JessiKa and Serana are trying to sexually expanded Ricky's mind.
Hey there. I'm Ricky. This is the second installment of my JessiKa and Serana sex series. These are based on true events. This sex story is about my first time getting my ass fucked by a transwoman by the name of Zyla.
JessiKa and Serana Part II: Zyla
By Ricky
As time had flown by, JessiKa, Serana and I have become the bestest friends. I see them everyday when I go to the Red Garter Strip Club. And when they get off work, we go hangout at their apartment. And when we get to their apartment, JessiKa and Serana both fuck me in the ass with their ejaculating strapons and their other sex toys.
One day, after JessiKa and Serana both got done fucking me in the ass, JessiKa got a text message from a friend of hers after they got done fucking me in the ass with their strapons. My legs were so sore that I could barely stand.
Man, I love getting fucked like that.
The three of us were just sitting on the couch while fully nude. I played with JessiKa's boobs as she was on her phone.
I looked over at JessiKa, who's texting on her phone. I catch a glimpse of who she was texting. Someone named "Zyla".
"So, who are you texting, JessiKa?" I asked
"Oh, my friend, Zyla," JessiKa said.
"Okay. What're you guys talking about?" I asked.
"We're like totally talking about you, actually! Zyla said she would love to come over and meet you!" JessiKa said.
"What does Zyla look like?" I asked.
JessiKa pulled up a nude mirror selfe of Zyla from her photo gallery.
Zyla is an incredibly beautiful woman. She has long blonde hair, huge fake breasts, and a great ass.
"So, why does Zyla want to meet me?" I asked.
"She would like to fuck you in the ass," JessiKa said.
"Okay. When does she want to fuck me? And where?" I asked.
"Zyla wants to fuck you here while and like totally right now," JessiKa said.
"Okay, sweet! Tell her to come over," I said.
"Before, you get too excited, I'm going you like tell you something about Zyla," JessiKa said.
"What is it?" I asked.
JessiKa pulled up another picture and showed me. It was a big and long dick with no hair.
"Who's dick is that?" I asked.
"That's Zyla's dick," JessiKa said.
"WHAT?!" I yelled.
"Yeah. Zyla is totally a transwoman," JessiKa said.
"Nope. Not happening. I'm not getting my ass fucked by a transwoman," I said.
"Why not, Ricky?" Serana asked.
"Because....I....it....," I said.
I couldn't come up with a reason why I didn't want to get my ass fucked by Zyla. I guess I was just too uncomfortable with the thought of a transwoman's huge dick going inside of my fuckhole.
"Ricky, remember what we like talked about being more sexually open and sexually willing to try new things?" Serana asked.
"Yeah. Why?" I asked.
"Well, this is one of those things! Trust me, you'll love getting your ass fucked by a transwoman! It'll be no different when we fucked you with our strapons," Serana said.
I sat there and just thought about it. The more I thought about it, the more it actually turned me on. I mean, I do consider transwomen to be women. So why should this be any different than when JessiKa and Serana fucked me with their strapons?
"Okay. I'll do it," I said.
"Yay! I'll tell Zyla that she can like totally come over," JessiKa said.
JessiKa texted Zyla.
"Okay. So, like, Zyla said that she is on her way over and that she'll call me when she's here," JessiKa said.
"So, are you excited to get your ass fucked by Zyla?" Serana asked.
"Have you guys ever had sex with a transwoman?" I asked.
"Oh fuck yeah! Like, tons! We've even had sex with a man who was born with two huge cocks and, oh my fucking God that was like totally the best double penetration ever. Serana and I both like have always wanted to try having sex with a transwoman. And on our wedding day, our group of friends got us a wedding gift. We had to like close our eyes and then open them to see an incredibly beautiful and incredibly sexy transwoman with a huge cock. Serana and I both got all of our fuckholes fucked and filled in front of all of our invited friends by that transwoman," JessiKa said.
"I take it that transwoman was Zyla?" I asked.
"Yeah, that was Zyla," Serana said.
"How was it?" I asked.
"Oh my fucking God, Ricky. It was one of the BEST sexual experiences that we've ever had. It was totally so much getting our holes fucked while playing with Zyla's big boobs," JessiKa said.
"So, what was the theme of your guy's wedding?" I asked.
"It was Naturists themed. Everyone that had to be there and everyone that was invited showed up to our wedding fully nude, as well as JessiKa and I. When our group of friends told us they had a surprise for us, we didn't know what to expect. But, we were really thankful and appreciative for our friends having Zyla be our wedding gift. Like JessiKa said, Zyla fucked us both in front of every single one of our guests and friends. Now, that was the best wedding of all time," Serana said.
