Contains quite a lot of guy on guy sex, if that's not your thing you will want to skip this one.
It was finally Friday and I managed to convince my boss to let me out early since I'd worked hard all week. I hoped I'd get to be home alone for at least a couple of hours, my sister Clara and her boyfriend were staying with me while their apartment was repaired from the storm damage. I didn't mind but since I was too busy for a girlfriend, my porn collection and regular masturbation was the only thing keeping me sane. Since they were staying though it had been at least a month since I'd managed to jerk off, my paper thin walls and me not able to cum quietly put a stop to even night time in bed play and I never seemed to be alone long enough to get off.
I let myself in quietly as usual, force of habit since Clara liked to stay up and sleep late and wandered to my room to get changed. I could hear a man's voice though, encouragement with moans of what sounded like pleasure. It was coming from the living room, I knew it wasn't the tv so I kept to the shadows to see what was going on. I couldn't believe what I was seeing, a guy I'd never seen before was sitting on the couch with his pants and boxers around his ankles and my sister's boyfriend, Alex, was kneeling before him, blindfolded and was sucking his cock. I didn't know what to do, I could see everything clearly and I just froze. Alex looked like he'd done it before, he was stroking the guys cock as he sucked the tip then taking it all down his throat as he fondled the guys balls. I'd watched gay porn on occasion, jerked off to it a few times but seeing it live in my own front room was amazing. Another guy sat in the chair watching.
I could feel myself getting hard so without taking my eyes off the scene I quietly unzipped my slacks, fished my cock from my boxers and began to stroke it slowly. Before I got fully hard though the guy groaned that he was cumming and I watched as Alex sucked him harder until he had all the guy had to offer. Alex stayed on his knees as the guy pulled up his pants, the guy told him to stay put until they had gone then he started towards the door. I quickly darted into my room out of sight and waited for him to leave then had an evil thought.
Praying he kept the blindfold on I left my boxers and slacks in my room then sat on the couch where the guy had been sitting. Without saying a word I put my hand on the back of Alex's head and gave a soft pull and without any more encouragement he parted my legs then leaned forward, taking my cock in his mouth. He didn't seem to care who I was, he sucked and played with my cock with the same enthusiasm he'd given the other guy and before long I was groaning in pleasure. I'd love to say I was a stud and lasted an hour like the porn stars but my forced abstinence and full balls meant I lasted barely a few minutes. Alex was really good with his mouth and was giving me the best head I'd remembered ever getting and I barely managed to warn him with a tap on the shoulder before my cock erupted, filling his mouth and throat with my cum.
I sat breathless as I came down from my orgasm, Alex knew when to stop sucking and knelt with a smile until I got up and left. Being so delirious from my climax I didn't think to fake arriving home, it only occurred to me when I closed my room door with a thump. I closed my eyes and thought a very loud 'FUCK' to myself.
I tried to think of some lame excuse, a million things were racing through my mind but I couldn't think of how to explain why I just emptied my balls into my sister's boyfriend's mouth. I decided on the blackmail route, if he said anything I'd tell Clara, yea, that would do it.
My plan fell to pieces when my door swung open though, Clara stood in the doorway topless, wearing only a pair of thigh high black leather boots and a strap on dildo. I took a good look at her, I'd never really paid much attention to her growing up to be honest, I didn't see her 'that way' and she was pretty cold to me until I moved out but she was pretty fucking sexy the way she was standing in my door. Her breasts were about 36c's and she had a slim athletic build and she had her dark red hair in pigtails. I tried to stammer something, I don't know what but she stopped me.
"You took something from me without permission and now you have to repay me. The men were his punishment for cumming before I told him to this morning, he knew if he pleased them he'd be back in my good graces since I get off watching. He is my sub, I don't expect you to be but I will have my payment," she said softly.
"I.... I'm sorry. How much do you want?" I replied.
"Not money, silly boy. Stand up and take off your clothes,"
"Y... you're my sister!"
"Yes, and I've already watched you empty your balls into my boyfriend's mouth so don't get all moral and correct on me. You can accept my request or I will move into those weekly motel places and send you the bill, after I tell mom why."
"Th... that's blackmail."
