


Penny Boy blends traditional American tattooing with a modern touch, crafting high-quality, precision-driven artworks using classic techniques and premium pigments.
Penny Boy blends traditional American tattooing with a modern touch, crafting high-quality, precision-driven artworks using classic techniques and premium pigments.
Penny Boy blends traditional American tattooing with a modern touch, crafting high-quality, precision-driven artworks using classic techniques and premium pigments.



About Penny Boy
14 YEARS OF EXPERIENCE
42+ U.S.A. STATES
Massimiliano “Penny Boy” Pennella is an internationally renowned Italian tattoo artist, specialized in Traditional Old School tattooing. His unique style blends iconic American tattoo elements with a personal artistic touch.
+100 AWARDS
+100 AWARDS
+300 CONVENTIONS
+300 CONVENTIONS
JUDGE IN INTERNATIONAL COMPETITIONS
PHOTOS
International Awards
A career built through international conventions, competitions, and professional recognition.
2nd PLACE
Traditional Tattoo
3rd PLACE
Best of Traditional
2nd PLACE
Old School / Best of the day
3rd PLACE
Tattoo of the Day
2nd PLACE
Traditional Tattoo
1st PLACE
Small Color
1st and 3rd PLACE
Best Traditional
2nd PLACE
Male: Small Color
2nd PLACE
Medium Color
2nd PLACE
Best Traditional
where to find me
PORTLAND (ME)
Portland is now a base for Penny Boy at the Broken Crow Collective. Internationally recognized for his timeless approach to tattooing, Penny offers clients a permanent place to book sessions and create tattoos built to last.
ST. MORITZ (Switzerland)
Located in St. Moritz, Fucking Quality is a high-end tattoo studio born from the collaboration with Penny Boy, a master of traditional tattooing.
BOSTON (MA)
Appointments with Penny Boy are available at T.R. Tattoos in Abington, Massachusetts, a studio recognized for its fine art approach and curated tattoo work.
NEW HAMPSHIRE
Penny Boy is also available by appointment at Obsidian Moon Tattoo in Goffstown, New Hampshire. The studio offers a curated and professional setting for clients looking to book sessions while Penny is in the area.
Body Map Pricing
Choose a body part, click, and check the price
Choose a body part, tap, and check the price
Full Leg (360°)
$8,000 – $12,000
Full Front Leg
5,000$ – 8,000$
Thigh / Calf
1,000$ – 5,000$
Full Arm (360°)
5,000$ – 8,000$
Upper Arm (360°)
1,800$ – 4,000$
Full Torso Front
8,000$ – 12,000$
Single Pec
1,000$ – 3,000$
Chest
3,000$ – 6,000$
Full Neck
$1,200 – $2,500
Forearm (front or back) / Bicep
$500 – $1,800
Full Back
$7,000 – $15,000
contacts
Have questions or want to bring your idea to life? Reach out—we’d love to hear from you and help create your next masterpiece.
Book a Consultation
Penny Boy, known professionally as Penny Boy Tattoo, is a traditional tattoo artist dedicated to authentic American style tattooing. His work is recognized for precision, bold composition, and long-lasting quality. Explore the official gallery and book your session.