SLeary Illustrates

SLeary Illustrates S. Leary Illustration

06/26/2026

Friday Night Baseball!⚾️⚾️⚾️

Here we are, arriving at the half-way point (maybe??) of the Caricature Night @ the WooSox 2026 Season. Game #5. A comf...
06/26/2026

Here we are, arriving at the half-way point (maybe??) of the Caricature Night @ the WooSox 2026 Season. Game #5. A comfortable night for some baseball, and, Friday Fireworks!

Come on down for tonights game, to see your Worcester Red Sox take on the Toledo Mud Hens, 6:45 PM First Pitch. Grab some popcorn, a beer and get yourself a caricature to take home!

Play Ball!

Resetting the board for Caricature Night @ the WooSox tonight, 5:45 - 8:45 (Game #5). The first half of this weekend's b...
06/26/2026

Resetting the board for Caricature Night @ the WooSox tonight, 5:45 - 8:45 (Game #5). The first half of this weekend's back-to-back!⚾🌭

Could not have asked for a better day for a wedding. Combine clear sky, comfortable temps, sunset view of Mt Monadnock a...
06/22/2026

Could not have asked for a better day for a wedding. Combine clear sky, comfortable temps, sunset view of Mt Monadnock and beautiful grounds, you get a wedding day you dream of. That is what Mr. & Mrs. Sniffen received yesterday, in New Boston, NH.

My caricatures were a last minute addition to this family's festivities. A great evening all around. Check out last nights results! 💍🍻🥂

06/21/2026

Wonderful from my chair!😀

Just getting the tag in at third for this Triple Play Caricature Weekend, off to Polar Park for Game #4, Worcester Red ...
06/08/2026

Just getting the tag in at third for this Triple Play Caricature Weekend, off to Polar Park for Game #4, Worcester Red Sox vs the Buffalo Bisons. Perfect day for some baseball. Grab some nachos, new lemonade's from Wonder Bar and sit for a caricature!

After today, I will be back at the Park for Game #5 on June 26th!⚾⚾

06/08/2026

Changing things up. Behind home plate for today's WooSox Game!⚾️⚾️

The throw to second for this Triple Play Caricature Weekend! Hitting the road to Princeton, Ma. for a lovely High School...
06/08/2026

The throw to second for this Triple Play Caricature Weekend! Hitting the road to Princeton, Ma. for a lovely High School graduation party. Class of 2026! 👩‍🎓

Conducting another color mini's test out in the field! Stay tuned, could be a permanent addition to the caricature styles list. :-)

Another year. Another Bedford HS Senior Red Carpet! Coffee already brewed. Booth set up. Let's send off the Bedford High...
06/05/2026

Another year. Another Bedford HS Senior Red Carpet! Coffee already brewed. Booth set up. Let's send off the Bedford High Seniors in style! Caricatures are on tap from 1-4AM (Scratch that, 5AM). Let's go! :-)

Even with an injury scare on my non-drawing hand, Caricature Night @ the WooSox must go on. I had Kelly Leary along for ...
05/23/2026

Even with an injury scare on my non-drawing hand, Caricature Night @ the WooSox must go on. I had Kelly Leary along for the ride tonight to help move things and conduct some of the finer details of what I do! Grateful for the help of my other half!

Not lost at all in the evening: Star Wars Night AND Deaf & Hard of Hearing Night at the Ballpark. The latter as seen with their uniform section.

Great night all around. :-)

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