Chapter 4: If You’re Not Cherry!

“Why are those two hanging around again?” My best friend Lee asked me, as he looked over at the two girls who had just walked past us. Both of them smiling and wiggling their fingers in a little girly wave. “Pair of prick teasers.!

“They’re not hanging around. Anyway, it’s only Moira and Kelly. You know, Kelly, my sister! The one you’re so longing to fuck!”

“Yeah, well they shouldn’t hang near us.”

“Why not? You fancy them? Maybe they fancy you as well.”

“No chance, anyway Kelly’s your sister. I can’t fancy her, that’s not right. You shouldn’t fancy a mate’s sister. Guys honour.”

“Bollocks! That’s not what you said a while ago, when you thought you may have had a chance with Kell. I’d fancy your sister if you had one, as long as she didn’t look like you that is. I bet she’d look like a younger version of your mum, and she is hot. I’d love to feel her legs wrapped around me. I bet she’d be able to teach me what to do.”

“No way. You can’t say things like that. My mum? Urgh!”

“Hey, your mum is hot. So her daughter would be as well unless she looked like you, that is.”

“Fuck off!”

“Look, your mum always comes out top of the MILFs list.”

“No, she doesn’t. That’s Moira’s mum, Mrs Kerr.”

At that, we both groaned. Mrs Kerr was smoking hot, no wonder Moira was such a doll.

“So they’re hanging around, what’s the problem with that.”

Actually, both Kelly and Moira were hanging around more than they generally do. They were teasing not only us but all the other boys, by dropping their school bags, then slowly bending over to pick them up. Knowing their skirts would be riding high up their thighs. Kelly deliberately let Lee get a look at her panties. They were tormenting us. Well, they were torturing Lee, I knew what this was all about and what it was leading to.

“Because they’re hot. I’ll admit it, I fancy both.”

“Greedy. What if I said I could fix you up?”

“What Kelly? Cool, but she’d never agree.”

“Or Moira. Or both.”

“No way, man, that would never happen. You couldn’t do that. There is no way you could set me up with either of those two. After all, they’re in the year above us, so there’s no way anything would happen.”

Now came the dangerous part, what I said next could explode things in my face.

“Just go with me on this Lee. The year above isn’t a problem. Kelly’s my sister, dork. I can talk to her more than other girls in her class, and Moira’s always with her. So, just saying, what if I could set you up with either or both of them. Who would you do first, Kelly or Moira?”

“Don’t piss with my head, it’s never going to happen. Not with either of those two, even if one is your sister.”

“It could. So go on, which first?”

“Moira?”

“Not Kelly, you’re not saying Moira just ‘cos Kelly’s my sister?”

“Kelly ... Moira. I don’t know either one of them. God Si, why are you doing this, you’re freaking me out, and it’s never going to happen.”

“So you’ve no preference then.”

“Honestly, if you press me, Moira. I’d want Moira first.”

I waited a second before I replied, “Good choice, Kelly is good, but Moira is better.” (She isn’t).

“Wha...? Are you kidding me? Are you telling me you’ve done Moira? Hang on, have you done Kelly as well? Kelly! You’ve done your sister! That is so cool.”

“Keep it down, idiot, stop shouting. Yeah, I’ve done Kelly, as you so crudely put it, and Moira as well.”

“How often? Just once? Together? Separately? Come on spill. You’ve got to tell me more.”

“Lee, just relax, and I’ll tell you and let you into something if you want. But you’ve got to be cool.”

“OK, Cool, yeah cool. Go on spill.”

So, I told Lee about Kelly, Moira and me. That we were now getting together for some fun and experimentation regularly, also that the girls wouldn’t mind if he joined in.

“You’re joking, right? You’ve done both of them together, more than once. I don’t believe you. You’d never have been able to keep it quiet.”

“OK, let’s leave it there, say I’m just bullshitting then. Thought you wanted to pop your cherry though? Two girls are happy to do that for you and you don’t believe me.”

“I’m not cherry!”

“Yep, you are. Anyway, that’s one thing that Moira and Kelly insist on that you’re cherry. Moira wants to pop it, she’s jealous of Kelly.”

“Say I believe you, and I am cherry, what happens?”

“Look, Lee, you’ve got to be cool about this. Adult even, nobody can find out.”

“OK, OK, cool.”

“Well, this is how it could work. We set a time and place and then just do it. Well not just like that, the girls like to take things slow and build it up. They’d test you to see how cool you are. How you’d handle things. And I do mean handle.”

“What happens, come on, tell.”

“First we all get naked...”

“You mean I’d see a pussy?”

“Lee, not only would you see a pussy, you’d see two perfect pussies, and four boobs. You could play with all of them. I’m certain you’d even get at least one blowjob, and if you’re cool, then more than likely you’d get to fuck with one of them. Or both.”

“You are joking, no way is that going to happen.” Lee was still unbelieving, thinking I was winding him up.

Timing it just right, probably because of the fact that they were listening in as I’d had my phone on a call to them both, the girls came over.”

“Hi Lee, so you don’t believe what Simon’s been telling you. Pity, it could have been fun,” said Kelly.

“Yeah, and I’d have lurrrrved to have popped your cherry,” added Moira in a sexy voice.

