Yesterday was my first time, and it was painful at first. You know how much I loved it by the time we finished, but I wasn’t looking forward to getting to that point again.”“It will be easier for you by the time you have your next appointment,” I told her. “We’ll be stopping by Zach’s shop on the way back to our house. He makes all the harnesses and tails for our ponies, so he’ll have a basic plug for you. They’re a bit uncomfortable at first, but regular wear will help you learn to control your anal sphincter so you’ll be able to enjoy anal sex without the pain.”“I appreciate that, Master. I’m curious though, why do the ponies wear them if they can’t have anal sex?”“There are a couple of reasons behind it other than just preparing yourself for anal sex. First, they wouldn’t look much like a pony without the tail, and wearing it on a plug gives a more natural look to it. When a pony is walking around, the movement causes the plug to shift around, making the tail move and sway on its. I spent many nights wanking over the thought of her tiny tits. She would always tease me by wearing short skirts that would show off her ass every time she bent over.After working together for a few months we kissed a couple of times and nothing more had ever happened. Young and innocent I suppose.One day I walked into work to find someone new. A short, red haired girl. She had slightly more curves than Steph but all in the right places. Her ass just begged to be spanked and tits you could get lost in. Immediately I was smitten. As it turned out she was one of Steph's friends from back home called Louise and she would be staying with her for around a week or so.To begin with we only really exchanged pleasantries and I continued with my work whilst she helped out around the shop. As the day wore on we got chatting more and more and there was certainly a spark between the two of us. Knowing that she would be there all week I decided to play it cool on the first day and just keep to.
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