Our biggest play session thus far has been Labor Day weekend. We had three new toys arrive that week. A purple blindfold, purple cuffs with chains, and a suede flogger. We had tried out the blindfold and cuffs but had not really tested the flogger. This was a weekend of many firsts for us.
Friday night I showered and asked Sir what, if anything, he wanted me to lay out. He said the flogger, the cuffs, my glass vagina dildo (have separate one for ass), and lube. I set the scene up and got dressed as directed. Black polka dot short skirt with crinoline underneath, black and white fishnet stockings, and my shiny black confidence inducing fuck me heels. Sir said he wanted me at the foot of the bed, bent over on my arms, with my ass in the air. I obliged, of course.
After Sir came into the bedroom he tried out the flogger. I had one moment I nearly screamed safeword on, the flogger wrapped between my legs and on my pussy. That I was NOT prepared for! Next Sir held me down on the bed and forced me to orgasm repeatedly. I do remember almost biting his hand at one point as he went to muffle me. Sir then fucked me from behind, oh how I love that position cause his balls slap up against my clit, while grabbing my hair. I was pretty worn out (wonder why?!). I slept very soundly that night!
Saturday night I put on a demonstration for Sir. I know people say that if it hurts you're not doing anal right. For me it doesn't hurt, I just don't get anything out of it. Anal sex is not something I do for Sir often, and I know he would like to do it more. (This took place before I knew what a but plug was!) We have an old wedge pillow that Sir used to sleep on till he got a new one. I threw some towels on it, got out my glass ass dildo, lube, and Hitachi. I knew that if I stretched myself out it would be easier and maybe if I played with myself with the Hitachi while the glass dildo was in my ass I would be able to handle more. I used the wedge pillow by placing my legs on either side of it and using the higher end of the wedge to push/hold the dildo in.
Boy was I right!
I sat Sir on the floor behind me for a good view, with some lube of course. I had practiced this one and only once, the day before. My demonstration went well! I managed to fit all of the dildo, except the handle, up my ass. I'm not sure who was more shocked, Sir or myself?! After my demonstration Sir fucked me up the ass and I used the Hitachi to orgasm while he did it. I had trouble keeping the Hitachi in place though. Think I need something a little smaller. But it helped. Someday I hope to not need the Hitachi as I've heard there are girls who orgasm from anal sex. I orgasm from everything else, why not anal too?
Until Next Time... Play Rough!