A bit of a back story to start. Ethan and I had been friends since we were young. We were always really competitive in everything we did, whether it was sports or video games. As a background, we also loved to make the loser in these competitions do humiliating things like giving wedgies - I even had to kiss Ethan's bare ass one time! I secretly always enjoyed being the one humiliated, but Ethan never knew. More on that later, but we were always really close. He had a bit more athletic build than me, and I was more a petite feminine frame.
Fast forward to our Senior year of high school Summer when we were hanging out at his parent's place alone. His parents were away on vacation, and his sister had just left for a trip with her friends. We were up playing Halo and talking the normal trash, when suddenly Ethan turned to me. "Let's make this interesting, loser of the next game gets a wedgie!" I was always up to humiliate him (and secretly get humiliated myself), so I figured what the hell? "You've got a deal. But let's make this a little more interesting - loser strips down and puts on your sister's underwear for the wedgie - bra, thong, and tights with the garter belt I know she has hidden away from your parents." I laughed as I implied his sister was was slutty. It wasn't out of the ordinary kick it up a notch, but even this was a bit high stakes for us. I knew I was the better player though, so I figured Ethan was going to end up in women's underwear wincing while a thong string was splitting his ass cheeks. Despite me being the better player, Ethan hesitantly agreed. He was playing better that night, but I knew my luck was about to change.
A few minutes go by and somehow I manage to lose; I suddenly felt very sheepish. I was sweating, "Am I really going to have to strip down and put panties on?" "That's right loser," Ethan replied, "strip naked and throw those panties on, and don't forget the bra and tights. I can't wait to see those butt cheeks in a thong!"
I was better than him at Halo, I knew I could win if we played again. I begged him to compromise "What if we played again for double or nothing? I'll do something really humiliating if you beat me, and we can call it even if I win?" Ethan quickly fired back ,"You've got a deal, but instead of just the bra and panties I want you to completely shave your body and put makeup and a wig on. I want you to look like a woman - no hair on your body, anywhere... Oh, and instead of a wedgie, I want a blowjob." Oh my god, I thought to myself, this would be so humiliating if I lost. This was way more than we ever risked in a bet! For some reason, I started to get turned on thinking about losing and how humiliating it would be to have suck Ethan's cock. Knowing the first match was a fluke, I hesitantly agreed knowing what's at stake if I lost. I nervously picked up the controller, my confidence was gone thinking about where my mouth would be if I lost.
And it wasn't even close... Ethan dominated the match. Now it was time for me to pay up... I can't believe this was happening, how could I lose?! My thoughts were quickly interrupted - "I'll go pick out the panties that I want you to put on, meet me in the bathroom," Ethan ordered. I went into the bathroom where there was a razor and shaving cream. Ethan met me in there shortly where he dropped off a black lace thong, black lace bra, and the thigh high tights with a garter belt I had referenced earlier. After shaving my whole body including my private parts, he put makeup on me and a long blonde costume wig he found in his sisters closet. He chose bright red lipstick to put all over my lips. After watching his sister all those years he knew what he was doing, he even used eye shadow and bronzer. I turned to the mirror and was amazed at how much I looked like a girl. I must have been staring for too long because Ethan suddenly said, "Come on, let's go to the living room. And you're my sissy bitch now, so make sure you crawl in here on all fours." 'I'm his bitch now?' I thought to myself ' This wasn't part of the bet'. But for some reason it excited me to be ordered around all dressed up as a woman. I felt myself start getting erect in my panties as I got down on all fours. I would never have admitted it to Ethan, but I was excited to be dressed as a woman and ordered around.
I finished crawling on all fours into the living room, when Ethan started taking off his shirt and pants. I crawled in front of him and anxiously waited, staring at the bulge in his pants. As his pants slipped off, I could see his big erect cock through his underwear - it must have been 7 inches and girthy. He slowly slipped his underwear off and his cocked popped out right in from of my face, oh my God it was huge! "Alright, you ready to know what losing tastes like?" Ethan taunted. "I want you to gag on that cock. And don't forget to worship those balls too." "Yes sir," I said without even thinking. Oh my god, I thought to myself, did I just say yes sir to his command? "That's right bitch," he quickly replied, "you're going to do exactly what you're told, and you're going to like it." He could clearly tell how turned on and submissive I was as I was 6 inches away from his dick. As I looked down, my penis was fully erect in my panties as I turned to face the big bulging head of his cock.
