This is a copyrighted original work of fiction. All rights reserved.
All characters featured herein are at least eighteen years of age, even if not expressly stated. Any resemblance between actual persons, living or dead is entirely coincidental.
Song lyrics contained herein remain the original artist's property.
Many thanks to editor Tom Graham of Girls_cum_first.
*
Fantastic as Christa thought I might have been, all I could think while lying in bed was how I didn't want to screw Ana or Angela, in the butt or elsewhere. With Angela maybe I could drink my way into having sex with her, but with Ana that was a totally different story. I was scared that I'd already ruined it with Ana. I had to fix the situation. Church Girl was a worry too, she was definitely stressed by the situation.
After a while I heard Ana come downstairs and go to her room. For probably an hour I pondered whether I should go and do something, say something to her....I really didn't know what to do. She had, not perhaps - but for sure, reluctantly bet her ass and lost. It didn't matter what happened in our friendship -- our relationship -- I hated to use that word but I had to face it -- but from that point on it would never be the same. I seriously fucked up.
A few minutes later I got out bed, slipped on my t-shirt and sweatpants walked down the hall and tapped on Ana's door.
"Come in."
She was in her PJs. Her normally long, thick braid of India-ink black hair was all combed out and splayed out across her shoulders and back as she sat in front of her computer. I had to admit to myself, she looked pretty sexy.
"What's up?" she asked.
"Ana....Ana...I'm really sorry...you don't have to..."
"Joey!" she said raising her hands in the air cutting me off, "it was a fair bet and I know what you're worried about. Our friendship is fine today and will be fine tomorrow. Nothing's changed. Go to bed. I've got work to do. Good night."
I felt like a mouse, I simply said, "Good night," closed the door and slinked back to my room. I felt better though. I'm not sure how she did it, but she seemed to have diffused the whole situation. I didn't know if I'd land up screwing her ass or not, but I felt better. And I still had Bubbles' ass to look forward to.
When I woke up in the morning -- naturally with a hard-on, I started thinking through the logistics. Number one -- I'd never screwed anyone in the ass before. I knew it wasn't simple. I'd seen enough porn to understand that there could be pain involved. I spent about half the day on the internet learning about anal sex. I learned about lubes and oils, about condoms, dildos, about taking it slowly one finger at a time, about enemas, butt plugs, relaxing the sphincter....in the end it was information overload. I figured I knew it all, I knew what to do.
The second thing was that I needed to pick the girls in order. While I was certain that I couldn't wait to have Bubbles, I was most freaked about Ana. But her words from last night gave me a confidence to carry on with the whole crazy situation. I'd already told them about me putting stars on their doors. I just needed to carry on with the plan.
I wanted them clean. I told them that. I didn't want any shit involved. That was my personal gross out. The internet taught me that they needed to have enemas first.
Bravely I went to the pharmacy that afternoon with the mission to buy five enema kits and five bottles of lube. I figured sharing wouldn't be too cool. I took a deep breath to gather some courage and went inside.
There was only one enema kit style to choose from. I grabbed five boxes. The lube had a huge selection. I picked the cheap no-name stuff and grabbed five bottles. In retrospect I should have grabbed a basket because as I trundled up to the only cash register open with my arms overflowing, I accidently dropped all the boxes and all the lube onto the counter in front of the check out lady.
She was middle age, forty, fifty? Not particularly good looking. She stood there looking at the mess I made for a few moments then turned her face up to me and asked, "Did you find everything you were looking for today?"
I know I was beet red. "Yes," I squeaked.
A girl, about eighteen, stepped up next to me with mascara and shampoo in hand, waiting to check out.
The sales lady rung up my purchases as I tried to calm down and get a hold of my sanity. "That will be two twenty seven, nineteen."
"What?!" Clearly I hadn't checked the prices.
"Perhaps you can get by with only four of these?" she said holding up one of the enema kit boxes for the whole store to see. She gazed at me with a stupid grin on her face.
The girl next to me in line looked at me with distress in her face and said, "Eeeew!"
My legs were shaking, I knew my face was red. I was ready to bolt out of the store. "No, I need all five," I squeaked again.
"They are re-usable you know," the sales lady said with mock indignation in her face. I hope it was mock.
The young girl's mouth hung open; her eyes were full of horror.
"I need five, I'll take all five," I said trembling as I handed her my credit card. I thought I was going to die.
I survived.
On the way home I stopped at the dollar store and bought five gold colored gift bags and a packet of red star stickers.
