We got out of the shower, dried off and made our way to her bedroom. I said, “Start packing some things, you are coming with me.”
“NO! What do you mean I’m coming with you! I have a life and a job and I can’t miss work” she cried. “Plus my boyfriend is coming over any minute now so you should go.”
“You’re not going to have to worry about that anymore. I created a beautiful place for you at my house and you will not want for anything ever again.” I said. “And nice try with the boyfriend but I’ve been watching you every day for three months and I know there’s no one coming here tonight.”
“Please don’t do this to me” she cried.
“It’s going to be OK. Think about it. All you need to do is lay in bed, watch TV all day and pleasure me. I will make you cum and treat you like a princess so pack a few important things and let’s go.”
She resigned herself that she wasn’t getting out of this so she threw several sets of clothes, bras and panties in a bag and put on a t-shirt and shorts. “OK now that’s done I am going to have to bind your hands and blindfold you so you can’t jump out of my car or see where we’re going. Lay down on your bed.” I put both hands behind her back and grabbed the roll of duct tape I brought with me and bound her hands. I couldn’t resist copping a feel of that amazing ass so I reached up her shorts. “All right roll over now.”
She got on her back and I put a sock in her mouth and covered it with duct tape. I pulled the handcuffs I brought from my bag and cuffed her to the bed so she couldn’t run. “I just need to go get my car and we’ll be off” I said.
(Kelsey)
I am a total idiot. Why didn’t I put up more of a fight when I had the chance? If I wasn’t so busy looking at his penis like a dirty slut I could have fought him off but instead I stood there and let him fuck me. I should have tried to bite it when he stuck it in my mouth but he shoved it so far in and it was so big I couldn’t bite down.
She was crying again as I walked out of the house, got my car and pulled into her driveway. I went back in, grabbed the rest of my things, blindfolded her, undid the cuffs and stood her up. “Come with me” and I grabbed her bag and my new sex toy and left her house.
The drive to my place was only 30 minutes away and I had time to marvel at how easy this was and also of all the things I was going to do to her. So many lifelong fantasies were about to come true I was getting hard again thinking about it so I pulled down my shorts and started jacking off. I was careful not to make myself cum again and I put my shorts back on as I pulled into the garage. Again no chance of getting caught because the garage is attached and I’ve lived alone since my wife died five years ago. I closed the garage door, took off my clothes and opened the trunk where I had deposited Kelsey for the short ride to my house. “We’re home my sweet.” Her eyes were opened wide as my renewed hard on was the first thing she saw. I grabbed the bag and guided her into the house and down the basement stairs to her new room. I thought of everything including a king sized bed, shower toilet, fully stocked fridge and stove. I definitely wanted to make sure she stayed healthy fed and clean so I could enjoy my wonderful prize for years to come. I carefully sat her on the bed and cut the tape from her hands, removed the blindfold and carefully took the tape from her mouth.
“There now, this isn’t so bad is it? I fixed this so you can eat whatever you want, watch TV, read, use the bathroom and shower whenever you want. All I ask in return is for you to be a good girl and obey all my commands starting right now. Take off your clothes. I’m ready to fuck you again.”
(Kelsey)
The fucker actually put me in the trunk of his car so thankfully it wasn’t a very long drive. Before I knew it he was parked and turned off the car. When he opened the trunk the first thing I saw was his massive penis and I wondered how many times a day I would have to take care of him because I thought normal men needed a lot of time to recover from their orgasms. This was no normal man, however. He took me to the basement and seemed very proud of the room he built for me. At least I’d be comfortable. Then he told me to take off my clothes.
She whimpered, “Sir my pussy hurts really bad from your big penis. I can’t take that again tonight.”
I replied, “Who said anything about fucking your pussy? There are countless ways to have sex and get off and I plan to do all of them with you so lay down Kelsey and take off your clothes.” She gasped as she saw my cock was harder and seemed bigger than it was at her house. “Two things Kelsey, no one uses the term penis so when you talk about me you are to use the word cock or dick. Second, my name is Tom so you can stop calling me sir.”
