Chapter 44: The Request - Part I

Liz and I rejoined the others. All of the girls were there now, including Vickie, who had been spending a lot of her time with Nicky and Randi. They were discussing our week at the ranch. It felt strange, but the week seemed to have flown by for me. I had just settled into my chair, wishing I had gotten myself another cup of coffee when I heard Mandy.

“There he is! Ask him!” Mandy said to her mom.

Debbie looked at me and smiled, turning slightly red as she asked, “Michael? Can the girls and I speak with you?”

“Of course. Let’s step into my office,” I stood again indicating the still deserted balcony.

I detoured by the coffee pot and met them out there with my cup of coffee.

“Now. What can I do for you?” I asked Debbie with a playful tone to my voice.

“Well, ah...” she stammered a little as she began. “ The girls have decided they want to try, er, having sex with you. Only Candy doesn’t want anyone with her. She would like to be alone with you her first time.”

“That’s okay with me,” I said. Then to Candy, “Do you mind if I ask why?”

“I just don’t think I would enjoy it with anyone else there watching. And you can show me how to do it, can’t you?” she asked.

“I’d be glad to!” I told her with a big smile. Candy smiled back at me but didn’t say anything else.

“Are you okay with this?” I asked Debbie.

“I think so,” she replied. “You know what I’m worried about.”

“Have you discussed it with them?” I asked her.

“A little, but I’m afraid the concept doesn’t come across very well because they have no basis for comparison,” Debbie explained.

“Okay, that makes sense,” I told Debbie. Then I asked, “Do you girls understand what a shallow vagina is?”

“I guess,” said Mandy.

“I think so,” said Candy.

“Do you still have an intact hymen?” I asked the twins. They both replied in the negative and I saw Debbie’s look of surprise.

“After Julie’s turn, Jenny, Candy, and Mandy took care of that small detail with one of Nicky’s hairbrush handles,” I explained.

“Are you all okay? You didn’t rip anything did you?” Debbie asked them. “I mean rip anything that you shouldn’t have.”

“We’re fine mom! Mine hardly hurt at all, not like when...” she hesitated. “But Candy bled a little,” Mandy supplied.

“Okay,” I said, as I began to work my way through what I wanted to say. “Well, you’ve probably noticed since we’ve been here that the male penis comes in all shapes and sizes. That is also true for the female vagina as well. And your mom has an unusually shallow one, so she’s worried that one or both of you may have inherited that particular trait. Do either of you know why she’s worried?”

They shook their heads.

“Because most guys don’t know what a shallow vagina is or how to make love without hurting a woman who does have one. Did you notice the other night when I had my dick in your mom’s pussy, I never put it all the way in. The reason is, when I got part way, I was touching the back of it, on her cervix. If I do it right, it can feel pretty good. But if I push too far, it very painful. That’s why you mom is worried. There’s no way to know this without trying intercourse for yourself. Your mom, knows her vagina is very shallow and because of that, sex can be very painful, She has been worried about your first times and whether you inherited this from her. Does that make sense to you?”

“I understand the idea, but I still don’t see how your thingy’s gonna fit at all!” Mandy said.

“Yeah. It already looks too big to fit inside me,” said Candy.

I just looked at Debbie. She arched an eyebrow at me as she sighed.

“I don’t know what to do,” she said.

“I guess a little show and tell is in order. Can we use your room?” I asked Debbie.

“Of course. Do you want me to come too?” Debbie asked.

“Absolutely. I will definitely need your help,” I said as I headed for the Lodge.

I stopped by the group still at the breakfast table.

“I need a volunteer for a sex demonstration. Would one of you young ladies be willing to help us out?” I asked with a straight face.

Everyone stopped what they were doing to stare at me before Jenny jumped up excitedly.

“Anything to do with you and sex is right up my alley!” Jenny said.

Everyone else laughed and started asking questions, but I cut them off.

“Not right now. Come on Jenny,” I told her.

“Is he serious?” I heard Vickie ask. “What kind of demonstration? Can we watch too?”

We grabbed umbrellas that were on the porch and walked through the steady rain up the hill to the Lodge and Debbie’s bedroom. Surprisingly, Jenny didn’t ask any questions. She just clung to my arm. I could feel her motor purring, as she considered the possibilities.

“Okay, Jenny, you and Debbie lay side by side on the bed. Candy, you and Mandy get to make Little Mike hard,” I said when we got to Debbie’s room.

