Skippy
@sonskippy.bsky.social
Submissive son to @bostonleatherman.bsky.social. A leather, rubber, bondage, and kink enthusiast exploring and looking to connect with Dads, Sirs, Doms, Masters, sons, boys, and slaves.
Relaxed vibe…semi-hypnotic lights and music…and an eagerness to be opened up brought me to the brink of my first fist! Workin’ on it!
January 25, 2026 at 7:37 PM
Relaxed vibe…semi-hypnotic lights and music…and an eagerness to be opened up brought me to the brink of my first fist! Workin’ on it!
Mid-beating in the lobby at MAL. Pink pecs…but Dad decided it was time for the drooler gag by @mrsleather.bsky.social - Photo credit to @mrkristofer.bsky.social - thank You, Sir!
January 22, 2026 at 7:28 PM
Mid-beating in the lobby at MAL. Pink pecs…but Dad decided it was time for the drooler gag by @mrsleather.bsky.social - Photo credit to @mrkristofer.bsky.social - thank You, Sir!
January 19, 2026 at 11:42 PM
Final night at MAL. Great cigar social…dinner…chat with so many hot LeatherMen. Another fun event!
January 19, 2026 at 2:49 AM
Final night at MAL. Great cigar social…dinner…chat with so many hot LeatherMen. Another fun event!
Gear off after night 2 at MAL - took 68 (IYKYK) strokes of Dad’s strap across my chest in the lobby…bruises already beginning to show. A true highlight?…being fed three loads of piss by @mrkristofer.bsky.social…thank You, Sir!
January 18, 2026 at 6:51 AM
Gear off after night 2 at MAL - took 68 (IYKYK) strokes of Dad’s strap across my chest in the lobby…bruises already beginning to show. A true highlight?…being fed three loads of piss by @mrkristofer.bsky.social…thank You, Sir!
POV before my training started last night….
January 17, 2026 at 4:44 PM
POV before my training started last night….
Enjoying the drive to MAL…Dad’s ALWAYS in the driver’s seat!
January 16, 2026 at 5:58 PM
Enjoying the drive to MAL…Dad’s ALWAYS in the driver’s seat!
Enroute to Boston for two days of prep and service to Dad…then MAL. Whose boots am i going to get an up-close look and taste of while i am there?
January 13, 2026 at 6:14 PM
Enroute to Boston for two days of prep and service to Dad…then MAL. Whose boots am i going to get an up-close look and taste of while i am there?
Hope all the Sirs, (and boys), are out there crushing it over the holidays……
December 26, 2025 at 7:11 AM
Hope all the Sirs, (and boys), are out there crushing it over the holidays……
i was introduced to the sensory feast from receiving a beating by an amazing Master on the Cape. i am filled with a gratitude that comes from knowing a Mentor is invested in my development and unlocking my potential.
Thank your Doms and Sirs, boys…we are indeed fortunate for their tutelage.
Thank your Doms and Sirs, boys…we are indeed fortunate for their tutelage.
December 19, 2025 at 9:50 PM
i was introduced to the sensory feast from receiving a beating by an amazing Master on the Cape. i am filled with a gratitude that comes from knowing a Mentor is invested in my development and unlocking my potential.
Thank your Doms and Sirs, boys…we are indeed fortunate for their tutelage.
Thank your Doms and Sirs, boys…we are indeed fortunate for their tutelage.
Great visit to SpeXter @spexter.bsky.social in Munich yesterday…super friendly staff…and picked up a couple of items to add to the packing list for MAL! If you’re in the city - recommend a look!
December 5, 2025 at 1:22 PM
Great visit to SpeXter @spexter.bsky.social in Munich yesterday…super friendly staff…and picked up a couple of items to add to the packing list for MAL! If you’re in the city - recommend a look!
Chat with a LeatherMan i have followed on social media for years who happened to be in Munich Central Station at the same time as i was - fun coincidence!
December 1, 2025 at 12:29 PM
Chat with a LeatherMan i have followed on social media for years who happened to be in Munich Central Station at the same time as i was - fun coincidence!
So bored…and horny in the airport lounge that i am now imagining what each guy that passes by would look like in leather or rubber.
Preparing for arrival in Munich!
Preparing for arrival in Munich!
November 29, 2025 at 11:03 PM
So bored…and horny in the airport lounge that i am now imagining what each guy that passes by would look like in leather or rubber.
Preparing for arrival in Munich!
Preparing for arrival in Munich!
Non-kink shot enjoying a perfect day for wearing leather…and over my shoulder - a bourbon coming right up!
November 19, 2025 at 12:10 AM
Non-kink shot enjoying a perfect day for wearing leather…and over my shoulder - a bourbon coming right up!
Two workouts today….at the gym, and at home with my #crackstuffers Smooth Riders - sm, med, and working on the lge. A boy needs goals.
November 12, 2025 at 2:05 AM
Two workouts today….at the gym, and at home with my #crackstuffers Smooth Riders - sm, med, and working on the lge. A boy needs goals.
Ready for some hole training in Dad’s collar, Dad’s cage, and custom armbands - thanks to @mrkristofer.bsky.social and @fdaddylondon.bsky.social
November 11, 2025 at 9:05 PM
Ready for some hole training in Dad’s collar, Dad’s cage, and custom armbands - thanks to @mrkristofer.bsky.social and @fdaddylondon.bsky.social
How a sub centres itself. 😈
November 9, 2025 at 7:04 PM
How a sub centres itself. 😈
Poppers, bondage, milker, full rubber and some time spent in storage and under the sublime control of @stiefelkopp.bsky.social in His dungeon, made for a happy gimp. A truly amazing Sir.
November 5, 2025 at 1:22 AM
Poppers, bondage, milker, full rubber and some time spent in storage and under the sublime control of @stiefelkopp.bsky.social in His dungeon, made for a happy gimp. A truly amazing Sir.
POV LOctober housework, preparing for dinner guests….
October 26, 2025 at 6:27 PM
POV LOctober housework, preparing for dinner guests….
Dad smoking up His right glove…right before it got clamped over my nose & mouth.
October 14, 2025 at 6:44 AM
Dad smoking up His right glove…right before it got clamped over my nose & mouth.
Ashtray service when Dad or other LeatherMen are enjoying their cigars is one of my favourite ways of being put to good use.
August 8, 2025 at 7:14 AM
Ashtray service when Dad or other LeatherMen are enjoying their cigars is one of my favourite ways of being put to good use.
Stills from a video…those amazing moments during a beating when i feel the sting of Dad’s implements…and the touch of His gloved hands. boy Bliss!
August 6, 2025 at 9:34 PM
Stills from a video…those amazing moments during a beating when i feel the sting of Dad’s implements…and the touch of His gloved hands. boy Bliss!
i had a traumatic first experience with chastity - a Dom who applied it in heavy bondage, and proceeded to deliberately injure me and act without my consent…my Dad has since used careful, meaningful application to help me embrace it, and gain deep understanding of its intensity in a healthy dynamic🙏
August 3, 2025 at 8:41 PM
i had a traumatic first experience with chastity - a Dom who applied it in heavy bondage, and proceeded to deliberately injure me and act without my consent…my Dad has since used careful, meaningful application to help me embrace it, and gain deep understanding of its intensity in a healthy dynamic🙏