"Start sucking, no hands either"
I opened my mouth and started sucking his cock like I was told. It was so huge in my mouth as it went back and forth past my red lips. After about a minute of me sucking, Ethan took his cock out and placed his hands on the side of my head. "Hold still, and stick your tongue out. I want to hear you gag on it." "Yes sir," I responded, completely ok with my submissive position. He started shoving his fat cock into the back of my throat - I couldn't help it "gulg gulg gulg gulg" "That's right, suck that cock bitch." "gulg gulg gulg", I gagged. He then pulls his big cock out of my mouth and I instinctively start licking and drooling all over both sides of his cock with my tongue out. I stop at the top of his penis and he orders me swirl my tongue around the tip of his cock. "yes sir" is all I reply before I lick his pulsating head. I think I taste some precum as I slurp down the head. "Open back up" "glug glug glug glug glug glug glug" "Keep that fucking tongue out bitch" " yes s-glug glug glug glug glug" I gasp for air as he pulls his cock out - lines of my spit still connected from my tongue to the shaft. "breaks over cock slave" he says moments later "yes s-glug glug glug glug glug". He quickly pulled it out because I thought he was giving me a reprieve from my degradation, but he then smacked his saliva soaked cock all over my face. "Stick that tongue out" he order as he slapped his dick on my red lipsticked mouth. "Back in bitch, open that mouth wider and stick that tongue out" "glug glug glug glug glug glug"
So much spit was dripping down my chin and onto my panties and penis from having my face used. My penis was much smaller than Ethan's, but it was so erect as I was being made into a cock sucking bitch. Oh my God, I couldn't believe that I loved being dominated so much by Ethan! My thoughts were interrupted as he pulled his cock out of my mouth "I'll stop the throat fucking if you admit you love being my sissy cock sucking bitch." I couldn't believe what I was about to say, but instinctively I blurted out "I'm you're cock sucking sissy bitch Ethan, I love being dominated by your cock! Own me, degrade me, Ethan! I'm you're fucking bitch and I'll do anything you say Ethan!" He knew that he had me. He knew I loved the humiliation of being his cock worshipper.
"Good," he replied, "then suck on my balls." I instantly did as I was told and got lower on my hands and knees and starting licking his balls. He grabbed both his nuts and told me to open wide as he slipped both of them into my waiting mouth. As I was cleaning them with my tongue, saliva covering them completely, his spit covered dick rubbed all over my face. To assert his dominance more, he then grabbed my panties and pulled them tighter into my ass crack as I let out a faint scream. "You like that bitch? You're humiliation hasn't even begun..." He then pulled his spit covered balls out of my lipstick covered mouth and proceeded to rub them all over my face. "Keep your tongue out and keep those eyes open, I want you to see these balls rubbed on your face. And don't worry, I'm not going to ruin your makeup" "thank you sir," I instinctively replied.
"Now, it's time for you to get a good look at my ass. Lay flat on you back." I did what I was told as I saw Ethan rubbing oil all over his smooth shaved ass. "You remember when I made you kiss my ass? I thought of something a little more humiliating for my cock worshipper." I laid down in excitement as I anxiously awaited to be further humiliated. He held my arms down and placed his ass right on my face, then sat down. My nose and mouth split his butt cheeks. He then started sliding his cheeks back and forth, using my face like toilet paper. My cock was rock hard as he dominated me with his ass cheeks, and I laid there taking it like the submissive bitch I was. "Now, stick your tongue out, I want you to lick my asshole and balls from down there." I stuck out my tongue and started licking up and down his ass crack all the way down to his balls as he slid up and down my face. He did this for about several minutes, much of which I spent licking his butthole directly. He suddenly stopped and dropped his balls into my mouth, teabagging me as I stared at his butthole. I was so turned on by how he was using me. He kept bringing his balls out of my mouth and commanding me to keep it open as he dropped them back in. "Lick those ass cheeks too, sissy" "Yes sir" is all I replied as I tongued up and down his cheeks and into his ass crack between my teabaggings. Finally, he told me to open my mouth wide as he plunged his cock back down the into my throat. With his dick deep inside me mouth, his soaking wet balls rested right on my nose. As I started to gag, he pulled his dick out and rubbed his balls on my face once more. I kept my tongue stuck out in anticipation of him wanting me to have to taste his balls and asshole.
"That's enough ass licking and ball sucking for now. Are you ready to really become my bitch?" I knew what he was going to say next, he was about to tell me that he was going to butt fuck me. Spit and cock juice drenched all over my face, I was ready to get in any position he told me. He fucking owned me, I was his cock slave ready to worship. "Get on your knees with your ass stuck up in the air, and lock your hands behind your knees. I'm about to fuck your ass and make you into my sissy bitch for good." I did what I was told, got on my knees and anxiously awaited my fate. I must have looked like such a sissy bitch - my legs in tights with a bra and panties on, waiting to take a cock in my ass on the living room floor.
He briefly left the room and came back with a bottle of oil. He immediately pulled my thong to the side and started lubing my ass cheeks up, and rubbing the oil on his cock. "Are you ready to get that tight butt hole stretched out?" He asked. "Yes sir, I'm ready for the ultimate humiliation. I'm ready to have my ass stretched and dominated and be your sissy bitch." My penis was so erect as I prepared for what was next.