"So, what's Zyla like?" I asked.
"Oh my fucking God, Ricky. Zyla is one of the most chillest people out there. She's so friendly and really fun and easy to talk to," JessiKa said.
"Yeah. Zyla is one of the most down to Earth person that I have ever known," Serana said.
Eventually, we heard a knock on the front door. JessiKa got up and looked through her peephole on the door.
"Ooooh! Zyla is here!" JessiKa said.
JessiKa unlocked the door and let Zyla inside the apartment.
I just stared at Zyla. She was ridiculously beautiful. She was wearing a white tank top with no bra. I could see her tits perking though her tank top. She was also wearing ripped sky blue skinny jeans, red high heels, and a red lace thong. She had long fingernails painted red. She had red lipstick on.
Zyla has huge fake boobs with a great set of tits, a sexy ass that just wiggles and jiggles with every step she takes.
I stood up with just shock as JessiKa and Serana stood up. Zyla looked like the realist woman that I have ever seen. I couldn't even tell that she was a transwoman!
"Hey, there, girl! Its been so long!" JessiKa said.
"Hey there, beautiful! How are you?" Zyla asked.
JessiKa and Zyla hugged.
Zyla even sounded like a one hundred percent woman. Her voice is like an angel!
"I'm great! Thanks for like asking!" JessiKa said.
"And, there's the beautiful queen of pole dancing!" Zyla said.
"Hey, Zyla! Oh God, its been too long!" Serana said.
"I know, right? And you....you must be Ricky! I've heard so much about you!" Zyla said.
"Yeah. That's me. Ricky! What did you hear about me? All good things I hope," I said.
Zyla and I hugged each other. I felt her huge breasts press against my chest. We broke up our hug.
"Wow. Can I just say that you look exactly like a REAL woman?" I said.
Zyla laughed and smiled at me.
"Ha ha. Yeah, that was kind of the plan when I had gotten my sex change," Zyla said.
"Yeah, but...it's fucking incredible work that you had done!" I said.
"Well, if you're saying that I'm beautiful, then thank you, Ricky," Zyla said.
"You're welcome, Zyla," I said.
I started staring at Zyla's huge breasts. I could visibly see her huge breasts through her tank top. Zyla noticed what I was doing and smiled.
"Well, maybe...I should be more appropriately dressed like the three of you guys are," Zyla said.
Zyla removed her tank top as her huge boobs flopped out.
"I'm sorry but can I touch and feel your breasts?" I asked.
"Of course, Ricky! Go head. You can play with my boobs if you want too," Zyla said.
I laughed and smiled at Zyla. I groped both of Zyla's huge boobs.
"Oh my God. They feel so real!" I said.
Zyla, JessiKa and Serana all laughed.
"You've never seen or been around a transwoman before, have you?" Zyla asked.
"Honestly, no. I've never even gotten my ass fucked by a transwoman," I said.
"Well, that's going to change today, Ricky," Zyla said.
I started staring at Zyla's huge boobs again. My dick started getting harder and longer. My dick got so long that my dick poked Zyla against her stomach. Zyla looked at my dick with surprise in her eyes.
"Well, now. Look's like someone is happy to see me. Perhaps, I should match what you guys are wearing," Zyla said.
Zyla pulled off her ripped sky blue skinny jeans and kicked them to the side. Zyla turned around, having her ass facing me. I just stared at her sexy ass.
"You like my ass too, Ricky?" Zyla asked.
"Oh, there's no doubt about it. We all like totally love your ass, Zyla!" JessiKa said.
Zyla then removed her red lace thong as her humongously huge, long and veiny white cock popped out from her thong. She threw it in my face. Zyla has no pubic hairs at all.
"Hmm...thats much better," Zyla said.
The four of us sat down on the living room couch. JessiKa and Serana sat next to each other while Zyla and I sat next to each other.
"So, Ricky...JessiKa told me that this is your first time getting your ass fucked by a transwoman?" Zyla said.
"Yeah. Thats right," I said.
"What made you decide that you wanted to get your ass fucked by a transwoman?" Zyla asked.
"Well, I'm trying to be more sexually open to trying new things. I'm not going to lie, Zyla. When JessiKa asked me if I was down to do this, I was skeptical at first. But after seeing how you are and how incredibly beautiful you look, I am ready to get my ass fucked by you, Zyla," I said.
