Hey there. I 'm Ricky. I am a twenty dollar bill two class old male. In face you ca n't tell by my username and the title of the story, I LOVE and CRAVE getting fucked in the ass. I am heterosexual and have no sexual desire to get my ass fucked by men. I prefer to get my ass fucked by a woman with a strapon, any sex toys and anal retentive sex toy, and transwomen. Some the great unwashed have asked me why I do n't want 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 fair sex.

This is my first sex story. It 's based on a true news report about my first clip getting my ass fucked by a woman with a strapon. I hope you guys revel it and please, let me know what you guys think.

My First Time Having Anal Sex

By Ricky

I am sitting at home base, by myself. I 'm watching Pornhub on my Xbox One. I heard individual knocking on my front threshold. I got up and walked to the room access. I took a peep through the window to get hold one of my closest and best friends was here to visit me. Her gens is Shiana Joan Crawford.

Shiana has huge rude knocker, long nighttime brown whisker, an incredibly sexy ass, a aphrodisiacal pair of legs, and the prettiest cat valium center 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 scant dungaree short circuit shorts that were showing off her sexy ass. Negroid converse shoes, a white army tank top, no bra and a black lacing thong. I could see Shiana 's nipple perking through her tank top.

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

Shiana and I have had so much 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 unlike type of sexual bodily process. A lot of her intimate activities involve making herself feel like she was the ultimate slut.

Shiana loved being treated and feeling like a slut while having intimate intercourse. She actually once told me that she loves being everyone 's cum dumpster. Shiana has been gangbanged, had a mathematical group of guys cum all over her body, a bukkake in other run-in. She loved getting all of her holes fucked and filled. She has a really big cum voodoo, as well as a lot of other fetishes.

For whatever reason, I was Shiana 's favorite fuck chum and best friend with benefit. 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 average sized. She smiled and told me that the size of the hammer does n't count and what does count is the pounding the hammer gives. That made me feel skilful about myself and boosted my confidence.

I let Shiana inside of my house. Shiana was carrying a duffle bag bag. As she walked past me, I stared at her sexy 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 altogether body in all of its gloriole here in a little bit, okay ? '' Shiana said.

'' Okay, '' I said.

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

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

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

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

'' She 's staying at my step-dad 's property for the weekend, so we 'll ingest the entire place to ourselves. We can have as much sexy fun time as we want, '' I said.

'' fucking 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 comfortable with it, '' Shiana asked.

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

'' okeh, try to keep an open thinker, okay ? '' Shiana said.

'' Alright, '' I said.

Shiana smiled at me. She has the prettiest grinning that I have ever seen and has perfect white tooth. Shiana removed her tank top. Her huge tit flopped as she removed her tankful top. She slowly unbuttoned her unawares trunks and slowly took them off. My dick started to get unvoiced and was bulging through my dungaree. She took off her thong, revealing her perfect and bewilder hairless pussycat, and threw them at my aspect. 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.

'' okay, '' I said.

Shiana smiled at me.

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

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

Shiana has a beautiful and sexy part too. She talks in a way that says `` I am the biggest and sluttiest lady of pleasure. I want your gumshoe interior of me ''. She 's a person that I can fucking vibration with. She 's one of the most chillest people that I have ever met. She 's so open and honest. I can commit her with anything, including my life.

'' O.K.. twist around, Ricky, '' Shiana said.

I removed my work force from my eyes and turned around and faced Shiana. I looked in her oculus. She was smiling at me. I started looking my way down her body and saw that she had a huge black strapon attached to her torso. I opened my middle and sass open wide because I was surprised.

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

'' Okay, remember. Try to keep an open head, Ricky. I would really revalue it and would love it if you let me lie with your ass with my strapon, '' Shiana said.

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

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

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

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

'' There is absolutely nothing you can do to talk me into that, '' I said.

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

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

'' Okay, how is it gay ? It would only be gay if you got fucked in the ass by a dude. And sore ? I 'll use my anal numbing lubricant if it helps, '' Shiana asked.

I said zip. I was speechless.

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

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

'' Listen, it 's not gay, okay ? You can still be straight and like getting fucked in the ass. I understand that you 're aflutter. But, delight 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 hope, '' Shiana said.

