Hey there. I 'm Ricky. I am a twenty two year old male person. In pillow slip you ca n't narrate by my username and the title of the history, I LOVE and CRAVE getting fucked in the ass. I am heterosexual and have no intimate desire to get my ass fucked by men. I prefer to get my ass fucked by a woman with a strapon, any sex plaything and anal sex toys, and transwomen. Some hoi polloi have asked me why I do n't desire to get my ass fucked by men but I like getting my ass fucked by transwomen. It 's simple. It 's because I consider transwomen to be women.

This is my world-class sex tarradiddle. It 's based on a true up floor about my foremost clock time getting my ass fucked by a woman with a strapon. I hope you guys enjoy it and delight, let me know what you guys think.

My First prison term Having Anal Sex

By Ricky

I am sitting at habitation, by myself. I 'm watching Pornhub on my Xbox One. I heard someone knocking on my front door. I got up and walked to the threshold. I took a peek through the window to find one of my closest and best booster was here to chaffer me. Her figure is Shiana Joan Crawford.

Shiana has vast natural white meat, long dark Robert Brown pilus, an incredibly aphrodisiacal ass, a sexy pair of legs, and the prettiest green heart that I have ever seen.

I opened the door.

'' Hey, Shiana ! '' I said excited.

'' Hi, Ricky ! '' Shiana said.

I let Shiana inside my house. She was wearing the poor jean short-circuit boxershorts that were showing off her sexy ass. Shirley Temple Black converse shoes, a white tank top, no bra and a inkiness lace thong. I could see Shiana 's tits perking through her armored combat vehicle top.

Shiana is one of my closest and bestest friend that I have ever had. But we were n't just scoop Quaker. We were best friends with benefits.

Shiana and I have had so lots sex together. We 've done so many kinky things together. Shiana literally craves sex. She has a ton of fuck buddies and has had all dissimilar types of sexual action. A lot of her intimate natural process involve making herself sense like she was the ultimate slut.

Shiana loved being treated and feeling like a jade while having intimate sexual intercourse. She actually once told me that she loves being everyone 's cum dumpster. Shiana has been gangbanged, had a mathematical group of cat cum all over her dead body, a bukkake in former words. She loved getting all of her holes fucked and filled. She has a really big cum fetish, as well as a clump of early fetishes.

For whatever reason, I was Shiana 's favorite fuck pal and best supporter with benefits. I once asked her why I was her favorite and she told me that it was because I knew how to use my tool. I asked her why and that my dick was pretty middling sized. She smiled and told me that the sizing of the hammer does n't count and what does count is the pounding the hammer gives. That made me feel soundly about myself and boosted my confidence.

I let Shiana inside of my star sign. Shiana was carrying a duffle bag. As she walked past me, I stared at her aphrodisiacal ass. She turned around and gave me a sexy grin on her face.

'' Whatchu staring at, Ricky ? '' Shiana asked.

'' Your incredible ass, '' I said.

'' Well, you can see my ass and my whole body in all of its glory here in a small bit, okay ? '' Shiana said.

'' O.K., '' I said.

Shiana looked at my TV and noticed that I was on Pornhub. She looked at me and gave me a sexy smirk.

'' Looks like you were having fun, '' Shiana said.

'' Yeah, but now that you 're here, we can have fun together, '' I said.

'' fountainhead, that depends. When will your mom be home ? '' Shiana asked.

'' She 's staying at my step-dad 's space for the weekend, so we 'll give the entire seat to ourselves. We can birth as very much sexy fun time as we want, '' I said.

'' Fuck yeah. I want you to try something new for me. Nobody that I have sex with will do it willingly. But, maybe you will if you 're well-heeled with it, '' Shiana asked.

'' Well, what is it ? '' I asked.

'' Okay, try to keep an subject intellect, okay ? '' Shiana said.

'' Alright, '' I said.

Shiana smiled at me. She has the prettiest smile that I have ever seen and has perfect Edward Douglas White Jr. teeth. Shiana removed her armoured combat vehicle top. Her huge bosom flopped as she removed her tank top. She slowly unbuttoned her short-change shorts and slowly took them off. My putz started to get heavily and was bulging through my jeans. She took off her thong, revealing her perfect and awing hairless pussy, and threw them at my face. I smiled and laughed.

'' So, what is it that you want me to try with you ? '' I asked.

'' Well, it 's in my bag, '' Shiana said.

'' okeh, '' I said.

Shiana smiled at me.

'' Close your middle and work around, Ricky, '' Shiana said.

I covered my eyes with my hands and turned around. I heard some faint noises.

Shiana has a beautiful and sexy interpreter too. She talks in a way that says `` I am the biggest and sluttiest lady of pleasure. I want your dick interior of me ''. She 's a soul that I can fucking vibe with. She 's one of the most chillest people that I have ever met. She 's so open and good. I can trust her with anything, including my life.