Zyla wrapped her arms around my neck and slowly started kissing me. My dick got long and hard. I groped Zyla's huge boobs and started gently squeezing them. I felt something poke against me. I looked down and saw that Zyla's huge cock was hard. We stopped kissing and just stared into each other's eyes.
"How about we take this to JessiKa and Serana's bedroom and I'll fuck you like nobody else has?" Zyla said arousingly.
"Can we like please watch you guys while we snuggle with each other?" Serana asked.
"You guys can watch me getting my ass fucked by this beautiful woman," I said.
The four of us all got up and walked to JessiKa and Serana's bedroom. JessiKa and Serana sat in a love seat and started snuggling with each other.
Zyla and I started French kissing each other. Zyla was groping both of my ass cheeks as I was groping her ass cheeks. Zyla then shoved me onto the bed. I grabbed my legs and made them spread as wide as I possibly could.
Zyla grabbed the anal lube and applied it to my ass and the inside of my ass. And then all over her huge cock. Zyla grabbed her huge cock and put the tip of her cock directly against my fuckhole.
Zyla smiled at me revealing her perfect smile of white teeth. She looked at me with a sparkle in her eye.
"Well, Ricky. Are you ready to get your ass fucked?" Zyla asked.
"Yes, fuck me. Fuck me slowly and passionately and as deep inside of me as you can possibly go. I want to feel every single inch of your huge cock deep inside of me," I said.
Zyla smiled.
"Okay, I got it. Slowly, passionately and as deep as possible," Zyla said.
Zyla gently shoved her huge and long cock deep inside of me and started to slowly thrust me. I started to moan quietly. Zyla was fucking me like nobody else has before! I've never felt such an intense feeling of sexual pleasure like this.
JessiKa gasped with shock.
"Ricky, look down," JessiKa said.
I looked down at my lower body. I could see Zyla's huge cock bulging through my body. Which turned me on even more.
"Ah! Ooooh! Oh fuck! Your cock is so fucking huge, Zyla! It feels so good deep inside of me," I moaned.
"Oh, Ricky. Your fuckhole feels so goddamn great. Where do you want me to cum?" Zyla asked
"Are you going to cum?" I asked.
"Not yet, baby. I just want to know where you want me to cum for when I do cum," Zyla said.
"Okay...I...Oh! Um...Fuck, this feels so good! I want you to cum all over my face and in my mouth when you're ready," I said.
"Okay. Ooooooh, fuck yeah! Take it all nicely, slowly and deeply! Take every fucking inch of my fat cock!" Zyla moaned.
"Ooooooh!! Ah!! Fuck!! Oof! Good cock....so fucking good!" I moaned.
"If you want to you can play with my boobs while I fuck you," Zyla said.
I didn't hesitate. I groped and squeezed Zyla's huge boobs while she was fucking me with her ungodly huge cock. I brought my face close to Zyla's face and I started French kissing her while she was fucking me.
I started to hear moaning coming from JessiKa and Serana. I looked at them and saw that they were using vibrators on themselves while they were watching Zyla fuck my fuckhole.
"You like how my huge fucking cock feels, baby?" Zyla asked.
"I...OH....OOF....yeah...I fucking love your huge cock, beautiful. I want you to fuck me faster and harder," I begged and moaned.
Zyla gets a better grip as she started fucking me faster and harder causing me to moan loudly.
"You like the way I'm pounding you?" Zyla asked.
"OH...FUCK!...YOU'RE HUGE COCK MAKES ME FEEL SO FUCKING GOOD! AAAH!! AAAH!! FUCK ME, ZYLA!!" I yelled.
Zyla spat on her right hand and started giving me a hand job while she was fucking me hard.
"How do you like Mommy's huge cock? Take it all and take it all deep," Zyla said.
"AAAAAH!!!! FUCK!! I CAN FEEL MOMMY'S HUGE COCK POUNDING AGAINST MY STOMACH!!" I yelled.
Zyla pulled out her huge cock from my ass.
"I want you to fuck me, doggystyle. Please, Zyla. My ass is begging for more," I begged.
Zyla smiled at me and I knew what that smile meant. It means that I could get into the doggystyle sex position.
I got into the doggystyle sex position. I stuck my ass in the air and spread my ass cheeks. Zyla looked and groped my right ass cheek.
"Ricky, you've got a really sexy ass for a male," Zyla said.
