Sergeant Miles

Poor Sergeant Miles... looks like he's likely going to be going away for a couple of years.

But hey, if Jarec Wentworth could make it through a prison stint, and come out still ready to get back in the saddle, perhaps he will too?

Miles should ask Wentworth for some tips on how best to manage things whilst inside the big house.
 
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All In The Step Family Season 1 Episode 5 - StepMom Swap
Beach Kouple Productions - 2/7/2024
Starring Kymber Leigh, Misty Meaner, Sergeant Miles, and Scott Trainor
Note: Scott Trainor is bad at video editing. An error card from Final Cut Pro ended up in the scene at 36:52.
65d2ebc1cb171 - 720.mp4

After Junior & Miles have a conversation…Miles runs to his StepMom Misty to let her know what they discussed. Misty seems concerned so she calls Junior’s StepMom Kymber to get to the bottom of it. Misty said the boys spoke about some adult-time and sexual stuff…and that she’s not appalled, but more intrigued. She suggests Junior and Kymber come over asap to talk about it in more detail. Little did the boys know that their little conversation would lead to a StepMom Swap!
 
Concept: Clamazon #2
Mylf (Team Skeet) - 2/21/24
Starring Macy Meadows, Bobbi Shay, and Sergeant Miles
Mylf - Bobbi Shay, Macy Meadows - Concept Clamazon #2.mp4

What’s up, Mylf lovers? We’ve got a fun Labs update, so let’s jump right into the mix. For this experiment, we’re revisiting a scene we published on November 16th, 2023. The first “Clamazon” video did quite well, with fans admiring the smoking hot babes playing together. Clamazon is a concept where horny milfs receive instructions on how to use sex toys. These toys bring them greater orgasms, and watching them learn feels very taboo and fun. But as you’ll see, Clamazon also gladly delivers toys for men. We have a fantastic new pair of babes lined up for Clamazon #2. We think this experiment could be a long-term hit, and we hope you enjoy it, too. As always, the more you comment, the more effectively we can craft these experiments. In this episode, Bobbi is the trainer for the new Clamazon recruit, Macy. Macy is chipper and ready to live up to the Clamazon promise. They prepare an order for Sergeant Miles and his wife and head over to his house. Miles is so excited to see a busty milf and a sweet young babe at his door. They offer him a product tutorial, which Miles accepts. The babes get right to work explaining each toy and its use. The tutorial starts innocent enough but takes a spicy turn when Macy and Bobbi pull their shorts and undies down. Miles is a bit shocked but certainly intrigued - this full-service tutorial could get very interesting. Bobbi uses Macy’s pussy to show Miles how he’ll want to use the toys on his wife. Seeing a practical example helps a lot, and Miles can feel himself getting smarter (and hornier). Then, the babes show Miles a toy for him. They get on their knees and begin to pleasure Miles, using the toy to stimulate his cock, and sucking his dick in between pumps. To really amplify things, Bobbi and Macy let Miles fuck them so he can see how the toys might function in a real-world scenario. Although he’ll never be able to tell his wife about this, Miles is feeling confident about this purchase and will certainly be using Clamazon again.

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With a back arch like that you know he’s gonna be OK in prison :joy:

All jokes aside, I’m gonna miss him, but I’m sure he’ll be back. And honestly, he (and other people involved) do deserve the sentence. But on a personal level I do feel bad for him, and I hope at least that the experience won’t be too bad. I’ve heard American prisons can be a lot harsher than European ones. For his sake I hope it’ll be as uneventful as possible.
I will as well. I just hope he comes out a better person.
 
Some gossips said he used to live in Portland around 2011/2012 and was stripper for short period there. In Iraq he blew up one or his calf muscles and since this indident he is really insecure about it. He dated much younger guy and was indeed real piece of shit, arrogant and everything.
Anyone can verify it?
 
Some gossips said he used to live in Portland around 2011/2012 and was stripper for short period there. In Iraq he blew up one or his calf muscles and since this indident he is really insecure about it. He dated much younger guy and was indeed real piece of shit, arrogant and everything.
Anyone can verify it?
He lived near Portland for much of his adult life. He worked as a bouncer at strip clubs there and in Las Vegas. I don't know if he ever performed.

He was shot in the leg while in Iraq in 2005 and had to retire from the army in 2006.

If you have any information on the "much younger guy" he dated, please share. I've had a few guys reach out to me who claim to have had the misfortune of being in Sergeant Miles' orbit. While I can't verify every detail, the common thread is that he's a user who isn't interested in guys/trans women for anything more than money or a quick hookup.
 
He lived near Portland for much of his adult life. He worked as a bouncer at strip clubs there and in Las Vegas. I don't know if he ever performed.

He was shot in the leg while in Iraq in 2005 and had to retire from the army in 2006.

If you have any information on the "much younger guy" he dated, please share. I've had a few guys reach out to me who claim to have had the misfortune of being in Sergeant Miles' orbit. While I can't verify every detail, the common thread is that he's a user who isn't interested in guys/trans women for anything more than money or a quick hookup.
That's interesting. Those guys who reached you to share their information- it was here or twitter or from other sources?

I only know that the younger guy he supposedly dated was stripper and worked in the same club.
Also he claimed on his Twitter he dated men so would make sense.

Quick hookups with men or trans women are compatible with him being straight-leaning bisexual guy.