Using Lindsay, Part 2 I told Lin, "Turn over." She rolled onto her front and spread her arms out in front of her, while I moved to the right hand side of her. I set her legs a little apart and started to stroke the tops of her thighs, moving my hands toward her hot wet cunt. I placed my right hand on her bum so that my first two fingers were resting where her buttocks met, hiding her arsehole. My left hand settled between her legs and started to massage her engorged lips gently. My fingers easily worked their way between them to the wet hole within and I pushed two of them deeply into her, making her gasp with the lack of preamble to the intrusion. Without moving my right hand from where it stood guard over her anus I began to move slowly but fully in and out of her. She quickly picked up the rhythm and was moving to meet my fingers, putting a little pressure on the fingers of my right hand which I resisted. I could feel her cunt getting wetter and more accommodating as we moved together, so I took my hands away, put them either side of her hips and lifted them. Lin guessed what position I was trying to move her into, "I remember, you always did like to get me from behind!" "Well it's such a good view!" I answered. She laughed and got onto her elbows and knees, letting her head rest between her forearms. I stayed where I was, to her right, and encouraged her knees apart until her thighs made an equal sided triangle with the bed, and then put my hands back where they had been. Because of the triangle position the cheeks of her bottom were spread apart and her cunt lips were open, so my right fingers rested right on her arsehole this time and I was able to put three fingers straight inside her cunt instead of just two. She gasped again as I buried them to the knuckle, but pushed back to make sure I didn't take them away. I began a rhythm, slow but definite. It wasn't just in and out, I pushed in with my palm facing up then, when my knuckles were pressed up against her opening stretching it a little, I twisted my hand through a half turn so the palm faced down before taking it out. This quickly became an easy fluid screwing motion. My hand got wetter and wetter as her opening got fractionally looser each time. Lin's gasps and "uh," noises were more and more accompanied by the wet, sloppy squelching noises coming from her other end. As soon as I thought I could, I added my little finger to the group that was screwing in and out of her and rotated my hand in past the knuckle to my thumb joint. But straight away took it out to keep up the screwing movement, just with more of my fingers. Lin grunted as I first thrust four fingers into her and cried out, "Oh, fuck! What are you doing?" "I'm fucking you with all four of my fingers. Do you like it?" "Well, it'll make me come if you keep doing it so yes- I guess I like it," she said between breaths as I kept going, "but it hurts a bit." "Don't worry, It'll stop hurting before you come. Is it naughty and degrading enough?" "I always thought having my bum in the air while you fucked me was degrading! God it turns me on. I feel so exposed, and now you're getting a view of it...Do you want to fuck my bum?" "How could I not want to fuck it? Don't worry, It's going to get more degrading before you come, too" I shouldn't have told her, because she cottoned on to what was going to happen. As she did her pelvic floor clenched. "Oh, shit, you're going to try and put your whole hand in aren't you?" "And maybe put a finger in your bum, too." "Fuck." The clench had relaxed as quickly as it had happened, and I think she was a little looser after, so I took advantage and, pointing all my fingers together with my thumb in my palm I screwed my hand into Lin's cunt. Curling my fingers down as soon as I could, I rolled my hand into a fist as she swallowed me to the wrist. There wasn't any sudden change when my pressure overcame her resistance, I just forced my hand into her hot little cunt. "Fucking hell! Oh my God," she cried as her little hole stretched tightly around my hand. "Oh, God, if you want to get in my bum as well before I come, you'd better be quick!" I could feel little twitches of tightening around my hand ahead of her orgasm but I kept my original rhythm: in then twist and out. I couldn't actually pull my hand out with my fist closed inside her, so the movement pulled at her from inside rocking her back on the bed before moving her forward again as I pushed in, the pressure inside her always changing, her tight hole stretching and her breathing becoming harder and harder all the time and always mixed up with "Fuck", "Shit", or just animal noises. After a minute or two, I turned my hand inside her so my palm was facing me as I drew it back and I put my right index finger into the small space that was made by the curve of my palm and the stretched skin of her hole and allowed my finger to be taken along with my left hand's inward stroke. I had often had fantasies of fisting Lin, but not this. Still, she was face down on the bed grunting like an animal with her pelvis wide open to me. How was she ever to know? The middle and third finger of my right hand joined the rest at the same time as my hands twisted in and out of her. One whole hand and three fingers to the knuckle. It was really tight and I lost my nerve. Perhaps I would get both hands into her cunt another time, besides, I really did want to get into her arse. I took the wet fingers of my right hand out, leaving my left fist. Her cunt instantly tightened back to how it had been. It didn't remain slack at all, but all her pelvic muscles must have loosened a bit because I managed to push all three fingers into her rectum to the knuckle in one go, with almost no resistance. "Ah, Fuck, that's it I'm coming!" Lin yelled as my knuckles hit between her cheeks. Her animal noises got louder and more basic as she came. I kept twisting my fist in her cunt and pushing my fingers in