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Underwear DILF

@underweardilf
12 bookmarksindexed Nov 2, 2026updatedlast updated Nov 2, 2026importedlast imported Nov 2, 2026
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Showing 1 - 50 of 107
Quick fit check before meetings πŸ‘¨β€πŸ’»πŸ©² (I know it’s been a while!) πŸ™
Jun 3, 2026 0 1
A very grey look today, for very grey weather 🌧️ here in the UK
Nov 18, 2025 0 1
Request delivery: β€œI’d love to watch you start of clothed, then strip to your white Jockey briefs wanking. If you could then take them off, cum in your briefs and put them back on, that be amazing.” Enjoy! πŸ˜‰
Nov 16, 2025 0 1
0:24
Brand new undies from Randies.com. I can confirm the hype is real - they feel fantastic!
Nov 6, 2025 0 21
New briefs from Randies.com are being shipped shortly which I’m very excited to try on for you! πŸ™
Nov 4, 2025 0
That morning bedhead look before grabbing a coffee β˜•οΈπŸŒ…
Nov 2, 2025 0 1
Cheeky this morning’s mirror shot caught my eye πŸ“Έ
Aug 9, 2025 0 1
Busy working from home, see! πŸ˜‰
Aug 7, 2025 0 1
0:45
Love these pair of white cotton briefs by Jockey πŸ™πŸ˜˜
Jun 1, 2025 0 21
Happy new year! Enjoying some of my Christmas gifts πŸ™. Who wants a game?
Jan 4, 2025 0 2
Get closer…
Nov 9, 2024 0 1
Sunday mornings at its best. First up, and logging into OF makes me quite excited! Thank you guys for your likes and DMs πŸ™. Great community of likeminded supporters.
Sep 29, 2024 0 4
When you’re getting dress and something catches your eye πŸ˜‰
Sep 26, 2024 0 1
0:08 9:16
Little treat for the thong lovers out there πŸ™
Sep 25, 2024 0 41
How is it September already πŸ€·β€β™‚οΈ. Well, got the last few months out the way with the day job!
Sep 4, 2024 0 2
Apologies for the leave of absence again. My day job and family must come first and these last few months have been incredibly stressful! I find the best approach is to take one step at a time. This weekend has been the first in a long time I have been able to take a step back! So, start a new DIY p
Mar 17, 2024 0 1
I took a break from OF a bit to focus on Family/Work. I’ve missed it 😈. But all things in moderation as they say. πŸ™
Nov 30, 2023 0 3
New shirt, can you tell? πŸ€·β€β™‚οΈπŸ˜….
Sep 6, 2023 0 1
0:29 9:16
β€œWhat are you wearing right now? I’d love you too show me”
Jun 26, 2023 0 1
Enjoying a moment to myself πŸ‘ŒπŸ˜‰
Jun 22, 2023 0 1
Quick snap from this morning. Bright choice today as the sun is out!
May 30, 2023 0 1
Good morning πŸ‘‹. πŸ‘” An iconic brand, Hugo Boss never disappoints. Amazing support and a sleek design that keeps me feeling confident all day long. But what do you think?
Apr 19, 2023 0 3
Been a while since the these had an outing. Plan on getting some jobs done round the house today and spending some quality time with the family
Apr 10, 2023 0 2
I just wanted to pop in and say hello because I'm back from my little break. I took some time off to recharge and refresh, and I'm feeling better than ever. Sometimes we all need a little break to take care of ourselves, and that's exactly what I did. Now I'm back and ready to keep spreading the goo
Apr 5, 2023 0 1
Boots and undies. Nothing more needed πŸ˜‰
Jan 31, 2023 0 3
Happy new year! Request for something tight today so these will do the trick 😜
Jan 2, 2023 0 3
Good morning πŸ‘‹. Fresh faced and washed ready for New Year’s Eve! Thank you to everyone who’s liked, commented, DM’d and subscribed. Connected with some genuinely lovely and horny people this year and hope that continues into 2023.
Dec 31, 2022 0 2
Request for a quick show of today’s undie choice 😘
Dec 30, 2022 0 1
Morning and merry Christmas! I just wanted to apologize for not being around much lately - I contracted Covid and just felt low and rough. I'm so sorry for not being able to participate in the usual social activities. I'm looking forward to being back in the swing of things and catching up with all
Dec 26, 2022 0
Morning lovely lot πŸ‘‹. Today are these Lapsa briefs which feel super soft and supportive under my office wear.
Nov 15, 2022 0 4
Time the stripy Calvins got an outing today πŸ‘Œ. Been a busy few weeks, normal service to resume πŸ™.
Nov 8, 2022 0 2
New underwear from my wishlist delivered! Can definitely recommend them πŸ‘Œ
Oct 10, 2022 0 3
It’s got to be these comfortable briefs from Armani today πŸ‘Œ
Sep 26, 2022 0 3
Good morning πŸ˜‰
Sep 8, 2022 0 3
Been a long day? Just rest your head here and relax 🀫
Aug 5, 2022 0 1
Another Monday morning, another opportunity to do some great things
Jul 25, 2022 0 1
0:08
Finally…. Someone else’s hand on my bulge having a cheeky play 🀫
Jul 13, 2022 0 11
It’s another super hot day so these breathable sports briefs form Reebok should do the trick πŸ”₯πŸ˜‰. How else does anyone keep cool?!
Jul 11, 2022 0 3
Good morning πŸ‘‹. I’ve not been around much lately with one thing after another, but starting the week off confidently πŸ’ͺ
Jul 4, 2022 0 2
Sun's out, bulge out!
May 28, 2022 0 1
0:17
Quick shower this morning and grabbed these for today for someone who wanted blue πŸ˜‰. School run done, now headed to the office. Have a great day!
May 10, 2022 0 41
I LOVE oral sex between men. For me it’s another level of what really turns me on. Especially when there’s lots of cum on show. Curious to know though! Which of these would you prefer to watch? πŸ€”
May 6, 2022 0
Casual WFH day, then the weekend πŸ‘Œ. Couldn’t decide between white or black briefs today, but when I remembered how soft and comfy these ones were they won.
May 6, 2022 0 4
Not sure what just happened but it’s my great pleasure to welcome a few more subscribers! πŸ‘‹ working from home tomorrow so more content on the way 😘
May 5, 2022 0
0:24
Will today be warm enough for a T-shirt?! Let’s hope so. Happy Friday πŸ‘‹πŸ»
Mar 25, 2022 0 21
"Go to the bathroom, strip off to your briefs, and take a picture". - gladly πŸ˜‰
Feb 26, 2022 0 1
In case you were wondering what I wore under my work wear today… now you know πŸ˜‰.
Feb 21, 2022 0 6
Good morning πŸ‘‹. Looking through the underwear draw this morning getting ready for work and wanted something with colour. Stripes ok? jumper needs an iron though!
Feb 7, 2022 0 4
Morning folks, and happy new year! πŸ₯³ πŸ‘‹. Back to the office again today then WFH for the rest of the week. Decided on these comfy and smart briefs for the working day
Jan 5, 2022 0 3
Another red day for the festive season πŸŽ…πŸŽ„. Everyone getting excited?! 😜
Dec 22, 2021 0 2
Showing 1 - 50 of 107