Cuckoldest

21 Jul 2022 Score 67 / 100 cuckoldest.com Mobile friendly


  • Videos 4 stars
  • Pictures 4 stars
  • Unique 5 stars
  • Size 2 stars
Review score 67
  • 2 stars Cost
  • 3 stars Updates
  • 2 stars Usability
  • 3 stars Claims
Cuckoldest tour page Click here to visit Cuckoldest

Introduction to cuckoldest.com

Cuckoldest offers male/male/female (MMF) bisexual threeways featuring guys in their 20s playing with daddy/older woman couples or two guys with a mature woman while her hubby watches. 36 exclusive videos to download, stream, and watch on your mobiles. One to two updates added per month, and members get access to a huge porn network with more mature porn, straight, and gay sites.

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Since Last Review

  • Site has added 20 videos in 14 months
  • Downloadable videos now available
  • Monthly price increase, yearly price reduced
  • Updates are more regular; 1 to 2 added most months

Cuckoldest Topics

Video info

Videos offered for download and streaming

36 exclusive videos in MP4 format. Downloads sized at 3840x2160 (4K), plus 3 smaller sizes at good amateur quality or better. Streaming, mobile compatible videos also available.

Picture info

35 picture sets. Pics are good amateur quality digital stills sized at 2667x4000 but shown smaller. Zip files and slideshows are available. Pictures can be individually downloaded.

Bonus content

Network of 106 sites and over 24,000 videos - straight, gay and trans.

Site issues

Pre-checked offer (called a cross sale) on billing page. No mention of whether or not the memberships rebill, but site terms indicate that they do. Prices only given in Euros. Navigation is complex and can be confusing.

Membership cost of Cuckoldest

There are pre-checked options on signup page. If left checked, you will automatically be subscribed to another site.

  • Monthly: $23.27 (recurring every 30 days)
  • Yearly: $121.59 (recurring every 365 days)

Cuckoldest Review

Cuckoldest features experienced older swinger couples or solo women playing with younger men in their twenties in MMF situations. Cuckold isn't a word one hears everyday, so let me explain it. In Renaissance and Shakespearean times a cuckold was a man who was unaware that his wife was fooling around on him. But in porn, the man is usually quite aware of his wife's extracurricular activities because he's watching another man fuck her; he's rarely allowed to participate, which can be a source of humiliation. But the cuckolding niche also explores situations where a man enjoys watching another man fucking his wife and gets off on it. The scenes on Cuckoldest tend to explore the latter theme.

The younger men playing the virile studs are a variety of well-known Czech performers from the gay porn scene. Blond Chris Hollander appears in most of the scenes. He's a good looking, 27-year-old stud with a muscled body and a good-sized, uncut cock. Hollander is joined by fellow Czech hunks Pavel Sora, John Barber, Martin Dajnar, Ryan Cage, and Ivo Kerk. The older men and grandpas are not credited, but they appear to be in their fifties and sixties, some in decent shape while others are sporting some middle-aged spread. The women are a mix of types and appear between their thirties through fifties, and some are in decent shape while others are chubby. In a few of the more recent updates, the husbands or wives or both are in their early thirties and are joined by a man of a similar age.

The action is mostly MMF threeways while a few are larger groups. Seven of the early scenes feature two younger guys sharing an older woman. The guys suck each other's cocks and there's some pussy eating (but not a lot), then the guys fuck the woman and often one another. The newer scenes feature a younger guy playing with a much older man and woman. I wouldn't classify these as cuckolding as the older men actually help service the younger guys. I didn't see the older men doing any fucking, although a couple of them did get fucked. Some of the latest episodes have four to six people licking and fucking.

The scenes are mostly filmed in a sort of sex club / bath house where couples rent rooms to explore their sexual fantasies. In one scene called "Having Fun with Dirty Grandpa," they do it all. Blond guy Chris Hollander arrives and is directed to an older woman's room. She sucks his cock while an older grandpa stands in the hallway watching. He finally joins them, and the trio head for the couch while the older man sucks the younger guy's cock. After some more head from the woman, the pair of men spit roast her. Chris also fucks the man's ass before the couple take turns sucking the blond's cock. Chris jacks himself off and the man gobbles up his cum load.

Cuckoldest offers 36 exclusive videos available in MP4 format. You can download them in four sizes up to 3840x2160 (4K) at good amateur quality or you can stream them on your desktop and mobiles in the same resolutions. While the video quality is pretty good overall, some of the scenes are a bit on the dim side. The 4K videos I downloaded were over 5 GB each, so if you have a slower connection or older computer, I'd recommend downloading or streaming the 1080p or 720p vids.

All but one of the videos come with a picture set. These sets offer digital stills sized at a whopping 2667x4000 but shown smaller in your browser or on your monitor at good amateur quality. If you expand the pics to their full size, the quality isn't as good, but since these pics are so big, you wouldn't be able to see the entire pics at full screen. You can download pic sets in zip files or save your favorite pictures individually, and both slideshows and pic-to-pic navigation is available.

When it comes to updates, things are sporadic. Some months one update is added, some months two updates are added, and last month (June of 2022) no updates were added. Luckily there are lots of extras.

Cuckoldest members get access to a massive porn network with 106 sites and over 24,000 videos. There are tons of straight sites including some that feature older men or mature women like Dirty Gunther, Granddad, Grandmam, and Mature Van. There's also a good-sized gay porn network, Cockin, several more gay sites and a couple trans sites.

There are some issues. There's a pre-checked offer on the billing page, although it's easy to uncheck. The membership prices are only given in Euros, and neither the join nor the billing page mention if the memberships recur, although the site terms say that they do. By joining the site, you automatically agree to receive commercial emails with no way to opt out when you join. When I logged in, I was hit with a pop-over, but it was easy enough to close.

But possibly the biggest problem with this network is organization and navigation. If you get lost in the network, which is easy to do, click STUDIOS at the top of any page and look for Cuckoldest. Or you can browse all the sites, which they call studios, from there. They push their live cam chat network called Secret Friends. While you can browse the chat, having much fun is going to require you buy tokens.

Cuckoldest offers some scenes with horny older men joining in as their mature and horny wives have sex with a younger guy while the older videos offer daddies and grandpas watching as their wives get fucked by two studs in their twenties. And a few of the newest vids offer husbands and wives in their thirties getting it on with another man or in a group. There are 36 exclusive videos to download and stream on your desktop and mobiles, and there are pic sets, too. Updates are irregular, but most months the site adds one to two videos. And you'll find several sites among the 100 sites that features older men with younger women or mature women with younger men. You'll also want to check out the bisexual, trans, and gay-sex sites in the network, and if you're looking for straight porn, you'll find plenty of that here.

Things we disliked

  • Pop-over when logging in
  • Cumbersome, confusing navigation
  • Tons of ads for straight live cam site
  • No scene descriptions or model info

Click here to visit Cuckoldest

Cuckoldest Screenshots

About Reviews

Online since 1999, GayDemon is a trusted guide to gay porn sites. On this page you can find a in-depth, detailed review of Cuckoldest with our honest opinion about this site. The review outline what you can expect to find as a member if you subscribe to Cuckoldest. The review was as accurate as possible when it was written on the 21 Jul 2022, but sites constantly change. GayDemon cannot guarantee that you will find the exact same content or features when you visit. Please contact me or leave a comment if you have any questions.

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