'' Okay. Turn around, Ricky, '' Shiana said.

I removed my hands from my eyes and turned around and faced Shiana. I looked in her eyes. She was smiling at me. I started looking my way down her organic structure and saw that she had a huge smutty strapon attached to her soundbox. I opened my center and mouth open encompassing because I was surprised.

'' Whoa ! What the fuck ? ! '' I said loudly.

'' Okay, remember. Try to keep an open mind, Ricky. I would really take account it and would know it if you let me fuck your ass with my strapon, '' Shiana said.

'' No fucking way ! That thing is Brobdingnagian ! '' I said loudly.

'' Please, Ricky ? You do n't know what you 're missing out on ! Trust me, having anal sex is amazing. You 'll sleep with it ! confidence me. And, I promise that I 'll be soft with you, '' Shiana said.

'' Shiana. I love you. You 're one of my best friend 's, but I ca n't do that, '' I said.

'' What can I do to talk you into letting me fuck your ass with my strapon ? '' Shiana asked.

'' There is absolutely naught you can do to talk me into that, '' I said.

'' okeh, tell me why you do n't require to get fucked in the ass ? '' Shiana asked.

'' Because, it 's form of gay. It would be terrible, '' I said.

'' okay, how is it gay ? It would only be gay if you got fucked in the ass by a buster. And painful ? I 'll use my anal numbing lube if it helps, '' Shiana asked.

I said nothing. I was speechless.

'' Here. Sit down and blab to me, '' Shiana said.

Shiana and I sat down on the couch. She put her right arm around my shoulders.

'' Listen, it 's not gay, sanction ? You can still be straightforward and like getting fucked in the ass. I understand that you 're nervous. But, please note that I would never do anything to hurt you. I care about you, Ricky. Which is why I am asking you to try it. Let 's try it, okay ? And, if you do n't like it then we 'll never do it again. I pinky promise, '' Shiana said.

I looked down at the earth and just thought about it.

'' Okay, Shiana. I 'll let you fuck me in the ass with your strapon, '' I said.

'' Yay ! Okay, you 're going to stimulate to clear your dead body out. Here, use this piss clyster. Just fill it up with weewee and inclose the tube deep interior of you. Flip this switch and fill the inside of your torso fulfill up with water and dump all the body of water out. repeat until there is no more you know what, '' Shiana said.

Shiana handed me a H2O enema. I went to my bathroom and got naked. I filled the enema up with weewee and inserted the thermionic valve as cryptical as I could go. I flipped the switched. Water started filling up my consistency. It was actually kind of turning me on. The belief of body of water filling the inside of my body felt really soundly.

After I cleaned the inside of my consistence, I walked out of my bathroom and see Shiana lubing her strapon with lubricating substance. I do n't eff why or how, but I started to get even more turned on. I was surprised that I was getting excited for this.

Shiana was sitting on my lounge, applying anal lubricant on her strapon. She looked at me and we stared into each early 's eyes. She gave me her famed sexy flavour on her face.

'' Are you ready to get your ass fucked ? '' Shiana asked.

I smiled as my peter got long and hard.

'' I think I am. I 'm not going to lie, Shiana. But, I 'm actually getting very turned on from this. I do n't know why but I think my ass is aching to be penetrated by you, '' I said.

'' Sweet. I 'll get the anal numbing lubricating substance, '' Shiana said.

Shiana walked to her duffle bag and opened it. She started searching for the anal numbing lube.

'' So, how big is your strapon ? '' I asked.

'' It 's twelve and a one-half column inch. Thats not all it does, '' Shiana said.

'' Jesus, thats big ... wait. What else does your strapon do ? '' I asked.

'' My strapon can also blurt faux cum. I can cum inside of you, on your face, and in your sass, '' Shiana said.

'' Holy shit ... ..does it make me gay that I want you to cum inside of my body ? '' I asked.

Shiana looked up at me with a surprised feel in her eyes.

'' Are ... are you surely that you 're down to do that ? '' Shiana asked.

'' Yeah. I mean, you said I should stay fresh an overt judgment and be leave to try new things, '' I said.

'' O.K.. funfair point. I 'll fill my strapon up with faker cum, '' Shiana said.

'' Sweet, '' I said.

'' Shiana pulled out the anal numbing lube and a feeding bottle full of bull cum. She takes apart her strapon and fills it with simulated cum.

Shiana looked up at me and smiled.

'' What ? '' I asked.

'' I think you 're being very brave for doing this. Not everyone I know is willing to try new affair with me in the bedroom, '' Shiana said.

I smiled.

'' wellspring, I 'm actually very excited to try this. And very turned on, '' I said.

'' Hah. fountainhead, are you ready to get your ass fucked ? '' Shiana asked.

'' Just one more doubt, '' I said.

'' Of grade ! Ask away ! '' Shiana said.

'' How bad will it suffer ? '' I asked.

