Training Tracy: Bonus Chapter, Fi Is Ready

"I want to be trained," Fi said to Tracy on the driveway. "He doesn't have a trainee any more. I'm ready to take your place, Trace."

"You know it'll involve losing your virginity," Tracy said.

"I'm ready."

"And being spanked."

"I'm ready."

"And anal," Tracy said.

"Really? I'm ready."

"Are you wearing panties?" I asked.

"No. Trace said you prefer not."

I walked back into the house after saying my final goodbyes to Tracy. Fi was sitting on a stool in the kitchen. I could tell she was shaking, with fear, arousal, and what she knew she has signed herself up for.

I passed her the house-key that was still in my hand. "Here, you'll need this."

"What is it?"

"The key to the front door. So you can be in bed waiting for me if that's what I tell you to do."

"Oh gosh, am I nuts to do this?"

"What did Tracy say?"

"She said it was the best thing that ever happened to her."

"You said you were ready."

"I know. And I am. But that doesn't make it easy. I feel like I'm bungee jumping. Not that I ever have. But it must take the same sort of nerve and trust."

"How long do you have? Before you go away to college."

"Just four days. Is that okay?"

"It's a lot quicker than I took with Tracy. Ten times faster."

"I know. She was with you all summer. But please do it."

"Is this a standing start? Have you done anything with a boy?"

"Not really. I've, like, kissed. And I gave up fighting the boy off, and so I've had my breasts groped. But that's it. Between my legs remains unvisited by the male sex. Just Trace has been there. And I think you, maybe, touched me there. I was too far gone to notice a detail like that."

"Since you're a virgin, I'll give you a choice. You can do anal first, and we'll save your virginity until the last day before you go to college. The last day of your training. Or you give me your virginity now, and I do you anally on the last day. Which do you want?"

"Does it make a difference?"

"I'd do your pussy first. That way you can have lots of normal sex over the next few days. And anal as the icing on the cake. Unless you particularly want to have lots of anal."

She laughed. "I've never had either, but I guess I'd prefer to be normal. Anal sounds a bit bizarre and dirty."

"It is bizarre and dirty. That's what makes it so fun."

"I guess I'll keep that as the last thing then. The bizarre pinnacle of my training. That means...I get fucked soon."

"Not soon. Now."

"Really? I have to get home in an hour or so."

"You'll go home a woman then. Having come here as a girl."

"Oh gosh. Trace said you were aggressive sometimes."

"You were the one who asked me to train you. You either give me back that key and leave. Or you come upstairs, and you leave your virginity here when you go home."

She defiantly got up off the stool. As I watched, she reached behind and undid the zipper on her skirt. She pushed it down. As she had said, she wore no panties. She pulled her top off over her head. Then she reached behind and undid her bra and dropped it to join all the other clothes on the floor. She was naked.

"I'm ready," she said.

She really was stunning. Almost six foot tall and thin. Even for her height, her legs looked long. I could see a hint of the darker folds secreted within nestling in her pussy cleft. Her breasts were actually not that small, but she was so tall that they looked that way. Her nipples were very dark, black coffee dark. She had a pretty face that her short black hair accentuated, rather than hid. She was breathing heavily through her nose, clearly aroused.

I took her hand and guided her to my bedroom. Not that she needed guidance having been there already. She lay on the bed, casually naked, her legs neither clamped together nor spread, but obviously not self-conscious about her body. I guessed she knew she had a fabulous body so she didn't really have anything to be embarrassed about. I slipped out of my clothes, clothes that I'd only put on about an hour before when Tracy had had to leave.

"Did you talk to Tracy more about what she did?" I asked.

"I think Trace told me everything. We've never really had secrets. Remember, she was the one who told you I was a virgin when you said you were going to fuck me. That it might be a little unfair to treat it as a casual punishment. I knew she wasn't a virgin. I mean before you trained her. She had sex on the night of our prom. Said sex wasn't all that it was cracked up to be."

"I don't think she thinks that now."

Fi laughed. "No. She can't fucking wait to try out her new skills on some unsuspecting freshman."

"I tattooed her," you know.

"She told me you were going to. But I've not seen it. You only did it earlier today."

"Do you want to see a photo?"

"Sure."

I got my phone out and showed Tracy's ‘trained by' tattoo.

"It's beautiful. I want one too."

"Are you sure?

"I'm ready, as I keep saying."

"Don't forget it's permanent. All your future lovers will see it."

"If you train me, I'll be proud you did. They can fuck off if they have a problem with it. I'm ready to be inked as well as trained."

"Are you ready enough that you're on birth control?"

She laughed. "Okay. You got me there. No. I should be."

"It's okay. But I need to know."

"Of course. Getting me pregnant is the one thing you can't do."