He stood over me and squatted down to begin his next act of degrading me. I was on my knees with my face on the ground and ass in the air as the head of his cock started to push against my tight asshole. I let out a slight girly moan as his dick entered into my ass. It was so big i couldn't help moaning as it stretched out my ass. Once he got it in, he started to pump a little faster, "you like that sissy bitch? you like getting your butt hole stretched out by my big cock? tell me you're my bitch and you like it!" I did whatever Ethan told me, I was his complete bitch now and he owned me with his big cock. "I love it sir, stretch my asshole out with your big cock. I'm your sissy bitch Ethan! I'm you're sissy bitch!" I was being completed dominated, he was standing over me fucking my ass while I had my face in the carpet and ass straight in the air awaiting it's pumping. It was so humiliating but I loved being his sissy bitch.
As I was in ecstasy about my new sissification, he suddenly commanded me, "Spread those butt cheeks bitch!" I quickly grabbed my ass and spread it wide, ready to continue being owned and having my asshole dominated. I continued to spread my butt cheeks wide and get pumped. "Ill spread my butt cheeks for you daddy!" I admitted like a sissified and owned slut, "Please stretch my ass out with your huge cock!" After about 30 seconds of him stretching my tight little butt hole out, I couldn't stand it any longer "Ethan, I'm about to cum from being ass fucked!" "Not yet you aren't. Crawl to the couch and put your head on the floor and your back on the couch, so your feet are on the floor over your head." i did as I was told and he grabbed my legs to get me into position. My head was on the floor and I was looking up directly at my own dangling erect cock, and my ass was pointed up in the air. He stepped over my feet and head, and got into position to continue my ass pounding. All I saw were his ass cheeks as I felt him enter my ass again. I saw his butt pumping away as I felt him stretching my ass out more. I told again, "Ethan, I can't hold it in much longer!" "I know," he said, "when you're cumming, I'm going to point your little sissy clit at your face, and you're going to give yourself a cum facial."
I couldn't hold it any longer after thinking about how degrading being forced to facialize yourself is. He plunged his alpha cock further into my ass and kept it deep as I moaned in ectasy. He grabbed my sissy clit and I shot a huge load onto my face. I couldn't stop pumping cum as it landed all over my forehead, eyes, mouth, and right cheek. I had never cum that much before! After cumming, I couldn't believe it, but my cock stayed erect! I was so turned on about being butt fucked and dominated.
He slowly pulled his cock from asshole as cum ran down the side of my face and some into my mouth. "You're not done yet. I want you to come clean off my cock. Stick your tongue out too, because I want you to taste your ass." I opened my mouth wide, with my tongue sticking out as I was told. He suddenly grabbed the sides of my head and started face fucking me like before "gulg, gulg, gulg, gulg, gulg, gulg" I gagged. He suddenly pulled his big juicy cock out of my mouth as I said without thinking, "I'm your ass to mouth bitch, Ethan! I'm your cock sucking slave!" My cock was complete hard again even after spewing cum all over my own face.
"Good, now time for me to finish up. Get on your knees and elbows. You're getting butt fucked again, and then I'm making you swallow daddy's big load." with my face still dripping with cum, I get in position right away. Before he enters me, he grabs my panties from earlier and rubs them down my ass and all over my balls, collecting some of the oil from earlier - he then proceeds to tell me to open my mouth as he jams them in. He continues to stand over me as he squats down and enters my ass again. After two minutes of fucking me while I'm gagged with ass-oil panties, he finally pulls the panties out of my mouth. He then pushes my head onto the floor, and I get into the same submissive position I was in before by grabbing behind my knees. He then puts his foot on my head in a final show of dominance and humiliation. "Who's my sissy bitch?" he asks. "I'm your sissy bitch Ethan, please butt fuck me and let me swallow your big load!"
After a few more pumps, he pulls out and has me get up onto my knees. "Alright bitch, open wide for my load! and keep that fucking tongue in your mouth because I want you to gargle it before you swallow!" I open my mouth as wide as I can, and he starts shooting a huge creamy load into my mouth. As he's moaning, it seems like he's draining all of his balls into my waiting mouth. I start to tilt my head back as his huge load is filling my mouth up. I couldn't believe how much cum he was shooting into my mouth! He finally stops, and commands me to gargle it before swallowing it all down. I spill a bit of cum down my chin as I gulp it down, but I swallow the rest of his huge load. "Good bitch" he says, "Now to clean off the rest from your face." Crawl to the bathroom and I'll meet you there.
As I crawl on all fours with my hard clit and still in my bra and tights, I get to the bathroom where Ethan is standing with the toilet seat up. "Stick your head in there, I'm going to flush the cum off of your face." I thought my degradation has come to a close after swallowing his massive load! Putting up no resistance, I sheepishly stick my makeup and cum cover face into the toilet. After he flushed my face a few times, most of the cum is gone. He pulls me back out of the toilet, and then uses his now erect cock to feed the rest to me. "Good bitch" he says, "same time tomorrow" as he walks out of the bathroom, leaving me drenched in toilet water and soaked tights and bra. From that day on, I was his sissy bitch...