'' It 'll hurt at first. But the more we do it, the More your body will be used to it. Since this is your first fourth dimension getting your ass fucked, I 'll apply anal retentive numbing lubricant on your ass and inside your ass. That and I 'll be conciliate, '' Shiana said.

'' Okay. I 'm ready. Let 's do this, '' I said excited.

Shiana stood up and walked closer to me. We started Daniel Chester French kissing with an intense passionateness. She slowly started stroking my dick as we walked our way into my sleeping room. I gently squeezed both of Shiana 's huge boobs.

'' What position should I be in ? '' I asked.

'' I would get into the doggystyle position. It 'll really hit you in your g smear, '' Shiana said.

I got on my bed and into the doggystyle place. I stuck my ass out. Shiana moaned quietly and groped my hairless ass.

'' You have the cutest ass ever, '' Shiana said.

Shiana opened the container of anal retentive numbing lubricating substance. She scooped up the anal retentive lube and applied it to the outside of my ass. She scooped up some more lube and gently shoved her fingers inside my ass and rubbed the lube all over the inside of my ass.

Shiana grabbed her strapon and put the tip on the rim of my ass.

'' Are you cook ? '' Shiana asked.

'' Yeah, I 'm ready. Do it, '' I said.

Shiana gently and slowly but forcefully instered her strapon in my ass. Thanks to the anal numbing lubricator, I could barely find it. I moaned quietly.

'' Am I hurting you ? '' Shiana asked.

'' I can feel it a little bit, '' I said.

'' Okay, Ricky. I 'm going to go a lilliputian deeper, okay ? Let me bonk if I need to stop, '' Shiana said.

Shiana gently started pushing her strapon deeper inside of me, causing me to moan a little gaudy than before. Shiana slowly and gently started thrusting me causing me to groan even louder.

'' Do you like it ? '' Shiana asked.

'' Yes, I am. Can you screw me a lilliputian harder and go deeper inside of me ? '' I asked.

'' trusted, '' Shiana said.

Shiana pushed her strapon deeper inside of me and started thrusting me punishing. I started moaning constantly and loudly.

I have never felt such an nonplus impression of intimate delight. I was actually craving this. I wanted more.

'' Oh, fuck yeah. Your strapon feels incredible ! It 's like zip I have ever felt before ! Oh, yeah ! piece of ass my ass ! '' I moaned.

'' You like my big black cock, you filthy slut ? Yeah, take it Nice and inscrutable, '' Shiana said.

I started to grab my mantle as I started to moan even louder than before.

'' Shiana, fuck me faster, '' I begged.

Shiana smiled as she started fucking my ass faster causing me to feel an intense flavor of sexual joy. I was moaning very loudly.

'' Yeah, take my big fat cock ! You like my big fucking dick ? '' Shiana asked.

'' Yes, ma'am ! Oh my fucking God, this is amazing ! ass me as faster, harder and go as deep as you can ! '' I begged.

Shiana grabbed me by my waist and forced her strapon all the way inside of me. She started fucking my ass faster and knockout than before. I was yelling and moaning very loudly as Shiana was fucking me.

'' ass ! YES ! OH MY FUCKING GOD ! YOUR peter IS SO fuck HUGE ! I FUCKING have it away IT ! nooky ME LIKE THE LITTLE slovenly woman I AM ! '' I yelled.

Shiana just kept fucking me and fucking me and fucking me until I started to feel something. Something that I have never felt before. I could feel it in my branch. My legs started to shake violently.

'' Shiana, what am I feeling ? '' I asked.

'' You 're going to have an anal orgasm, '' Shiana said.

'' DO N'T FUCKING point piece of ass ME ! I AM SO close ! '' I yelled.

Shiana kept fucking me so good until I had an anal retentive climax. I screamed with an intense feeling of sexual joy while she was still fucking me.

'' Shiana, I want you to fucking cum interior of me ! I want you to fill up my ass with every single drop of your cum ! '' I said.

Shiana thrusted me a few more times until she forced her strapon deeply, all the way inside of me as she came inside of me. She pulled her strapon out of my ass. My ass was oozing and overflowing with fake cum.

I laid down on my bed and Shiana laid down next to me. We French kissed for a few seconds.

'' So, how was your offset metre having anal sex ? '' Shiana asked.

'' That was fucking incredible. I 'm down to do it later, '' I said.

'' Well, I 'm happy that you enjoyed it, Ricky, '' Shiana said.

'' Can we do this more often ? '' I asked.

'' Sure, I 'm down ! '' Shiana said.

'' Fuck yeah, '' I said.

Shiana was the initiatory woman to fuck me with a strapon. It was an eye opening experience and since then I have had a sexual desire to get my ass fucked. I have been more open to trying new things that involve me getting my ass fucked.

Since Shiana fucked me in the ass with her strapon, I 've done strapon gangbangs, double anal retentive, deep anal fisting, anal creampies, and much more .