Playing By Wifey's Rules free porn video

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My name is Erin. I'm 18 years old. I graduated from high school a couple of months ago and i just moved to a little town in Montana to be out on my own. Last Saturday night i went to the drag races on the outskirts of town.

I took my seat in the upper corner of the grandstands. Away from everyone and all by myself. Except for my cat Tiger who was on his leash. Even though it was dark, i was wearing sunglasses. I did all of this so it would look like i'm a little eccentric. A little unapproachable – except to cocksure guys who are the kind of guys that i like.

So, i was watching the races when this man came bounding up the grandstand like he had a purpose. He was carrying a box of popcorn. He didn't look like the normal guy around here. He was wearing dress slacks and loafers and a white-collared shirt. Strong and good looking too. He sat down right next to me and gave me the box of popcorn.

Well, he sure was cocksure of himself, so i liked him right away. Tiger liked him too and started rubbing against his pants leg. That's unusual because Tiger doesn't take to strangers. But it was a little unfortunate too because Tiger is shedding and his orange fur got all over the man's pants legs.

Anyway, the man's name is Jeffrey and he was in town on an IT contract to help out an old college friend with some computer network stuff . Jeffrey said he is a Stanford grad and that he lives in Palo Alto, California. My mom went to Stanford and a couple of her siblings and a bunch of my cousins live in Palo Alto, so i know the city like the back of my hand. We talked and talked about all of that and hardly watched the races. When the races were over we exchanged cell numbers and went our separate ways.

The next afternoon, Jeffrey called me and invited me to dinner at the local Chinese restaurant. I was really hoping that he would call and of course i told him that i would meet him at the restaurant at 6pm sharp. After we ordered dinner, Jeffrey plunged right in and started telling me about all his marriage woes. I was a little disappointed because i thought maybe he would see me as a girlfriend type instead of as a sympathetic ear. But it was okay because i had just met him the day before and wasn't really emotionally invested in him.

So, Jeffrey is telling me that his marriage with his wife Caroline is on the rocks. Both Jeffrey and Caroline are 30 years old and have a couple of k**s. Jeffrey told me that he makes really good money. But he he refuses to give Caroline any of it to spend, even though she has given up some of the best years of her life to raise the c***dren. Jeffrey says he won't give Caroline any money because she won't have sex with him. The reason that Caroline won't have sex with Jeffrey is that he refuses to indulge in any of her sex fantasies.

I'm listening to this sad story and i'm also thinking that i better check this guy out. See if he's on the up-and-up. I ask Jeffrey for his driver's license and he gives it to me for inspection. Sure enough, he is 30 years old. He lives in Palo Alto and i lock into my brain his street address and last name. When i gave Jeffrey back his license, he pulled a picture of Caroline from his wallet and showed it to me. I looked at her picture and was shocked. Caroline is a dozen years older than me, but i can see the uncanny resemblance. That is probably how i'll look in a dozen years and i bet she looked just like me a dozen years ago.

Before i let Jeffrey know what i thought about his marriage situation, i bit my tongue for a second or two just so it appeared i was giving it deep thought. But it was quite clear to me. I told Jeffrey that he should indulge in his wife's sex fantasies and give her some spending money also. That is, unless he wants her to file for divorce and take the k**s with her. Jeffrey didn't argue with me. I wasn't sure that he agreed with me, but he assured me that he loved his wife and k**s and that the last thing that he wanted was a divorce.

We finished up our dinner (except for a few curried prawns that i boxed for Tiger as his evening snack) and we walked out of the restaurant and said our goodbyes and went our separate ways. Even though Jeffrey would be in town for two more nights, i didn't expect to see him again. After all, he would be busy and was a married man besides.

Early the next morning my cell phone rang.

“Hi Caroline. This is Jeffrey. I've been thinking about our problems and I want to change my ways. I think you know what i mean. Please take a flight out here and you'll see how happy we can be. I'm at the Yogo Inn on East Main Street in room #12. I'll be back in my room by 6pm.”