Lee went white and silent for a few seconds. “You mean it don’t you? All three of you, you are doing it together. Oh my fucking God. I can’t believe it. You’re doing it.”

“Lee shut the fuck up and stay calm. Christ, I knew it was a mistake to think about bringing you into the group.”

“Lee, if you tell anyone about what you’ve just heard, I’ll cut your balls off. Slowly, before killing you,” Moira hissed in a threatening tone.

“OK, OK. I’m cool.”

“Do you want in?” Kelly asked. Lee nodded yes, I don’t think he could trust himself to speak now without saying the wrong thing.

“Right then, tomorrow morning at 10 o’clock over at ours. And Lee, what Moira said about your balls goes doubly for me. This has to be secret,” Kelly told him as the two girls walked away, leaving Lee in a state of unbelieving shock, and me to deal with him. It took all of the rest of lunch-break to get Lee back to something like normality.

As we were walking back home from school, I said to Lee, “I’d bang a few out tonight, and at least a couple tomorrow morning before coming over to ours.”

“I don’t do that.”

“Oh yeah ... Look you’re not going to last long before you pop if you’re overexcited, and you will be, especially with Kelly and Moira. I was, they are so fucking hot. You don’t want them to think you can’t handle it. They won’t like it if you cum too soon. Just think, if they are together as a pair, with you watching, you, wouldn’t last ten seconds. Just a bit of advice.”

“They do it together!” Lee was shocked.

“Yeah, why not. Oh my God, you hadn’t thought about that, had you. Moira and Kelly together, licking each other’s pussies, and you having a close-up view. So close, you can hear the slurping and smell their pussies.” I was laying it on to torment Lee.

“Fuck me.”

“They will. And Lee, just stay calm. The girls will know that you’re nervous and will make allowances for that, but not if you act like some little kid. Don’t fuck things up for me. I’ve gone out on a limb for you on this.” Lee nodded.

That night after Kelly and I had fucked, I told her what I’d told Lee about her and Moira.

“Oh, God. Every boy’s wet dream, two girls together, sooooo booorrrrrring.”

“Not just two girls. Two super hot girls who love eating pussy.”

“And sucking cock.”

“And fucking.”

“Well, fuck me again. Hard.”

I did.

The next morning Moira was the first to arrive, closely followed by Lee, who was red-faced and excited at what he anticipated was in store for him.

Both girls looked super sexy and cute in short skirts and low cut T-shirt tops, trainers and ankle socks. They both had on a bit of eye makeup on, nothing over the top, they were surprisingly subtle like that but their dress at times alternated between cute and innocent to slutty schoolgirl. Today was a bit of a mix of both.

We all went up to my bedroom, Lee could hardly wait. He was so excited, “So what happens now, do you all get naked and just do it?”

“Lee, be fucking cool, will you! No, we don’t just get naked and do it, for fucks sake grow up.”

The two girls took control then.

“Lee, just calm down, you’ve no need to worry, today is your lucky day, you are going to get your cherry popped, but we like to take our time. So here’s what’s going to happen. We are going to play a little game,” Lee let out a sigh of exasperation, “Not that sort of game. This is a game where we all get naked as you so clearly want.” Lee’s mouth dropped open as Kelly told him. Kelly, letting him know that soon he would be seeing both her and Moira totally naked, and only a few feet away from him.

“But, there are forfeits to pay partway through, but nothing too wild. Now, do you want to play? Or do you want to go home?” The look on Lee’s face was all the answer she needed.

The game we played was a variation of spin the bottle, and the loser had to take off a piece of clothing, that’s it. The neck of the bottle points at you and you strip. We worked out that we all had more or less the same amount of clothing on so soon got down to business.

Moira was the first to lose, and to everyone’s surprise, she reached under her skirt and pulled her panties off, waving them in the air before throwing them at Lee who dodged them as if they were the plague. As Moira sat directly opposite to Lee, he kept trying to peek up her skirt. To get his first sight of a pussy. Moira was a tease and kept her legs pressed closely together, although at times she parted them slightly just enough so that Lee thought he was going to see the promised land.

Lee and I both lost next both opting to lose a shoe. When Kelly lost, she was nearly as daring as Moira as she somehow got her bra off without letting Lee or me get a look at her tits. Girls really know how to tease like that.

So, Lee now knows Moira has no panties on, and Kelly no bra. He was squirming in his seat. I wasn’t doing much better, and I had seen these two hotties naked plenty of times now. I admit I felt sorry for Lee at that moment.

We all lost another couple of rounds each, more or less losing the same amount of clothes so were all equal. On the next spin, Kelly lost, as it was her fourth loss she had to pay a forfeit and Moira got to choose what it was.

“Kelly, I want you to let Lee have a little play with your boobs. A quick feel, under or over the top, that’s up to you.” Kelly giggled as she walked over to Lee, who was staring open-mouthed.

Kelly plonked herself onto Lee’s lap, smiled at him, took hold of his hands and placed them on her boobs, making him squeeze them. Lee soon got the message that Kelly wasn’t going to slap his face if he did more, so, soon he was pawing and groping for all he was worth. Kelly then upped things by kissing Lee, tongue forcing its way inside his mouth as she moved his hands until they were under her top. Lee’s eyes were wide as he felt a pair of boobs for the first time in his like.