Call me weird but, I have always enjoyed anal sex. Yes, I enjoy the feeling of something in my ass whether it be on my own or having someone else do their thing. My love for anal sex started with a girls night sleepover when I was younger. My girlfriends and I talked my mother into letting us sleep downstairs where my father had his home office. He was away on business for a couple of weeks and we promised not to touch anything important. You know how curious girls are, right? Unfortunately, that promise certainly didn’t last long. As soon as we knew that my mom was asleep, we fired up his computer and big ass monitor.
Lucky for us his password was our dogs name and it didn’t take long to figure that one out. My father was a tech “brainiac” but, lacked in common sense sometimes. He had a new HD monitor and we couldn’t believe how crisp and clear everything looked on screen. We kept the volume muted as we didn’t want any sound to carry upstairs and wake up my mother. My BFF named Kate took over command of the mouse and the next thing I know she was looking through my fathers bookmarks. “What do we have her” she managed to choke out. All I can remember after that was seeing a bunch of hot chicks engaging in various types of anal sex. This particular website specialized in all things anal sex and I was immediately intrigued by women taking it up the ass.
I bent over to take a closer look at all the cock, dildo’s, fingers and tongues on the screen. Before I knew it my other BFF, Yvonne had pulled my pajama pants down exposing my bare ass. I heard that kind of “pop sickle” licking sound and soon felt a wet finger at the entrance of my virgin ass. “Do it!,” Kate dared Yvonne. That was all the encouragement needed for Yvonne to slip a finger inside of me. It felt so fucking good! Never in my life would I have imagined that I would have enjoyed anal sex, let alone crave it on a regular basis. Yvonnne removed her finger fairly quickly and I told her it was OK to try it again. Only this time, Kate spit on my ass to provide a little more lubrication for my newly fucked asshole. Yvonne worked her finger back and forth and then Kate said she wanted a shot at my ass next. Instead of spitting this time, she leaned over and circled her tongue around my anus.
Words can barely describe how good that felt and then Kate shoved two fingers inside me while Yvonne watched. We were all so horny seeing that anal sex website that we craved more. None of us had a dildo or anything else like we saw on the website but, Yvonne (always the creative one) retrieved her hair brush that had a nice long rubber handle. As luck would have it, the creative use of that hair brush would have to suffice as the first ever cock in my ass. It might sound odd or perverted but, there must be some extra nerve endings in my anal cavity or something. It felt so fucking amazing! Both Kate and Yvonne pumped my ass all night long and I must confess that my first ever orgasm was accomplished by me rubbing my clit from underneath while Kate worked my ass with the hair brush. Some might say “eww” but, I said “aww!” I will never forget accepting the anal sex challenge and feeling my tight asshole clenching with the force of an anaconda around the hairbrush when I cam the first time.