“Little Mike?” The asked together.

“Do you mean you’re thingy?” Mandy asked.

I laughed. Debbie was grinning. Jenny was the one who explained.

“My mom told me that if you’re old enough to handle a man’s cock, then you’re too old to call it a thingy.”

“Some guys referred to their penis by a pet name, Sweetheart,” Debbie added.

“Why?” asked Mandy.

“Because it usually sounds a little less vulgar. Kind of like you referring to your vagina as your coochie,” Debbie said. “And some guys swear their penis has a mind of its own, and it starts thinking for the guy when it sees a pretty girl.”

“It has a brain?” Mandy said confused.

“No honey. It’s just that some men, especially young men, quit thinking clearly when they get sexually stimulated. This means that they just think only about pleasing themselves and forget all about their partner’s needs. It’s commonly referred to as thinking with your cock,” Debbie patiently explained.

“Oh. Okay then. So you want us to make your Little Mike get hard?” Mandy asked.

I nodded.

Then looking at my partially aroused cock, she asked, “How do we do that?”

“Here! Let me show you!” Jenny exclaimed as she jumped off the bed and knelt in front of my chair. She then proceeded to show Candy and Mandy what her mom had shown her yesterday. I was stiff as a board in no time.

“Thank you!” I told Jenny as she went back to lie on the bed.

“Jenny, I was trying to explain to Candy and Mandy about shallow vaginas. They were having a hard time understanding, so I thought I’d show them first. Do you mind if I slip Little Mike in your coochie for a minute?” I asked.

Jenny got a huge grin on her face as she nodded, spreading her legs wide.

“Are you wet?” I asked her.

“I’m getting there!” she said as she rubbed her pussy.

“Here, let me,” I said as I lowered my lips to her pussy and slowly began licking between the folds.

Jenny moaned. She was so wet she was almost dripping.

“Liar!” I laughed, pulling my face away. “You were already wet!”

“I know! I just like you to lick me!” she giggled.

“Does it really feel good?” Candy whispered.

“Not as good as when he puts his, ah, Little Mike in me!” Jenny replied. And then she groaned as I slid him slowly into her tight pussy. I took my time, maybe even a little longer than necessary, to avoid scaring the twins.

I sat up on my haunches, pulling Jenny back to me so the girls could see my cock was almost fully buried in her tight pussy. I lightly ran the pad of my thumb over her prominent clit as I spoke.

“Girls, as you can see, Jenny is smaller than your mom, but I can slid my cock all the way in. And if she bends a certain way, I can rub the back of her vagina with it,” I explained. “Now. Let’s try your mom.”

“Aw-w-w-w...” Jenny cried as I pulled out.

I shifted to between Debbie’s legs.

“I’m afraid I’m not very wet either,” she purred.

“And I know you’re lying too!” I said as I dove into her snatch with my tongue. I remembered that Debbie liked soft and gentle touches, so I played with her gently with my tongue for a few moments then pulled away.

She groaned her disappointment as well. Candy didn’t need to ask if her mom liked having her pussy licked.

Still on my haunches, I pulled Debbie onto my hard cock. She used her pelvic muscles to try to get it in faster, but again, I just eased. Finally, I touched her cervix and she winced.

“As you can see, I only have part of my dick in her pussy and I have already hit bottom. Now most women are like Jenny, but some are like your mom. However, most guys are ignorant, and so they want to slam their cocks all the way in until their pelvic bones touches yours. You can see now why your mom is worried for you. She doesn’t want you to be in any unnecessary pain. Now do you understand?

“Yeah. But how do we find out?” Mandy asked.

“We can check it right now if you want,” I said. “But we’re going to do it a little different,” I said pulling out of Debbie. She had been squeezing me the whole time I was talking to the twins, and now she groaned as I pulled out.

“Different, how?” Mandy asked.

“I’m gonna lay on my back, and you can straddle me and lower yourself down on Little Mike. That way, you are in control the whole way,” I said lying in the center of the bed.

“Good idea, Michael,” Debbie said. Then to the twins, “Okay, who’s first?”

“Let Mandy go first,” Candy said hesitantly.

“Okay, Sweetie, hop up on Michael, and straddle him with your legs on each side of his hips,” Debbie instructed. Mandy did as she was told, and her pussy was below my balls, so her mom had her scoot up until her lips were sliding along the length of my shaft as she moved her hips back and forth. I lay still and let her experiment, my shaft growing wetter from her juices. Finally, Debbie told her how to cock her hips a little and then using her hand, she guided my cock between her daughters’ lips and into her virgin hole.

