Somewhere out there, a tech company with a fruit logo is clenching its jaw, and I love it. Why do I say this? Because the site is called iWank. Duh! The name sounds like a gadget that would come out once a year at a big launch event, with a guy in a black turtleneck walking onstage to announce that this is the most advanced way to wank ever made. Spoiler alert, it isn't.
It does not come with a sleek aluminum body. It will not sync with your watch, and nobody is camping outside a store to get their hands on it. What it does come with is a pile of gay crossdressing videos, and for a lot of you, that's a much better reason to get excited than a slightly better camera and a new shade of grey. Am I proud of all of these references? You bet I am, and I will definitely keep them coming through the review.
Browse a decent gay crossdressing catalog that is actually somewhere else
The first thing you need to know about iWank is that it doesn't host any videos itself. It's more like a catalog of porn from around the web. You browse the thumbnails here, and when you click one, you're sent to the site where the video actually lives. So iWank does the finding, and somewhere else does the showing.
That has its upsides and downsides, and we'll get to both. For now, just know that every click is a little trip to another site, and what you find there depends on where you land. It might not be the most convenient way to watch guys in stockings and skirts, but it works. I would definitely pick this option if it would get me videos from this niche instead of something that ends up being a major turn-off.
Speaking of turn-offs and misleading niches, if you end up browsing iWank, you too will quickly discover that for a niche like crossdressing, there is a decent number of videos. Around 1.000 actually. Yeah, it is not a bottomless pit, but it is more than enough to keep you busy for a few nights. You might be thinking that there is some sort of catch, because even some giant tube sites have a smaller library than iWank, and to that I applaud you, because your instinct is correct.
The quality of the results depends heavily on how deep you go. The first few pages are genuinely good. Most of what you see there is the real deal, with guys properly dressed up and the kind of content you came looking for. If you only ever browsed those first pages, you'd think iWank had one of the cleanest crossdressing sections around. But if you keep scrolling through, things slowly begin to fall apart.
The further you get, the more bleed creeps in, until the later pages are packed with videos that have nothing to do with crossdressing. It's like a party that starts great and slowly fills up with people nobody invited. So my advice is to stick to the first few pages, enjoy the good stuff, and don't expect the same quality once you start digging deeper.
On the other hand, the more you browse, the more variety you are going to get, and sometimes, even if the variety is not hitting your exact cup of tea, which in this case is gay crossdressing, you might enjoy it as well. We both know that this niche is all about amateur and homemade videos that do not follow the same patterns as professionally produced content does.
That is this category’s charm, and sometimes spicing things up during your browsing session is not that bad. I know that some of you might find this statement blasphemous, but what can I tell you? I don’t think shitting on iWank is deserved when it actually offers good content, even if it might be mislabeled.
All the info you need, right under the thumbnail
Now for something iWank does really well. Under each thumbnail, you get a bunch of useful info. You can see which site the video comes from, its tags, how long it is, and when it was posted. That might not sound like much, but it's a big help on a site like this. The source is the most useful part. Since every video sends you somewhere else, knowing where you'll end up before you click prevents many kick-in-the-nuts moments from good ol’ ads, and I am not talking about the good kind of getting kicked in the nuts. I feel like I need to clarify that. I know some are kinky that way - me included.
Once you've figured out which sources treat you well and which ones bury you in ads, you can just glance at the name under the thumbnail and decide whether it's worth the trip. The tags help you spot the bleed before you click, and the duration and posting date let you know whether you're getting a quick clip or a full scene, and whether it's fresh or a few years old. While it might require some manual “labor” from your lazy ass, it keeps things simple, and it makes up for a lot of features that are missing on iWank.
One great example of missing things is the filters, because just like the fruit company’s latest phones missing a headphone jack, you will barely find any filters here. Just like using Bluetooth instead of wired headphones, the only options you have here are ordering videos by popular or latest.
The two sorting options behave quite differently, too. Popular gives you the videos people have liked the most, and most of them are over a year old. They're well-loved classics, and the bleed there is pretty low, so it's a safe bet if you just want something good. Latest gives you fresh uploads, some of them from yesterday or the past week, which is great if you want something new. The problem is that the latest videos come with a lot more bleed, so you'll be skipping a good chunk of them.
If you are somewhere my age, you will find this concept of choosing between old and reliable or new and messy quite familiar. The long filter is handy for cutting out the short clips, but that's about the only extra control you get. With a bit more effort on the filters, this could be a really solid site. As it stands, you'll be doing a lot of the work yourself, with the info under the thumbnails as your main tool.
Ads are a lottery
Since iWank sends you elsewhere for every video, the ads you deal with depend completely on where you end up. Some destinations are mild, with maybe a skippable ad and a banner or two that don't get in your way. Others are downright oppressive, with pop-ups, ads stacked on ads, and players you have to fight to get working.
I might be sounding like a repeating record at this point, but this is where the source info under the thumbnail comes in handy again. After a few clicks, you will start to notice which sources are easy on you and which ones make you want to throw your laptop or phone out the window. My suggestion is to stick to the good ones and avoid the bad ones, and your experience gets a lot better. Of course, a decent ad-blocker will save you a lot of headaches no matter where you land, but you might still have to deal with some bullshit even if there are no ads.
Honestly, iWank is a decent catalog for gay crossdressing content, but this is only the case if you know how to use it. The first pages are amazing. I found a lot of gems that I haven’t seen anywhere else, and I also found some bangers that are topping the popularity charts on the biggest platforms as well. Yeah, the second statement is not as powerful as it usually would be, considering that iWank sends you somewhere else every time.
Anyway, with over 1.000 videos, there is enough to keep you busy for a while if you manage to ignore the downsides, which can be a bit difficult sometimes. For those who manage to burn through the first pages of content and run into the bleed later on, it can be extremely annoying to deal with, especially with the “filters” that are available. Still, if you stick to the top pages and check the source before you click, iWank does a great job of giving you gay crossdressing videos to wank to.