


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.
1st PLACE
Best Traditional Old School & Best of Color
Tattoo Convention Fribourg 2019
1st PLACE
Best of Traditional
Tattoo Convention Fribourg 2018
1st PLACE
Best of Traditional
Dallas
2nd PLACE
Traditional Tattoo
Hawaii Tattoo Expo 2019
1st PLACE
Colors
Geneva Tattoo Convention
1st PLACE
Individual
TattooShow StuttGart 2017
1st PLACE
Best Color
Tattoo Convention Winterthur 2017
2nd PLACE
Best of Individual
Tattoo & Art Show
2nd PLACE
Old School / Best of the day
TattooShow StuttGart 2017
2nd PLACE
Best of Old School
Tattoo & LifeStyle Leipzig 2019
2nd PLACE
Neo-Traditional / Traditional
Limcrick Tattoo Convention 2019
2nd PLACE
Traditional Tattoo
Hawaii Tattoo Expo 2019
3rd PLACE
Best of Colour
Tattoo Convention Reutlingen 2017
3rd PLACE
Best of Traditional
Tattoo Convention Bern 2022
1st PLACE
Best of Color
Tattoo Convention Bern 2017
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.