My Bestfriend's Girlfriend

When I was in my early 20's I used to play a lot of online video games. First person shooters, mostly. The Battlefield series, especially. I had started playing games online with a guy named Chris who had gone to high school with my ex-fiancé. He and I had met through her and had really hit it off. We had remained close even after she and I split. He lived up in Washington and I lived in California but we spoke and played games every night. I was growing and selling weed and he bounced around from job to job. When we were both 23, he moved to Indiana with his girlfriend. Chris hated it. His girlfriend had a great teaching job at the local college and he couldn't find any kind of work. It put a big strain on their relationship. The only thing that helped him was playing games with me all the time. Chris would tell me how depressed he was and how they fought constantly. He explained how they never had sex anymore and were pretty much just roommates at that point. He wanted to leave but he had no money and nowhere to go. I told him I would fly out to help him move and he could come stay with me and help me with my little farm. It took a few months of convincing but he finally caved in and took my charity and I took a flight. We rented a truck and packed all of his stuff. I had mailed him some weed before I left and we spent the next 2 weeks driving cross country, getting high and camping. It was a blast.

When we got back to California, we moved him into my house and I taught him everything I knew about growing and selling cannabis. It was great to have the help but it put a big damper on my other favorite pastime. You see, I was a closeted sissy cross dresser. I would wear lingerie all of the time. I usually dressed myself up as a bimbo slut when I played games online. I also often had one of my many sex toys stuffed up my boi pussy. I had never had the real thing but I did plenty of sissy training. Sucking and fucking dildos, watching hypnosis videos and listening to audio files. I grew out my hair, waxed my entire body and had pierced my ears, tongue, nipples, belly button, and clitty. I worked out my legs and ass to make them bigger, I dieted to slim down my upper body and waist and I had been researching female hormone therapy. I was falling deeper and deeper down the rabbit hole towards being a complete bimbo fuck doll when I got side tracked with Chris' problems.

I had a really hard time controlling my need to wear my sissy clothes and fuck myself during the trip back. It didn't help that Chris was crazy hot and wanted to skinny dip in every body of water we passed. He was totally ripped and had a huge cock. I mean huge. Like 10" of uncut meat, as thick as my wrist. My sissy side wanted him so bad but I loved him and didn't want to mess up our friendship by freaking him out.

He had not made any mention of my change in appearance other than complimenting me on my cool piercings and saying he liked my hair long. He was a bit shorter than me but weighed more. He was 5' 10" and was 180lbs of solid, lean muscle. Chris was half Persian and had short curly black hair, a full beard, olive skin and the most striking green eyes. He also had full lips and an amazing bubble butt. I on the other hand was 6' and was down to 140 and dropping. I am of Irish descent so I have red hair, brown eyes and freckles. My lips are also full and pouty and because of my workout and diet my ass is big and round. A lot bigger than Chris'.

Anyway I had a lot of trouble continuing my sissy ways with Chris living with me and not having his own car. I was still regularly waxing and getting mani/pedis but without color and in secret. So in order to have some privacy, I started letting him use my car whenever he wanted. I also gave him a cash advance against his share of the crop to get a phone and go out. When Chris said he was going to run errands and maybe do a trial membership at a gym before going out to dinner with a girl he met, I was naturally ecstatic to have the house to myself.

I cleaned myself out, took a bath, painted my nails, did my hair and makeup and I dressed in a crotchless fishnet body suit, a little black skirt, matching pearl piercings, necklace and bracelet and a pair of peep toe 4" heels. I tied a silk pouch around my clit and balls with a pink ribbon to match the two holding my hair up in cute pig tails. I smoked a couple of snappers out of my bong then I put on one of my favorite hypno videos, lubed up an 8" dildo and slid it up my boi pussy. I sat down on an empty 5 gallon water bottle and grabbed another 8" rubber cock to practice my deepthroating skills with while I bounced up and down, listening to the video.

I had just had my first sissygasm when my headphones were pulled out of my ears. I turned around to find Chris standing there with a bemused look on his face. I froze. Dildo in my ass, another in my throat, blushing beet red and just staring at him.

"What the fuck, Shaun?" He asked. He didn't sound angry, just confused. "This has to be, by far, the gayest shit I have ever seen." I just sat there, too embarrassed to move or say anything. I did take the dildo out of my mouth though. His eyes widened as the big, wet head popped out. He quickly turned to the tv and asked, "What are you watching?"

