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tshirtguy59's Videos ( 1 - 25 of 103)
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29:41
(60 Votes)
It's been a while since I made a video so I decided to make it a bit different and have some fun. There's two wedgies trashing my good HOM boxers and the ones I brought to wear home, plus I destroy my only t-shirt... therefore, I'm wet and naked for much of it... plus if you watch closely instead of floating away, my shorts sink and I actually never find them again, so I had fun getting home after this one... oh, and at the end I cut off most of my pubes which I will be living with for a while! Enjoy...

by: tshirtguy59
Type: Public
Views: 7,085
Uploaded: August 17, 2014, 11:36 AM

Categories: Fetish, Jerk-off, My Cock

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26:07
(38 Votes)
I go out in my white boxers and accidentally get a bit muddy... and then have a play in the dirt... rubbish this time of year, so sorry, it gets a bit dark at the end...

by: tshirtguy59
Type: Public
Views: 6,363
Uploaded: January 18, 2014, 04:37 AM

Categories: Jerk-off, General Gay, Fetish
Tags: white, boxers, muddy

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19:09
(43 Votes)
I'm out for a hike... but it's a bit warm. Might have to drop a few items of clothes... maybe go for a paddle... even a bit of skinny dipping maybe? But then imagine if someone's fantasy takes over...

by: tshirtguy59
Type: Public
Views: 8,720
Uploaded: October 23, 2013, 03:26 AM

Categories: Jerk-off, General Gay, Fetish

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24:58
(61 Votes)
I go out for a training run in my white shorts but things don't go to plan... this is a bit of an epic adventure and playtime as I haven't had time for making videos this summer!

by: tshirtguy59
Type: Public
Views: 9,120
Uploaded: August 10, 2013, 05:39 PM

Categories: Jerk-off, General Gay, Fetish

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21:31
(36 Votes)
I take a walk through the hills, this time wearing my white Calvin Classics. But are they up to the challenges they may face along the way... probably not if I have anything to do with it...

by: tshirtguy59
Type: Public
Views: 4,372
Uploaded: May 24, 2013, 12:17 AM

Categories: Jerk-off, General Gay, Fetish

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18:46
(41 Votes)
I saw a video recently of a girl getting her shorts railed and it's a coincidence, because I was out training and had a similar problem which left me a little more exposed than most runners...

by: tshirtguy59
Type: Public
Views: 10,966
Uploaded: April 14, 2013, 03:10 AM

Categories: Jerk-off, General Gay, Fetish

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7:44
(22 Votes)
I'm out training again, this time in my grey Puma boxers, and as usual they're not up to it... sorry about the weak framing at the end...

by: tshirtguy59
Type: Public
Views: 5,546
Uploaded: March 07, 2013, 11:10 PM

Categories: Jerk-off, General Gay, Fetish

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18:33
(28 Votes)
In this video it would appear I make an attempt to find out how many times the same boxers can be trashed consecutively

by: tshirtguy59
Type: Public
Views: 4,409
Uploaded: January 22, 2013, 03:16 AM

Categories: Jerk-off, General Gay, Fetish
Tags: hanging, wedgie

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9:54
(26 Votes)
I take an evening stroll in some of my favourite red puma boxers... unfortunately it goes the way of so many of these things with mud, and then they get torn etc...

by: tshirtguy59
Type: Public
Views: 5,202
Uploaded: November 29, 2012, 02:08 AM

Categories: Jerk-off, General Gay, Fetish
Tags: wedgie

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41:22
(45 Votes)
My last fantasy army training video ended badly for me, so it's time for a second try. You need to imagine a guy being put through some training by his cruel commander who likes to humiliate the wannabe recruit when he gets stuff wrong, and he does... The end section is for real, based on a dare several people asked that I wanted to try. For the final section I left what remained of my clothes under a rock and walked over a mile to the point considered the dead centre of the UK, on a remote moor - wearing nothing but my boxers, taking nothing (but the camera!). The boxers got destroyed, and I have to walk back over a mile naked. This is my biggest dare so far... and I did pass a hiking group when my boxers were 'damaged' and had to hide for ages and probably was seen; I didn't wait to find out.... sorry this is epically long, I know some people will enjoy the full adventure, others can skip through it...

by: tshirtguy59
Type: Public
Views: 12,516
Uploaded: November 16, 2012, 04:13 AM

Categories: Jerk-off, General Gay, Fetish

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8:39
(31 Votes)
This is just a quick play in my Wear if you Dare boxers... another hike in the country with a bit of getting wet and those boxers gradually meeting their match....

by: tshirtguy59
Type: Public
Views: 4,777
Uploaded: November 06, 2012, 05:35 AM

Categories: Jerk-off, General Gay, Fetish

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12:17
(34 Votes)
In this video we have a young sailor. He's not so good at marching and saluting so he's getting some extra training. Does he improve? Not a lot. What do we really have? Tshirtguy in a left over sailor costume making a strange video with some guy marching about with too much saluting. I see it as a comedy video, please don't try and take it seriously! If it is liked, the costume may return for some marching through somewhere a bit more muddy.... It's just a bit of fun....

by: tshirtguy59
Type: Public
Views: 7,919
Uploaded: August 09, 2012, 02:52 AM

Categories: General Gay, Fetish

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18:40
(36 Votes)
This is a video I made to play with my new camera so it's HD for the first time! I just take a little walk near/in the stream etc.....