"I want you to promise to go on birth control though. Once you're trained, you'll want to use your new skills. Best to be safe."

"I promise."

"I'm going to lick you first. Losing your virginity is more comfortable when you are all relaxed down there, and orgasms are the best way to relax. If you'd come over earlier, I could've got Tracy to get you ready."

"You'd have been too busy giving her a final fuck."

I laughed. "Guilty as charged."

"I knew roughly what time she had to leave, so I figured I'd come over after she'd left. I didn't expect to get the timing so...she's, like, walking down the drive and I'm, like, walking up."

"Changing of the guard."

"You'll have to find a new one after me."

"Got any ideas?"

"I've got a couple of friends who are going to college locally."

"Perfect. Let's kiss."

I took Fi in my arms and pressed my lips to hers. She responded immediately. Not just with her lips, but her body wrapped around me like a long snake. One of her legs slipped over my hip so her pussy was pressed against me, she put a hand on the back of my head and her tongue slithered into my mouth. It was incredibly sexy, all the more so since she was a virgin and I knew her sexual experience was limited to that evening with me and Fiona.

I felt my cock hardening. She was rocking her hips, almost imperceptibly, rubbing her pussy against me. As we continued to kiss, I slid a hand onto her breast. Her black coffee nipple was already hard as a pebble. I pinched it. Her tongue jerked in my mouth and a little moan escaped.

I moved her onto her back and moved down her body a little. I couldn't resist having a stopover on my descent when I got to her breasts, taking a nipple between my teeth and gently biting on it, flicking my tongue over the tip of her nipple. She let out another little moan. I moved on down her body. She spread her legs for me. Her chocolate labia were engorged with her arousal. I reached around under her legs so I could use my fingers to open up her pussy. The pink interior came into view and I plunged my tongue into her.

She grabbed my cock. I knew what she wanted even though she had never done it. I moved over her so that my cock was over her mouth as I tongued her pussy. She lifted up her head and took me between her lips. I moved my hips up and down slightly so that she knew the rhythm. She was a fast study and started to move her head, fucking my cock with her virgin mouth and swirling her tongue around my knob. I moved my tongue to her clit. She moaned, without taking my cock out of her mouth, so it was as if she was moaning into my cock. I used my tongue to tantalize her clit while I let a finger slip into her virgin cunt. She was incredibly tight. I guessed she'd never even had a tampon in there. I let a second finger rub her asshole, and gradually worked just the tip inside.

So we lay there for a time, her sucking my cock, and me licking her clit while fingers played in both her cunt and her asshole. She was moaning into my cock almost continuously.

When she came it was like the time I had seen before. Her body froze, she went silent, and her body pulsed with pleasure and joy. I felt the spasms in her pussy. Once her body was quiet, I pulled my cock from her mouth and moved between her legs. I pressed my pink cockhead against the chocolate lips of her pussy, feeling for her entrance.

"Okay, Fi?" I said.

"I'm ready. So ready."

"Tell me if you want me go slower."

"Okay."

I pushed my hips forward a little and slipped the tip of my cock into her. I watched her face as I did it for signs of pain. I pulled back a little and then pressed in a little deeper.

She reached down between our bodies and started to finger her clit as I kept pulling back and gradually going in a little deeper. I could tell from the way she scrunched up her eyes that it was hurting a little having her vagina stretched out for the first time.

She opened her eyes for a moment. "It's tender, but okay," she said.

I took my time, but gradually more and more of my shaft vanished into the black girl's body. I kissed her, and she fingered herself, so there would be wonderful feelings of pleasure to go with any discomfort.

"I'm in you," I said as finally I could bury the entirety of my cock in her no-longer-virgin cunt.

"I'm a woman."

"Apparently."

I started to fuck her hard. She started moaning and groaning and was clearly no longer in the slightest pain.

"I'm close," she said. "I mean to cumming again."

"Do it for me. Do you want to try and do it on command?"

"Oh my god...I'm so close...I don't know what...you mean."

"Cum in ten seconds...9...8..."

I counted her down. "2...1...cum."

And she did. She stopped moaning, went quiet, and came as if she was a dog that had been ordered to sit. I could feel it mostly in her body rather than any noise she made. The contrast with Tracy, who would have been screaming the neighborhood down, was amazing.

Finally she opened her eyes, looking into mine, and laughed. "That was something. Doing it to order."

"I'd better put a condom on," I said.

"I know. But I don't want you to. I've heard guys hate condoms. Why not just cum in my ass?"

Fi was a lot more adventurous than you would have thought, especially since she had been a virgin until a few minutes before, and was still a virgin anally. She didn't even know what she was asking for.

"It's best to wear plug for a bit to get used to it. Or it may hurt."

