Beach Dream

This story has a fun 2 sided thing where I switch between a dream of a girl and real life with a boy

This is the story of how I was used by my older brother as a sissy cumdump. I was 16, a skinny short white boy with short brunette hair, blue eyes, and smooth hairless skin. He was 18 and had a bit more muscle and was taller than me. Most nights he would play video games in the basement and now that he was 18 he started drinking and smoking weed. He let me try beer and weed too while id hang out and watch him play and occasionally play against him in competitive games. I never really got to get good at the games like him but that didnt stop my competitive spirit. One night when I was down there watching him play a game and getting drunk with him he pulled out a joint and I decided to enjoy it with him, even though I have a low tolerance. Within 30 minutes I was asleep on the couch next to him. This was his plan. He waited till I had been sleeping for a while to make sure that the sleeping pills he snuck in my beer would be in full effect. He took off my clothes and put me in a sundress and wig, and fuzzy handcuffs behind my back. Never while he undressed and dressed me did I gain full conciousness, my eyes opening weakly before drifting off into sleep quickly again was just my body reacting while my thoughts and consciousness remained in a deep sleep. I dreamed I was on a warm beach with my crush from school. Shes a brunette beauty with emerald eyes and a cute face. She was taller than me by an inch, but most girls were sadly. She had a nice personality, kindhearted, funny, stylish but simple in looks, and a curvy body with c cup tits and a tight beautiful ass. In my dream she was touching my body while we lay on the beach. Her girly fingers ran up my chest and into my mouth, kinda weird but shes my crush so I just let her fingers grope my mouth and tongue. This was quickly becoming a wet dream and I was in heaven but I felt my counciousness in the back of my thoughts telling me to wake up. I fought off waking up as best I could as I began dreaming of her kissing me on the cheek and then the lips, I closed my eyes as my lips embraced hers… Then Something was lodged in my throat and the real world came yanking me out of my heavenly dream. I awoke groggily while coughing and sputtering, my hands bound behind me and my eyes covered by a blindfold. The drugs were still affecting me and I was so groggy that I didnt really know if I was blindfolded and cuffed or if my eyes and arms were just too tired to do anything. I thought I felt hands grabbing at my body, was it her? If I fall asleep quick enough will my dream resume?
As I slept my brother pawed at my body in the sundress he picked out for me. He rolled me over and buried his face in my ass under the sundress. He worked my virgin hole diligently with his tongue while appreciating that I was naturally hairless everywhere down there. He squeezed and admired my ass cheeks and slapped them with his dick. In my dream my crush had me on a massage table while she rimmed me and appreciated my ass, but when she slipped a finger in my brain yelled ‘WAKE UP!’ My face was in a puddle of my own saliva face down and my ass had 2 fingers in it roughly exploring and prodding. Then a thicker round object was pushed in, it hurt at first but then it popped inside of me and filled up where my hole was waiting for more fimgers. My brother slipped the butt plug in and I moaned, his dick twitched at this and he came around to the front of me. My conciousness still unable to collect the details of my surroundings was too busy fighting against sleep. It almost won when the jostling of my head being lifted threatened to fully wake me, but then she was back stroking my hair and whispering to me “relax, go to bed.” As my brother relaxed me with my head in his lap between his legs I fell back into my deep slumber and he resumed using his girl. He enjoyed how my lips would slightly kiss the tip of his dick when hed push it up to them. I was unaware the girl in my dreams I was kissing was my brothers 7.5″ dick. His dick had some trimmed well kept pubes at the bottom and was a light color with a pinkish head. He lifted my head and pushed his length into my mouth, but not my throat this time. He whispered things to me about using my tongue, tightening my lips, and adding suction. My conciousness was fighting to wake up but I wanted to stay with her so I did what she said. As he felt my tongue start to work hard and my lips covering my teeth and my full mouth sucking he moaned and pushed himself in all the way losing himself in the moment. In my blindfold with my hands now struggling to get free I could smell the musk of his pubes pushed up against my nose. I gagged and coughed and choked but the object blocking my airway wouldnt budge. I felt a hard slap on my right ass cheek and then my left before I finally had the object in my throat slowly removed. While I pant and drool my head is dropped on the couch off the lap it was elevated on. My brother went around to my back side and mounted himself over my ass so he could play with it. He started with the cheeks and then moved to the buttplug. He wiggled it and teased at it before he pulled it out. Then I felt a cold liquid get squeezed into my ass and slathered on my hole. I was becoming aware of what was happening and realized that this was wasnt my crush giving me a massage. I tried to speak but only a high pitched moan came out, im too weak. I tugged at my handcuffs and quickly felt my body relaxing from tiredness again. Then my brother spread my ass cheeks with his hands and stuck his dick in my ass. The sharp pain made me squirm and scream until he pulled out. My body slumped back down and after expending all my energy I started to fall back asleep. Not before he slid back in, He slowly slid himself to the hilt while grabbing a handful of each of my ass cheeks. This time my body gave much less of a fight and instead I just arched my back as much as i could with my hands cuffed. The sharp pain wasnt so sharp anymore, this time it only hurt for one second before it faded to a duller more distant pain. It didnt feel good but my dick was getting hard while digging into the couch under me and it felt like I had to pee deep inside. My brothers dick glided in and out of my hole while he watched it grip onto him hungrily. He lit the rest of his joint from before and enjoyed slowly passionately fucking my ass while getting baked. After the joint he opened his poppers and got a good sniff, then he put it up to my nose and let me take a few long inhales. As if my mind werent already groggy enough now with the poppers I began to feel intense pleasure, the kinda pleasure I can only imagine a girl would bring. I was with her again but this time not on a beach or getting a massage, but in a pink dimly lit hotel room with my hands in handcuffs behind my back. She thrusts her beautiful girlcock in and out of my boy pussy slowly and sensually while moaning and whispering sweet nothings to me. Her fingers wrap around to grab my face and mouth from behind as starts to thrust harder and deeper. While floating away to heaven my brother has lost himself in fucking my ass and listening to my moans. He notices when I moan more I tighten up as well, he slides his fingers into my mouth and calls me names like slut and sissy. As I let out a girly moan and say my crushes name my little dick squirts cum onto the couch in multiple small ropes in time with his rhythym. The squeezing and gripping of my ass while I cum sends my brother over the edge and with one last big slap of my ass he pushed himself all the way inside me and unloaded rope after rope of warm cum. When he pulled out with a pop his dick was still rock hard and I looked sluttier than ever and was even smiling while cum leaked out of my ass. In my dream my crush kissed me and praised my ass in the afterglow of her fucking me. She stood before me and fed her length into my mouth. Then my mouth filled with her goo and she began to feed her oozing throbbing length down my throat while it shot off thick rope after thick rope. My brother was oblivious to my choking as he came abnormally hard down my throat. He rolled me on my back so I wouldnt spill too much and make a mess. He pulled out of my mouth and jerked his last 4 roped along my open mouth and face and blindfold. Sleep gripped me again and he cleaned up the evidence, except for the cum in my ass and taste in my mouth. I woke up sore and hungover the next morning. I had no time to peace together what happened before school all I knew is I had a really dirty dream with my crush. I remember her giving me an insane orgasm and her body and lips but not her pussy only her… Idk i forgot what did I dream about… Oh well.

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