The Bodyguard - Cover

The Bodyguard

Copyright© 2025 by TheDarkKnight

Chapter 5: The New Missy

Coming of Age Sex Story: Chapter 5: The New Missy - Hiring a horny, sex-starved 19-year-old young man to watch over a mischievous 14-year-old girl is a bad idea. I should know. I was that young man.

Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/ft   Teenagers   Reluctant   Romantic   Teen Siren   Heterosexual   Fiction   Spanking   First   Masturbation   Oral Sex   Petting   Babysitter   Slow  

The rest of that weekend reinforced my belief that my extreme measures at discipline may have borne fruit. Missy was quiet, respectful, and subdued. At first, I thought it was because she was mad at me, but she wasn’t pouting or grumpy; she was just silent. Pam had sprung for a second phone in Missy’s room, so she spent a lot of time talking to her friends, which helped. Things were nice, but I wondered how long it would last.

As it turned out, Missy was on her best behavior for the next few weeks as well. I thought about writing a book about taming a brat; then I remembered that Shakespeare had already done that a few centuries earlier. Her attitude wasn’t the only change. School had started for both of us, which meant an earlier bedtime for her on Sundays, and we both had homework.

I even got a night off. Pam called one day and told me I wouldn’t be needed on Saturday that week. She said Missy had been invited to a sleepover with some of her friends. That was fine with me. I had met a girl I liked in my World History class and wanted to ask her out, but because of her work schedule, Saturday nights were the only time we could hook up. Thanks to Missy’s sleepover, I went on a date for the first time in over a year.

Sunday, we had a lot to talk about. I started it by asking Missy, “How was your sleepover?”

“Don’t call it that,” she complained, “we aren’t kids. Call it a girls’ night.”

“Okay, but how was it? Did you have fun?”

“Okay, Dad,” she smiled. “We watched some movies, had some snacks, and talked a lot, about school, and music, and boys. We played ‘Two Truths and a Lie’. I told them what you did to me, and they all thought it was a lie.”

“Missy!”

“Geez, you are so easy to fool. I told you I wouldn’t tell anybody, and especially not my friends. So, my turn, how was your date? Did you get laid?”

“Uh, no, first date, remember? But I think there might be a future for us.”

“Did she at least suck your dick? I know you like that.” She smirked at me. Some of the old Missy was back.

“What’s gotten into you?” I asked. “You’ve been so nice lately.”

“Sorry. I was just hoping something exciting in your sex life may have happened so we would have something new to talk about for a change. But, I guess you’re still the same old boring Tim. That’s all right, I’m gonna go to my room. I’ve got some homework to do. Don’t suppose you want to help me with an English essay, do you?”

“I don’t think tutoring is in my job description, but I can look it over when you finish.”

“Okay.”


A few more calm, normal weekends went by. I really liked Tish, my new girlfriend, and wanted to spend more time with her. I had almost reached the point where I was going to tell Pam I wanted to quit so I could work on my personal life, but before I could do that, the problem was solved for me.

Pam asked me if I could show up early one Friday so she could talk to me. Still feeling a bit paranoid, I was afraid that Missy had told her something about our strange night, so I was halfway expecting trouble when I showed up. When I arrived, Pam told me what a good job I had been doing (whew!), but this was the last weekend she would need someone to stay with her daughter. There had been another schedule change at the hospital, and she was back to working days. From the look on Pam’s face, I think she was expecting me to be upset about losing my job, but I was relieved. It gave me a chance to have some social life again, and, as much as I liked Missy, I was glad not to have to worry about letting myself go too far with her again.

After Pam left for work, Missy came out of her room. She didn’t look happy. “I hate this,” she said as she hugged me. No kissing, just a genuine hug between friends.

“What’s wrong? You’ll get to see more of your mother.”

“I see enough of her. But I won’t see you again. I’ll miss that.” She let go of me and sat on the sofa, curled up in a ball, a position anyone with a teenage daughter would recognize.

I felt like I needed to do something, so I sat next to her and put my arms around her. We hadn’t done that since our strange night. “I’ll miss you too, but I think it’s a good thing that I won’t be around you anymore. Something bad might happen.”

She looked at me and said, “You don’t trust yourself, do you? You have feelings for me that you might not control. I get that. It’s just ... this is like a breakup. You’re kinda my first boyfriend.”

“You are very perceptive,” I told her.

“What does that mean, college boy?”

“It means you know me better than I thought you did. We still have this weekend, so let’s make it good. What do you want to do?”

She smiled. “Maybe we could go out to have a nice dinner tomorrow night. Someplace fancy. Of course, you would have to pay for it.”

“So it would be a date.”

“Yeah, what’s wrong with that? I could get dressed up, and you could wear something other than jeans and a sweatshirt.”

“Um, we should probably check with your mom first.”

“Good idea,” she said. “I’ll call her later. She’s probably not even at work yet.”

After that, we watched another R-rated movie. It had some steamy simulated sex scenes, and I began to think watching it had been a bad idea, especially since we were cuddling on the couch like a romantic couple. I hoped the movie hadn’t ignited embers of Missy’s feelings toward me.