by: tshirtguy59
Type: Public
Views: 7,309
Uploaded: June 19, 2012, 02:57 AM

Categories: Jerk-off, General Gay, Fetish

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20:33
(22 Votes)
I take another hike and stop to play along the way in my grey Puma undies. There's a couple of challenges where I leave my clothes and head off in the undies before finishing them off. I don't think it's the most exciting video I've done but here it is anyhow...

by: tshirtguy59
Type: Public
Views: 6,059
Uploaded: May 29, 2012, 12:22 AM

Categories: Jerk-off, General Gay, Fetish
Tags: hanging, wedgie

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16:32
(21 Votes)
Join me on my latest adventure as I head out on a 20 mile hike, and take some stops along the way to play in my brand newly imported boxers from China. This video does include a guy getting his boxers muddy, hanging by his boxers off stiles and gates on footpaths and even briefly visiting a random ****** If this doesn't sound like watching, please don't bother!

by: tshirtguy59
Type: Public
Views: 10,006
Uploaded: May 04, 2012, 09:58 PM

Categories: Jerk-off, General Gay, Fetish

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16:45
(40 Votes)
I take a walk. I'm in my duff jeans but no real plans... so follow the adventure as I hang around the trees and fall in the mud! Why? Never ask the question, there is no answer other than why not....

by: tshirtguy59
Type: Public
Views: 19,878
Uploaded: March 31, 2012, 12:23 AM

Categories: Jerk-off, General Gay, Fetish

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14:30
(32 Votes)
I had to take a hike over the moors while the ice and snow were still about... but how will my CK boxers like the cold and how long can they last?

by: tshirtguy59
Type: Public
Views: 4,633
Uploaded: March 08, 2012, 03:14 AM

Categories: Fetish
Tags: wet, boxers, ice

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14:19
(17 Votes)
Lets say I'm walking home from a night out dressed smart in shirt and tie and get into difficulties on the way... this was going to end in the mud proper but the camera suddenly steamed up big style for no reason so it now ends back at home... sorry!

by: tshirtguy59
Type: Public
Views: 7,416
Uploaded: February 07, 2012, 05:49 AM

Categories: Jerk-off, General Gay, Fetish
Tags: white, tie, boxers, shirt, mud

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14:19
(30 Votes)
Lets say I'm walking home from a night out dressed smart in shirt and tie and get into difficulties on the way... this was going to end in the mud proper but the camera suddenly steamed up big style for no reason so it now ends back at home... sorry!

by: tshirtguy59
Type: Public
Views: 7,020
Uploaded: February 07, 2012, 01:17 AM

Categories: Jerk-off, General Gay, Fetish
Tags: white, tie, boxers, shirt, mud

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29:18
(50 Votes)
This is one of my proper adventure hikes, the best this year. Headed out for a 10k hill hike wearing unsuitable jeans and boxers, walking 2k of busy paths at the beginning. Between every 'stage' I've hiked with sagging wet clothes, very hard going up hills and cross country moorland. After the 'peat incident' I honestly hiked 2k before even finding a stream to clean up a bit, I deliberately had no spare clothes.... it took so long it does finish in the shower as you'll see it was too dark to film, with still 1k to go, but not a bad thing the state I was in... also a bit longer and better quality as XT have increased the file size limit!

by: tshirtguy59
Type: Public
Views: 33,673
Uploaded: January 07, 2012, 07:31 AM

Categories: Jerk-off, General Gay, Fetish

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4:27
(31 Votes)
You'll need some imagination, then you'll see a guy getting stripped and shaved and some revealing pictures taken... this is entirely photos but it is probably my most show-offy revealing video.....??

by: tshirtguy59
Type: Public
Views: 18,949
Uploaded: December 24, 2011, 11:15 PM

Categories: General Gay, Fetish
Tags: shaved, naked, guy

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7:37
(19 Votes)
Well, I've lost count of the number of times I've done this... once more I'm out hiking for the day for 15 miles or so, and can't resist the mud and posts along the way meaning by the 3 or 4 miles, it was dark and once again my undies were a little worse for wear... I never take a spare pair because that would be cheating...!

by: tshirtguy59
Type: Public
Views: 9,633
Uploaded: December 06, 2011, 10:39 PM

Categories: Jerk-off, General Gay, Fetish

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11:23
(35 Votes)
No, not the crisps. This is me in the stream and hanging from the tree in my white Pringles boxers...

by: tshirtguy59
Type: Public
Views: 10,533
Uploaded: November 25, 2011, 12:57 AM

Categories: Jerk-off, General Gay, Fetish

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10:02
(25 Votes)
I return to an old location for a bit of a hike and a wedgie... but I genuinely haven't planned very well and end up in a difficult situation...

by: tshirtguy59
Type: Public
Views: 8,273
Uploaded: November 04, 2011, 12:13 PM

Categories: Jerk-off, General Gay, Fetish

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14:30
(30 Votes)
Second part of my training in the rain. Having already been soaked from head to foot in the stream/river, I've kept going only to become hooked on a random post. How will it all end?

by: tshirtguy59
Type: Public
Views: 7,292
Uploaded: October 20, 2011, 10:32 PM

Categories: Jerk-off, General Gay, Fetish

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