"What's up Heather?" I asked as a sat down at the bar next to her. Heather was an old high school friend's wife. We had gone most of our lives and never talked much, but my recent move back to town and my best friend Mike's upcoming wedding had put me and Heather crossing paths more often. Heather was going to be the maid of honor in Mike's wedding to Sara, and I was going to be the best man.
Mike and I had been friends since grade school. We weren't very much alike and I am not sure how we became so close, but it was inevitable that where you saw one of us you saw the other. Our differences were so apparent, that I am sure most people wondered how the pastor's kid (Mike) became so close with the kid from the other side of the tracks. Nevertheless, we were close and always had been.
Sara, Mike's fiancΓ©, was younger than the rest of us. We were all 26, while she was only 22. Sara had been a missionary's kid and had moved to the states after finishing college to find a job. She and Mike met when she started going to Mike's dad's church. That is also where she had befriended Heather. Heather was like her only friend and the only person outside of Sara's much younger sisters to be in the wedding.
"I have a big favor to ask you, Chris." Heather said, turning to me and sipping on her cocktail.
"Sure Heather." I said, "Is this about the wedding?"
"Well sort of, but..." she paused, "what I am about to tell you needs to stay between us, okay?"
"Okay!" This is where things were sticky for me. Here I was helping coordinate things for a wedding that I didn't want to happen. See, my best friend Mike is great. One of the greatest guys really. He would do anything for anyone. He is genuinely the nicest guy and I know he loves me like a brother. And it isn't like I think he is a great match for Sara. He is! They are perfect together. Perfect! Pastor's kid gone engineer marrying the missionary kid gone teacher. A match literally made in heaven. My problem was that Sara was too perfect.
Sara was this amazing, cheerful girl, who like I said Mike met and fell in love with while I was in the Navy. I returned from the end of my service to find that my best friend, who was so awkward and shy around girls, had finally met and was planning to marry this nice girl who had lived most of her life on a different continent. And I knew after the first night that we all met that I was not going to be okay with this wedding.
Back then, I tried to convince myself that it was because Mike hadn't lived enough. That he was still a virgin and here he was settling down with a woman, albeit a gorgeous one, who was as sheltered as he was. It was about a month into the friendship and near the time when I finally allowed myself to get a grip on what the true problem was that I had with the marriage. The realization struck me in the middle of me pleasuring myself when the only image in my head was of Sara. Fit, petite, full chested, curvaceous Sara. I didn't want them together because I wanted Sara for myself.
"So..." Heather continued, "I know that we said that we were not going to have any strippers or anything scandalous at the bachelor and bachelorette parties, but I think we may need to rethink that."
"Umm.."
"See, I talked to Sara some and well... How do I say this? I think Sara is a little bummed we aren't going all out and making this more of a time for her to remember."
"But... But didn't you say you couldn't do anything like that because of her sisters being minors and such?"
"Yes, but well, since I have found all this out I have sort of changed my plans. See, I am having two parties now. One, where we go to the beach for the official bachelorette party and then a second unofficial party where I have just Sara, and a few of my less tame friends with the stripper."
"I see, so why are you telling me this? I mean it isn't as if that is going to have any bearing on what Mike is going to want. I mean I can add a stripper to the party it isn't like they have discussed it or even are thinking anything about it. Mike is only focused on Sara and I think he would still tell me not to add one."
"Well, yeah, and I don't want anyone to know all of this and honestly, I wouldn't come to you if I didn't need this big favor. See, I don't think Sara realized when she moved to the states that she was going to find love so quickly. See, I think she was expecting to sort of sow some oats before she got engaged, but she met Mike and the romance was so fast and now as the wedding is approaching, she is getting more nervous about not having ever done anything with anyone. I mean, honestly Chris, she has never even see a man naked before. She wants to live a little, even if it is for just one night."
"Okay, but I don't see how I can help you. I mean it isn't like I could be your stripper." Mentally, I found my mind picturing nothing but me shoving my hard cock into Sara's face as she sat in front of me. Mesmerized after seeing her first nude male. I smiled as Heather continued.
