Also referring to π, tf2 with pyjama tickles :3c
Kinda π-bikini/ underwear tikies or PJ tikies? Ah yes, one of my favourite kinds of outfit for cozy tickles. I love pyjama tickles and so do the mercs, trusttt
Scout: He loves being tickled in his pyjamas. Soft, cozy and warm that leaves him room to squirm as much as he wants not to mention that it's easy for his ler to move their hands under said pyjamas so there'a choice here too, tickle him under the clothes or not, all goes and he loves the variety. In addition, my very self-indulgent headcanon is that he sleeps in an oversized hoodie/jumper/something like that, long socks and boxers. Just saying, those thighs are quite exposed :3
Soldier: See, that's when I sorta realized the maybe best way to go about it would be also giving headcanons about what kinda sleepwear they got because frankly Soldier probably sleeps naked. Regardless, right now for all of them we're going for something cozy and warm :3. Having said that, if Solly's wild in his normal outfit then in something so not restrictive you better believe he's squirming and fighting back even more. Which also means he exposes a lot of his spots, like that shirt is halfway up his chest in a matter of seconds
Pyro: Definitely Pyro's favourite way to be tickled. And to tickle too. It's just a big, giggly, wiggly pajama party and they're all for it. Perhaps that's why Pyro's one of those people that can and will go around in their pajamas all day. Ok, it's not its main purpose but it's definitely a good bonus. What an actual tickle magnet, walking around in their cute pajamas like that
Demoman: Oh boy what a joy to Demo are pijama tickles, both as a lee and as a ler. Cozy, there's lot of movements available, warm, what else could you want? Unfortunately whenever I think of Demo is sleepwear I can only think about this one madly adorable drawing of Demo sleeping and like his stomach's sticking out and well... you know what. Why did I say unfortunately? I don't know, it's actually very fortunate
Heavy: For the record, I can't imagine Heavy's pijama as anything different then the cosmetics. You know which ones. Anyways, a perfectly good occasion to worm your way under it to have good access to his bare ticklish tummy. Not easy when he usually has that vest and bulletbelt, but now? Easier than ever
Engineer: Oh no. Engie feels naked without his overalls, especially when it comes to tickling and obviously he doesn't sleep in them. Usually. Like sometimes he falls asleep in his normal clothes but if he changes into a normal sleepwear then he has that "naked" feeling. Anyways, of course that makes it a perfect time to lift his shirt an tickle that usually harder to get to tummy :3. Plus no googles so his face is all there for his ler to see
Medic: Yet another merc who's a big fan of being tickled when he's wearing his pyjama. Not to mention being barefoot. Ohhhh you want to tickle those bare soles of his now ohhhhh. Surely you wouldn't miss a chance to take revenge on him not that his exposed and comfy like that? Because if not he's going to make you tickle him anyway
Sniper: Sniper found out that needs to wear longer sleep pants quickly once the team really started tickling each other. His knees are too exposed otherwise. In fact, Sniper feels exposed in general in his pijama. Like... it's so SO easy for someone to dive a hand under it and tickle his entire torso. Flustered guy :3. Why do you think he sleeps in his van most nights than not? (canon btw, I'm Valve itself)
Spy: Honestly? The difference between being tickled in that (I assume) tight suit that he's also doing his best not to crumple and being tickled in pyjamas is incredibly big. In fact, the first time he got tickled while wearing a pyjamas he was so internally shocked about how nice it was. Mind you it's Spy, so his sleepwear is still probably fancy, but still, the difference is certainly there
I probably used at least 3 variants of the word pyjamas in this post. I never got why of all things this one is so complicated and has so manyother versions that look almost the same