"I don't care. Just fuck me in my ass and make me, like, a dirty girl. I'm ready. It can't be worse than spanking will be."

I pulled out of her pussy. There was the slightest hint of blood on my cock, the only indication of her vanished virginity. She rolled over onto her front.

"What do I do?"

"Just let your feelings out. It's intense."

I could see the tight pucker, a little darker than her already dark skin. I spat on it and rubbed my saliva around for a little lubrication. I licked my finger and then rubbed it on the rough skin, and gradually pushed the tip into her.

"That feels so weird," she said as she felt my finger in her back hole.

I fingered her until that finger moved easily. That was all the preparation her asshole would get. My cock was covered with the nectar of her orgasm. That would have to do for lube. I positioned my cock on her asshole and jerked my hips forward.

Two things happened. She squealed like a pig and my cockhead vanished.

"Shit, that's too much," she screamed. I started to work more of my cock into her, ignoring the noise she was making. I should really have taken the time to go and find some lube, or at least some oil in the kitchen. Even hand cream. But I was so keen to have the black girl's anal virginity too that I didn't care much about her pleasure. I had taken my time to make her first vaginal sex an enjoyable experience, something for her to remember for the rest of her life. Now it was my turn to take pleasure, and her turn to give.

"Slower...ouch...you're hurting me," she said. Screamed really.

"I thought you were ready," I said.

"Fuck...not ready for this, you bastard."

I started to fuck her more aggressively, forcing my cock into her. She was very tight at first but then gradually her body stopped resisting the invasion and my cock moved a little more easily in it.

Her screams of pain also started to soften. I wasn't sure if she was enjoying it, but at least it would just be intense, not painful. I didn't know if I'd last long enough for it to get to pleasurable for her. I was close to cumming already.

"I'm going to cum in your rectum, you dirty girl."

"Yeah, cum in me, you bastard. Fill me up."

"Squeeze me."

"Like this?"

She tightened her asshole onto my cock. She was so strong I could barely move when she was clamped down.

"Yup."

I pushed my entire cock deep into her.

"Now make me cum. Do it rhythmically."

It was an experiment really, something I'd never tried before. I stopped moving. She pulsed her asshole in a rhythm like a heartbeat. It was so exciting it worked. I felt the first jet of cum shoot deep into her rectum.

"Yeah, keep going, you dirty girl."

She was like a milking machine, pumping my cum out of my body with her sphincter, and extracting it all into her rear passage. Before I was completely empty, I pulled out. She didn't need instructions. She flipped her body around, took my cock in her mouth, and sucked the last few drops out of me.

The two of us lay in each other's arms, getting our breath back. We both knew that if this was a test, she'd passed. With Tracy I'd taken days, frustrating her by taking my time, one day kissing, one day licking and so on. With Fi, we'd done an entire training course in an evening. She'd kissed, been licked, sucked my cock, taken me in her pussy, taken me her ass, sucked me again straight out of her ass. She was not just ready, but a willing and enthusiastic student who didn't seem to need much training. She was a natural.

Of course in the remaining three days before she went to college, we'd do all that again, at a more leisurely pace.

"Shit, I need to get home," Fi said suddenly.

She flew downstairs. By the time I got down she was already dressed. Skirt, bra, top. But no panties of course.

"Can you come over tomorrow? All day?" I said.

"Yes, I'd love to. Are you going to spank me?"

"Do you want to be spanked?"

"I thought it didn't matter. That you'd spank me anyway."

I laughed. "You're right. What did Tracy say about it?"

"She said it was fucking horrible. But it turned her on, like, something unbelievable. And being kissed and cuddled afterwards was the most lovely thing in the world."

"You'll find out tomorrow. I'll call in sick and be here all day for you."

"Now I'm terrified. I won't be able to sleep tonight."

"You did a lot tonight. A lot you've never done before."

"I've never done anything before. Well, that stuff with Trace. But you saw that. Besides, that's girl-girl stuff. It's different. Cocks are much scarier."

I laughed. "What do you mean?"

"They are big and hard and then you shove them in the softest, most vulnerable corners of our bodies, that even we can't see ourselves. Pussies are a bit mysterious even to their owners."

"Go, before you get into trouble. I'll see you tomorrow."

Since I was still naked, she had to let herself out. But she had her own key, she could let herself back in when she wanted. The next day was Friday. It seemed she went to college on Tuesday. It would be a weekend of intense training.

And on Monday we would visit the tattoo parlor and get her stamped to show the quality of her education. Her future lovers would wonder who I was, but they would be the beneficiaries of her training.

Well, I guess that's really the end this time.

Don't forget to vote or leave feedback below. If you make me a favorite author you won't miss when the next story starts.