Pinup Files
Pinup Files 4582 Pinup Files Think of classic pinup models from the 50s and 60s, and then add massive, natural boobs, and you're coming close to what Pinup Files presents.
Trial price $ 2.97
Monthly price $ 29.97
Quarterly price (3 months) $ 59.97
Yearly price $ 119.97
Our total rating: 84/10001

Pinup Files

Reviewed 2023-05-24 l Last update on

Short Review

Think of classic pinup models from the 50s and 60s, and then add massive, natural boobs, and you're coming close to what Pinup Files presents. Here, they have a cast of over 139 girls, all pinup-worthy, and all with big, natural boobs. It’s a delight for the breast man, a collection of hot girls posing for the video and stills camera, and presented in an easy-to-use members’ area where updates are more or less every day. Movies are now HD, there is plenty of content, and there are plenty of girls.

  • Trial: $2.97
  • Monthly: $29.97
  • 3 Months: $59.97
  • 1 Year: $119.97
84/100 0
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  • Exclusivity: 5/5
  • Updates: 5/5
  • Originality: 8/10
  • Quality: 14/15
  • Speed: 13/15
  • Quantity: 14/15

Pinup Girls is aimed at guys who like girls with big boobs, or rather, massive boobs, because these ladies certainly are well-stacked up top, and at men who like softcore, posing and pouting, boob play, and glamcore model shots. There’s a neat mix of videos and galleries, and there are regular updates. The site has grown since we last saw it, and now houses 1,521 videos, 1,185 galleries and shows us 139 top-heavy hotties. Those numbers will have changed by now, because there is something new just about every day. It’s also worth noting that the content is exclusive.

Your members’ area comes with a page of category headings, and I passed by there to help me explain what happens in the movies. These are not hardcore. There are no guys involved, no lesbian scenes, no masturbation or fingering. Instead, the girls pose, only now and then going fully naked. In fact, out of the 1,521 videos, only 66 of them come under the category heading of Full Nude. Other headings, which you can use as filters, include blonde, candid, costume, lap dances and tattoos. The girls hail from all over, though there is a section of UK girls, and they pose indoors and out. A ‘Classic’ section gives you poses in the style of the past, the ‘Wet’ section lets you see the girls wet, and you will also find them oiled, and posing in various costumes and sexy lingerie.

Just a note: You'll see, when viewing some of the videos, that the girls are being photographed at the same time as the photo shoot, so you get camera flashes, and voices in the background. That’s fully intentional. We also have some interviews with the models, and some behind-the-scenes videos to play with.

Another way to find your content is the model index, where you currently have 139 models to check out. Most popular when I was visiting was Tessa Fowler with 107 appearances. She, like the others, came with a description and writeup on her individual page, plus stats. She sports measurements at 30GG -27-31, but there are girls even bigger. Leanne Crow, who has made 99 appearances, comes in at 32KJ-30-38, while rising star, ‘Cassie-0-pia’ measures 36K-32-40 up top. What’s really good is that the model index gives you the information, links to the girls’ appearances, and also to any solo website they may have, as some of these girls have been awarded their own members’ area (access not included).

Heading to the Updates list, you find videos and photos arranged separately. The upload dates are shown with the sample images on index pages, and there are ways to rearrange the content. The earliest of the 1,521 movies dates from 2004, when viewing was by way of low-resolution files only, but now, the Pinup Files downloads and streams are up to 1080p HD. You have a choice of downloadable Mp4 files, at 480p, 720p and 1,920 x 1,080 HD, and the same for streaming, which happened smoothly for me, and the downloads were fast to arrive. I had no issues with filming or presentation quality, nor with the calibre of the models, but there is a daily download limit of 10 Gbs.

The 1,185 galleries are also arranged in date order, though you can change that, and they are first shown with large sample shots of the girl being photographed. Behind them lie various amounts of images per set, all professionally taken and all at good sizes, 3,840 x 2,160 px, for example. These you can take one at a time, see in a slideshow or download in two options of zipped file; one at the original size, and one at 1,600 px.

Nav, Design & Features

  • Design: 4/5
  • Navigation Ease: 7/10
  • Features: 7/10

Moving around Pinup Files, or rather, squeezing between the massive boobs of these gorgeous ladies, is actually very easy. The content is contained in separate areas and found via the Updates drop-down list, and the model index is linked from the main menu, as is the category page. You can only arrange the content as the most watched, the latest, or alphabetically by model name, but the category page acts as your filter. There are a few linked tag words per video, but no advanced search function. There are, though, lots of details about the pinups, and you also have the models’ stats.

Members can make up their own collection of favourite pieces of content, and give each scene and girl a rate. You are also able to leave comments, and contacting the webmasters is easy should you have any problems, which is unlikely as I found no technical errors. There are no extras, though, but there is a list of other sites in the network, though these are locked. If you try to investigate, you get a message telling you you're not a valid member, so it looks like you need to find these girls’ sites on your own. Six of them have their own personal sites, including Tessa Fowler and Leanne Crow.

Joining Pinup Files is simple, and its prices reflect the exclusivity of the content. The two-day trial is $2.97, recurring at the standard monthly price of $29.97 if not cancelled, and you can save by signing up for longer. Three-month (90 days) will cost you $59.97, and six months, $74.97. To get the best value, take the annual membership at $119.97, which represents a saving of 66% over the year. Beware of two pre-checked cross-sale on the payment form. They are grey, so you might think they are not checked, which, in fact, they are, and you have to click the grey box if you don't want trial membership to two more sites with recurring memberships. Otherwise, it’s simple, and you can pay by card or PayPal.

Members Area Screenshots


Pinup Girls has been producing busty erotic solos since 2004 and shows no signs of slowing down its output. With only naturally big-boobed ladies on show, and a wide variety of them, you have a classic set of posing, playing and pouting pinup models showing everything they have up top, and sometimes what they also have below. The quality standards are great, movies are HD and exclusive, and galleries hold large, professionally taken photos.

Pros & Cons

  • + Exclusive
  • + All-natural models
  • + Good update record
  • + High quality
  • + Lots of info
  • + Easy to navigate
  • - Two cross sales
  • - No advanced search
  • - No bonuses
  • - 10 GB daily download limit