The 11th hour
Time did pass too quickly sometimes. Drew and I spent the evening on that balcony, talking. We didn't even kiss again until he was dropping me off at my place. Since then? Not a lot, he came to see me after work a couple of times, but we hadn't had any more 'dates' since we back peddled on our relationship, but we did talk daily. Most in text messages, a few pictures here and there but not a lot more.
It was kind of a relief he wasn't around all of the time. I felt a level of guilt about what I was planning to do tonight when it came to him… I know he not-so-secretly wanted to be my 'first' but I couldn't stop thinking it wasn't right. I had to let go of the past before I could move forward.
Madison and I hit the salon midday, both of us being made up by the professionals, adding to the magnificence of my dress. The stylist put my hair in an updo, with bits of curls falling behind my head. The start whiteness of my hair was unreal, she had to do a little touch up today, but it was minor compared to the last process.
Madison had her blond hair pulled into a tight updo, all of raveled in intricate braids on her head. She was wearing giant heels that kept her on her tip-toes, her makeup was ornate, just like mine. I felt like a stranger suddenly, not sure how to process as I looked myself over. I sat down, giving my feet a rest, waiting for Madison to finish her last minute pedicure she insisted on having because of her open toed shoes.
It was going to be just enough time for me to overthink.
Madison has spent the last few weeks trying to get me prepared but I knew it was never going to be easy. I even broke down and showed her my developing skill on her test penis. She really wanted me to do a test run with Drew, but I made sure she knew that wasn't going to happen, even if, at some times, I wish I had.
But I didn't want to lose my best friend and this was how I was going to do it. I watched my phone nervously, wondering if I should message him. He knew what today was, but it was a sore subject, he never mentions it. Maybe that was his was of dealing with it, or he thought I would somehow back out on my own. He didn't realize that I couldn't be the one to back out of anything.
Trying to entertain myself, I took a few pictures, trying to capture the maginifcence of my outfit today while Madison finished up. When she finally left the back of the house, I was having a half meltdown, just staring at my phone, "Hey babe! You alright?"
"Yes, of course," I responded immediately, "just a little jittery, that's all."
She grabbed my phone, looking down at it, "You were thinking about messaging Drew, huh?"
"We text back and forth all day, everyday. All I got today was good morning, and have a good day. I responded and he never messaged again. It's just not like him."
Madison sat down, slipping her heels back on, "He's probably going to lay low today, he knows what you are planning to do today. It's just how men deal with things sometimes, they close up and pretend nothing is wrong."
"That's not like him though.." I hesitated, taking a deep breath, "Do you think he's going to hate me for this?"
She smiled gently, "Nope, I think he's supportive enough and not shallow enough to let that come between you, you guys are so good together."
"Some men are jealous and can't even dream of their partner fucking someone else."
"Well, it's a new age. Poly is a big thing, so maybe that's what he wants." She said, matter of fact.
It was supposed to be comforting, but it really wasn't, "Do you think he's seeing other women?"
"Maybe," she stopped, looking deep in my eyes, "who care if he is? He's smart enough to be safe and if you decide you want him to yourself, you have to say so. It's not fair just to expect him to go celibate while you decide if you want him."
"You're right. It's not fair." I said, feeling just slightly better, "I think it would make it easier if he was. At least I know he's happy."
"Good way to look at it!" she looked at her watch, "okay the car will be here soon, you ready?" she stood up, walking to me. She turned me around a few times, checking every inch of my outfit. "You look fucking amazing!" she smiled, "Just one more thing," she reached into her bad, pulling out a tube of something, "You should go put this on, it's good for 4 hours, so by time we get down to business tonight, it should be ready to go still."
Grabbing the tube, I read 'lubrication' very quickly stuffing it in my clutch, "I don't think I need that."
"Trust me, you do. You may not think you need it, but it will help. Just go put it on." She grabbed my hand, "Little on the outside, a lot in, okay?"
"Madison, does this really have to be a thing?" I whined.
"Yes, missy, go do this. It's going to help out later and since we do it ahead of time, they'll be fooled into thinking its all from them. Works like a charm." She bragged almost.
When I retreated to the bathroom, she was right on my tail, standing outside of the stall. I pulled down my panties, squirting a bit of lube on my fingers. It felt weird to be standing in a stall stuffing lube inside of myself. "Isn't this going to leak all down my legs?"
"Nope, its thick enough it'll just leave you lubed. Make sure you get it as far as you can up there. I'd tell you to do the asshole too, but I made sure we excluded anal from the contract."
"Anal?!" I yelled, a little too loudly. "You never said that was a possibility!"
"Oh calm down, I will take it if he wants it. You'd be surprised how many men shy away from anal because of the mess."
I wiped my hand on some toilet paper, pulling up my panties I stepped out of the stall, "Just gross." Desperately, I scrubbed my hands, trying to get the viscous material off of my hands. "Dude this shit does not like to come off."
"Yeah and now you know what I use it. It's effective." My panties felt weird, a bit of liquid pooling in the crotch as we walked out of the bathroom. Madison's phone chimed, signaling the arrival of the car. We headed out, the chauffer opening the door for us, and we both crawled in. Madison grabbed a bottle of champaign, popping it and pouring us glasses, "Here, this will help."
I took a big swig as the car started moving. The hotel the event was being held in was not too far, just towards the outskirts of town. It would take 10 minutes at most to get there, even with traffic. My heart wouldn't stop racing, the alcohol was taking a tiny edge off, but I knew it wasn't going to get any better.
It was time to put on my big girl panties and make this happen.