"Ha! Of course not Chris. I mean you are handsomely confident, but no one wants to see all of you like that. What I need your help with is that I need someone to coordinate and handle all the transference of money. See neither me, nor any of my friends, can afford to have that all on our plate. I mean we are all married. All regular churchgoers. It would be frowned upon. I mean... I am even worried that some of the girls I have slated for the event may back out."
"Seriously, Heather!" I said, looking at her. "I thought you said this was your "not so tame" friends."
"Unfortunately, Chris they are too tame for that...coming, seeing...they have only moderate problems with, but it's another thing to have that attached to your name. Your account. We all felt it would be better and we would be safer having someone a little more worldly handling this."
"So you have come to me."
"Yes, Chris. I mean you left this town. You were in the Navy. You were worldly even when we were in high school. I know you probably even know of a service that could do this without even having to look into it. Am I right?"
She was right. I had a friend from Navy who ran a strip club two towns over. He also managed a strip-gram service that catered to bachelor parties. If I wasn't mistaken, he hired both men and women for that service.
"You are right, I do know of a place I could call and arrange it."
"So will you?"
"Yes, I will set it up for you, but if for any reason Mike finds out about this then you have to promise me that my name is never mentioned as being a part of it."
"Promise!" she squealed, ecstatic that she had one less thing on her plate.
"And?" she raised an eyebrow at me as I spoke, "I am definitely getting Mike a stripper whether he wants one or not."
"Deal," she shoved her hand into mine. "Now, I've got to run. Alan is expecting me home with supper in a few. Oh, but before I forget, there is one last thing."
"Yes," I said in my gruffest voice.
"Sara had only one request. She wants the man to wear a mask the entire time."
"What?" I laughed, "Is that some odd fantasy?"
"Ha, no. She just doesn't want to know. She doesn't want to one day see this guy at a restaurant and know that she saw him naked. Chris, this girl is innocent. I mean INNOCENT. She is taking a big gamble even asking for this, but she is so curious."
"Okay, Heather. I will arrange it. I will find out the cost and get the money from you and then everything will be worked out. Mask and all." Heather smiled, leaned in, and kissed my cheek before she rushed out of the door.
I sat there, sipping on my whiskey. My mind consumed with the thoughts of Sara. Kind Sara. Innocent Sara. Fit Sara. Gorgeous Sara. God what I would do to see Sara stripped of her clothes. I mean, what if she did stuff with that stripper. I wasn't naΓ―ve to think that those things didn't happen even at bachelorette parties. I mean, she was curious. How curious was she? What sort of wild oats did this girl want to sow? Was she thinking this was going to be more than looking at a nude man? Was she thinking that she might lose her virginity before her wedding night? My cock was hard. Oh, why couldn't I be that stripper?
And that was it. The seed to the idea that crept and wound its way into my mind. I called my friend Todd, who told me he did have a male stripper that was free on the night that Heather had the hotel room booked for the unofficial bachelorette party. The cost was $450 for the night. When I told Heather the cost, she asked if I could get a discount, because she was now having to pay double for what was two bachelorette parties. It was her plea for a lesser price that grew the idea in my mind.
Why couldn't I be the stripper? I mean. I was in shape. Coming out of the navy, I was chiseled to perfection. I had my share of women over time and well, I knew I was packing. I might not be porn star level, but I didn't think a 7 Β½ inch cock was that bad and she did want the stripper to be masked. Yes! My stomach flipped into my chest. I could do this. I mean, no one on the guest list outside of Sara and Heather had even met me and I would be masked. But my voice? I mean Sara still couldn't recognize my voice on the phone, so I was probably safe there, but Heather. I mean Heather would know, but would she be caught up in the moment enough to not put it together. Maybe she'd get drunk enough not to put it together, but then again, these were churchwomen and the chances of that might be slim. I resolved myself that I would find away, but I committed myself that I was going to go through with it. The chance of getting to rub my cock over the woman who had been my fantasy for the last year, who had fueled my dreams, who I had lusted after, was too tempting. I couldn't say no.