Performing For Aspen Sugar Daddy free porn video

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I told you guys that I had a crazy weekend here in Colorado and finally I’ve gotten a minute to sit down and tell you guys about it. I’m still in Colorado but headed back to Australia early next week after Kip’s (my host and work colleague) now famous Speedo Only Party. Keep an eye on my blog next week to hear about the shenanigans that are bound to happen.Back to what happened last weekend.It started on Thursday night when Kip asked me if I wanted to go to Aspen for the weekend? I have never been (Kip lives in Breckenridge and Aspen is a two hour drive). Of course I’d love to snowboard Aspen but I had looked at it in the past and it is phenomenally expensive, accommodation and ski lift passes.

I expressed that financial concern to Kip who said he had an offer for me.We had a free place to stay, free lift tickets and all we had to do was let this guy watch us Kip and I fuck.I love watching and being watched so that part didn’t bother me. Who is the guy?The guy is a last fifties, married (to a woman), Wall Street guy who has a monster house in Aspen. He also has a condo on the snow. Super rich, like crazy rich. Some Denver friends of Kip’s that I have met go out there and perform for him a few times a year when the Wall Street Daddy is in town. Wall Street dude is in town this weekend but the Denver guys can’t make it so mentioned it to Kip to see if he and I would be interested.Kip was told that the guy would come over each day and we would be expected to fuck while he sat and watched us, Wall Street Daddy may or may not jerk off but we didn’t have to sexually interact with him. Other than that, Kip didn’t know anything more about it other than discretion would be paramount and that we would have to sign a non-disclosure agreement (I asked and me writing this isn’t in breach of it).The whole thing sounded awesome to me. I definitely have a little bit of exhibitionist in me (maybe that is where my speedo fetish comes from) and of course I would love to snowboard Aspen for a weekend.

Kip felt the same way so we agreed to give it a try.Next step was Kip and I sending a copy of our passports through to the Denver guys (they were going to be facilitating this), along with the non-disclose agreements signed. Those guys asked if they could mention that I am Dave Speedo Evans (from my blog Aussie Speedo Guy) which I agreed to. We could check in to the apartment on Friday night and Wall Street Daddy would see us that night and tell us when he would visit over the weekend. He would give us the ski lift tickets when he saw us on Friday and we could check out any time on Monday.Little bit of back and forth and it was a green light.About twenty four hours later, nearly to the hour, Kip and I were in this beautiful, ski-in, ski-out apartment right at the basin of Aspen Mountain. Not a huge apartment but it had a hottub on the deck and I can’t even imagine what it cost. We were told that Wall Street Daddy would be by around eight o’clock and he was due any minute.After a little bit of consultation with the Denver guys, Kip and I had come up with a little bit of a plan on our part.There was a knock at the door.When I opened the door the Wall Street Daddy was greeted by seeing me wearing just my new tiny Asian style Arena speedos. I got these when I arrived in Colorado a few weeks ago and I love them.

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1 year ago
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Hannah my first sugar baby

Friends will see a gallery and some videos of my first true “sugar baby”: the young, not-so-innocent Hannah. (There’s also a short clip for non-friends to view.) Hannah and I met online through a certain website and hit it off through texting for a few weeks before deciding to meet. This is the story of that first meeting, where Hannah did everything she could to earn her title of sugarbaby.At the time, Hannah was 21 and a junior in college. She is high maintenance for sure, but also a...

4 years ago
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Sugar Cane Epilogue and Prologue

Sugar Cane Plantation – The Epilog Sugar Cane Revisited – The Prologue Obviously this adventure had to end sooner or later. Our host of characters can't simply hang out on an island hideaway forever. As was pointed out, jobs and mortgages and all the other shit await!! Where will we go form here? Since much of this is pure fantasy, why not play with another fantasy that we all have from time to time. The fantasy of leaving it all behind. The fantasy that made that country song "Take...

3 years ago
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SugarChapter 2

She woke to his snore, bit her lip to keep from laughing out loud. She hadn’t heard a snore in ages. She kissed him. His snoring shifted to a low rumble. Her hand slid down his bare, hairy chest and down to his boxers. He was standing at attention. She cracked up, unable to resist the funny situation. Her aged sugar daddy was as stiff as a board. Her laughter woke him with a start. Who in the devil is in my bed? What is going on? There was a little girl, a young woman caressing his pecker,...

3 years ago
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Sugar for Coffee

I'd managed to snag a pretty good life. Even with a college degree, all I really wanted to do was paint my crazy paintings. Which of course paid nothing. But then I'd stumbled into this situation where I was making really good money. Despite the digital age. I could rip out the cover for a bodice-ripper in just days. There was that selection of recent gay literature that went platinum? I'd like to think it was my painting of a centaur horse-handling one of those hairy goat boys that punched...

3 years ago
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Asking a MILF For Sugar

Summer vacation was just winding up. I’d be going back to Florida to attend my second year of college. I had a fantastic summer. Recently, new neighbors moved in. A gorgeous MILF and her family moved directly across the street from my parent’s house. It appeared that her husband was out of town a lot.  She had a toddler, but brought them to pre-school every day. She didn’t work and loved to wash her car in a skimpy bikini. She liked to put a show on when she was outside. She would sunbathe in...

MILF
4 years ago
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My Time As A Sugar Baby Part One

When I started university at eighteen, money was scarce, so I looked for part-time work to boost my income. The majority of the jobs advertised were bar work or cleaning rooms in hotels. They paid the minimum wage and to earn what I needed would mean working long hours, leaving very little time for studying or social life. I didn’t want to go down that route; I knew there was something better out there for me. I just had to find it.A few days later in the campus coffee bar, I overheard a girl...

Mature
2 years ago
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Young Tranny Ch 6 Vegas Sugar Daddy Pt 2

Young Tranny Ch. 6 Vegas Sugar Daddy Pt 2.This is the second half of the sixth story following "How I Started," and shares my experiences between the ages of 19-29. These are prelude stories to the series of "Playtime Stories" I wrote. I hope you enjoy them and comment publicly or privately - it turns me on for some reason! These stories (especially this one) are mostly true so enjoy! I LOVE COMMENTS!!!!Saturday, a week later, we met again at the Power Trade and had more mind-blowing sex and...

2 years ago
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Hot Sex With My Dominating Sugar Mummy Nithiya

You will always find people fantasizing about having a sugar parent. Someone who can be a provider and a lover to them, all at once. It’s normal to want one, makes life easy and this right here is my story about how I met mine. Her name was Nitya, or Nithiya, to be precise. She was middle-aged, moderately attractive and dominating as hell. At the age of 18, she was married to a business development manager, who at that time was almost twice her age. At the tender age 21, she gave birth to a...

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