(This story was inspired by a story by Imstillfun. I've contacted him and he has given his blessing for this inspired tale.)
*
It was a big night for both of us. We were standing outside a house we'd never been to before. There was nothing special about it. Just a house, but it became special to me, special beyond imagining.
We were here because a friend of a friend, an investment manager called Tom, was retiring. Tonight was the office party. Tom was in his early 60s and ran in a small finance firm. I'd only met him once but his business partner, Ian, was a close friend of both my wife and I. There were just ten of them that worked in the company and all were about Tom's age apart from the office junior and one up and coming protΓ©gΓ© of Tom. My wife and I had known Ian for over 20 years, through two divorces, but she had never met Tom before.
Since Ian was closest to Tom, his employees all insisted he arrange the grand party. Ian was hardly a big social animal and just did not know where to start.
"What do either of us know about parties," I asked my wife when I told her of Ian's task.
At first she was disinterested but Ian showed his anxiety in no uncertain terms. We were out having dinner and after a few glasses of wine, my wife threw herself into designing a party to remember. Being me, I took a simple approach -- if there was a stripper it would be memorable. My wife disapproved instantly -- she believed men needed to do a lot more to give women the respect they deserved -- but Ian was getting stressed though so she softened her take. I insisted it would be a popular idea even though Ian kept worrying about how he would organise a stripper, especially as he knew Tom would not want some girl young enough to be his daughter. I agreed that finding a mature stripper might not be that easy.
My wife joked that perhaps Ian should ask her and we all laughed at that idea. Not because she wouldn't look good. I knew Ian had always found her attractive. It was just not possible to imagine her agreeing to do such a reckless thing. To be honest, the idea of her topless or naked with other men had always been a fantasy of mine but I thought it would always be just that, a fantasy.
After that night we actually set about putting the plan into action but Ian and I failed in our attempt to locate a stripper older than 35. Ian was getting frustrated and was about to drop the idea completely. He didn't want to let Tom down but had run out of other avenues to explore.
That was when I found out that my wife had started researching bachelor parties. She wasn't happy with what she found when I asked her about it one evening. Porn and strippers seemed to be the common thread. In many of the stories she read, the strippers would end up having sex with the groom and/or guys at the party. She certainly didn't approve of having sex with strangers like some stereotypical male fantasy and didn't think any woman should have to do it. I assured her that those were just stories.
"No one has sex at bachelor parties," I said. "That's just fiction. Do you really think a groom would risk his marriage on one night of cheap sex? Anyway, this isn't going to be some pre-pubescent bachelor party. It would be much more classy than that."
She wasn't convinced but helped Ian and me as we started planning Tom's night to remember. There would be 10 people there. The basic ingredients weren't hard: drinks, poker, porn, stripper. Pretty straight forward. The party was going to be held at the house of another of Tom's friends. My wife gave up trying to get us to raise the tone of the night and just asked that we kept good boundaries for Tom -- and for Ian.
I arranged to have food delivered from a local deli. I also arranged to have a couple of cases of wine delivered. Others would bring spirits - tequila, whiskey, vodka.Tom had checked with his friend whose house would be used and we could sit 5 at each table for poker.
We also went online and bought some porn despite my wife's scornful comments. Ian picked them out so she made rather less fuss than if it had been me choosing.
But for all that, it came down to the stripper. Another concerted attempt to find what we were looking for failed. Ian decided we would have to just go with a young girl despite Tom's strong preference against this. He knew his wife would not like it and he didn't want to make her feel threatened.
I knew it was important to Ian to give Tom the best send off into life of retired wealth. I had not forgotten my wife's lighthearted suggestion that she might take on the role herself. But I knew that it was because Ian was there and she had had a few drinks that had made her so playful. I needed to tread carefully not to get an instant and terminal 'No' so I waited until she was obviously in a bright mood.
I screwed up my courage and asked my wife to think about really taking the role on to help Ian out of a hole. I tried to cover the suggestion with humour but she still took a dim view of it. We went back and forth on this for a few nights in a row with my wife asking me if I truly would be happy with her being a sexual toy for other men and if I would have any respect for her after such a performance. She said it was ridiculous at her age and that it was just crude of me to even think about it. Then out of the blue she stopped protesting.
"I'll do it," she said. "Ian's a real friend and I don't want to let him down. Just you make sure you don't try to push me further than I want to go. It's not about sex. It's about doing what needs to be done when no one else can."
"Really?" I said, half to hear it again, half in disbelief. I thought she might be protesting her innocence just a bit too much but I wasn't going to screw things up by saying it.
I should probably interject here that I had always been proud of my wife and her looks. I liked her to wear short skirts and tight tops without a bra to showcase her big, long nipples. I got excited when I noticed men checking her out and I would always point it out. I loved it. She was 57 and still drew attention from males less than half her age. She had a nice 36B bust and her long dreadlocks that just added to the attraction. She had nipples that stiffened even when it was warm.