Show Me

“Sex? I know how babies are made,” James said awkwardly.

“Show me then,” she said with a smile.

“Show you?”

“Uh-huh.”

“Oh hang on a moment, you want me to knock you up? Is that what this is all about?”

“What? God no, babies are not for me. But you raise a good point, before you have sex with anyone you need to think about safety. Okay, so as far as babies go, we’re safe, I had my tubes tied a long time ago. Don’t ask, let's just say I had some messy women problems and tying my tubes solved it, the happy side effect being I can’t have children. But as far as safe sex goes, you’re a virgin, right?”

“Yes.”

“Good, then you’re not going to have any STDs. As for me, I came prepared…give me one sec…”

Jessica disappeared from the kitchen and came back a minute later with a sheet of paper and handed it to James. He was still sitting on the stool at the breakfast bar, she stood next to him and watched as he read it.

“What’s this?”

“I went to the family planning clinic the other day and paid to have the results fast-tracked. It’s a full STD scan. The bottom line is, I am disease free. Which I knew already of course because, well, I’m careful and on top of that I’ve not had sex for years. So what all this means is that we’re free to have sex without fear of babies or nasty diseases. Okay?”

“Erm, okay.”

“Good, come on then,” she said, holding her hand out for him to take.

“Come on then what?”

“Let’s go upstairs, to my bedroom and have sex.”

“What, now?”

“Uh-huh.”

“Oh, um Jess, I’m not sure I’m ready and I um…”

“Did you have a shower this morning?”

“Yes.”

“I thought so, you smell lovely. Look, James, there’s nothing to it. I’m not expecting anything from you, remember, this is me teaching you. You don’t need to perform like a porn star or bang me senseless into waves of ecstasy. We’ll treat it like a practical biology lesson, I’ll guide you through it, okay?”

“Are sure sure?”

“I’m very sure. But you shouldn’t feel pressured, if you need time then that’s okay, just say so. Or, if you don’t fancy me then that’s okay too.”

“What? Oh no, of course, I fancy you, you’re gorgeous, it’s just that, well, this is a lot to take in.”

“I understand. So you’d like to wait? I can take you home if you feel…”

“No, no, sorry, um, yes please, I’d like you to teach me.”

“Good, come on then,” she said, holding her hand out for him again.

This time he took her hand and she led him out of the kitchen and up to her bedroom.

When they got there Jessica turned to him and said, “James, you’re shaking, it’s okay, there are no expectations on you, come, sit on the edge of the bed with me and we’ll just have a chat for a bit.”

“Okay,” he said nervously and sat there staring at the wall.

“Consent is just as important as safe sex. You should never find yourself in a bedroom with a woman unless you are both one hundred per cent sure you know why you are there.”

“Okay, but how do you do that?”

“You ask. James, I’d like to have sex with you, how do you feel about that?”

“Erm, yeah, I’m fine with that.”

“Good, but next time, try a more positive answer, maybe something like, ‘There’s nothing I’d like more in the world I’d rather do right now’. Now, ask me for consent.”

“Erm, Jess, can we have sex please?”

“Yes, James, I’d love to. Good, now we both have consent. We’ll go over that in more detail another time, there are sexier, more engaging ways we can ask for and give consent without it sounding so clinical. One very important thing about consent is that it can be revoked at any time. You could be right in the middle of having sex and a girl might change her mind and ask you to stop. If that happens, what do you think you should do?”

“If they say stop, then I’d stop,” he said, frowning slightly.

“Sounds kind of obvious, doesn’t it?”

“Yeah, I mean, what else would you do?”

“Some men believe that once you start you have to finish, that women, once they’ve consented, can’t change their mind, that they owe it to them to let them finish.”

“Ah, I see, erm, no, that’s not right, if reckon that if a girl asks to stop then you should stop.”

“I agree James. Now we’ve got consent out of the way, let’s talk about what we’re going to do today. Foreplay is important, but it’s an art to be mastered, we’ll get into that another time. For now, I think it best that you get used to being naked with another person and exploring my body. And please don’t worry about ‘performing’,” she said, making quotation marks with her fingers.

“We’re not here for you to give me orgasms, not today anyway. All we’re doing today is getting you used to being naked with me and exploring my body. Don’t worry about coming, whenever you feel the need to come just do it, don’t hold back or worry about coming too soon. Some men come from the first touch of the penis, and that’s fine, we’ll build up stamina over time. If you’re able to then give me a little warning when you’re going to come, but don’t worry if it’s all a bit sudden and it just happens, okay?”

“Okay.”

“Good. So, um, how about I take my clothes off and you can have a good look at me? Then when you feel ready you can take your clothes off too?”

“Sure, that sounds okay.”

She gave him a quick kiss on the lips, “You’re doing great,” she said with a broad smile.