"Thank you, Zyla! But, my fuckhole is aching for it to be fucked hard, fast and deep inside of me," I said.
Zyla laughed as she forced her huge cock all the way up inside of me. She grabbed me by my waist and started fucking me faster, harder and deeper. Causing me to yell and moan with sexual pleasure.
"OH! OH! OH! OOF! OOF! YEAH, YEAH, YEAH, YEAH!! COME ON, COME ON, COME ON!!" I yelled.
"Hey, Ricky. You possibly wouldn't mind if you sucked Mommy's huge cock, would you?" Zyla asked.
"Fuck yeah, I'm down!" I said excited.
Zyla yanked her huge cock out from my fuckhole and stood up. I got down on my hands and knees, and started giving Zyla a blowjob. A nice, wet and sloppy blowjob. I sucked and I gagged loudly. I forced Zyla's huge cock down my throat and held it in for as long as I possibly could. I started sucking Zyla's balls while jerking her off. Zyla moaned quietly as she twisted her tits.
"You like sucking on Mommy's huge cock?" Zyla asked.
I removed Zyla's huge cock from my mouth and spat on her huge cock. I started gently tapping her huge cock on my face as I played with her balls.
"You know what would make this blowjob even better?" I asked.
"No. What?" Zyla asked.
"You giving me the roughest and hardest skull fucking that you can possibly do," I said alurringly.
Zyla smiled at me again.
"Open wide for Mommy's huge cock, baby," Zyla said.
I opened my mouth as far as I could. Zyla grabbed me by my hair and forced her huge cock down my throat as she started to give me one of the best skull fuckings that I have ever gotten. I gagged loudly as my spit was going everywhere.
I sat there on my knees just getting skull fucked like never before for over an hour at the very least and I didn't want to stop getting skull fucked. I could feel Zyla's huge cock going up and down my fuckhole as her huge cock is getting coated with my slimy spit.
Zyla let go of my hair as her huge cock flopped out off my fuckhole.
"I want you to fuck me while standing up, while you fuck my aching fuckhole while my arms and legs are wrapped around you. I want you to hold me closely as if we were a couple," I said.
"That....sounds romantic, Ricky. Thats actually very surprising," Zyla said.
"Yeah, well...sometimes I like getting fucked passionately and romantically," I said.
"Okay, well...let's get you in my arms so I can fuck you while I standing," Zyla said.
I got ontop of the bed and wrapped my arms around Zyla's neck and my legs around Zyla's waist. Zyla grabbed her huge cock and shoved it deeply inside of me. She started thrusting me hard, deep, and fast causing me to yell and moan loudly.
Zyla and I looked into each other's eyes. I wanted to French kiss Zyla as I was riding her huge cock. Zyla smiled.
"Kiss me," Zyla said.
I slowly started French kissing Zyla as her huge cock was going inside and outside of my fuckhole. I started groping and squeezing Zyla's right huge breast with my right hand as we were French kissing while Zyla was fucking me.
My legs started to shake. I was about to have an anal orgasm. I started moaning louder and louder and louder as I was getting close to having an anal orgasm.
"Are you going to cum for Mommy, baby?" Zyla asked.
"OH MY FUCKING GOD, YES! I'M GOING TO CUM FOR MOMMY AND HER HUGE COCK!! " I yelled.
"You want me to fuck you faster, baby?" Zyla asked.
"FUCK YES!! PLEASE!! FUCK ME FASTER!! FUCK ME LIKE THE DIRTY LITTLE SLUT THAT I AM!!" I yelled.
Zyla started fucking me faster and faster and faster until I couldn't hold it in anymore. My legs started to violently shake uncontrollably as I started having an anal orgasm. I screamed and yelled with an intense feeling of sexual pleasure.
"Zyla, how long can you last?" I asked.
"I'm actually starting to feel the sexual urge to cum, Ricky. You still want me to cum all over your face and in your mouth?" Zyla asked.
"That would be awesome, Zyla," I said.
Zyla smiled as she moaned loudly. I could feel her whole body start to twitch.
"Okay! Get on your knees, baby and I'll blow my fat, warm, sticky and tasty load of cum all over your slutty little face and that whore mouth of yours," Zyla said.
I got down on my knees again. Zyla aimed her huge cock at my face as she was jerking her huge cock fast. The more Zyla moaned, the closer she was to cumming.