"No little brother, it's a choice. Who knows, you may actually enjoy it. I know our upbringing was pretty harsh and narrow minded, I've been playing catch up with all the stuff I should have been doing when I was younger but I was blessed with this body so I use it to get what I want on my terms."
"What do you want me to do," I said, taking off my clothes.
"Put this on and take my hand," she said, handing me a blindfold.
I did as I was told and was led by the hand to the living room where I was gently draped over one of the arms of my couch with my ass in the air. My mind was reeling, I'd had girlfriends in the past finger my ass while they gave me a blowjob but the thought of my own sister fucking me with her strap on had me pretty turned on and could feel my cock getting hard again.
Clara spoke to Alex telling him to get the warming lube then a few seconds later I could feel her fingers probing my ass with copious amounts of lube. A few seconds later I felt something bigger than her fingers pressing at my hole and relaxed as I felt her rubber cock slowly slide into me. It felt amazing, I'd had a dildo in my ass once but the warming lube sure made a difference and it felt great. Once it was all the way inside me and starting slow thrusts, I felt the blindfold getting pulled off me and I took a few seconds to adjust to the light. Clara was sitting on the couch watching, grinning at me with her strap on sitting beside her and her fingers in her panties. I looked over my shoulder to see that it was actually Alex who was fucking me.
I looked back at Clara and just stared at her breasts as Alex increased his pace, his balls slapping against my body as he pushed in deeper.
"Feel good in there Alex?" Said Clara.
"Yes Mistress." He replied and carried on fucking me.
What seemed like hours later, Alex finally announced he was close. Clara stood up and slapped his ass then loudly whispered he should cum in me. I felt him push his cock in deep then he groaned, shuddering as he sprayed my insides with his seed. He held his cock in place until he went soft then at Clara's insistence, left to go to their room. Clara knelt beside me so her face was level with mine.
"Go and shower then wait in your bed, keep the light off," she said.
I don't think my cock ever went soft while I showered, once I was dry I laid on my bed wondering if I'd be getting the strap on next. My door opened then quickly closed again, I could smell lavender, Clara's body wash then felt her press her body into me. I could feel my cock aching at this point, not helped by her pert breasts pressing into me.
"Make love to me, no talking, just make love to me." She said then kissed me passionately.
She rolled onto her back pulling me on top of her, opening her legs beneath me. I could barely see her face in the dark but she gasped as I gently pushed my cock inside her. She felt amazing, warm and tight and clearly very aroused as she was soaking wet. I took my time, savoring her pussy and by her moans she was enjoying my gentle thrusts. I was glad I'd already emptied my load into her boyfriends mouth as there was no way I'd have lasted more than a few seconds otherwise but when she quietly whispered that she was cumming I felt her pussy tighten then I couldn't hold back, I pushed deep into her as I came again, spraying what cum I had left in me deep inside her. When I was spent she held my face and kissed me softly then had me roll off her. She held me as we caught our breath then before I fell asleep she kissed me on the cheek and whispered in my ear.
"Don't worry, I'm on the pill baby," was all she said then left the room.
I slept pretty soundly that night and woke the next morning to the wonderful smell of coffee. The pot was full and a note next to it said to text her when I woke, signed Clara.
'I am up, thank you for the coffee' I texted.
'Hey, good, we're out shopping, be back soon. Oh, last night in your bed was between me n you ok?' She replied.
Puzzled, I drank my coffee then showered before starting on my laundry.
Things went pretty normal for the next day or so, it was almost like the Friday fun never happened but on Sunday, she came to visit me in bed again.
"He's out cold, I gave him one of my strong sleeping pills with his cocoa." She whispered.
Like before we didn't speak, just made love quietly then held each other as we caught our breath.
"I really enjoyed this," I said softly.
"I did too," she replied.
Clara kissed me on the cheek then left me again.
The next day I got home from work and Clara was laying on the couch reading. She sat up and smiled when she saw me.
"Alex had to go sign some papers for the insurance on our place, I didn't want to go, how was your day?" she said, smiling.
"Pretty rough, spent most of the day in meetings," I replied.
"We have enough time, want me to get on all fours on your bed and you can pound your frustration out in my pussy?"
"Nice, teasing me now huh," I said with a laugh.