It took all my will power to remain still for Mandy. DAMN! Was she tight! And it seemed to take her forever to ease the head of my cock in.

Mandy was chirping, “Oo, Oo, Oo” and then “ah, ah, ah.”

“Oh god! It’s like, huge!” she panted as she paused for a moment.

“Does it hurt?” Candy quickly asked.

“Full! It feels so full!” Mandy screamed. “I LOVE IT!”

I quickly tied Candy, Debbie, and Jenny into Mandy’s emotions.

“Ohmygod! You really do! It’s really good!” Candy exclaimed, kneeling beside me on the bed and hugging her sister.

“I touched Debbie’s hand beside me. She had closed her eyes and was waiting to feel her daughter’s pain. She opened her eyes and looked at me. I nodded toward our union. Mandy’s clit was now rubbing my pubic bone. She had taken my entire length!

“Oh, Sweetheart. I’m so glad!” Debbie said hugging Mandy. It broke Mandy’s rhythm and she stopped. Then looking at where my pubic hairs meshed with hers, she cried, “I did it! I took it all! And it’s great, Candy!”

I had only planned to let her see how far it would go, then let Candy try. But there was no way I was getting her off my rod, so I let her keep bouncing.

“You almost didn’t get ME off that thing either, so I doubt you could blast HER off. Even with dynamite!” Debbie giggled as she thought to me,

“I just know I wouldn’t want to be the one that had to tell her to stop right now. Besides, she has her mother’s talent for squeezing me with her pussy,” I thought back.

Mandy was not there. I scanned her, but her emotions were so intense, there were no thoughts or anything coherent I could read. So I moved a little, but mainly, I just let her do what felt good. Very soon, she began to cum, her Oo’s and Ah’s became louder, until she suddenly went silent, clinching her vaginal muscles tightly. It wasn’t so much erotic as it just plain hurt; I grimaced, but held my tongue. Mandy didn’t even know I was there. She never actually stopped, just getting very slow, before she started again.

“I think you’ve created a monster,” Debbie thought to me when she saw Mandy start moving again. I could sense her relief that Mandy would never have to deal with the pain that she had dealt with for so long. And I could feel the concern she still had for Candy.

Jenny was lying on my hand, grinding her pussy against it, just as she did last weekend at Anna’s house. I could tell she was enjoying all the energy. For some reason, Jenny really fed on this kind of sexual dynamism.

But Candy was a different story. I could feel her desire, but it was nowhere as intense as Mandy’s or Jenny’s. She was on her knees behind Jenny, staring at her sister and slowly playing with her own pussy, but dreading having to mount me when Mandy finished. Candy was ready for sex, but not an audience. So her natural shyness was making the thought of being intimate in front of anyone else bad for her.

Debbie, on my other side, was lazily rubbing herself as she watched, so I clued her in to Candy’s feelings.

“Don’t worry,” I thought to her. “I’ll make a date with her for later this evening, alone.” I thought to Debbie.

Mandy continued to ride and to moan, louder this time. She was tight, but I was in no danger of cumming. Jenny was still grinding her pussy against my hand, two of my fingers inside her wet box. But she had slowed.

“I can tell she’s not going to make you cum. Can I try to after she’s through?” Jenny thought to me.

“Don’t expect me to last very long if you do. You really turn me on!” I thought back to her.

A few minutes later, Mandy stiffened, becoming silent and still, before collapsing on my chest. I slid her off between her mother and me. Finally, she opened her eyes and looked up at her mom as she said, “THAT was like, double wow! And it didn’t hurt at all! I can’t believe I was scared! Oh Candy, it’s fantastic! You gotta try it. You’ll love it!”

I looked at Candy. She was tempted, but the shyness was there, and I knew it would eventually ruin her first time.

“Candy, Jenny has asked if she could finish me off. If it’s all right with you, I’d like to rest a little then maybe you and I could get together without the United Nations here, and continue what we’ve started. I was hoping maybe you might spend the night with me,” I suggested to her.

Relief flooded through her. Debbie was still connected and could sense her relief with me. She smiled.

“Come on girls, let’s go get Mandy cleaned up and she can tell us all about it,” Debbie said. Then looking at my still hard cock, she asked, “Jenny, would you mind taking care of that for me?”