Shared for the Weekend - Sex Stories

Shared for the Weekend

... discarding any plans we may have had.

She like to play with me and use me, to tie me and spank me, to feminize me and fuck me. It was through Gwyneth that I discovered how much I loved lingerie, and the feeling of satin and lace on my body. I had always loved it when she dressed up in sexy lingerie, but the first time she had me dress for her in stockings and garters along with a satin nightie and heels, I was lost. It took weeks of play and experimentation together before I could get over the initial excitement and embarrassment, but I eventually started crossdressing on my own as an occasional hobby, rather than just waiting and hoping that she would dominate me and force me to dress. It was Gwyneth who taught me to how apply makeup, and who first took me out in public to get a real sense of my skills at portraying a woman. It was Gwyn who suggested a hairstyle that was a little longer than my normal, that might work well in either my masculine or feminine times.

There were few games sexually that we had not played after 15 years of marriage - or so I thought.

As she slid a lubricated finger into my waiting asshole, she whispered in my ear. "Are you ready to give yourself over to me fully this weekend? I have plans for us, and I want your explicit permission to proceed. This is the only chance I'll give you to back away, but I've put a lot of thought into this weekend, so I really hope you are on board. I know you have no big work obligations, and there's ...

... nothing going on with family. Are you willing to do what you're told - without hesitation - and open yourself to whatever experiences I am set to provide for you?

Being finger fucked in the ass is not the time for me to be wary or hesitant, so of course I moaned agreement to whatever Gwyn had in store for me and I knew that it would be completely hot, and probably push a boundary or two.

As a second finger slid past my sphincter, Gwyn whispered encouragement to me as she nibbled on my neck and my ear. 'You are going to shower and shave and clean yourself up inside and out, and I really mean shaved everywhere. While you are preparing yourself that way, I'll be doing some work around here to get myself prepared. Once you are all dried off, let me know and I'll come in and finish your preparations."

A third finger pressed into me from behind and I moaned again, but after a few short moments of fucking my ass, all the fingers were withdrawn and Gwyn sent me on my way to prepare.

I tried to turn around and kiss Gwyn before I left her, but she was already getting up and around and busying herself with preparations.

My time in the bathroom was a little longer than normal due to the requirement to shave fully including my balls and asshole, as well as use the bathroom. I also decided just before my shower that I would use an enema as well to make sure I was all cleaned out inside. I suspected there may be toys and fingers exploring me as the day went on. It took all my ...