Groomsmen Gifts: Bachelor Party Shirts With the Groom’s Photo

Brown t-shirt with a black-and-white childhood photo of two brothers and large white BEST MAN lettering.
Gift guide

Updated November 2, 2026

Quick answer

Groomsmen gifts that actually get used: matching bachelor party shirts printed with the groom’s photo and the trip’s city. The groom orders one for each guy, everyone wears them all weekend, and the group photo becomes the one that ends up framed. Choose a vintage photo tee or a 90s bootleg collage on Comfort Colors.

Engraved flasks and monogrammed pocket knives are fine, but most of them end up in a drawer by the first anniversary. A shirt with the groom’s face on it gets worn on the trip, at the rehearsal dinner afterparty and on every fantasy-draft night for the next ten years. Below are the groom and bachelor designs we’d pick, plus two couple shirts for after the wedding.

Brown t-shirt with a black-and-white childhood photo of two brothers and large white BEST MAN lettering.

Personalized groomsmen gifts for the bachelor party

These two designs were made for the bachelor weekend. One leans classic, the other leans loud. If you want groomsmen gifts personalized to this exact trip, start with the city-name shirt.

Custom bachelor party shirts shown as a hoodie in pepperFor the groomsmen, from the groom

Bachelor party shirt with groom photo and city name

A vintage photo tee with the groom’s picture in black and white and the bachelor-trip city lettered in white or antique gold. Order one per guy for a matching set.

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Groom shirt for bachelor trip shown as a crewneck sweatshirt in black with ice printFor the groom, from the guys

Bootleg groom photo shirt for the bachelor trip

A 90s rap-tee collage of the groom’s face with chrome lettering, in up to 15 design colorways. Funny enough for the trip, and he’ll keep wearing it after the wedding.

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Groom pays

As the groomsmen gift

The groom orders a shirt for every guy in the wedding party. It doubles as a best man gift and a thank-you for showing up.

Best man plans

As a surprise

The best man collects sizes quietly, orders a set and hands them out on night one. The groom finds out when he sees his own face on six chests.

Split it

As one of the bachelor party gifts

Everyone buys their own shirt, and the groom gets a different color so he stands apart in photos.

Groom gifts: wedding day picks for the best man and his family

Best man gift ideas, something for his mom, and a shirt for the morning of: these four cover the people standing closest to him when it counts.

Best man photo shirt shown as a long sleeve t-shirt in pepperFor the best man

Best man tee with a childhood photo

The two of them as kids, toned black and white under a tall headline. Hand it over when you ask him and it’s a best man proposal gift; save it for the rehearsal and it becomes a best man wedding gift he’ll wear again.

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The groom shirt shown as a crewneck sweatshirt in pepperFor the groom, getting ready

The Groom shirt with an est. year

His own childhood photo with the year he was born. Something to wear while the guys fix their ties and the photographer hovers.

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Mother of the groom shirt shown as a hoodie in pepperFor the groom’s mom

Mother of the groom shirt with his baby photo

His baby picture under a vintage headline in white or antique gold. Plenty of grooms hand it over as a mother-groom gift a few minutes before the ceremony.

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Black and white close-up of a bearded man in a backwards cap crossing his eyes, GROOM above and SQUAD below in whiteFor the whole crew

Groom squad T-shirt with his face

A bootleg collage of the groom, worn by every guy in the wedding party. Loud on purpose, and a fun change from matching socks.

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Shirts for the groom and his new spouse

Looking for a groom gift idea that lasts past the wedding weekend? These couple shirts are for the newlyweds, and they work as a gift from friends, family or one spouse to the other.

Halloween couple photo shirt shown as a crewneck sweatshirt in pepperFor a couple with an October wedding

Halloween couple photo shirt with names

A vintage photo tee with the couple’s picture and both names under a Halloween headline. Ideal if the wedding is near Halloween, or for their first anniversary.

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Couple christmas shirt shown as a long sleeve t-shirt in pepperFor newlyweds’ first Christmas

Mr. and Mrs. first Christmas photo shirt

The couple’s photo in vintage black and white for their first Christmas as a married couple. A good holiday gift to set aside after a summer wedding.

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More wedding designs, including shirts for the bride’s side, are in these collections:

Ordering matching shirts for the crew

Each shirt is its own personalized order. To keep a group set consistent, have one person place every order with the same photos and text.

  1. Collect sizesStart a group chat and get every guy’s size before you touch the cart.
  2. Set up the first shirtPick tee, crewneck or hoodie, the size and the shirt color (and design color for the bootleg style).
  3. Add the groomUpload his photos and type the city or names. They replace the sample on the listing.
  4. Repeat and check outAdd the rest of the sizes with the same uploads. Carts of $75 or more ship free in the US.

Picking the groom photo

The funniest bachelor shirts usually use an awkward old photo. That’s great, as long as it still prints well.

  • His face should be clear and facing the camera, not lost in a crowd.
  • Bright light matters; dim bar photos turn muddy in black and white.
  • Grab the original file from whoever took it, not a compressed group-chat copy.
  • Keep his head and shoulders inside the frame.
  • Pick something he’ll laugh at, since he’ll be wearing it in front of his future in-laws.

A heads-up for bachelor parties in particular: beer labels, sports team logos and league marks show up in a lot of guys’ photos, and we can’t print any of them. We also don’t print celebrities, athletes or other public figures, or cartoon and movie characters. Use pictures you took or have the okay to use. If protected content slips into an order, we cancel it and give a full refund.

Tee, crewneck or hoodie for the trip

If the trip is… Go with Sizes Why
Beach, lake or anywhere warm Comfort Colors 1717 tee S–4XL All-cotton (ring-spun, 6.1 oz) and garment-dyed with a loose unisex cut; the biggest size spread for a mixed group
A city weekend in fall Comfort Colors 1566 crewneck S–3XL Fleece that’s 80% cotton; usual size runs relaxed, one or two up runs oversized
A cabin, camping or a golf trip in the cold Comfort Colors 1567 hoodie S–2XL Preshrunk fleece with a jersey-lined hood and front pocket

Big group with a wide size spread? The tee covers the most sizes. See the size guide for exact measurements.

How early to order before the trip

Production takes 1–3 business days per order and USPS shipping takes 3–5 business days, so most sets arrive in 4–8 business days. Delivery days aren’t set in stone, so give yourself at least two to three weeks before the bachelor party, especially if someone else’s address is on the label. The custom shirt shipping times guide has more detail.

Groom and bachelor shirt FAQ

Can I put the bachelor party city on the shirt?

Yes. The vintage bachelor party design is set up for the groom’s photo plus a city name you type in.

Can different guys get different sizes in one order?

Yes. Add each size to the cart as its own item with the same photos and text, then check out once.

Can I return a shirt if a groomsman picked the wrong size?

No. Each shirt is personalized, so size and color choices can’t be returned. Misprinted shirts, and ones that don’t match your order, are replaced or refunded if you show us a photo no later than 15 days after delivery.

Do you have a shirt for the groom’s mom or dad?

This guide doesn’t include one. Browse the Mother & Father of the Bride Shirts and Wedding collections for what’s currently available.

Can you ship to the bachelor party rental?

If it’s a US address, yes. Just leave enough time for production and shipping before you arrive.

Suit up the whole crew

See every groom and bachelor party design, then add the groom’s best (or worst) photo.

Shop Groom & Bachelor Party Shirts

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Written by Herman A. Donalson

Founder of OutfitBlend. He writes about personalized apparel and photo gift ideas. Questions: [email protected].