Hey there. I 'm Ricky. I am a twenty two year old Male. In fount you ca n't enjoin 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 miniature and anal sex toy, 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 offset sex story. It 's based on a unfeigned story about my first prison term getting my ass fucked by a woman with a strapon. I hope you guys enjoy it and delight, let me be intimate what you guys think.

My First fourth dimension Having Anal Sex

By Ricky

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

Shiana has huge natural chest, long black brown hair, an incredibly aphrodisiacal ass, a aphrodisiac span of legs, and the prettiest K eyes that I have ever seen.

I opened the door.

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

'' Hi, Ricky ! '' Shiana said.

I let Shiana inside my household. She was wearing the shortest jean short shorts that were showing off her sexy ass. Negroid converse shoes, a white army tank top, no bra and a black lace thong. I could see Shiana 's tits perking through her cooler top.

Shiana is one of my closest and best friend that I have ever had. But we were n't just best Friend. 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 have intercourse buddies and has had all unlike type of sexual natural action. A lot of her sexual activities involve making herself feel like she was the ultimate slut.

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

For whatever rationality, I was Shiana 's favorite fuck buddy and best friend with benefit. I once asked her why I was her pet and she told me that it was because I knew how to use my dick. I asked her why and that my peter was pretty fair sized. She smiled and told me that the size of it of the hammer does n't count and what does count is the pounding the power hammer gives. That made me finger good 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 aphrodisiacal ass. She turned around and gave me a sexy smile on her face.

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

'' Your unbelievable ass, '' I said.

'' Well, you can see my ass and my whole soundbox in all of its glory here in a little 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 aphrodisiacal smirk.

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

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

'' fountainhead, 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 entire home to ourselves. We can have as a good deal 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-off with it, '' Shiana asked.

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

'' okeh, try to prevent 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 tense white teeth. Shiana removed her storage tank top. Her huge boobs flopped as she removed her tank top. She slowly unbuttoned her scant trunks 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 perfect and amazing hairless slit, 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.

'' Okay, '' I said.

Shiana smiled at me.

'' Close your oculus and turn around, Ricky, '' Shiana said.

I covered my center with my helping hand and turned around. I heard some faint noises.

Shiana has a beautiful and sexy voice too. She talks in a way that says `` I am the biggest and sluttiest cyprian. I want your dick inside 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 honest. 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 body and saw that she had a huge pitch-black strapon attached to her body. I opened my centre and mouth open wide because I was surprised.

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

'' Okay, remember. Try to prevent an open psyche, Ricky. I would really value it and would have sex it if you let me bed your ass with my strapon, '' Shiana said.

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

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

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

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

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

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

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

'' O.K., 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 nothing. I was speechless.

'' Here. Sit down and verbalize 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, approve ? You can still be uncoiled and like getting fucked in the ass. I understand that you 're nervous. But, please note that I would never do anything to ache 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 have to bring in your physical structure out. Here, use this piddle enema. Just fill it up with water and infix the tube deep inside of you. flip over this switch and satisfy the inside of your body fill up with water and knock down all the pee out. Repeat until there is no more you know what, '' Shiana said.

Shiana handed me a water enema. I went to my lavatory and got au naturel. I filled the enema up with water and inserted the vacuum tube as deep as I could go. I flipped the switched. body of water started filling up my body. It was actually kind of turning me on. The belief of water supply filling the interior of my body felt really secure.

After I cleaned the interior of my body, I walked out of my bathroom and see Shiana lubing her strapon with lube. I do n't cognise why or how, but I started to get even more change state on. I was surprised that I was getting excited for this.

Shiana was sitting on my couch, applying anal lubricating substance on her strapon. She looked at me and we stared into each other 's eyes. She gave me her noted aphrodisiac expression on her face.

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

I smiled as my tool 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 recognise why but I think my ass is aching to be penetrated by you, '' I said.

'' Henry Sweet. I 'll get the anal numbing lube, '' Shiana said.

Shiana walked to her duffel bag 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 half in. Thats not all it does, '' Shiana said.

'' the Nazarene, thats big ... hold. What else does your strapon do ? '' I asked.

'' My strapon can also ejaculate fake cum. I can cum inside of you, on your look, and in your oral cavity, '' Shiana said.

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

Shiana looked up at me with a surprised 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 mind and be unforced to try new thing, '' I said.

'' OK. Fair spot. I 'll fill my strapon up with fudge cum, '' Shiana said.

'' Sweet, '' I said.

'' Shiana pulled out the anal retentive 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 willing to try new things with me in the bedroom, '' Shiana said.

I smiled.

'' fountainhead, I 'm actually very mad to try this. And very turned on, '' I said.

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

'' Just one more interrogative sentence, '' I said.

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

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

'' It 'll injure at get-go. But the more we do it, the more your body will be used to it. Since this is your starting time time getting your ass fucked, I 'll lend oneself anal numbing lube on your ass and inside your ass. That and I 'll be conciliate, '' Shiana said.

'' O.K.. I 'm fix. Let 's do this, '' I said excited.

Shiana stood up and walked close to me. We started Daniel Chester French kissing with an vivid warmth. She slowly started stroking my dick as we walked our way into my bedroom. I gently squeezed both of Shiana 's huge booby.

'' What stead 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 position. 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 lube. She scooped up the anal lubricant and applied it to the exterior of my ass. She scooped up some more lubricator and gently shoved her fingers inside my ass and rubbed the lube all over the interior of my ass.

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

'' Are you ready ? '' 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 lubricating substance, I could barely feel 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 picayune deeper, okay ? Let me know if I need to intercept, '' Shiana said.

Shiana gently started pushing her strapon deeper inside of me, causing me to moan a little tacky 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 love me a little harder and go deeper inside of me ? '' I asked.

'' surely, '' Shiana said.

Shiana pushed her strapon deeper inside of me and started thrusting me harder. 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 smell incredible ! It 's like nix I have ever felt before ! Oh, yeah ! roll in the hay my ass ! '' I moaned.

'' You like my big bootleg hammer, you filthy slut ? Yeah, shoot it squeamish and mysterious, '' 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 intense tactile sensation of intimate pleasure. I was moaning very loudly.

'' Yeah, deal my big fat cock ! You like my big ass dick ? '' Shiana asked.

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

Shiana grabbed me by my waistline 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 DICK IS SO fuck HUGE ! I FUCKING bonk IT ! FUCK ME LIKE THE LITTLE hussy 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 pegleg. My wooden leg started to sway violently.

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

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

'' DO N'T FUCKING layover screw ME ! I AM SO finis ! '' I yelled.

Shiana kept fucking me so in force until I had an anal coming. I screamed with an intense feeling of sexual pleasure while she was still fucking me.

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

Shiana thrusted me a few more clip 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 low gear time having anal sex ? '' Shiana asked.

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

'' Well, I 'm gladiola 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 first woman to roll in the hay 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 matter that involve me getting my ass fucked.

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