In a previous story, I told how I fucked my girlfriend, now my wife’s, sister. In this story, based on real events, I tell how all my Christmases came at once.

My girlfriend Ann and I were at a family barbeque, along with her sister Claire. We were in our early twenties and Claire was 21. Both girls were on the wine, not pissed but merry. I saw them chatting, then Ann came over to me. “Claire is feeling horny and is coming home with us and going to stay the night” Ann told me. “Ok” I replied, smiling at Ann as I remembered the last time Claire was horny. “And yes, she wants you to fuck her, but this time will be different” Ann added. I was intrigued, “sure, if you are Ok with that” I replied. “Better you, than some random guy she picks up,” said Ann.

When we got home, Ann told me to open some wine while they went upstairs to shower and get ready. After some time, Ann shouted the shower was free and I went up to take my turn. I finished and joined the girls in the middle bedroom, our bedroom was at the front, but the middle one which was about the same size, had the benefit of fitted wardrobes along one wall with full height mirrored doors. Ideal for watching ourselves in action. So, we used this bedroom as our play room, with the addition of some erotic art on the walls, hooks on the walls and in the ceiling and restraints on the bed.

Ann came and stood next to me, put her arm around me and snogged me. I think she was putting on a show for Claire to remind her that even though I was going to fuck her I “belonged” to Ann. “Claire has something to ask you” Ann told me. “I’ve been thinking about this since the last time we fucked and it’s got me so horny I can’t think about anything else.” Claire said. “Go on” I said. “When I said I’d done anal, I lied. I’m an anal virgin,” said Claire. “And I want you to be the first to fuck my arse” she added. I looked at Ann, “you ok with this?” I asked her. “Yes, in fact it was my idea that you should be the one to do it. She has used my douche and is ready for you. But you need to understand, this is the one and only time you can fuck her arse, and in future the only arse you can have is mine.” Ann told me. “I understand” I replied. As if to seal the deal she snogged me again and gave my cock a squeeze. I asked Claire if she wanted me to use a condom, but she replied that she wanted me bareback so she could feel every detail of my cock.

Ann dropped to her knees and started to suck me. Claire joined her and they took turns to suck and wank me as I watched in the mirror. Ann asked Claire if she was ready. She got on the bed on all fours, face down, arse up saying “I’m ready, go for it.” I moved behind her, spread her bum chicks and went to work licking her pussy and her anus. Ann passed me the extra thick lube we use for fisting then sat in the arm chair to watch and play with herself. With a finger I pushed some lube just into her ring, and put some on my cock. I told Claire to reach behind and pull her arse cheeks apart. Even though she was lubed I still spat on her anus as if to let her know I was about to enter. I lined my cock up with her anus and applied pressure. Claire held her breath. I think she was nicely relaxed by the wine as her sphincter easily expanded around the head of my cock and to my surprise with a bit more of a push it had stretched enough for my glans to enter her arse. I paused, as Claire started breathing again, her anus twitching and gripping my cock. I pulled out, watched her ring close up as I re-lubed my cock then pushed the head back in. This time I didn’t stop, keeping up a gentle pressure as her sphincter now expanded around the shaft of my cock. I again paused with half my length in her arse. “You ok”, I asked. “Yes, I’m fine, keep going” she replied. I pushed some more and my cock continued its journey into her back passage, as her arse readily accepted the unnatural intruder. My balls made contact with her pussy and that was it, my cock was fully inserted in her arse hole. I asked again if she was ok and how it felt. “That went in a lot easier than I thought” she said. “It didn’t hurt, but was a bit uncomfortable as my arse stretched around you cock, but that feeling was enjoyable” she added. “The feeling of my arse full of cock is amazing, I think I am ready for you to actually fuck my bum hole now.” I slowly withdrew my cock a bit then pushed it back in. I continued, with each stroke withdrawing a bit further each time until just the head was in her arse, then with one push I buried my full length into her making her gasp. I then alternated between short stabbing stokes and long slow full depth ones, as Claire, her head tilted sideways, watched us in the mirror. Her breathing rate had increased and she was letting out littles moans with each stroke of my cock. “Oh my god”, she said, “I have actually got a cock in my arse, I am actually being arse fucked”. “And it feels amazing”, she added. “I told you, you would like it”, said Ann, “now fuck her harder” Ann instructed me. I pulled out completely, but this time her anus did not fully close up, but gaped slightly. I applied some more lube around the inside of her ring and on my cock which I lined up with her anus, but slightly away from it. Then with a forceful thrust and in one motion, I fully entered her, taking her by surprise, making her gasp and swear. I pulled all the way out and again thrust into her, my cock spearing into her arse hole. I did this a few more times before grabbing her hips and fucking her with the full length of my cock, increasing the speed and the energy. “Yes, yes fuck me harder, push your cock deep in my arse hole you bastard” Claire shouted. I was now fucking her hard and fast, my balls slapping against her pussy. She had reached underneath herself and was furiously rubbing her pussy and clit. She was breathing heavily and rapidly, probably close to orgasm, I couldn’t hold out much longer either, and told her I was going to cum. “Yes, yes, cum in my arse. Fill my arse with your spunk” she cried out. That was too much for me, I pushed my cock as hard and as deep as I could then ejaculated. My cock jerked and squirted several times, each time filling her back passage and around my cock with my jizz. As my balls emptied their contents, it was enough to tip her over the edge and she orgasmed, crying out as her whole body shuddered. I waited until we both got our breaths back before pulling my cock out. I just stared at her gaping anus, I could see the pink walls and my spunk inside. I moved to the side so she could see the gape in the mirror. Ann came over to have a look, “nice gape” she said, adding, “that looks like an arse that has been properly broken in, your next boyfriend is going to love fucking it”. I continued to stare into her back passage, as her anus twitched, closing then opening. Some of my cum was about to drip out of her gaping ring, mesmerized by the sight, I couldn’t help myself and leant in, licking up my cum. I stuck my tongue in her bum hole and I sucked and slurped more of its contents. This brought Claire to another orgasm and as her arse hole contracted it squeezed more cum out, which I eagerly licked up.

As we rested, Claire said, “that was amazing, I never imagined it would feel that good”. Ann said “now imagine what its like to have a cock in your cunt and arse at the same time”.

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