and out of her arse. God knows what anyone in the next room would have thought, Lin was shouting for me to stop, telling me "Enough, Stop, Oh God!" in between shouting out her orgasm as I kept it going on and on. Eventually I eased my rhythm and depth, then just held my hand and fingers inside her where they were. Her breathing slowed and when she spoke she was croaking again. "You're right this is fucking degrading! I thought you were going to try and put your whole hand in my bum, too. How much is in?" I told her and said, "I was going to try and get a hand in your bum, but you came." I told her, "I'll do it another time, not to mention both hands in the one place." "Bloody hell, you really do want to just use me and abuse me, don't you?" I gave my fist a slow turn, "Always have. Did it make you feel like a slut?" "Ahh. Yes. I feel like your slut. I want to fuck you and make you come as hard as I just did." But I just started to move my fist, still inside her, gently again in the same rolling in-and-out as before. Her arse was still impaled on my fingers, but I didn't move them yet, I just wanted to make her realise that I was in control. I eased them slowly back so that just the tips were inside the very tight first inch or so and put my little finger tip against her stretched anus. "Oh, God, I never thought I'd want someone to put his hand in my bum, but fuck it first will you, then there'll be your come to lubricate my bum with." Sad to say she had a point. I popped my fingertips out and opened my fist to get my hand out of her more easily. Lindsay quickly rolled me onto my back and straddled me, she planted one hand in the middle of my chest and held my dick with the other, pointing it at her cunt. Although she lowered herself onto it in one go, penetrating herself with its full length, she wasn't loose at all. We both let out a long breath with an "Aah..." as her cunt slid snugly onto me, still a tight fit, despite my recent abuse. "That's better," she said, "I've missed you!" Her hand, that had guided me inside, held her up with the other that was already on my chest and she started to fuck me. Lin had always been good at this even at fourteen she was a natural, I was a lucky boy to have been able to fuck her so much. I felt a stab of jealousy to the other guys she had been with since, but they quickly went from my mind. She didn't move her body up and down my cock but rolled her hips to pull my dick back and forth. As it glided out she gripped it and pulled with the same muscles, tendons and skin that I had just been rudely stretching. Then she relaxed and impaled herself again, sliding and rolling until her lips pressed against root of my shaft, her clitoris pressed against my pubic bone and the cheeks of her bum were separated by the angle of her thighs allowing her arsehole to be pressed against my balls. She fucked me slowly and expertly for a few minutes with her eyes closed, making little noises as she did. I pulled her face down to mine and kissed her. She kissed me back but didn't change her fucking rhythm at all until I put my other hand on her arse and put the tip of my finger inside, then it only changed to fuck at my finger, too. "Feels good having you in me again." She sat up, pressing me as deeply inside her as she could. Then she shuffled to move the weight from her shins and instead of kneeling over my cock, she put the flats of her feet either side of my waist and squatted instead, balancing with her hands on my chest again. It meant that she was wider and open, allowing her to drive me deeper into her with her weight. She couldn't rock so well in this position and after a moment or two, she suddenly opened her eyes and, as if remembering said, "Wait, you were going to fuck my arse!" She rose up, reaching under herself, looking quite sad that she was taking my dick out, so I said that she could get fucked with it any time she wanted. She laughed and slid the tip back over the tight half inch of skin to her arsehole. Thank God it was so wet, because after she had rubbed the fat tip in circles a couple of times around the little hole she took a deep breath and lowered herself - slowly - onto it. It bent with her weight, but she held the tip to her arsehole with her hand and as she increased her weight on me, she wriggled my cock and suddenly it popped inside. Her body lowered down the thick hard length slowly. She stopped briefly once or twice as I moved inside her and took a few shallow breaths, as she felt a cock intruding into her bowels for the first time. When her arse cheeks came to rest on my thighs she let out the deep breath at last and gasped "Shit, that hurts so much and feels good both at the same time. I don't know if it hurts more or feels good more." "It'll feel good more as soon as you're used to having it in there. If you're not used to it before I come, I'll gladly fuck you in the arse every day until you are used to it." "Shouldn't take too long to get used to it, I like to put my finger in my bum when I masturbate. Course, your dick is bigger than my fingers, perhaps I should have had my arse fucked by someone with a normal size dick first!" It's always nice when the person you're screwing complains that your dick is too big. I don't hear it too often, I might be a bit bigger than average, but I'm not a circus freak. As she started a fucking rhythm she added, "Fuck that hurts!" and stopped. After a moment or two, she started to move again, more gently this time, "That feels so strange!" At least it didn't seem to be hurting her so much any more. She fucked in short slow movements that meant her anus wanked tightly at the base of my cock while the bend at the top of her rectum pressed her weight onto the head. Gradually she became more confident and fucked in longer strokes, but still slowly. "OK, I don't think it hurts anymore," she said as she began to rock her pelvis as well as move up and down, "still feels