Personalized Custom Best Man Shirt with Childhood Photo of You Two – Vintage Photo Tee

This custom best man photo shirt prints BEST above an old childhood photo of you two and MAN below it, both in tall white letters, so everyone at the bachelor party knows exactly how far back this friendship goes.

It comes as a personalized vintage photo tee, long sleeve, crewneck or hoodie.

Upload your childhood photo

What the best man photo shirt looks like

The sample photo shows two little boys in striped tees with their arms around each other’s necks, both missing front teeth, standing on a street with houses and a parked car behind them. If you’ve got a picture like that, you’re done.

A school photo, a little league snapshot or a Halloween costume shot all work too. We clean it up and print it black and white, and the finished shirt reads like a retro 90s shirt pulled from a thrift store bin, which is the whole point.

Order steps

1. Choose tee, long sleeve, crewneck or hoodie and his size.
2. Pick a shirt color behind the white headline.
3. Upload the childhood photo. A sharp phone photo of an old print is fine, and it replaces the two sample boys.
4. Say which kid is which in the text box if it matters. Example: me on the left, Tyler on the right, 1994.

Ask your best man with the photo from way back

• Best man proposals usually come down to a bottle and a card
• Old friends rarely have anything that shows how far back they go
• Bachelor party shirts are mostly jokes with no history in them

A best man is picked for the years behind him, not the speech ahead. BEST and MAN frame a black and white childhood photo of you two in tall white letters, so the question gets answered by a picture from 1998.

For kid photos, waist-up or head-and-shoulders framing in regular clothes is best. Pool and bath pictures aren’t accepted.

Who it’s for

It’s the groom, planning how to ask the guy he’s known since kindergarten to stand next to him. He has an old photo of the two of them missing the same teeth and wants that in the box instead of a cigar and a note.

• Wedding
• Bachelor party
• Bridal party

Give him this shirt

As a best man present, it beats handing over another flask.

Which size should he get?

The Comfort Colors 1717 tee is the go-to: garment-dyed ring-spun cotton at 6.1 oz, relaxed unisex fit, S–4XL.

For a cabin weekend, the Comfort Colors 1566 crewneck (80% cotton, 20% polyester fleece) comes in S–3XL, and the Comfort Colors 1567 hoodie, preshrunk and garment-dyed with a lined hood and pouch pocket, comes in S–2XL.

Guys who like a loose sweatshirt usually size up once. Our size guide has flat measurements. He can also wear the Comfort Colors 6014 long sleeve, offered in S–3XL.

Kids’ sizes are on the list too: a Comfort Colors 9018 youth tee (XS–XL) and a Rabbit Skins 3326 toddler hoodie (2T–5/6T).

Turnaround time

Printing takes 1–3 business days after you order, then USPS delivers in 3–5 business days and sends tracking. Count on around 4–8 business days without a promised date, especially if the trip is close. See our shipping details.

Start the best man tee

Best man shirt questions

Gear up the crew with groom and bachelor shirts or read the groomsmen gift guide.