Jessica stood up and pulled her vest top over her head, revealing a white lace bra. James briefly stared at the glimpse of the nipple he could see then looked away.

“James, it’s okay to look, you can stare all you like, I’ve given you consent, remember?”

“Oh, yeah, sorry.”

“And don’t apologise either.”

“Got it,” he said, his eyes glued to Jessica’s body.

She undid the button on her shorts, slid them down her legs and kicked them off to one side. James’ eyes then swiftly travelled down to look at the white lace thong and the patch of dark pubic hair he could see through the transparent fabric.

Turning her back to him, Jessica said, “These knickers are called thongs, see this bit that goes up my bum?”

“Uh-huh,” he stuttered in reply.

“Some people think they’re sexy. Do you like that?”

“Yes, it’s very…um sexy.”

“Good,” she said turning back to him, “I’ll buy more thongs if you like them, other things too. Communication is important, if we tell each other what we like and what turns us on it will help us to please each other. Now then, let’s get this bra off.”

Jessica went to unclasp it but then stopped.

“Actually, why don’t you have a go, they can be tricky to take off and practice makes perfect.”

He was still sitting on the edge of the bed, she moved close to him and bent her knees a little so he could reach up.

“They’ve got little hooks that go into the round holders on the other side, have a go and see if you can…” Before she could finish the sentence her bra popped open. “Ah, there you go, you’re a natural.”

Jess stood up and faced him again, then threw the bra across the room.

“I’m a thirty-two C, which is about medium-sized. I like my boobs,” she said, cupping them and squeezing her nipples, “they’re one of my better features. I like my bum too, but I wish my legs were longer.”

“I like all of you, you’re stunning,” said James.

“Thank you, that’s a lovely compliment. But you haven’t seen all of me yet, shall we rectify that?”

“Yes, yes please.”

“Stop saying please so much, I know it’s polite but in situations like these it comes across a little ****.”

James nodded, “noted,” he said.

Jessica put her thumbs in the waistband of her knickers, slid them off and kicked them away then placed her hands on her hips and did a slow twirl for him.

“So that’s me,” she said, briefly running a hand over her mound, “I’ve kept a little hair on top, but it’s all smooth underneath. I can grow it or shave it all off, whatever you prefer.”

“Erm, it looks nice as it is I think.”

“Okay, I’ll keep it like this then, but let me know if you want me to change it. Okay, so perhaps you’d like a better look at me, my pussy I mean, would like a closer look?”

“Yes plea….erm, yes, thank you.”

She stood about two paces away from him and allowed him to take the sight of her in for a moment.

“My pussy is another part of my body that like, my lips are not too big, not too small, they’re just right. Here, this might be a better angle.”

Jessica turned around and bent over, she spread her legs a little then pulled her bum cheeks apart and stayed there for half a minute or so. This gave James a perfect close-up of Jessica’s most intimate area. By this point, James had been sporting a rock-hard erection in his shorts, something that was not missed by Jessica when she turned around again.

“Anytime you want to take your clothes off, just do it, okay?”

“Okay.”

“And if you come in your pants, that’s fine, don’t be embarrassed, just tell me so I know where we’re at.”

“It’s fine, I’ve not come yet.”

“Good. Okay, before we move on, it might be best to take your shoes and socks off?”

“Oh, yeah, okay,” he said and bent over to undo his laces.

She put a hand on his shoulder and knelt in front of him.

“Let me do it,” she said and one by one undid his laces and placed the shoes to one side, then took his socks off.

“Would you feel comfortable taking your t-shirt off as well?”

“Um, yeah, that would be okay guess.”

“Good, you’re doing great James, here lift your arms up,” she said and pulled his t-shirt over his head.

She eyed the dark covering of chest hair and ran her hands over his chest.

“I like this, it’s manly. Just enough to be sexy.”

“Thanks.”

“Okay, let's move on.”

James watched as Jessica stood up then crawled up the bed and laid on her back, resting her head in the nest of thick, plump pillows.

She drew her knees up and spread her legs, “Go on, have a closer look, I’ll show you around.”

“Show me around?” he said, kneeling in front of her.

“Uh-huh, look here…” Jessica reached down and spread her labia with one hand and used her finger on the other hand to point.

“This is the labia majora, my outer lips. This here, is the labia minora, my inner lips, or folds. This…” she said, slipping a finger inside herself, “is the entrance to my vagina. This little bit here is my urethra or pee hole, and this is my clit. The whole outside area is my vulva, and the inside bit is my vagina. Oh, and this fleshy bit a the top where my pubes are, that’s my mons. And underneath it all is my anus, or bum hole. We’ll leave that alone for today, we’ll cover anal another time.”

“Anal?”

She smiled at him, “Uh-huh. Anal is definitely not for beginners though, but don’t worry, you’ll get in the back door soon enough, I promise. Okay, so now you know where everything is, why don’t you have a good feel around.”