With that I started massaging her from her feet up her legs to her thighs and teased her little pussy. I really wanted that sweet pussy on my cock again but realized she’d be sore and I wanted her comfortable. I continued to her belly and spent a good amount of time on her tits and then I gave her a long passionate kiss. To my surprise she started stroking my cock so I must have made the proper impression on her. Then I rolled her on her stomach and did the same with her back. Since she had such a stressful day I gave her a long back rub and I could feel the tension release from her muscles and she said, “Mmmmm that feels nice Tom. Thank you.” Of course while I massaged her back I ran my hard cock between her beautiful ass cheeks and the sensation was amazing.
“OK baby I want you to kneel in front of me and squeeze those beautiful tits together.” She did as she was told and I slid my raging hard on between them. Once again the feeling was incredible but I needed some lubricant. Fortunately I bought a case of sensual oils and I grabbed a bottle and put a generous mount on her tits. “Take some oil and lube my cock Kelsey.” She grabbed the bottle and squeezed oil on my cock and started jacking me off. “Concentrate on the head baby. Oh yes that feels great.” I put my cock back between her tits and took long slow strokes to make sure I paced myself because I did not want to cum too soon.
“OK I have another treat for you.” I laid her on her back, took the oil and spread it the length of her body then I turned her over and repeated this on the front. “Have you ever had your pussy licked before?” I asked. “No Tom I don’t even know what you mean.”
“I mean this” as I started licking her clit. Her pussy tasted amazing and she began to moan with pleasure.
“Oh Tom, that feels so good on my little cunny. I didn’t know people ever did things like this. Mmmmmmm. Please don’t stop.”
I licked her pussy for a while and once she was nice and wet I rubbed my hard on the length of her pussy and clit which felt amazing for both of us.
“Oh God Tom you are going to make me cum with that big pe…, I mean big cock of yours!” This time when she came she actually squirted a massive amount of cum all over my cock. “MMMMMMMMM fuck Tom whats happening? Did I pee? Oh it feels so fucking good! Don’t stop! Aaaaaaaahhh!”
“Thats called squirting and most women don’t do it but you obviously enjoy my cock and that’s what happens sometime.”
“Oh my gosh, I cant believe I did that” she said.
“OK baby, now it’s my turn” and I rolled her on her stomach and rubbed my cock on that amazing ass again. With the lube it felt so fucking good I wanted to cum just like that but I also wanted to see what her asshole would feel like on my cock. I’d watched countless ass fucking videos but never got to do it in real life. Since her pussy was so tight I couldn’t imagine what her ass would feel like so I positioned the head of my cock outside her asshole and said, “OK Kelsey, now you are going to let me fuck your asshole. It’s going to hurt a lot but I’m going to be very careful unless you resist and the pain will only last for a little while.”
(Kelsey)
I started to work on a plan to pretend that I was enjoying myself and agree to whatever he asked me to do. At some point if I got him to trust me then maybe he would make a mistake and I could figure out a way to escape but then he did things to me that felt so amazing I started to think that I didn’t want to leave. How he licked my cunny then rubbed his cock on my clitoris almost sent me into outer space. But then he said something that made me realize there would be plenty of pain to go along with the pleasure.
“Thats gross. Why do you want to put your cock where poop comes out of?” She asked.
“It’s been a fantasy of mine for a long time and your job is now to fulfill all of them so relax your ass for me baby.”
She did and I started to push my throbbing cock in her ass but it was so tight I could only get the head in at first. “Ow that really hurts me, please take it out Tom”. I pulled out and inserted the head again and was able to get my cock a little farther in. “Oh that hurts so bad please stop!”
“Keep begging Kelsey, I love that” I said as I pulled back and pushed in a little farther.
“Did I just poop? Oh God I’m so embarrassed!”
“No Kelsey, that’s just a sensation as I pull out” and this time I was able to get all eight inches in her ass.
“Oh that feels so fucking good. Your ass is so fucking tight on my cock I’m not sure how long I can hold off.” I said as I slowly pulled out and shoved back in again. Her ass was definitely loosening a bit and I started pounding her harder.
“That hurts so bad sir. It feels like your cock is splitting me in two, Please hurry and cum.”
“No way Kelsey, I’m enjoying this too much. I think we just need a little more lube.” I squirted a healthy amount of lube on my cock and slid back in her tight ass. “Oh God that feels so fucking good. I am going to love fucking you all day and all night every day for the rest of my life.”
“Please cum soon sir I can’t take much more” and she started bucking her ass against my cock in an attempt to get me off.