After the movie ended, Missy called her mom. I didn’t hear the conversation, but she was very happy when she plopped back down beside me. “Mom thinks it is a great idea. We talked about what I might wear. Geez, she sounded like she was getting me ready for prom.”

“Well, what I had in mind wasn’t quite that formal, but I’m glad she’s in favor of it. You didn’t tell her you thought of it as a date, did you?”

She gave me a Missy giggle, a sound that made her seem almost childlike. “Nope, I didn’t think she would like that.”

I named a few places we might go, and we agreed on a mid-range steakhouse that I could afford. Missy got up and headed toward her room while I started reading a textbook I was struggling with. I thought she might call some of her friends to share the news, but that wasn’t her plan.

A few minutes later, she returned to the living room, wearing the short nightie I hadn’t seen since I got my ‘stuff’ on it. I knew something was up since it was early, and she hadn’t even taken her shower.

Instead of sitting down next to me, she suddenly straddled my legs and put her hands on my shoulders, holding me in place. I thought she might be going for another messy kiss, but instead, she looked at me and said, “I have an idea. Don’t say anything until I finish talking.” To emphasize that last statement, she put a hand over my mouth. “I want tomorrow night to be like our wedding night. A nice dinner, then when we come home we can make love for the first time.”

I started to protest, but she only pushed harder against my mouth, so I just let her go on and waited for my chance to object.

“Tim, you’re a virgin, and don’t try to deny it, and so am I. It would be like we had been saving ourselves, like Mormons or something. A girl’s first time should be with someone she loves and can trust. For me, that’s you. You don’t have to say you love me. I can sense it. And because you don’t know anybody at my school, it’s not like you’ll tell everybody and ruin my reputation. That’s what happened to Emily Sacks last year. So, I’m going to let you talk now, and the first thing I want you to do is answer one question. Do you have any condoms?”

It was obvious that she had been thinking about this for awhile. When she took her hand away, I said, “Yes, like any prepared and optimistic young man, I have condoms, but I won’t need them tomorrow because this isn’t going to happen. You are way too young, and I respect you too much. Remember, a girl only loses her virginity once.”

“It’s just a useless flap of tissue,” she protested.

“The point is what that flap of tissue represents,” I told her, trying to make my best argument. “It’s losing your innocence. You should hold on to that as long as you can.”

She sighed, seemingly frustrated by my reticence. “I didn’t want to do this, but if you don’t make love to me tomorrow night, I’ll tell Mom what you did to me.”

“I’ll just deny it. And that would be an ugly way to end our relationship.”

“Who do you think she’ll believe? She’s already asked me why I don’t seem to be as happy as I used to be.” Like a defense attorney making her closing argument, she leaned forward and pressed her mouth against mine. It was the most extended, most intense kiss we had experienced, at least from my point of view.

Somehow, while we were kissing, my hand had ended up on her thigh, near the bottom of her short nightie. While we were still involved in an intense tongue wrestling contest, she reached down, put her hand on mine, and guided it the rest of the way up her leg. I wasn’t too surprised to find that she had forgotten to put on panties in her haste to change. With her hand still encouraging me, I began to explore that most private part of her body.

She sat up, and I thought she wanted me to stop, but when I tried to pull my hand away, she pushed it onto her vulva. She sat back and stared at me, as if daring me to say no to her. It was an easy victory for her. I felt my heart beating faster as I let my finger trace the gap between her outer lips, daring at one point even to tease her tiny opening.

“Are you checking to see if I’m really a virgin?” she asked.

“No, I believe you. Just checking to see how easily you are stimulated. That might be important if we are going to fuck in your bed tomorrow.”

She smiled. “You said fuck! That’s a good sign. So, you give up?” She started rubbing the swelling in my pants, another thing she hadn’t done since the night I punished her.

“Okay, I admit I want to do it as much as you do, maybe even more. Now, please stop tempting me for awhile before we do it right here on the sofa.”

She gave me one more quick peck on the cheek, then got up and headed back toward her room. “Okay, I’ll leave you alone. Don’t jack off thinking about me tonight. Save your energy for tomorrow.”


The next night, I showed up wearing nice slacks and a white dress shirt. No tie, the place we were going to wasn’t that fancy. Missy was still getting ready, so I watched a little TV while waiting. When she eventually came out, I hardly recognized her. She was wearing a dark green dress (of course) with white butterflies on it. It was the first time I had seen her in a dress, and I was impressed. She told me that Pam had helped with her hair and makeup. It was almost like we were going on a real date.

“Wow, you’re beautiful,” I told her.

“And you look like a proper gentleman.”

“Are you wearing heels? You seem taller.”

“They’re not very high. Don’t worry, I won’t fall.”

After a little more small talk and a quick visit to the bathroom, we headed to the restaurant. When we walked in, I took a quick look around to see if there was anyone there who knew me, and wondering how I would explain being on what looked like a date with a girl as young as Missy, then I realized she looked a lot older than her age and stopped worrying about it. It wasn’t anyone’s business anyway.

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