Virgin Role Playing - Session 01

My wife Lucy and I like to role play to spice up our sex life. This is one of our favorites.

Her: Lucy is a 38 year old virgin. She has been very protected in life, was never even told about the birds and bees. Has never seen a man's erection.

Him: Bob has plenty of experience, will teach her how to have sex.

Scenario: She sees his erection, and starts to ask questions. She loses her virginity to him.

We played out these roles one Saturday morning.

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The weekend was here, nothing planned, we would hang around and make plans on the fly. But things got off to a really awesome start. I had gone to bed Friday night naked, and I woke up with the. "morning wood" and there she was, staring at it, ready to act out her role. So was I, as could be seen clearly.

"Bob, I think there's something wrong. Why is your penis so big and sticking straight up like that? Do we need to go to the hospital?" she asked.

"No, babe, it's OK. My penis gets hard like that sometimes when I dream about sex. It's normal for guys." I said. "You want to touch it?" She jumped at the chance and played around with it, touching all over, pulling back my foreskin, looking at it carefully.

"I've heard a little about sex, but I really don't understand it. Your penis is really cool that it gets so big. I'm kinda jealous, I don't have anything like this. Can you teach me all about sex? Maybe I need a demonstration." she said.

With an opening like that, I now had a plan for Saturday morning.

"Sure, Lucy, I'd love to teach you. Sex is best without any clothes on, so why don't you take off your pajamas, I'll be right back. I'll need your help to demonstrate, we'll have fun." I said

I went into the bathroom, I had to pee but it was a bit difficult with my now raging hard-on. This was going to be a lot of fun, it had been a while since I popped a cherry.

I came back to the bedroom and there she was, lying there all naked and beautiful, ready for me to make her a woman. I lay down next to her, and placed my hand on her belly.

"So let me tell you about sex. It's really pretty simple. Men's penises gets big and hard like this is so we can put it into a women's vagina. We insert it, then and thrust it in and out, and after a while some sperm ejaculates from our penis inside of you, and that's how babies are made. Maybe it sounds weird and gross, but making babies together is fun and feels really really good for a man and woman together. You want to give it a try?" I said.

"Ooooh that does sound weird, but kinda fun too. I've put my finger into my vagina a few times. If that's what sex is, putting your penis into my vagina, sure, I guess you can have sex with me. I have no idea how your big unit is going to fit into my vagina, it's a lot bigger than my finger. But if you think you can get it in I'll let you try, I trust you." she said. Just the words I needed to hear.

"Don't worry babe, I promise it'll fit in just fine, penises are made to fit into a vagina. It will fill you up all the way, but it wont hurt. Maybe a little bit at first, but you'll get used to it, and then it'll just feel really good. You'll love it, I promise.'I said.

I continued telling her about sex. "Before we have sex we do something called foreplay. Foreplay is things you do before sex, to get both of you ready. A man's penis needs to get big and hard. A woman's vagina needs to gets wet and slippery so his penis will slip in and slide around. Your pussy is really tight, and my penis is very big, so we'll need a lot of lubrication."

"As you can see, I am all ready to go, just thinking about having sex with you made me hard, but we need to get you all nice and wet. So lets get started."

I leaned over and gave Lucy a kiss. First lightly, then working my way to a deep French kiss. I could tell that was working the magic, as I brought my fingertips up to her nipples, which were now sticking out like little pencil erasers. "Baby, I see you are starting to get excited, do you like the way it feels?" I asked. "I am going to suck on your nipples. Your breasts are so beautiful. Tell me how this feels. "

I gave her nipple a suck, while tweaking her other one with my hand. Her breasts are nice big double D's, my favorite size.

"Mmmmmmm....that feels so good. I love what you're doing." I switched back and forth, giving both of those beautiful rock hard nipples the attention they deserved.

While I continued to suck a nipple, I reached down and placed my hand on her pussy. I could feel the heat coming off it like there was a fire inside. My cock throbbed, it was so hard right now it couldn't wait to be the first inside that love tunnel. But my cock would have to wait. It was her turn first.

She spread her legs just a little bit, to give me better access. "What are you going to do down there?" She asked. I took a finger and spread her lips a bit, moving my finger tip all around. She was already very wet, my finger slid around easily. I avoided touching her clit.

"There's a little button down here, we call it the clitoris. Have you ever felt it?" I asked. "Not really, I'm not sure exactly what you mean." she said.

