Laughing the Night Away in CLE

Saturday was a blast! Mike & I went on a date night in downtown Cleveland.

Thursday morning on my way to work, I was listening to Rover’s Morning Glory when I heard them talking about The League on FX, and eventually realized they had Steve Rannazzisi on the air! I got so excited when I found out that he was doing stand up shows in Cleveland over the weekend that I immediately texted Mike to see if he wanted to go. We eventually decided to go to the 7pm show on Saturday. I’m sad to say that, at the time, I was more excited than Mike was. I don’t know why (he’s a hermit sometimes, haha). Once we got to downtown Cleveland though, he started having a great night. We rode the RTA train into Tower City and walked over to the beautiful East 4th Street.

East 4th Street Cleveland Ohio

We were originally going to try Chinato, but we dressed more casual and it seemed like a nicer place, so we settled on The Corner Alley for a burger. I didn’t get any fancy pics of our food or anything, but Mike had a Burning River burger, which consisted of hot sauce, bacon, jalapeño, and pepper jack. My boy loves spicy things. I got the BBQ Bacon Burger, but I got mine as a turkey burger! It came with root beer bbq, pepper jack (which I switched for provolone), bacon, & fried onion straws. It was really good, definitely one of the best turkey burgers I’ve ever had. I’d like to go back and actually go bowling there sometime!

After dinner, we had some time to kill so we went and walked through The Arcade because even though I’ve been in Cleveland for over 10 years, I had never actually been to it. Actually, there’s a lot of things in Cleveland I haven’t done (which is why I’m making a Cleveland Bucket List, of sorts…) but that’s for another time. Getting off topic!

The Arcade Cleveland Ohio
My iPhone snapshot of the Arcade.

What a gorgeous building! After that, we stopped into the CLE Clothing Co. store just to browse around and check out all of their awesome CLE stuff. I found an art-drawing of the city that I really wanted. Then we popped into Erie Island Coffee Co for a quick cup o’ joe to boost us through the rest of the night (read: we’re old). Then it was finally time to head into Hilarities for the show!

Hilarities Pickwick and Frolic Cleveland Ohio East 4th Street Comedy Club

This was my first stand up comedy show, and Mike’s second (he saw Bob Saget at Kent State his freshman year – lucky!). We got there pretty early so we got good seats, and I ordered up a strawberry daiquiri to start things off, followed by an amaretto sour later in the night. The vibe is really cool there, I don’t really know how to explain it but it was like… relaxed and casual but at the same time classy and cool. It’s definitely a place I will go back to for a fun night out. I’d love to go with friends too! The show started off with a local Cleveland comedian named Ramon Rivas! Here’s a video I found on YouTube of an older set of his. Next up was Steve Simeone, who I could only describe as high energy and hilarious. He came out with a joke that was pretty much exactly what Mike & I went through before deciding to go out on Saturday. It was about how when you’re older you have to plan fun, instead of when you’re young how fun just happens. It was so, so funny. There was a lot of other jokes too that we were hysterically laughing at. Here’s a short clip of an older set from Steve Simeone. Then, Steve Rannazzisi finally came on!

Steve Rannazzisi from The League on FX

If you’ve never heard of Steve Rannazzisi, he plays Kevin on the TV show The League. Mike got me into this show, and let me tell you – it is FUNNY. Its overall theme is about fantasy football, but there’s so much other stuff going on so if you’re not a huge sports person, I’m sure you’d still find it funny. Also it’s definitely not PG, fyi. I do believe most of the seasons are on Netflix, too.
Their website also has a nice little description:

To be a fan of The League on FX, you don’t need to know much about fantasy football, or sports at all. You just need to have friends that you hate. FX’s ensemble comedy follows a group of old friends in a fantasy football league who care deeply about one another – so deeply that they use every opportunity to make each other’s lives miserable.

The League FX TV show

Steve’s set was awesome. He mentioned The League a little bit, but I’m glad he didn’t go too much into it, because then it would’ve felt like we were just watching the TV show (not that it would’ve been bad, but there’s more to him than just his character on the show, haha). Steve actually got his start on the MTV show Punk’d, which I never knew! I have to say, I am SO glad we went to this show (and Mike was too). I’m pretty sure there were some parts where I couldn’t breathe I was laughing so hard. Especially this one bit he did about how girlfriends don’t “move in,” they just start leaving stuff in places and one day you wake up and realize they are there every day. It was funny because that’s kind of what happened with Mike & I. We didn’t officially move in together, but he liked having me around and I liked being around… so eventually I just started staying over more & more, and well, the rest is history. 😉

You can check out @Ramon Rivas, @Steve Simeone, and @Steve Rannazzisi on Twitter by clicking each of their names! Also, Steve will be doing shows in Columbus this upcoming weekend if you’re in that area! Get more details here. Also, if you just can’t get enough of Steve like Mike & I can’t, we just checked out his YouTube TV series and it is hilarious as well. Seriously, this guy is comedy gold. Check out “Daddy Knows Best” on YouTube here!

After the show, Steve stayed to take pictures with everyone that wanted to, so of course we waited for one!


Then finally, after stopping at the Champagne Bar to catch a glimpse of the Indians game (who were somehow winning 18-6), we eventually left and walked over to Chocolate Bar because it was another thing in Cleveland I hadn’t done yet, plus it was just right across the street.

I ended up getting a Peanut Butter Cup martini, which was delicious! However, I don’t remember the last time I had a martini and I forgot how STRONG they are! It took a little getting used to, haha.

Chocolate Bar Peanut Butter Cup Martini Cleveland Ohio
How delicious does that look?!

After I finished that up, we headed back to the train and went home. It was so nice to have a night on the town with just the two of us.

I just love this picture of us!
I just love this picture of us!

Have you ever been to a stand up show in Cleveland? Who are your favorite comedians?


  • My boyfriend and I saw Aries Spears a few years back – that was a great show!! I love nights out on the town – looks like you two had a blast!

  • What a nice evening! I just went for the first time to see Sarah Colonna. You should definitely check out Chinato soon, I bet your attire would have been fine but it’s important to feel comfortable.

    My favorite comedians are Lewis Black, Mitch Hedburg, Demitri Martin, Maria Bamford…just to name a few.

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