If you’ve been tracking the evolution of streetwear over the last few seasons, you’ve probably noticed a massive shift. The heavy, oversized grunge aesthetic that dominated the late 2010s is stepping aside. In its place? Clean lines, vintage athletic references, and a distinctly preppy undertone. Welcome to the era of "Country Club Streetwear" and the rise of the Tenniscore aesthetic.

But pulling off this look isn't about throwing on a stiff polo and pretending you have a wicked backhand. It’s about mixing classic, upper-crust leisurewear with gritty, street-level authenticity. Leading that exact intersection is East Side Tennis Club (ESTC).

At TAKOUT NY, we're breaking down how to build the perfect Tenniscore rotation and why ESTC is so much more than just a catchy name.

The Essentials: Your Country Club Starter Pack

Building the Tenniscore look is all about nailing the vintage, off-duty athlete vibe. It should look effortless—like you just stepped off the clay courts in 1994, but you're grabbing coffee in Brooklyn today.

The Vintage Sweats

The cornerstone of any prep-streetwear fit is the vintage tennis sweatshirt. The East Side Tennis Club Collegiate Crew Neck 'Green' (also available in a rich 'Brown') is the perfect execution of this. It gives you that boxy, old-school collegiate drape without feeling worn out. Pair this with wide-leg chinos or pleated shorts to instantly elevate your everyday fit.

The Headwear

You can't do Tenniscore without the right hat.

• The Classic: The East Side Tennis Club Dad Hat 'Light Blue' provides that relaxed, unstructured fit that screams casual weekend leisure. The light blue colorway is a staple for spring and summer styling.
• The Structured Alternative: If you prefer a crisper silhouette, the East Side Tennis Club Snapback Hat 'Tan/ Black' offers a sharper, more traditional streetwear profile while keeping the country club branding intact.

The Message: The Rise of Mental Health Streetwear

What makes Gen-Z and Millennial streetwear so different today is the demand for substance. A cool logo isn't enough anymore; the clothes need to say something. East Side Tennis Club has masterfully tapped into the growing mental health streetwear movement through its graphic language.

More Than Just a Graphic

The standout piece of this movement is the In Ur Head Tee 'Orange'. It takes the brand away from just "tennis graphics" and pivots into self-reflection and mental awareness. It is clothing as a conversation starter.

This thematic depth continues across their tee rotation. Whether you are rocking the Ungrateful Tee 'Light Blue', the classic East Side Tennis Club OG Longsleeve Tee 'White', or the community-focused Parks & Rec Tee 'Black', ESTC proves that you can have a refined aesthetic while still keeping the messaging raw and relatable.

Ready to Serve?

The Tenniscore wave isn't going anywhere. Whether you are looking for the perfect collegiate crew neck or a graphic tee that actually speaks to your mood, upgrade your rotation with our curated selection. Shop the full collection at TAKOUT NY today.

Shop Authentic East Side Tennis Club →