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The She-Male Chronicles: Conclusion

“Did you cum?” Tracy asked.

“Not yet. I wanna stick my dick up your ass.”


“And relax. I’ll be gentle. Just get on all fours.”

While Tracy unsteadily got herself to all fours, Miss K slid over on her knees to her nightstand and pulled out a tube of lubricant. Getting behind Tracy’s ass, she squirted some lube on her own dick, lightly stroking it to cover the whole condom. She then squirted some lube on one finger, inserting it inside Tracy’s asshole and wiggling it around while at the same time gently stroking Tracy’s clit.

“Does that feel comfortable?”


“Now brace yourself. It’s gonna be painful when I stick this inside of you, but I’ll take it nice and slow.

“OK, Miss K,” Tracy said, smiling back over her shoulder at Miss K. “Hey, I think I came up with a rhyme…”

“Hush,” Miss K interrupted, punctuating it with a slap. She then covered all of her fingers in lube and inserted two of her fingers inside Tracy’s ass. She slowly rotated her fingers around, spreading the lube and rubbing Tracy’s clit to keep her calm. After slipping a third finger inside of Tracy’s ass, Miss K lined up her dick with Tracy’s back passage, pressing her tip to the entrance against getting ready to push it in.

“Are you ready?”

“OK. Be gentle there.”

Miss K pushed her tip inside of Tracy’s ass, loving hot tight and warm it felt around it. Gently rubbing Tracy’s clit, she made a series of thrusts inside of Tracy’s ass, easing her dick inside inch by tight inch, until she felt that big ass on her crotch. She ran her hands up Tracy’s sides, then squeezed her breasts, pulling her up by them and pressing her back against her tits.

She licked Tracy’s ear, then whispered, “Do you like how I feel inside of you?”


“Do you like how I’m filling you?”


“Do you like how I’m a part of you?”


“Now stick out that tongue for me.”

Tracy did as asked, and Miss K stuck her tongue out, wrapping her tongue against Tracy’s and getting the favor returned to her. Miss K then squeezed her nipples between her fingers and pulled away her tongue from Tracy’s.

“Now, I’m going to cum inside of you. Are you ready?”

Tracy nodded her head in response, and Miss K pulled her cock out a bit before slamming it in. She stuck a hand between Tracy’s legs to rub her lips and clit as she ground her cock through Tracy’s tight ass, loving how tight her ass was around her dick. She rubbed her body against Tracy’s, dying to feel that petite body against hers as that friction in Tracy’s ass drove her wild. When she pulled her dick almost completely out of that soft ass and back in, Miss K decided to let go, holding onto Tracy tight and screaming loudly in her ear as she pushed her dick as deep as she could inside of her, flooding her condom with cum and flooding Tracy’s ear with her breath.

When she finished cumming, Miss K let go of Tracy and eased her ass out of Tracy’s ass, exiting with a large pop. Carefully, she took off her condom, trying to leave as much cum on her cock as possible, while Tracy idly rubbed her pussy and felt out her now gaping asshole. Miss K brought her softening dick to Tracy’s face and offered it to her.

“Wanna lick the cum off my cock?”

Tracy did reply, but simply stuck out her tongue and swirled it around Miss K’s tip, swallowing what she licked off. She licked the cum off of the shaft, not swallowing until she looked up into her friend’s eyes, mouth open, and swallowed the cum in her mouth. Gazing out of the window into the early night, Miss K gently stroked Tracy’s hair before pulling her dick away and bending down to give her a kiss on the forehead.

“Do you mind if I look out the window a bit, Tracy? I like to do that sometimes.”

“Sure. Let me just lay here. You can join me when you can.”

Miss K climbed off the bed naked and walked over to the window, gazing at the Manhattan skyline from her perch. Blankly staring off into the distance, she stood there thinking. Eventually, her gaze focused on that flood lit spot in the distance, out by the edge of Manhattan.

“Hey Tracy.”

“Yeah,” Tracy replied, rolling over onto her other side so she could look at her friend.

“I have an idea,” Miss K continued, turning from the window to face Tracy. “But first, I wanna know something.”


“How soon can you get your stuff taken care off?”

“What do you mean?”

“Like your possessions and such.”

Thinking for a second, Tracy replied, “well, I live with a bunch of girls I get along with in the club, plus I got my fam nearby, so they could get my stuff. What’s up?”

“Well, you know how I told you I’m rich, right?”

“Yeah.” Sitting herself up on her side, Tracy asked, “what does this mean to me and my stuff?”

“Well, anyway, I’m a multi-millionaire. Not Bill Gates money, but my net worth is in the 9 figures. In short, I have more money than I know what to do with, and it’s nice and secure, too. I’m sick of this city. Aren’t you?”

Bringing her hand to her chin, Tracy thought about her response, then said, “well, I’ve always wanted to see the world, you know. Paris, London, Tokyo, all that good stuff. What does this mean to me?”

“Well, I’m thinking about going on a road trip. A very long road trip, something like cross-country. Anyway, I figured that I’d need a traveling buddy, and I’m wondering if you could come along.”

“Me? Well, I dunno…”

“Think about it. I seem like a nice guy, right?”

“Yeah, I guess…”

“Plus, we could go around, visiting lots of states, have lots of fun sex. What do ya think?”

“Hmm…well, all I have is the stripping job. I have no real reason to hang around. Besides, I’ve lived in New York all my life. I’m sick of this place. I’ll roll with you.”

“Thanks,” Miss K replied, bending down to plant another kiss on Tracy’s forehead. “Tell ya what. Go home right now and pack yourself a suitcase. Get on the horn with your family and get all your goods accounted for tomorrow.” Walking over to her vanity to pick up a pen and a slip of paper, Miss K scribbled down her cell phone number and handed it to Tracy. “When you’re ready to go tomorrow, call me. I’ll pick you up, and we’ll have the time of our lives.”


“Sure. No problem. And trust me…I’m not a serial killer or anything.”

Taking the piece of paper, Tracy got off the bed and slipped it into her coat. “I suppose so. If you were going to kill me, I’d be dead by now.”

“OK,” Miss K replied, sneaking down to her knees and giving Tracy’s pussy a long lick.

“Hey!” Tracy screamed in shock. “That was a surprise.”

“And there’s more of that where that came from.”

“OK. Now leave me to get dressed!”

“Alright, Tracy,” Miss K replied, hopping onto her bed and laying down, staring at nothing in particular. “I hope to hear from you tomorrow.”

“You will!” Tracy said as she slipped on her panties and jeans. She put on the rest of her clothes and her coat, then waved as she walked out the door.

“See you tomorrow, my freaky friend!”

“See ya later, Tracy. You need a ride home?”

“No, I’m fine. Bye!” Tracy said as she waved goodbye to Miss K. Miss K collapsed back on the bed as Tracy closed the door, smiling as she thought about the adventure to come.

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