“A good feel around?”

“Yup, feel my pussy, my tits, finger me if you want, maybe see if you can find my clit, whatever, just get used to touching me. Just explore and don’t worry, if it’s uncomfortable I’ll let you know, okay?”

“Blimey, erm, yeah, okay.”

James tentatively took his right hand and reached down for her pussy, running a single finger through her folds.

“Mmmmm, straight for the honey pot eh? Go ahead, have a feel.”

He gently slipped a finger inside her, just the tip, then pulled it out.

“It’s okay, you can smell your finger if you want, or taste it. We’ll get onto oral sex another time though.”

James had a quick smell and placed the finger back inside her, gently easing it in.

“Good James, very good, you’re going easy and pushing it in slowly, that’s exactly the right way to do it. And remember, always keep your nails well trimmed and short, sharp edges or long nails can cut a woman inside, which is not nice. And make sure you have clean hands too.”

“I will do,” he said pushing his finger in and out.

“Can you see how wet and juicy I’m getting?”

“Uh-huh.”

“That’s because you’re turning me on.”

“I am?”

“Of course you are, don’t sell yourself short. You’re handsome and have a great figure, and you’re fingering me, trust me, I’m enjoying this, I’d tell you if I wasn’t.”

“Wow, erm, okay.”

“Why don’t you move around to the side here, then you can keep your right hand between my legs and your left hand can play with my tits if you like.”

James didn’t need to be told twice, he moved around to her side and gently squeezed first one boob and then the other.

“Boobs can be very sensitive, some women like them squeezed hard, especially the nipples, but it’s always best to presume they don’t like that. You can try a little squeeze of the nipples and watch her face to see how she reacts, if it looks like she’s enjoying it then squeeze a little harder.”

“Okay, I understand.”

“Do you? Let's see, shall we? Try and find out through my bodily reaction if I like my nipples squeezed, and if so how hard.”

James stopped playing with her pussy for a moment, then squeezed both her nipples very gently. Jessica closed her eyes and moaned a little, so James applied a bit more pressure.

“Mmmmm,” she said.

He squeezed and bit harder and she gave out a whimper, “Ahhhh,”

He squeezed a little more and her eyes opened and she stopped moaning.

“There,” he said, “that’s how much pressure you like on your nipples.

“Very well done James, well done indeed. Learning to read body language is a massive part of what we’ll do. If you know what to look for you can read a woman like a book.”

“I’d like that, to read women like that, I just, you know, women are a bit confusing sometimes.”

“True enough. I can’t tell you the secret to a woman's desires, because every woman is different, but I can show you how to work it out for yourself. Like right now, remember I told you I’m turned on, and that my pussy is wet?”

“Uh-huh.”

“Well I’m here naked, and you’re not, and I’m very turned on, so what do you think the natural progression is from here?”

“I need to get naked.”

“Good, but you don’t need to do anything, you can walk away if you like, consent works both ways. If you want to take things further then you getting undressed would be the next step.”

“No, I want to, it’s just that…I’m a bit, you know, nervous.”

“I know James, but it’s okay, there’s no pressure. Don’t worry, all cocks are lovely and all of them are special, just like vaginas, they’re all perfect in their own way.”

James got off the bed, took a deep breath and unbuttoned his jeans and slid them off. Jessica focused on the large bulge in his black boxer shorts that was threatening to burst free of its own accord. James took a deep breath and finally pulled his shorts down, and stood naked for her, just as she did for him, he even gave her a little twirl too.

“Oh my…um wow.”

“What? Is something wrong, is it…”

“Oh no James, nothing is wrong, quite the opposite. Your cock is gorgeous.”

“It is?”

“Oh yes, you’re packing some meat there.”

“I am?”

Jessica knelt on the bed facing James, his cock was now right in front of her.

“May I?” she said, nodding at his length.

James nodded furiously. She wrapped her hand around his cock and gave it a few gentle strokes, her painted red nails barely covering the width of his cock.

“You’ve got great girth, that’s the thickness, it’s what most women like. Men tend to think it’s the length that matters, but really it’s the girth. But you’ve got length too. And here’s the key, it’s not too long. Most women don’t want a monster cock, they want something that is thick and just above average in length. Have you ever measured it? I’m guessing this is, what, seven, eight inches?”

“Eight and a half.”

“My my, eight and a half inches and as thick as my wrist too. I am a lucky girl. So, how do feel about putting it inside me?”

“Um, yes plea…,” James cleared his throat and coughed, “Yeah, I want to put it inside you. Lay down for me.”

“Oooh, James, you’re a quick learner,” she said, scootching back up the bed and spreading her legs.

As he crawled up the bed towards her he kept his eyes fixed on hers, never breaking the gaze. When he got between her legs he said, “I’m a quick learner, but that’s because you’re a good teacher.”

“Show me,” she said.