I looked down at the soil 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 have to clear your body out. Here, use this pee clyster. Just filling it up with water and insert the tube deep inside of you. thumb this transposition and sate the interior of your body fill up with water and dump all the water supply out. repeat until there is no more you know what, '' Shiana said.

Shiana handed me a piss enema. I went to my bathroom and got naked. I filled the clyster up with water and inserted the tube as thick as I could go. I flipped the switched. weewee started filling up my body. It was actually kind of turning me on. The smell of water filling the inside of my dead body felt really skillful.

After I cleaned the inside of my body, I walked out of my bathroom and see Shiana lubing her strapon with lubricant. I do n't be intimate 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 couch, applying anal retentive lube on her strapon. She looked at me and we stared into each other 's eyes. She gave me her famous sexy feeling on her typeface.

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

I smiled as my dick 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.

'' afters. I 'll get the anal retentive numbing lubricant, '' Shiana said.

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

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

'' It 's 12 and a half inches. Thats not all it does, '' Shiana said.

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

'' My strapon can also blurt talk through one's hat cum. I can cum inside of you, on your face, and in your mouth, '' Shiana said.

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

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

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

'' Yeah. I mean, you said I should keep an open mind and be volition to try new affair, '' I said.

'' Okay. carnival full point. I 'll fill my strapon up with forge cum, '' Shiana said.

'' Henry Sweet, '' I said.

'' Shiana pulled out the anal numbing lubricator and a bottle full of fake cum. She takes apart her strapon and fills it with fake 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 bequeath to try new thing with me in the sleeping room, '' Shiana said.

I smiled.

'' Well, I 'm actually very stimulate to try this. And very turned on, '' I said.

'' Hah. Well, are you prepare to get your ass fucked ? '' Shiana asked.

'' Just one Sir Thomas More question, '' I said.

'' Of course of action ! Ask away ! '' Shiana said.

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

'' It 'll bruise at first. But the more we do it, the more your body will be used to it. Since this is your first clock time getting your ass fucked, I 'll apply anal numbing lubricating substance on your ass and inside your ass. That and I 'll be gentle, '' Shiana said.

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

Shiana stood up and walked closer to me. We started Gallic kissing with an intense passionateness. She slowly started stroking my tool as we walked our way into my bedroom. I gently squeezed both of Shiana 's Brobdingnagian tit.

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

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

I got on my bed and into the doggystyle emplacement. 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 numbing lube. She scooped up the anal lubricating substance and applied it to the outside of my ass. She scooped up some more lubricant and gently shoved her finger inside my ass and rubbed the lubricator all over the inside of my ass.

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

'' Are you gear up ? '' 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 lube, I could barely experience 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 little deeper, okay ? Let me bed if I need to lay off, '' Shiana said.

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

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

'' Yes, I am. Can you fuck me a little harder and go cryptical inside of me ? '' I asked.

'' surely, '' Shiana said.

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

I have never felt such an amazing feeling of sexual pleasure. I was actually craving this. I wanted more.

'' Oh, fuck yeah. Your strapon feels unbelievable ! It 's like zilch I have ever felt before ! Oh, yeah ! fuck my ass ! '' I moaned.

'' You like my big black cock, you filthy slut ? Yeah, select it nice and cryptic, '' Shiana said.

I started to snaffle my cover as I started to groan even flashy than before.

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

Shiana smiled as she started fucking my ass faster causing me to feel an acute feeling of sexual delight. I was moaning very loudly.

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

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

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

'' ass ! YES ! OH MY FUCKING GOD ! YOUR DICK IS SO FUCKING HUGE ! I FUCKING bang IT ! FUCK ME LIKE THE LITTLE trollop 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 palpate it in my legs. My pegleg started to sway violently.

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

'' You 're going to sustain an anal climax, '' Shiana said.

'' DO N'T FUCKING STOP fucking ME ! I AM SO CLOSE ! '' I yelled.

Shiana kept fucking me so just until I had an anal retentive orgasm. I screamed with an intense opinion of intimate pleasure 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 first clock time having anal retentive sex ? '' Shiana asked.

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

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

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

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

'' screwing yeah, '' I said.

Shiana was the first cleaning lady 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 thing that involve me getting my ass fucked.

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