This amazing story started all because my wife's best friend dressed up in a classic school girl outfit, complete with pigtails, plaid skirt and tight white top tied off at the belly button. She did this all for her husbands 30th birthday and to because this school girl role play was one of her husbands favorite fantasies. Apparently this produced their best night of sex in several years, and Amanda simply could not stop talking about it. Regina, my wife, certainly enjoyed hearing about it, and was anxious to know what fantasy I harbored that she could fulfill for my upcoming birthday. I said that there really wasn't one I could think of except for her giving me her anal cherry which, at that time, always met with the same "no way dude" reaction. However, she kept pressing me.
"There must be something else that turns you on?"
"Come on babe, what do you think about when you jerk off? I know you jerk off. It's no big deal you know."
"Ah, that is private honey," I teased.
"It's because I'm not involved, isnt it? Is that the reason you don't want to say? Because when you masturbate you are thinking of other women?", she pouted.
I laughed, "No, you are definitely involved, that's for sure."
"So there is something. Tell me! Come on, tell me," she pleaded.
"First of all, it's not something you could fulfill for me. Secondly, if I told you, you'd freak out and thirdly...well I can't think of a third but you get the point. It's private."
"Let's see. Now you have me intrigued. It's not something I could fulfill and it would freak me out. Let me think...Got it! I know what it is. Oh my God. I think it's hot. It doesn't freak me out."
"Really? You think you know what it is? And it wouldn't freak you out? OK, I'll bite, what do you think it is?"
"You have bisexual fantasies! You fantasize about guys when you masturbate!"
"No! That is definitely not it! And I can't believe that wouldn't freak you out!"
"Why! I fantasize about other women and that doesn't freak you out!"
"That's different."
"God! That is such a double standard."
"Whatever. I'd really rather not share it with you if you don't mind."
"You don't trust me enough to share your deepest sexual fantasy with me?"
"It's not a trust issue honey. Although, the fact that you wouldn't have freaked out if I were bi, makes me question some of my assumptions, that's for sure."
"Really? Which one? That I couldn't fulfill it or that it would freak me out?"
God, she was relentless. How the hell did I get here? I felt trapped. Plus, part of me always wanted her to know anyway. Ok, I was cracking. Holy shit!
"Group sex? Is that what it is? Like swinging? That has got to be it, right? Like swapping partners with another couple? Oh my, you are kinky! Am I right? You want to fuck another women while I'd be getting fucked by another guy?"
"Well, no, not exactly honey."
"Ugh, what then? Tell me, I can't take it. Please!"
"Ok, ok, I'll tell you. Jesus, you are persistent! It's no wonder you sell so much fucking software. You don't let up!"
"So I've been told," she laughed, "Ok, out with it!"
"All right, but you've been warned. And you better not freak out!"
"Go all ready!"
"Fine. When I masturbate...."
"Yeah...."
"I'm mostly thinking of you..."
"Yeah, me what, come on..."
"You," I hesitated, " getting royally fucked by another guy."
There it was. It was out there now. How would she react?
"Mmmmm. Really? And you, are you with another women?"
"No not really. It's not really about that. It's about you and your pleasure. It's about you being pleasured by someone else. I guess it's about some young well hung stud giving you incredible orgasms while I'm watching. Or listening. Or participating. It can take many forms, but it is always about you being lusty, and slutty and you know, it turns me on for some reason. I don't know why. I wouldn't want to really do it. (Would I?) I know it's sick and fucked up but that's what turns me on. What can I say?"
"Wow. That is not what I was expecting but I'm not freaked out about it. I mean, I know you love me. And, I guess I'm kinda flattered that it's all about me..."
"Babe, you should be flattered. I think you are the fucking sexiest thing in the whole world. I am so fucking turned on by you. You're fucking gorgeous, your body is perfect. Your little ass turns me on so much. And you are probably the nicest person on the goddamn planet. But I guess I'm part voyeur, because for some reason, the thought of seeing you cum on some guys big cock, excites me to no end. Weird huh?"
She stood up and faced me as I sat on the sofa watching her.
"It's not that weird, really," she said as she started taking her jeans off while looking me right in the eyes.
"I mean, certainly the thought of a man and women making love is hot, right? And it's not like I've never heard of it before. It's just, I always thought it was wimpy guys who were into that. But I mean if that really turns you on...let me think."