"It's a sissy hypnosis video." I piped up. "It's made for training submissive beta bois into proper sissy bitches." I couldn't believe what had just come out of my mouth. He just stared at me for what felt like forever.

"Clearly it's working." Chris finally said, gesturing at me. "So that explains the hair and the piercings. Is this why you and Melanie broke up?"

"No and kinda yes." I replied. "She broke up with me because I couldn't get a real job and I played too many video games. But I had these feelings and was cross dressing behind her back. I think eventually she would have caught me or I would have confessed and then we would have split up."

"I see." Chris said. "So... This is what your into now, huh? Do you fuck guys?" He asked.

"I haven't ever been fucked before. I have sucked a couple of cocks. A friend years ago and my other friend, John, more recently." I told him. Then I just started confessing to him. "But I want to. Really bad. I am a total sissy fag and I love cock. I want to be a sexy bimbo whore for hot guys with big cocks so much. I want to suck cock and get fucked and eat cum all the time. I think about it constantly. Deep down I am just a little slut." I realized I was reciting words from the videos. After that I couldn't look at him. I just stared at the floor, more ashamed and aroused by my confession than I had ever been in my whole life.

He didn't say anything for a long time. Finally I got up the nerve to look up at him and he was studying me with a thoughtful expression. "Well, if it makes you happy then more power to you." He said. "And, for the record, you do look like a sexy bimbo whore."

"Really? You think I'm sexy?" I asked him, a shy smile creeping across my face.

"Yeah. You're fuckin hot." He said, suddenly seeming embarrassed. He blushed a little and ran his hand through his hair. I had to giggle at that. Here I was dolled up like a stripper, with a dildo up my ass, I had just confessed to my bestfriend what a cock crazed slut I was and he was embarrassed.

"Thanks." I told him. "You're pretty fucking sexy yourself." Shit. Now I was flirting with him? What was happening here? He blushed a little more and started pacing. I took the opportunity to check out his package and there was a distinct bulge. Holy shit! Was I turning him on?

"Damn, this is so weird." He looked at me again and then shook his head. He stopped right in front of me and gave me a hard, hungry look. I felt my little pussy quiver and my clitty jump at that look. "So you love sucking cock, huh?"

"Yes." I said trying to look like a shy, innocent little girl and not like the cock starved, sissy bimbo that was taking over inside of me. I had been shedding my masculinity bit by bit over the last year or so since I started watching hypno videos and now there was only a hollow shell of it left.

"How bout you suck mine then?" He asked, putting his hands on his hips and looking down at me. My heart started beating faster and my mouth started watering. I couldn't believe my ears. This is not at all how I expected today to go.

"Yes please." I responded eagerly. I reached out and undid his belt. My hands were shaking with excitement as I unbuttoned his jeans and pulled down his zipper. I pulled his pants down and that giant fuck stick of his flopped out, already half hard. I looked at that big, uncut snake like a little bunny about to get eaten.

"Oh, Chris. Your cock is so beautiful." I told him as I took it in my hands, peeled back his foreskin and kissed the tip. A shudder ran through us both like an electric current. I inhaled his strong masculine scent as I licked all around his head. I took his heavy nuts in my hand and stroked him while kissing, licking, and slobbering all over his thick 10". He took hold of my head and groaned.

"Oh god damn Shaun. That feels amazing. Your mouth is so fuckin sexy." He moaned as he took hold of my pig tails. I looked up at him and our eyes locked.

"Call me Shauna." I told him around a mouthful of his cock. As I made love to this epitome of masculinity with my mouth, I felt more feminine than I ever had and I felt a little more of my own masculinity slip away.

"Shauna? That fits." He smirked at me. "Well Shauna you are a spectacular cocksucker."

"Thanks handsome but I'm just getting started." I said with a smile up at him. I then took his cock in my mouth and slid down it until my nose was buried in his pubes.

"Holy shit!" He exclaimed. "No girl has ever taken it all!" I proceeded to fuck my mouth and throat with his magnificent rod. I was drooling and slobbering as I tried all of the tricks I could think of to drain his balls. At that moment I wanted to taste his cum more than anything I had ever wanted in my life. For his part Chris just held on to my pig tails, moaned and babbled.