“Oh yes Kelsey I love it when you do that. Fuck my cock with that ass bitch!” I pulled her hair back and slapped her ass to get her moving faster.
Kelsey cried out, “Fuck me you fucking pervert! Come on you bastard give me a load of cum in my ass! I need your cum right now.”
That did the trick and I grabbed her ass so I could control the motion and edge for a while, taking long slow strokes with my cock. Unfortunately for her I was able to continue this way for another 30 minutes and when my orgasm started to build all she could do was whimper. “OK Kelsey you wanted my cum and I’m ready to fill your ass.” I started pounding her as hard and fast as I could which made her grunt every time I impaled her ass. “Oh sweet Jesus here it cums! MMMMMMMMMMM oh Kelsey, oh fuuuuuuucckkkkkk.”
(Kelsey)
The pain I felt as he attempted to enter my ass was unbearable. He could only get it in a little bit and I thought he was going to give up but each time he pulled out he was able to put it in farther until his entire cock was buried in my ass. Whenever he pulled out I thought I was pooping but he told me that was a normal feeling. It still was the worst pain I’d ever felt in my life so I figured the only way to make it stop was to egg him on and draw his cum with my ass. Unfortunately he was able to grab me and fuck me at his own pace and his cock was in my ass for another 30 minutes before I gave up and let him have his way with me.
I collapsed on top of her and almost passed out from the pleasure but I remembered where I was and that would have been a very bad idea. From now on I’d have to make sure to use the shackles I had rigged to the floor just in case I fell asleep after fucking her.
She was crying very hard and I said, “OK princess lets get you cleaned up. You were a very good girl so lets have a nice warm bath. That will sooth your pussy and your ass.”
I went across the room to the tub, filled it with bubbles and hot water then went back to the bed, lifted her off and gently placed her in the bath. “I’m really not a monster Kelsey. I will treat you very well and take care of all your needs as long as you continue to do what you did for me today and more. But see those shackles? If you ever try to run away or hurt me I will hang you by your hands from the ceiling and fuck your ass without any lube and you definitely don’t want me to do that.”
“I’ll be good” she whimpered softly and with that I got a soft cloth and bathed my prize, taking extra care to clean her pussy and ass. We reclined in each others arms in the tub and I started to get hard gain so I put her hand on my cock. “Oh no Tom, please, please don’t fuck me again tonight. I can’t take more pain today.”
“I wasn’t planning to fuck you. I want to go old school and have you jack me off so get busy stroking my cock.” The warm water and bubbles felt so good as she started stroking my cock. After a while I sat on the edge of the tub so I could jack myself off while I admired Kelsey’s body. “Stick that ass in the air for me baby. Oh yes I love that now get on the edge of the tub and play with yourself. She did as instructed and started to rub her clit. “Squeeze those nipples now. Oh yes just like that.”
Kelsey continued to rub her clit and moan with pleasure. “I feel so naughty doing this Tom but it’s exciting to watch you jack off that big cock to me that I think I’m going to cum again Mmmmm.”
“Don’t cum just yet Kelsey. I want us to cum together. “ Seeing this sexy young girl getting off on me masturbating was a real turn on and I began to feel another load build. “Oh Kelsey I’m close but I want to edge for a bit so you can see a huge load of cum shoot out of my cock. You will see that edging like this makes your orgasms that much stronger.”
“Oh Tom, I can’t hold it off any longer. I’m cumming now, MMMMMMMMMM” and Kelsey squirted a massive amount of cum all the way across the tub onto my cock.
That did it for me, “Here comes my load” I said. “I’m going to give you something called a facial but don’t close your eyes. I want you to see how the cum shoots out of my cock since you’ve never seen anything like that before. Here it comes!” I got up and went up to her so I was a foot away from here face and jacked my cock with short, fast strokes until I shot a massive load all over her face. “MMMMMMMMMMM”. I sprayed my cum on her face and in her hair and some went in her eye which really turned me on.
(Kelsey)
Once again, Tom showed me his sweet side as he actually carried me to the tub and lovingly washed my aching body. After what I’d been through the warm water, bubbles and caress of his hands made me crawl into his arms. As I’d come to expect though he was hard again and wanted me to masturbate while he watched me. Watching him jack his huge cock off got me excited and I squirted another huge orgasm all the way across the tub onto his cock. Then he had to dominate me again by shooting his cum all over my face and some if it went in my eye.