After a few more jerks, Zyla dumped a large amount of her cum on my face, over my eye and while dumping the rest of her fat load of cum in my mouth. My mouth was literally overflowing with Zyla's cum. I stared directly into Zyla's beautiful eyes as I closed my mouth and swallowed her fat load of cum. I took a deep breath and wiped the cum off my face.
"Now, that was...fucking incredible," I said.
"Yeah. You took my huge cock like a champ, Ricky. What was your favorite part about me fucking you in the ass?" Zyla asked.
"Umm...I'd have to say that watching my body bulge from your huge cock," I said.
"Nice," Zyla said.
I turned and looked at JessiKa and Serana who had...fallen asleep in each other's arms.
Zyla and I walked to the living room and we sat down on the couch.
"So, I've got a couple of questions for you, Ricky," Zyla said.
"Ask away, beautiful," I said.
"Why do you like getting fucked in the ass? Are you gay?" Zyla asked.
I laughed.
"No, I'm not gay. It's just that...okay, can I be completely honest with you, Zyla?" I asked.
"Of course, Ricky. You can always be honest with me," Zyla said.
"Well, one of the main reasons why I LOVE and CRAVE getting my ass fucked is because...sometimes I wish I was a woman," I said.
"You sometimes wish you were a woman?" Zyla said confused.
"Yes. Sometimes, while I'm getting my ass fucked by JessiKa, Serana and now you, I pretend that I am a woman. Not just any woman though. Okay, so when I get my sss fucked by women with strapons or...well now, transwoman, I pretend that I am the worlds most beautiful and sexiest woman with long black hair with a large set of boobs with the perfect sized set of tits, and the world's most sexiest ass, the worlds most beautiful blue eyes, a perfect hairless, and tasty pussy and asshole thats begging to be fucked by every single guy in the world, etc. If I was born a woman, I would be a huge fucking cum dumpster slutty whore that's begging to be fucked hard, rough, deep and good," I said.
"Well, why do you sometimes wish you were a woman?" Zyla asked.
"Because its just how I feel. I wish that I was the world's most beautiful and sexiest woman that LOVES and CRAVES getting fucked in all of my fuckholes by a large crowd of horny people with big dicks that are just waiting to fuck me," I said.
"So...you enjoy the feeling like you're a beautiful woman? You like to pretend to be a woman while getting fucked in the ass? You love showing off the world who you are?" Zyla said.
"Yeah. Exactly. Why?" I asked.
"I think I know a place you could work at that let's you do all three of those things," Zyla said.
"Oh, really? Whats the name of the place?" I asked.
"The Red Garter Strip Club," Zyla said.
"You...you think that I should become a male stripper?" I said.
"Of course, Ricky! Remember, try to keep and open mind about things," Zyla said.
"I am. I'm just wondering why you think I should become a male pole dancer," I said.
"Well, think about it! You can dress up like the worlds most beautiful and sexiest woman. You would get your ass fucked by women with strapons at work all the time. And you love showing off the world who you are!" Zyla said.
"Holy shit. That's actually a great idea, Zyla! Wait, how do you know that I will get my ass fucked by women with strapons?" I asked.
"Let's just say that I've heard about the private parties the Red Garter has, and...it sounds like a dream come true for you," Zyla said.
"Okay. Where I apply at?" I asked.
"Its an online application," Zyla said.
"Do you work at the Red Garter Strip Club?" I asked.
"I used too. Oh, God. That was a long time ago. If I were you I would ask JessiKa and Serana for help with the Red Garter if you need to know or learn something," Zyla suggested.
"Okay. And, Zyla?" I said.
"Yes, Ricky?" Zyla said.
"Thank you for expanding my sexuality. I really hope that we can do this again sometime,"
Zyla and I smiled at each other. Zyla and I kissed each other for a couple of seconds while holding each other in our arms. I worked my hands down her body until I've reached her sexy ass. I groped and squeezed both of Zyla's ass cheeks as we were making out. We stopped making out and we just smiled at each other again.
"So...would you like to watch porn together on the TV?" I asked.
"Sure. That would be great," Zyla said.
Zyla and I both walked and sat on the couch. I turned on the TV and opened up the internet browser. I went to the favorite pornsites folder and clicked on a link. We both agreed on videos that had a MILF pornstar we both would love to fuck, Syren De Mer. Zyla and I started snuggling while watching Syren De Mer porn videos. Our favorite Syren De Mer porn video is where Syren is a school teacher that gets forced gangbanged by all of her male students.
As the day went on, day turned into night. And all I could think about is how much fun I'm going to have as a male strippper for the Red Garter Strip Club.
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