"Oh god. Oh god. So good. Fuck. Fuck. Oh yeah. Suck that cock. Uh. Shauna. It's been so long." I started jacking his shaft in sync with my mouth. The whole time I looked up at him. He looked down and our eyes locked. "Oh god! I'm gonna cum! Oh shit!" He cried. I picked up my pace and whimpered in anticipation. My little clitty was rock hard and drooling. He gripped me tighter and started fucking my hand and mouth. I grabbed onto his hips and submitted to him. His heavy balls began to slap against my chin. He tensed up and I knew it was time. He yelled at the top of his lungs and coated the inside of my throat and mouth with the thickest, creamiest load. It was so salty, sweet and delicious. I could barely swallow it all as I went back to jacking his shaft and began stroking his sack. He blasted me again and again with load after load. I drained him dry and the unbelievably erotic event pushed me over the edge and I had another intense orgasm. My ass clenched down on the fat dildo I was sitting on. I continued sucking and licking him until he pulled me off of him and sat heavily on the love seat. "Enough you crazy bitch. Shit."

"Oh god, Daddy. That was so tasty." I moaned. "Your cock is delicious."

"Daddy?" He asked. He gave me another sexy smirk. "I like that. God, I never imagined that you could turn me on this much." He suddenly reached out and grabbed my wrist, pulling me up on to his lap. The dildo came out of me with an audible pop and I let out a distinctly girly squeal as he easily manhandled me. He grabbed my ass and my face and kissed me. I was so shocked that I just froze up and let him shove his tongue into my mouth. I very quickly melted into him and kissed him back hungrily. We made out like teenagers while groping each other. I came up and straddled him as he quickly yanked his shirt off.

"Mmm... Please fuck me Daddy." I begged him. I reached behind me and stroked his rising manhood, impressed with his stamina. "I need your big, sexy cock inside of me. Please fuck me in my sissy ass and make me a woman."

"Damn, you slut. You really know how to get a man going." He said as he gripped my ass in both hands and pushed me down towards his cock. I kept hold of it and guided it to my hole. I took a deep breath and relaxed and he pushed right in. I grunted as he penetrated me. I was well prepared from the dildo but he was still quite a bit larger and the biggest thing I had ever had inside of me. "Your so fucking tight." He groaned as I slid all the way down his pole. As soon as I bottomed out, I lost it and had the most intense orgasm of my life. I turned into a complete quivering, babbling mess on his lap. I had had every intention of riding him like I rode my dildo but I wasn't at all prepared for how much better the real thing would feel. I couldn't do anything except cling to him and moan like a whore while waves of pleasure crashed over me.

"Oh god! Oh god! Oh god! So fucking big. So fucking good! Oh Daddy. I love you, Daddy! I love your huge cock! Please fuck me Daddy! Anywhere, anytime, anyway you want just please fuck me!" I screamed. "I need you. I need it. Pound my sissy pussy with your big cock! Please! Cum inside of me and make me your bitch." I babbled. He spanked my ass. Hard. I squealed like a little bitch and sat up straight, looking right at him.

"Calm the fuck down sissy!" He commanded. "I'm in charge here." With that, he easily picked me up. Still impaled on his massive tool, I hung on for the ride to my bed and cooed into his shoulder. I bit down on his neck and dug my nails into his back as ecstasy continued to ripple through me.

"Yes, Daddy." I moaned. He laid me on my back, lifted my legs and ground his hips into my ass, seating himself firmly up my sissy pussy. As I looked up into his eyes and reveled in the wanton feeling of being overpowered and owned by this real man, I felt the last of my masculinity just shatter. I felt like a switch had been flipped and Shaun, the pretend man, was gone and in his place there was only Shauna, the sissy bimbo slut. I think Chris realized it too because a look of confidence and power came over him. He knew it wasn't just talk. He owned me. Body and soul. I would literally do anything and everything he said from then on. I also realized that I had not had even a second of shame or regret that usually followed after my orgasms. I knew there was no going back. I had finally accepted that this was where I belonged and who I was.

"Now I am going to fuck you properly, my little sissy." He warned. Then he started, slow at first, picking up speed steadily. He proceeded to pound away any last broken bits of masculinity that might have still been hiding in me. He straight wrecked my pussy. I was a gibbering mess. All I could do was hang on to him and make animalistic grunts and moans as he fucked me through one sissygasm after another. I lost count how many times I came.

