Chicago Booted Leathered Biker & Keyholder
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United States, Illinois, Chicago
Bikers, Bondage, Boots, Leather, Skinheads
I enter the parking lot and circle once before choosing a spot in a far corner away from the entrance. It's late in the season, so the picnics and family reunions are done, but their still might be the occasional birders or hikers about, and I want to ensure we have some privacy. I give the throttle a quick turn and rev the engine as I glide to a stop and cut the engine. The low rumble from the pipes fills the still afternoon air with one of My favorite sounds. I am early, so I simply drop the kickstand, sit in the saddle and wait.
A car pulls in after only a few minutes, you're cutting it close, but you are on time and I smile to Myself as you park in the spot next to Me. There are no pleasantries, we've been through this before, and I like to get right to work. I stand fully next to My bike and My Leathers creak their familiar groan. you assume the position in front of Me, kneeling knees apart so I may access the goods. The steel toe of My Boss Boot makes contact with your cock and balls and I feel the familiar Lexan bouncing off the Boot Leather. It has been thirty days and you're still locked up.
"Any issues?", I ask. "Any unpleasant chafing or rubbing? Any accidental discoveries by co-workers in the bathroom or TSA agents at airport security?" "No Sir, no issues, Sir, airport security knows me by now and they don't need to ask anymore, Sir", is your quick reply. "Splendid!", I say. "Shall we go another thirty days then, or would you enjoy some release"? you look down at the toe of My Boot and almost whisper, "Release Sir, please." "Alright then, if that's your decision", I say.
I order you to strip and jumping to your feet, you readily comply and are quickly naked, presenting Me with your caged cock and balls in My familiar HolyTrainer. I remove the keys from My hip, select the right one and open the lock. Undoing the cage and sliding the ring off your cock and balls, My gloved hands inspect your member for any damage. I cup the weight of your full balls and gently roll them from My fingers to My palm, the feel of freedom, glove Leather and slight manipulation brings you to a speedy and full erection. I swiftly punch your balls up into your cock and that brings you back to your knees where you belong.
I set the timer and inform you that you may fuck My Boots for the next two minutes. If you cum, wonderful, if not, so be it. The cage goes back on, I ride off and you may try again in 30 days. Rather than argue the unfairness of it all, you set to work. The combination of unrestricted blood flow to your cock and My previous manual manipulations gets your cock hard and ready quickly. Not wasting a second you begin humping hard and fast. your enthusiasm for your task almost knocks Me off balance, but I hold you fast and recover. Soon you are humping away at My Boot Leather, your cock sawing back and forth in the warm pockets of the shafts of My knee high Boss Boots."90 seconds!", I announce to the empty parking lot and your grunts are a mixture of desperation and need. "60 seconds!", and your breath is heavy and shallow. "30 seconds!", and your whimper lets Me know you're close, but doubtful that you'll make it. Desperate to cum, and looking at the real possibility that when I shout "15 seconds!", you're no closer than when you started, you look up into My eyes, pleading for a mixture of more time and unspoken inspiration. "5 seconds!", you slow, change rhythm, relax, a medium focus comes into your eyes, your pelvis still thrusting, knees pained and raw, cock rubbed even more raw. "3-2-1!", and your final thrust is the deepest and I feel your cock surge and spasm. your saved up boy cum begins to shoot out over My Boots. Spray after spray, your groan low and subdued, not at all loud and shouting, you cum and manage to follow the instructions set out on our first meeting to always cum on My Boots.
you breathe more deeply now, even, relaxed in recovery mode. your head rests against my Leathered thigh.
6' 4" (193 cm)
135 (last 30 days)
07 Jun 2017 04:52
29 May 2017 05:05
13 Feb 2002
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