I finalized my plan. Angela would be first because if she wasn't, she'd be thinking that I didn't want to do her, which of course was exactly the case. Plus Angela, being sex starved, would be the one who would most likely to give a favorable review to the others.
Next would be Church Girl. She was already clearly freaked about it. I had to deal with that situation soon.
Then Ana. I still had my doubts about whether I could go through with her.
And then Bubble's sweet, tight, little ass. I couldn't wait for that.
And to finish up, Christa the Orgasmatron Yeah Christa was going to be like the icing on the cake. Hot sex plus sweet revenge. It couldn't get any better.
After stashing the gifts I went over to Donny's for dinner and landed up coming home a little late and a lot high. I didn't see the girls that night but before going to bed I put a star on Angela's door.
I woke up in the morning to the sound of somebody in the downstairs bathroom. As usual my dick was hard and I needed to piss. Suddenly Angela walked into my room with a huge smile on her face. She was wearing a big purple nightie type thing. Her big boobs were swaying underneath. I could see her nipples poking out.
"I found something this morning," she beamed while coming to sit on my bed. "I'm ready," she said as she grabbed my bone through the top sheet, "and I can see you are too!"
"Angela. Angela, hold on. You wait here," I said, "I've got to piss," I stood up naked with my boner sticking straight out, "and we need to talk."
"You don't want to do it now?" she asked staring at my cock.
"It ain't happening," I said, "I've got classes all day then I've got to be at the dojo tonight. Wait here, I need to piss and we need to talk," as I walked out to the bathroom holding my bone from swaying side to side.
The bathroom stunk of shit. Again. I guess Angela really was ready.
When I got back she was crying. What the hell did I do? "Why are you crying?"
"Joey you don't have to fuck me. I know I'm fat and ugly...."
"Angela! Don't be an idiot," I said cutting her off as I sat down beside her putting my arm around her big shoulder, "you're a beautiful lady. And ya...so...maybe...you could be a few pounds lighter....but you're still....beautiful...and sexy...and funny."
I knew I wasn't handing the situation well so far. It was early in the morning...
"Bullshit Joey," sobbing "you don't want to fuck me. You don't have to."
"Angela. I picked you first."
"Ya, to get it over and done with."
"Look Angela," I said hugging her then kissing her tear soaked eyes, "you have to understand something. This whole anal sex thing is not about my pleasure. It's about me giving you pleasure. I picked you first because you are the most deserving. You are the one that I want to give pleasure to the most." Did I really say that? Given the number of beers I had last night and the weed, I was surprisingly clear headed this morning. She looked up at me, a smile was creeping up on her face.
"You don't really mean that, do you?"
"Of course I do Angela," she was wiping the tears off her cheek. "I have a little gift for you," I said.
"A gift?"
"It's not really a gift." I reached down into my closet and pulled the first of the gold gift bags out and handed it to her.
"Oh!" she said taking the bag from me with sparkle in her eye. She pulled out the enema kit box, looked at it for a moment, turned her face to me, her eyes wide opened. "What's this?" she asked.
I couldn't believe how awkward this just became. "It's an enema kit," I said meekly.
"I can see that."
Gulp.
"Angela, I want us to have fun. This is what it's all about. Not just me getting my jollies in your ass. It's all about you ..and me...having some serious erotic fun."
"You want to give me an enema?"
"No...no...no. I want you to give yourself an enema before we do this. Maybe I'm just funny, but I'd like you to be clean inside and out when we do this."
She just looked at me with her eyes all wide in disbelief. She pulled the bottle of lube out of the bag, looked at it then looked back up at me.
"And I'd like you to be all slippery too." My eyes bore in on hers. Hers on mine. "You're making it out as if I'm the weirdo here," I said, then continued, "I thought I heard you say that you're an anal virgin. Have you ever had anything else in there?"
"Yeah a dildo."
"Really?" now my eyes were truly wide open. This was going to be fun.
"Ok," I continued "when do you want to do this? I want us to be relaxed, not pressured, maybe we should grab a bottle of wine or something. I can get us a couple of joints if you want. I don't want this to be a wham bam thank you ma'am type thing. I want you to cum. A lot. I want to see those big breasts of yours shaking as you cum. I want to suck and pinch those nipples of yours. I want to lick that pussy of yours and I want to fuck you up your ass."
She was smiling now.
Did I just say all that?
"Whenever you're ready," she said grinning.
"How about Friday night? I asked. "Your place or mine?"
"What do you mean?"
