I was sitting on the sofa, next to Jenny, and having a good chat with her. We had been friends since school and were awfully close. Closer than most schoolgirl friendships were. Back in high school, Jenny and I had fucked several times while we experimented with our sexuality.
She eventually decided she was straight, while I sat on the fence until I was in my twenties. Then I ended up falling in love with a wonderful woman and eventually moved in with her.
That being said. Jenny and I remained in contact and had an awesome friendship. I had been a bridesmaid at her wedding and was godmother to her son.
Our conversation was very frank and about her husband. We had discussed the topic several times over the last couple of years.
"I'm not sure it's a good idea. Tiffany and I have extremely strict rules regarding married people." I said to Jenny.
She had been asking for the same thing for quite some time and my answer had always been the same.
"I don't see the problem Felicity. You and Tiffany have an open relationship when it comes to sex. Bill wants anal and I hate the idea of anything going up there. You love anal." She argued with a frustrated sigh.
I shook my head.
"My sexual activities broke up one marriage Jenny. I would hate myself forever if it caused something bad in yours." I told her.
"It won't. I promise. I'm not the jealous type." She said desperately. "Please... Please ask Tiffany for permission." She begged. Knowing that I did not do anything without Tiffany's say so.
I was holding something back. I had already asked Tiffany the last time Jenny had begged me to let Bill fuck me up the ass. She had said yes but that it had to be my decision since Jenny and I went so far back as friends.
"I did ask." I told my friend.
Jenny blinked in surprise. She had probably thought I hadn't discussed her request with Tiffany.
"What did she say?" Jenny asked me after a brief pause.
I explained Tiffany's reasoning and that it had to be up to me and that I still felt it could all go horribly wrong. Sex without emotion is exceedingly difficult to do and emotions can cause all kinds of problems.
At twenty-eight. I had learnt the hard way that what I liked to do could and did impact other people's relationships.
Being a 'conscientious slut' was how Tiffany described it. With approval.
"Please Felicity. Say yes. It's his biggest fantasy and I want to make sure he does it with someone I can trust." She begged. Almost pathetically desperate.
"Why do you say that? Has he said he's looking to do it with someone else?" I replied in concern.
Jenny bit her lower lip and then nodded slowly.
"He suggested we hire a professional... you know... a call girl." She told me with a frightened look in her eyes.
To me, it sounded like a decent suggestion, but that is me. I have never had any problem with working girls. I did it myself for a short time to pay my Uni fees.
For Jenny, it was not an option unless she was really pushed. She did not see call girls the same way I did. It was one secret that I had kept from her. That I had taken money for sex in my late teens and early twenties.
I knew that Bill's idea would drive Jenny insane. She took her marriage vows seriously and had only turned to me because she trusted me so deeply.
"Would that really be so bad?" I still asked, even though I thought I knew what she would say.
"God yes. I wouldn't be able to look at him the same. Knowing he had soiled himself with some cheap whore." She replied hotly.
I nodded in understanding and then stood. Picking up my glass of wine, I walked to the large window and looked out at her garden.
Jenny followed and stood next to me without saying anything. She knew I was thinking.
I sipped my wine and gazed outward while reflecting inwardly.
"Where and when?" I eventually said softly.
"Here. In our bed... and I have to watch." She replied quickly and then held her breath. She had never mentioned watching before.
I was not fazed by the notion of her watching. I had guessed that she would want to be a part of it.
I looked into her large brown eyes and nodded once. "Fine... when?"
She met my eyes and gave an apologetic half smile. "I hadn't thought about that... tonight? He will be home by six?" she told me.
I snorted a small laugh at how eager she was to have it over and done with.
"Have you considered he might want to do it again?" I asked ruefully.
Jenny surprised me with her reply. "That's why it has to be you."
My mouth formed a small O shape and I blinked twice as I realized what she was saying.
"Exactly how often do you expect me to do it?" I asked with a frown.
She shrugged. "Until he works this little deviation out of his system I guess." She explained. "That is okay? Right?... I mean you have had regular guys in your love life before."
"Well. Yes. but not my best friend's husband." I said and shook my head. Annoyed that she had not explained this expectation earlier in our discussions.
