Love this shirt this is the way “I Roll”
Cigar This Is How I Roll Softstyle T-Shirt
4.8 (10,000+ Legacy Layers Fans)
★★★★★ Trusted by 10,000+ Happy Customers
**Bundle Discounts Auto Apply in Cart**
The Cigar Smoking Shirt is the definitive cigar t-shirt for cigar enthusiasts — featuring a boldly illustrated Black man in sunglasses smoking a cigar, smoke curling from the tip, with the text "This is my cigar smoking shirt" printed below. Printed on a 100% ring-spun cotton Softstyle blank with direct-to-garment (DTG) printing, available in 8 colors and sizes S–5XL. An exclusive design you won't find anywhere else — only at LegacyLayers.com.
Whether you're lighting up at a bachelor party, relaxing on the back porch with a stogie, repping your hobby at the cigar lounge, or heading out for a golf outing or poker night — this is the shirt cigar smokers reach for. The bold graphic is instantly recognizable to fellow enthusiasts, and the Softstyle cotton keeps it comfortable enough for a long day on the course or a late night at the table.
It's also one of our most popular cigar gifts for him. Looking for a birthday gift, a Christmas gift, a Father's Day gift, a retirement present, or something for the groomsmen? This is the one cigar lovers actually want — not another cutter they'll never use.
What does the graphic look like?
The design features a boldly illustrated Black man wearing sunglasses and smoking a cigar, with smoke curling from the tip and the text "This is my cigar smoking shirt" printed below. Bold, clean, and instantly recognizable to any cigar lover.
Does this shirt run true to size?
Yes — it fits true to size with a relaxed unisex cut. If you prefer a slimmer fit, size down one.
Is this available for women?
Yes — it's a unisex design that works great for both men and women. Women typically prefer to size down one for a more fitted look.
What's the print quality like?
All designs are printed DTG (direct-to-garment) for sharp, vibrant graphics that hold up wash after wash without cracking or fading.
Is this available in extended sizes?
Yes — available from S through 5XL so every cigar lover can find their fit.
Is this a good Christmas gift for a cigar lover?
Absolutely — it's one of our top-selling holiday gifts for cigar enthusiasts and ships fast so you can order with confidence.
Is this a good gift for a cigar smoker?
Yes — it's one of our most popular cigar gifts for him, especially for birthdays, Christmas, Father's Day, retirements, and bachelor parties.
Where is this design available?
This is an exclusive Legacy Layers design — you won't find it anywhere else.
Gildan 64000 Softstyle® — the shirt people reach for first
Free shipping on orders over $70+ — because bold people deserve the best treatment.
Your order ships within 2–5 days. Once it's in the carrier's hands, expect it at your door in another 2–5 days. We'll send a tracking number so you can watch it make its way to you (or just forget about it and be pleasantly surprised typically it's on the shorter end of this range).
The "We've Got You" Guarantee
We want you to love what you ordered. If something arrives damaged, defective, or wrong — that's on us, full stop. We'll make it right, no interrogation required.
Here's what that looks like:
We're a small team that cares about every order. If something's off, just reach out. We're not here to give you a hard time — we're here to make sure you're out there wearing something worth wearing.
Shipping & Return Policy: https://legacylayers.com/pages/shipping-policy
Level up the life of your tee, keep your colors bold, and stay ready for compliments every time you step out.
Take care of your tee, and it will keep taking care of your style.
$49.99 $29.99
$49.99 $29.99
$49.99 $29.99
$49.99 $29.99
$49.99 $29.99
$49.99 $29.99
Why You'll Love It
We start with soft, lightweight ringspun cotton, then print artwork that doesn't blend into the crowd. The smooth finish makes every detail pop—sharp lines, rich color, no cracking or stiff plasticky feel. The result is a shirt people notice, on a fit that stays comfortable all day. It's the one that keeps ending up back on top of the drawer.
GILDAN 64000 © SOFTSTYLE
This isn't your average graphic tee. We print exclusive artwork on 100% ring-spun cotton—lightweight, breathable, and smooth from the first wear. The result is a tee that feels as good as the design looks, and holds up wash after wash.
★★★★★ 10,000+ Happy Customers
At Legacy Layers, every order is handled by a real person who actually cares about getting it right. Count on quick replies, smooth resolutions, and genuine human support every step of the way.
Our 30-day guarantee has your back, so you can shop with confidence. If something's off, we'll make it right—no questions asked.
PROUDLY BASED IN THE U.S.A
In a world full of faceless overseas dropshippers, we do things differently. Legacy Layers is independently owned and operated right here in the United States.
Every shirt is printed and shipped from our facilities in Texas and Florida—never routed halfway around the world. That means faster shipping, tighter quality control, and original artwork you won't find anywhere else.
Real designs, made and shipped in America. Welcome to Legacy Layers.
Legacy Layers is where bold, one-of-a-kind designs meet super-soft 100% cotton softstyle tees, so you’re not just wearing a shirt—you’re wearing your legacy. Our artwork is unique to us (you won’t find these designs in big box stores) and created to turn heads, spark compliments, and let you stand out everywhere you go. Add in comfortable, all-day wear and premium, long-lasting prints, and every tee feels more like a go-to favorite than “just another t-shirt.”
Yes, see our size guide! Our shirts fit true to size and are pre shrunk so should have minimal shrinkage in the wash!
Standard shipping within the U.S. typically takes 2-7 business days! International shipping varies but usually arrives in 10-14 business days.
✅ FREE SHIPPING on orders over $70!
✅ Orders are typically shipped within 2-7 days of placing the order
✅ Once shipped, allow 2-5 days for orders to be delivered
Returns:
Our goal at Legacy Layers is that you love your order.
Our Legacy Layers gear is typically non-returnable, but please reach out to us if something isn't right.
✅ Incorrect, damaged, or defective items are eligible for a full refund.
✅ No refunds will be issued after 30 days from the purchase date.
Please contact us at support@legacylayers.com if you believe you are eligible for a refund.
Eligibility for a Refund:
✅ Received product damaged or defective
✅ Within 30 days of purchase
✅ MUST be unused and be returned in the same condition in which you received your item
You can always contact us for any return questions at support@legacylayers.com
At Legacy Layers we are US owned and operated by buying from us you are support a small growing business! All shirts are Printed + Shipped from the USA. Our t-shirts are ethically sourced and printed in the USA to maintain the highest quality standards.
Yes! Legacy Layers offers international shipping to most countries! Please allow additional shipping time for international orders typically 7-14 business days for international shipping.