something absolutely perfect. The thing I appreciated the most, though, was the variety in prices. I knew going in that there would be affordable pieces inside, because I'd read others' reviews on Yelp. There were super-fancy pieces that were pricier, along with more casual, affordable pieces as well. They also do a panty club, where for six months or more one can sign up to receive a panty from them. I love this added touch, and am considering it after how much I enjoyed my stop in! Shop local and shop Underthings, folks!

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Underthings
Underthings
Bodysuits in every color

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Bodysuits in every color
Journelle

Journelle

4.0
(37 reviews)
0.4 mi
•$$

Great experience. The person who helped me was super encouraging, body positive, patient, and…read moreinformative. Measured me, listened to me. I wear size 12 pants and they had my sizes and above. It's real lingerie so it is expensive but the quality is there. Recommend.

I think this may actually be my first Yelp review, ever. I worked boutique retail for years as a…read moresales associate/sales manager/manager, etc., and my sympathies and solidarity always lie with workers anyway. But ... that's also part of why I was so horrified by the customer service here. I came in at 5:15ish. The store closes at 6pm. I said I would be fast and just wanted to try a few on because I'd lost weight recently, they gave me two of the same bra and I went in the dressing room to try them on. Asked for one more size, tried that on and when I came out to see if I could try another kind of bra, *the lights were actually off.* I looked at the time. *It was 5:35.* IN MY LIFE, I have never seen it. I'm glad things are different now from when I worked retail and you couldn't even tell customers you were closing soon -- because there were times I'd end up staying for two hours after close with a customer who didn't end up buying anything at all. But turning the actual lights off a half-hour before close? While someone is in the dressing room? That's bananas. I was like "Oh my gosh, did I mess up? Are you closing now?" (knowing full well they had a half hour before close) and they were like, "Yeah, come in another day around 5 and you can get properly fitted." I must have looked confused, because I literally *did* come around five, and she says "actually 4:30 at the latest." Sorry, no. If you don't want customers arriving in your store after 4:30, and you want to close down at 5:30 ... don't say you close at six. Put that up on the door. Because no other store *on earth* has that policy. There are maybe four options in the whole city for those of us with a small band size/large cup size situation -- and anything we can find is going to be expensive as hell. This place, Busted, Rigby & Peller and Nordstrom. Loved that this place was close and regularly recommended it to others who had trouble finding non-standard sizes. Never again.

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Journelle
Journelle
Fitting room

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Fitting room
PURE Boudoir

PURE Boudoir

4.8
(25 reviews)
1.9 mi

I booked a boudoir session with Magdalena to get some photos as a wedding present for my fiancé…read more Before the session, Magdalena sent detailed instructions on what to expect and how to prepare. The morning of the session I had also booked hair and makeup through someone she recommended, and their services were great! The session itself was also wonderful. Despite the fact that I had never done something along the lines of boudoir before, Magdalena gave a lot of instruction on how to pose and ensure my facial expressions also conveyed the right tone. She stopped to show me photos along to way so i could see how they were turning out. She promptly shared the unedited proofs with me, and they were all so good it was so hard to decide which ones I liked the best! If you are considering doing a boudoir shoot, do not hesitate to book with Pure Boudoir!

I had a second boudoir session with Magdalena after getting in shape from having a baby. It was one…read moreof the best experiences of my life. I had the session on the beach at sunrise. First of all, Magdalena makes you feel so confident, strong and sexy in front of the camera. Secondly, she gives tips and feedback on how to look your best with posing in front of the camera. Thirdly, she makes everything feel so natural. Never in a million years did I think I would feel so good being in lingerie at sunrise on the beach. Oh and at the end I wanted some tasteful nude photos. OH MY GOD did this woman make me look and feel like a goddess! I can't wait to have another future boudoir session with Pure Boudoir!

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PURE Boudoir
PURE Boudoir
PURE Boudoir

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Rigby & Peller

Rigby & Peller

4.2
(20 reviews)
2.6 mi
•$$$

My wife had a great experience. The staff was knowledgeable and helpful. They had a great selection…read moreand while this is not low quality merchandise, their prices were reasonable.

This store is life changing. Was it expensive? Yes. Was it worth every penny? YES…read more The service is impeccable and raised the bar for me in all future retail shopping experiences. I told them (the woman who served as my personal shopper) what I felt was the main issue with my current bras and what I wanted. (I replaced all but my strapless bra.) Of note, I had already done my own measurements at home using the "a bra that fits" method and she agreed that was my size and that's the size she used when bringing bra selections. If you haven't done your work at home, I am certain they would measure you at the store. For each type of bra I was looking for, they brought me like five options, I picked the ones I liked most, and they adjusted them for me and taught me how to properly put them on. I tried them on, asked for a different color, if I wanted, and had a maybe and yes pile which I went through again at the end. I bought five wonderful bras. I also ended up buying a bikini, one sexy pair of panties to match a particularly sexy bra, and some detergent to hand wash the bras. After this experience (I was brought wine, Belgium dark chocolate and biscotti while shopping!) I wish I could afford to replace the rest of my wardrobe with a personal shopper. It was so stress free to find all these items that fit perfectly! But bras are foundational, so even though my clothes shopping is still done at Kohl's, H&M, and similar bargain places, when it comes time to shop for bras again, this is where I will shop. They have a customer for life and I wish I had made it here years ago.

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Rigby & Peller
Rigby & Peller
Rigby & Peller

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The Pleasure Chest - lingerie - Updated July 2026

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