weird, though. Good, but weird. This has to be the fucking nastiest thing I've ever done!" Lin said, and then laughed, "It'll be nastier if you ever do get your hand in there!" Lin closed her eyes as she rocked. She was slow, but she became faster and the length of strokes deeper as she became more and more accustomed to the hard invader. She looked cute sitting on top of me, and when she leant back she looked simply incredible as she put her hands to the bed behind her and her feet on my chest with her legs together. It also raised the pressure on my cock and made her sigh as she lifted herself rolling her hips. I could look between her ankles to see her cunt, slightly open and wet enough to be dripping down her perineum to where my cock disappeared into her arse. As good as it looked I thought I should speed things up a little. I put my hands behind her hips so I would stay inside her and lifted myself up until I was kneeling, of course that meant I dumped her on her back. She spread her arms out to the side, kept her feet against my chest and closed her eyes as I took over the fucking. As I fucked I bent her almost double with my weight on each stroke. She gasped as my dick plunged deeper and faster. She reached between her legs to her clitoris and started to rub it in time with my thrusts. I came before her, unable to contain myself, fucking my old girlfriend's arse as I had so often dreamed. I held still, buried inside her bowel and released my come into her. When I had finished coming, Lindsay's legs fell open and she put her heels on the bed, she had to spread her legs wide to do it, almost doing the splits. She carried on masturbating as my hard on diminished, then suddenly called out as she came. I leant back, still inside her and enjoyed the view. She carried on wanking. "Like what you see? Your dick in my arse while I wank?" She asked. "Oh, yes! I thought you came?" "I did." "So why are you still wanking?" "I'm enjoying it, dummy. I'd quite like to come some more!" she said as she slid a couple of fingers into the wet, open hole. "Want some help, or do I get to watch?" "The rule stands- you can do whatever you want." "I never fantasised about watching you finger yourself while my dick was in your arse." "That's OK." She said as she closed her eyes and started to rock her hips, gently fucking me again, but obviously focussed on herself. She looked great and my cock felt even better in her hot bowels. As I watched she reached between her legs with her other hand, rested her palm on her inner thigh and tucked her little finger behind my cock and her ring finger in front of it, both held where it disappeared into her, her middle and first fingers she pushed into her beautiful cunt and used her wet fingers that had been there to stroke her clitoris. While she wanked and rocked her hips she pressed her little finger against her tight, full anus and the rocking allowed it to penetrated her alongside my solid erection. "I can't wait until you put your hand in here," She breathed, "Get ready to come with me," She added. I returned her rocking motion, fucking her arse again. She pulled her finger out and I took the opportunity to roll her over onto all fours and carried on fucking her arse in a doggy-style. Lin supported herself with one hand and rubbed hard and fast at her clitoris as her orgasm built. I held her pelvis so I wouldn't knock her over and looked down to where my cock slid between her buttocks and then stretched her ring as I repeatedly pulled her body back onto my dick. Her arm buckled from under her as she shouted out her orgasm, making her shoulders drop to the bed. The change of angle triggering my own climax. I pulled my dick out and pushed Lindsay's hips down to the bed, too. I had to put my left hand between her shoulder blades to support myself as, in what felt like a huge gripping climax, I spat out what little come I had left onto her back and her arse. I pushed my cock, pointing downward, so that it rested between her cheeks and I laid on top of her as our orgasms subsided. "I love it when you come on me," she said. After a moment or so she said "I need to pee. Do you have any fantasies about that?" "No," "Oh, thank God!" I rolled off her and let her get up. A moment or so later when she came back I took my turn in the bathroom. She was asleep when I came back to the bed a moment or so later. She looked beautiful. Naked, young, fresh, thoroughly fucked and still with my come drying on her skin, her face and in her hair. I laid her on her back in the middle of the bed and spread her legs as wide as I could and got a drink from the minibar. I lay on the bed for a while looking at her beautiful young body and watching her willingly abused holes recovering back to their nice tight little size, I pushed a couple of fingers against her cunt to see that it was tight again, then pressed against her arse, too, knowing I'd have my hand in there soon. I woke the next morning to hear the shower running and went into the en-suite and was quickly turned on to see her soapy form. She saw me and my hard-on, smiled and invited me in. When I joined her I instinctively ran my hand between her legs. She stopped me: "I seem to be all back to 'normal'," she said, "But I'm a bit sore. Not surprising after what you did to me." "Sorry, I didn't mean..." I started to apologise, but Lin interrupted me. "Don't apologise. I'm just a bit bruised, that's all. I'm sorry we can't just start again now. I had the best fuck of my life last night, and I'll be fine by tonight. You've got until then to choose what other fantasies of me you want to make real. But you'll have to try harder if you want me to be ashamed of myself, perhaps you can try getting your hand in my arse, or both hands in me at once?" and she started to kneel down in the falling water to take my stiff cock in her mouth again. Try harder than that to make her ashamed? That sounds like a challenge I'm going to enjoy.