[MF] Her first anal was not with her bf

E is a girl I have known for some time now. She has a boyfriend but I am the friend on the side. We were introduced by a friend and started chatting, pretty soon the conversation turned sexual but she was adamant that we would not be engaging in any sexual activity. Well as you can imagine we didn’t keep to that rule and since we first started “seeing” each other we have fucked numerous times. She is on the pill so we play without condoms and I have sent her home many a time with a hot load inside her. I have also helped her achieve two major firsts in her life; the first time she swallowed and her first anal experience.

This story is about the latter.

A while ago we met up for breakfast and afterwards we went shopping (she needed a few things). In our country we have a large chemist change, similar to CVS, and while walking through there we found ourselves deciding what lube to get. There were limited options but a squeeze bottle of Durex lube found itself in our basket and we continued on our way.

A mind-altering night [MF]

It was a long drive to the West Rand. My trusty GPS was guiding me to my destination but little did it know what awaited me. I arrived at the address I was given and gave my car’s hooter a short hoot. The gate opened and I drove in. I climbed out my car and caught my first glimpse of the woman I came to meet.

Short, with shoulder length dark hair; her smile was shy but unnecessarily so. She was wearing sunglasses which hid her beautiful eyes and combined with the cigarette she gently pursed between her lips gave her an air of sophistication. I have no doubt that Sophie Loren would have complimented this beautiful woman on her appearance.

I walked up to Catherine and gave her a hug. I kept my hand on her lower back and followed her inside her house. We went into the kitchen and uncorked the bottle of wine I had brought with me. She brought me two glasses and we proceeded to move to the lounge, but not before I poured the wine into the glasses. I sat down on one of the two seater couches in the lounge and Catherine sat on the other, intent on keeping her distance.