Hey there. I 'm Ricky. I am a twenty two class old male. In case you ca n't tell by my username and the claim of the news report, I LOVE and CRAVE getting fucked in the ass. I am straight person 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 toys and anal sex toys, and transwomen. Some people 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 women.

This is my initiatory sex story. It 's based on a true story about my first fourth dimension getting my ass fucked by a womanhood with a strapon. I hope you guys enjoy it and please, let me make love what you guys think.

My First time Having Anal Sex

By Ricky

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

Shiana has vast natural breasts, long non-white brown hair's-breadth, an incredibly aphrodisiacal ass, a sexy pair of wooden leg, and the prettiest green eyes 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 curt jean short shorts that were showing off her aphrodisiac ass. Black converse horseshoe, a Patrick Victor Martindale White armored combat vehicle top, no bra and a black lace thong. I could see Shiana 's tits perking through her tank top.

Shiana is one of my closest and bestest acquaintance that I have ever had. But we were n't just trump booster. We were best friends with benefit.

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 buddy and has had all unlike case of intimate action. A lot of her sexual bodily function 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 group of bozo cum all over her body, a bukkake in other quarrel. She loved getting all of her hole fucked and filled. She has a really big cum hoodoo, as well as a clustering of other fetishes.

For whatever reason, I was Shiana 's favorite fuck pal and beneficial 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 dick. I asked her why and that my dick was pretty median 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 find safe about myself and boosted my confidence.

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

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

'' Your incredible ass, '' I said.

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

'' okey, '' 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 experience fun together, '' I said.

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

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

'' nookie 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.

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

'' Alright, '' I said.

Shiana smiled at me. She has the prettiest smile that I have ever seen and has perfect white teeth. Shiana removed her tank top. Her huge pinhead flopped as she removed her tank car top. She slowly unbuttoned her short shorts and slowly took them off. My dick started to get hard and was bulging through my jeans. She took off her flip-flop, revealing her perfective and flummox hairless pussy, and threw them at my expression. 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 eyes and turn around, Ricky, '' Shiana said.

I covered my center with my hands and turned around. I heard some syncope noises.

Shiana has a beautiful and sexy vox too. She talks in a way that says `` I am the liberal and sluttiest whore. I want your peter interior of me ''. She 's a person that I can fucking vibe with. She 's one of the most chillest people that I have ever met. She 's so open and true. I can trust her with anything, including my life.

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

I removed my hired hand from my eye and turned around and faced Shiana. I looked in her eyes. 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 rima oris open wide because I was surprised.

'' Whoa ! What the piece of tail ? ! '' I said loudly.

'' Okay, remember. Try to preserve an opened mind, Ricky. I would really appreciate it and would know it if you let me sleep with your ass with my strapon, '' Shiana said.

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

'' Please, Ricky ? You do n't live what you 're missing out on ! trust me, having anal sex is amazing. You 'll be intimate it ! trust me. And, I promise that I 'll be gentle 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 blab out you into letting me fuck your ass with my strapon ? '' Shiana asked.

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

'' O.K., narrate me why you do n't want to get fucked in the ass ? '' Shiana asked.

'' Because, it 's kind 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 painful ? I 'll use my anal numbing lube if it helps, '' Shiana asked.

I said zippo. I was speechless.

'' Here. Sit down and let the cat out of the bag to me, '' Shiana said.

Shiana and I sat down on the couch. She put her mighty 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 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 care it then we 'll never do it again. I pinky promise, '' Shiana said.

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

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

'' Yay ! Okay, you 're going to ingest to clear your body out. Here, use this water enema. Just fill it up with water and sneak in the vacuum tube abstruse interior of you. Flip this switch and fill the inside of your eubstance fill up with water and ditch all the water out. repeat until there is no more you know what, '' Shiana said.

Shiana handed me a piss clyster. I went to my bathroom and got naked. I filled the enema up with H2O and inserted the tube-shaped structure as rich as I could go. I flipped the switched. Water started filling up my body. It was actually kind of turning me on. The opinion of urine filling the interior of my torso felt really commodity.

After I cleaned the inside of my body, I walked out of my bath and see Shiana lubing her strapon with lube. I do n't know 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 lube on her strapon. She looked at me and we stared into each early 's heart. She gave me her famous aphrodisiac aspect on her font.

'' 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.

'' dessert. I 'll get the anal numbing lube, '' 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 twelve and a one-half inches. Thats not all it does, '' Shiana said.

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

'' My strapon can also blunder fake cum. I can cum inside of you, on your boldness, and in your rima oris, '' Shiana said.

'' holy place 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 surprise feeling in her eyes.

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

'' Yeah. I mean, you said I should keep an open thinker and be unforced to try new things, '' I said.

'' Okay. Fair percentage point. I 'll make full my strapon up with fake cum, '' Shiana said.

'' Sweet, '' I said.

'' Shiana pulled out the anal numbing lube and a feeding bottle full of fake cum. She takes apart her strapon and fills it with impostor 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 thing with me in the bedroom, '' Shiana said.

I smiled.

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

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

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

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

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

'' It 'll wound at inaugural. But the more we do it, the more your torso will be used to it. Since this is your initiatory time getting your ass fucked, I 'll give anal numbing lube on your ass and inside your ass. That and I 'll be gentle, '' Shiana said.

'' okay. I 'm cook. Let 's do this, '' I said excited.

Shiana stood up and walked closer to me. We started French kissing with an intense Passion of Christ. She slowly started stroking my dick as we walked our way into my bedchamber. I gently squeezed both of Shiana 's huge pinhead.

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

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

I got on my bed and into the doggystyle stance. 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 lubricator. She scooped up the anal 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 lubricator all over the inside of my ass.

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

'' Are you make ? '' 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 feel it. I moaned quietly.

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

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

'' Okay, Ricky. I 'm going to go a little deeper, okay ? Let me know if I need to discontinue, '' Shiana said.

Shiana gently started pushing her strapon deeper interior of me, causing me to moan a picayune 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 get it on me a little harder and go deeper inside of me ? '' I asked.

'' Sure, '' Shiana said.

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

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

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

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

I started to grab my blanket 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 vivid feeling of sexual joy. I was moaning very loudly.

'' Yeah, bring my big fat peter ! You like my big fucking cock ? '' Shiana asked.

'' Yes, ma'am ! Oh my fucking God, this is awful ! piece of ass 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.

'' FUCK ! YES ! OH MY FUCKING GOD ! YOUR cock IS SO shtup HUGE ! I FUCKING LOVE IT ! shag ME LIKE THE LITTLE jade I AM ! '' I yelled.

Shiana just kept fucking me and fucking me and fucking me until I started to palpate something. Something that I have never felt before. I could find it in my leg. My legs started to didder violently.

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

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

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

Shiana kept fucking me so full until I had an anal coming. I screamed with an vivid feeling of sexual pleasance while she was still fucking me.

'' Shiana, I want you to fucking cum inside of me ! I want you to occupy up my ass with every single drib 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 initiative time having anal retentive sex ? '' Shiana asked.

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

'' fountainhead, I 'm gladiolus that you enjoyed it, Ricky, '' Shiana said.

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

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

'' shag yeah, '' I said.

Shiana was the foremost adult female to bonk me with a strapon. It was an eye opening experience and since then I have had a intimate desire to get my ass fucked. I have been more spread 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, doubled anal, rich anal fisting, anal creampies, and much more .