The Ultimate Gay Men's Gift Guide: Clothing, Gear, and Underwear

holiday shopping lifestyle The Ultimate Gay Men's Gift Guide

Hi, friends! I can almost hear you groaning about this post since it’s the middle of October and I’m not really ready to start thinking about the holidays yet either. But I wanted to start talking about holiday gifting early because this year is going to be really interesting. Unlike previous years, most people probably aren’t going out in droves to get the deals at their favorite brick and mortar stores. Online gift purchasing is expected to be WAY up the next few months. I am anticipating that shipping is going to be a nightmare and Amazon 2-day shipping is going to be more like 14 day shipping. I’m recommending that you start doing your online gift shopping NOW to make sure you get everything on time. Even though I'm focusing on holiday gifting, these online shops would also be great for year-round gift inspo.

I’m going to be doing a series of blog posts called ‘The Ultimate Gay Men's Gift Guide’ and feature some amazing small businesses that sell online. Some of the featured small businesses do have physical stores but I’m including them because they also sell online. It will include my top picks in several categories of gifts for your favorite gays. (Of course, I do hope you’ll consider gifting a few pairs of Carl Wesley undies, but I can’t reasonably expect you to do all your holiday shopping with me. I'll be offering gift wrap and new 3 pack bundles soon but more on that later.)

Today my post is my top picks in Clothing, Gear, and Underwear.


The Ultimate Gay Men's Gift Guide:

Top Picks in Clothing, Gear, and Underwear

Geared Up Pup: All kinds of giftable things for your favorite gays! They have jockstraps and underwear, toys (insert winky face here), t-shirts, poppers, and more! Woof! They have a pretty large offering so I recommend checking it out for yourself HERE.

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Jeffrey Scott Tights Guy: I’ve been following Jeffrey for years now. He is located in Elgin, Illinois and he specializes in spandex gear for men. He designs men’s leggings, singlets, and bodysuits and he does a lot of the sewing himself. He offers a huge selection of fabrics to choose from for his custom-made gear and I think his products would make great gifts for the spandex-loving gays you know. I own 6 of his leggings myself and can attest to the high quality and amazing fabrics he uses for his products. Check out Jeffrey Scott HERE.


Egoist Underwear: Located in Boystown, Chicago, Egoist Underwear ‘[offers] a wide selection of men's designer underwear (briefs, boxer briefs, jockstraps, jockbriefs, thongs, mesh and enhancing underwear), men’s premium swimwear (bikinis, square cuts and shorts), athletic wear as well as t-shirts, v-necks, tank tops, shirts and shorts.’ Most of their selection is available online, but if you’re in Chicago you can also stop by their retail store at 3739 N Halsted St. (I almost hate to mention this, but after all it is 2020) I especially like their selection of cool face masks. Check out Egoist Underwear and shop online HERE.


Cram Fashion: Also located in Boystown is a men’s clothing boutique offering a range including sweaters, pants, shirts, bags, wallets, and more. I especially like their collection of men's jewelry. Their retail store is located at 3331 N Broadway in Chicago. You can shop their online store HERE.


Trail Addict: For the outdoorsy gays, Trail Addict has a selection of hats, shirts, and jewelry for those who love hiking and nature. I get all kinds of feels of cabins, camping, and the great outdoors from their products. Also, make sure you visit their blog while you’re there because it has some great articles on hiking (it is COVID times after all, so it’s better than ever to escape into nature.) Shop Trail Addict HERE.


Dead Queens: I’m living for these t-shirts featuring ‘dead queens’ including Cleopatra, Queen Elizabeth, Queen Victoria and others! I know this will be a perfect gift for some of the queens in your life. Shop Dead Queens HERE.


Carl Wesley. You better believe I put myself on this list! The most giftable styles I have for underwear loving gays are Lace Briefs, Lace Boxers Briefs, and these 3 Packs from my Retro-Stripe collections. I’ll be adding new 3 packs of colors and gift wrap very soon so watch for updates. Since most of my underwear is sewn-on-demand, the last day you can order from me to receive the items by Christmas is DECEMBER don’t wait too late!

Lace Boxer Briefs

More posts coming soon on some other gift categories including Gifts for Pet Dads, Bath and Skincare Products, and Jewelry.

See you soon,


Wes, Owner and Designer, Carl Wesley

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