I took two fingers and spread her lips wide, then reached between them with a third finger and just barely touched her love button. She jumped a bit and moaned. I knew I had found her spot. So I touched a bit more, very very lightly, but vibrating my fingertip on it. It was clear that this was not going to take very long, and I was right. After only rubbing on it for maybe a minute or two, she squeezed her legs together really hard on my hand, arched her back and let out a scream. "Oh Bob.....what did you do to me? That felt soooo good!!!"

I replied. "Lucy, that was your clitoris. You just had an orgasm. It feels really good, doesn't it?"

"Oh my god, does it ever! I want another, can you do it again?" she asked.

"Absolutely. If you can handle that much pleasure....." I said. This was almost too much fun. I reached down and brought her to three more, one right after the other. Lucy was like the multiple orgasm poster child.

She lay there quivering and I thought it might be good to switch up the action a little. At this point my cock was screaming out to me..."please put me in that pussy.....PLEASE!" But I was having too much fun with her orgasms, he would have to wait. I said "Lucy, I'm going to lick your pussy. I know you'll like that."

"Ooooooh, that does sound like fun. Your fingers felt so good I imagine your tongue will feel even better." By this point her legs were spread wide, I went down there to have a look. Her pussy was all natural, never been shaved but the lips were open and swollen from her orgasms, and I could see the pink. I started at the base with my tongue, slowly licking all the way up. I inserted a finger, "see....this is where my cock is going to go. It will feel so good." I heard moans coming from above.

Then I went to town on her with my tongue. I licked and sucked on her clitoris, and worked her g-spot with my fingers. Soon it started again, her legs squeezed my head so tight and long that I was scared I would suffocate. My fingers were still up in her pussy, and I could feel those wonderful muscles inside squeezing tight. I could only imagine what that would feel like on my cock.

I can't take anymore. "Babe, I think it's time for you to experience having sex for the first time." She was dripping wet. "Your pussy is dripping wet, all lubed up for my cock Are you ready? " I asked.

"Yes I am ready. Question...will I have more orgasms when we are having sex? They feel so good." she asked.

"Of course, baby, a girl like you will have orgasms during sex. I'll do my best. Just spread your legs wide and I'll do all the work"

"Please be careful, your cock is so huge I don't even know how its going to fit in there."

She spread wide lay back and closed her eyes. I could see that pink target. Since it was daylight, the visuals were awesome. I was so lucky, about to pop this beautiful woman's cherry. Of course we have been making love for years, but she was acting the role so well it felt like the first time.

I came up between her legs, rubbed up and down a bit on her clit with my cock. I reached down and guided it in, just easing it in very slowly. I could hear little whimpers from her as it went in.

About halfway in, she winced a bit and said "ouch....that hurts....wait a min." Her pussy was super tight, like I imagined a virgin pussy would be. I waited still the pain went away from her face, then continued pushing in.

Finally it was all the way in. It felt so good, better than ever. Hers was by far the best feeling pussy I had ever fucked. I looked at her and asked, "how's that feel?"

"Mmmmmmm......god that is so unbelievable. You filled me up completely. I think your cock is all the way up here inside my tummy." She pointed to her belly button. "I can't believe I never did this before. Don't ever pull it out." She muttered.

I started pulling out a little, she yelled "No!! please don't, it feels so good up in there."

I ignored her. It was time to fuck. I pulled almost all the way out, then thrust it back in in one quick stroke. "What do you think about that?" I asked.

There was no answer, but it was clear she was enjoying my cock. I started thrusting hard and deep, and after only twenty strokes or so she came really hard, her sixth orgasm of the morning. Her pussy squeezed my cock really tight. God that felt good. I was not going to last very long with a tight pussy like hers.

I held myself back long enough to bring her to three more orgasms, one after the other again. I held her ankles up in the air, and slammed my cock into her as hard as I could.

"Babe, my cock can't take any more. I am going to shoot my load into your pussy. Get ready." I pushed even harder, my heart was racing, and then I felt her cum one more time clamping down so tight on my cock it made me cum along with her. I collapsed down on her and we lie there enjoying the moment.

"Now that's how you have sex. Any questions? " I asked.

"Only one I can think of....can we do this a lot? I love it! "

"Sure babe, as often as you like." I replied.

We went into the bathroom and took a shower together, then went out for breakfast. The role playing was over.

During breakfast, she said, "That was a lot of fun, probably the best sex we've ever had. Next Saturday, lets switch roles. You can be the 40 year old virgin and I'll teach you how It's done."

I can't wait.

Part 2, coming soon.