I know I blacked out because suddenly he spanked me and I found myself face down, ass up and he was behind me, throwing a whole new kind of fucking into me. It was so much more intense like this and I started instinctively fucking back against him. He leaned down and bit the back of my neck, claiming me as his. I cried out in pain and ecstasy. "Damn, girl. You are so fucking hot. So fucking sexy." He growled right in my ear. "I'm gonna cum inside of you. Gonna fill you up. You belong to me now, bitch. I'm keeping you. This ass and that slutty mouth are too good to give up. I'm going to fuck you every day." His words penetrated my brain in a way no hypnosis ever had. It was embedded in me with every thrust of his cock into my boi pussy. I needed to submit to him in every way.

"Oh yes Daddy! Please fuck me, use me, fill me with your cum! I need it! I love you Daddy! I belong to you!" I begged. "I'm your little sissy bimbo cum dump, Daddy!"

"That's a good girl. Oh fuck yes!" He screamed. "Take it all!" Then with one final thrust and a loud spank to my ass, he unloaded what felt like a river of cum into me. I whined like a bitch in heat and came like a freight train. I thought nothing could have topped the first time he made me cum but now I saw stars and blacked out again. It was the most intense sexual experience of my life.

"Shauna? Hey, Shauna." I came to with Chris shaking me gently and looking worried. "Hey, there you are baby. You had me worried for a second."

My hypno training suddenly kicked into overdrive. I needed to clean his cock more than I needed to breathe. Like a slut possessed, I lunged for his wet, glistening tool. I began to lick and suck him clean. "Holy shit! You are insatiable, you slut!" He cried out and grabbed my hair. I just moaned around my mouthful and kept at it. Unbelievably, he started to get hard again.

"Oh Daddy. You are amazing." I told him, kissing up his shaft to the head. After I had woken up, all that hypnosis I had put myself through was finally and firmly controlling my thoughts and actions. All of the rules for sissies I had learned where cemented in my mind like never before. As if they were irrefutable laws of the universe, like gravity. I truly felt like the sexy bimbo I knew I really was and nothing else in the world mattered but pleasing and obeying my man.

"Wait, stop." He moaned. "Seriously. Stop for a second." He had to pull me off by my hair. "Shauna. Stop." Sissies always obey their Daddies.

"Yes Daddy." I said in an unconsciously girly voice. He gave me an odd look and I just stared back, empty and submissive, waiting for his next command.

"Damn, Shauna. You are something else." He told me.

"Thank you, Daddy." I said beaming up at him.

"Listen Shauna. All of that was unbelievably hot and it really makes me hard when you call me 'Daddy', but I don't want you to be my slave." He said. I frowned not understanding. Did I make him mad? Didn't he want me? "I love you, Shauna. You're my bestfriend and you take better care of me than anyone ever has. And now this! This unbelievably, mind blowing sex we just had. I don't just want some dumb bimbo sex toy. I want my friend. I want you to be my girlfriend." His words brought me back to myself. I felt that familiar calm sensation I got when waking from a deep trance. I started to cry a little.

"Oh Chris. I love you too. Of course I'll be your girlfriend." I sobbed like a little girl and wrapped my arms around him. He held me and stroked my hair. Then I pushed him away and gave him a serious look through the tears. "Can I also be your bimbo fuck toy and call you Daddy? Because that shit really turns me on." He busted up laughing and hugged me back.

"Of course you can, baby. Of course you can." He said, patting me on my ass. We kissed and held each other for awhile. "This is going to change things a lot."

"Not that much." I said. "But now all of the haters online will be right."

"What?" He asked with a puzzled look.

"Well, now we are a couple of queers, I really am just your bitch and we do fuck each other." I explained with a big smile. We both started laughing.

He laid back and I put my head on his shoulder. We cuddled together like that for awhile, quiet, content. It was nice. Eventually we dozed off. I woke up first to Chris' soft snores. I stayed still and admired his strong features. He was gorgeous, I thought, as I tried to process what had happened and the position I found myself in.

I looked at the clock and remembered we were scheduled for a clan battle in a couple of hours. A smile spread across my face as I realized I could go back to playing games the way I did before Chris moved in with me. The idea of getting fully decked out in one of my sexiest outfits was very exciting. I quietly snuck out of bed and into the bathroom.