“Ow that stings! Fuck!”
“Don’t worry baby I have some drops for just this purpose” I said as I finished cumming on her face and stuck my cock in her mouth for the final stage of my orgasm.
I laid her back in the tub and washed her long brown hair and grabbed a comb and enjoyed that as well. Then I got the drops and rinsed the cum out of her eyes.
“Thank you Tom, that feels much better.”
“Ok doll, get out of the tub and let me pamper you.” I grabbed a towel and dried her off then I grabbed the blow drier and dried her hair. Next I got the curling iron and added waves and applied fresh makeup until she looked absolutely stunning. Lastly I grabbed baby powder and applied it all over her body and put aloe on her sore pussy and her flaming asshole.
“That was amazing Tom. Thank you so much.”
“It was my pleasure but I have something unpleasant that I need to do now. Remember what I said about the shackles? I’m going to need to hang you for a little while so you understand the pain is real and won’t ever try to run away.”
“Oh please don’t do that to me. I believe you and would never think of leaving. I love the way you fuck me and make me cum.”
“I’m sorry my darling but I must.” I grabbed her arms and placed the shackles on her wrists and took her to the end of the basement where I installed hooks. I looped the rope through and hoisted her up with the pull system I installed and tied it off on a second hook in the wall.
“Oh please Tom let me down. I understand now, please” she cried.
“No darling, I am going to go upstairs now and if you are good and quiet I will be back down in 30 minutes.”
“Please no!”
I went upstairs and made myself something to eat and something for Kelsey as well. I checked a few of my favorite porn sites and also checked the messages I get on video chat from horny men and women that up to now used to be my sexual release. Nothing interesting was happening there as usual so after 30 minutes I kept my promise and returned to Kelsey.
I found her whimpering with her head hanging down and her hands turning blue. “Do you remember the second part of what I said I would do to you if you tried to run away?”
“Oh please not that Tom. My ass hurts really bad from earlier and I won’t be able to stand it” She begged.
“Sorry baby but in order for the lesson to be learned I need to go through all of it” I said.
Amazingly my cock was already hard again so I swung her around and rammed my cock in her ass without any lube. With that Kelsey screamed at the top of her lungs and started flailing her legs around. “Please Tom stop and let me down. I’ll do anything you ask just get that fucking cock out of my ass, please” she cried.
This turned me on even more and I said, “Sorry I can’t but keep begging like that because it really turns me on which will make me cum faster and this unpleasantness will all be over.”
Kelsey cried out now, “PLEASE STOP NOW TOM. YOU’RE REALLY HURTING ME. I’LL DO ANYTHING YOU WANT PLEASE!”
“You’ll do whatever I want whenever I ask anyway so just take your punishment like a good girl.”
She was so upset that she hyperventilated and blacked out for a minute which made me even hotter. When she came to and realized what was happening she started begging again and all of this put me over the edge.
“Having you black out like that was so hot I’m going to cum and then you can eat and get some sleep. We’ve been fucking for four hours now and it’s time to rest.”
I then started to cum again in her ass which gave her some thankful relief.
I pulled out and watched my cum start to drip out of her ass and I told her to clench down to keep my cum in her. She did with some effort and I untied the ropes, eased her down and placed her on the bed.
I said, “I’ve made you something to eat my darling” but she only shook her head and said all she wanted to do was sleep so she could forget the punishment.
“OK baby girl. Put the nighty on that I bought you and get under the covers but I need to shackle you. Don’t worry there’s a lot of slack and in the event you should get free there is a keypad lock on the door so there is no way for you to get out.”
She put the nighty on and got under the covers and was asleep in minutes. I put on some underwear otherwise I’d never sleep and got in bed with her. I admired her beauty and made some notes in my diary about all the things I did to Kelsey today.
(Kelsey)
Once again Tom was so caring that he made me feel like the most beautiful little princess who ever lived and then he did the worst thing that I ever experienced in my life. The pain of hanging from my hands was the worst thing I ever felt until he came back down and tore into my asshole without any lube. It was so bad I blacked out only to wake up and immediately feel the pain of his cock penetrating my ass. When he finally let loose I was relieved to have the moisture relieve some of the pain. After, the nice Tom was back and he dressed me in a nighty and offered me something to eat. That’s when I thought the only way out of this was starvation so I shook me head and pretended to be asleep.