I was about to interrupt and tell the caller that he had the wrong number. But then it dawned on me that this was the Jeffrey that i had dinner with the night before and he wanted me to play his wife Caroline while he was in town. I didn't know what to say so i told Jeffrey that i (Caroline) would see if i could arrange for a babysitter and call him back in thirty minutes.

After i hung up i started thinking. Was Jeffrey sincere about being willing to indulge in his wife's sex fantasies or was he just trying to trick me into spending a couple of nights with him while he cheated on his wife? Well, i had his street address and full name so i could always threaten to blackmail him with it if he didn't tow the line. Also, i had plenty of kinky fantasies to try out. So i decided to accept his offer.

I called Jeffrey back. “Hi Jeffrey. This is Caroline. I can be out there by 5pm. Oh, and stop by the ATM machine and take out as much money as you can for me. One more thing, hubby, i have a lot of sex fantasies for you to take care of. See you tonight, sweetie.”

*********

I arrived at Jeffrey's motel room at 5pm before he got back from work. After i brought my travel bags in, i looked around the room. On the dresser was $700 and a note that read, “Spending money for you, my dear Caroline.” Then i took off all my clothes and masturbated my pussy while i thought about all the paces that i was going to put Jeffrey through.

After about an hour, Jeffrey knocked on the door and i got up to let him in. When i opened the door he started to reach for my tits. I playfully slapped his hands away and asked him if he had anything for me from the ATM machine. Jeffrey gave me five crisp one-hundred dollar bills so i decided to let him in his room. Then i told Jeffrey to take off his clothes and join me in the shower so that we could do some nasty things in there.

Jeffrey was out of his clothes in no time. I noticed that he had a really big cock. Much bigger than those high school boys. Anyway, while Jeffrey got into the shower i retrieved an unopened bottle of Corona beer and a bottle cap opener and joined him. I sat on the tiles in the corner of the shower.

“Jeffrey, i want you to shake this beer and get it all foamed up. Then i want you to take the cap off and stick the open-end up my pussy hole so that the foamy cold beer rushes up my cunt”.

Jeffrey could see that he had a little pervert in the shower with him and he eagerly agreed. After shaking the beer, he opened it and quickly shoved it up my fuckhole and the foam sent me over the top like it always does when i do it alone. I let Jeffrey bottle fuck me for awhile longer and then i made him lick all the beer out of me.

Then i took the bottle from Jeffrey and told him to get on his back with his asshole in the air.

“Why do you want me to do that, Caroline?”

“So i can shove this bottle up your asshole, that's why.”

“No you don't. I'll give you all the money that you want, but there are some sex fantasies of yours that i'm not going to let you do to me.”

“Oh, yeah, well let me tell you something. I know your address and last name and if you don't let me do what i want to with you, then the real Caroline is going to find out about our get-together.”

Then i got out of the shower and walked over to my purse and took out two of the hundred dollar bills that Jeffrey had given me. I walked back to the shower and said “Well, if we get divorced then we split things 50/50. It's like this bill belongs to me and this other bill belongs to you. But after you get done paying the lawyers there's not going to be anything left of your bill. It's going down the drain like this.”

Then i crumbled up his bill and flushed it down the toilet. Until then, I had never seen a grown man cry. But that was what Jeffrey was doing. I got back in the shower and reamed his asshole with the long neck of the bottle and then peed all over his face to wash his tears away.

The rest of the evening we were a little on edge. Don't know why. But i guess that Jeffrey knew he had his hands full with his surrogate bitch wife in town. But we still slept in the same bed. One time during the night i felt Jeffrey's hard cock pressing against my mouth. Instead of sucking it in, i turned away. Another time i felt Jeffrey trying to open my legs. Instead, i clasped them shut and mumbled his home address as if i was speaking a veiled threat in my sleep.

The next day – our last full day together - i kissed Jeffrey off to work and told him to be sure to stop off at the ATM machine after work and bring me some more money. Then i drove back to my house and picked up my strap-on dildo, a dog collar and a leash.

When Jeffrey came back from work i was naked on the bed. I told Jeffrey to put my daily $500 from the ATM in my purse and take off his clothes so i could see his cock. Then i told him to come to me so i could attach the doggy collar around his neck and put him on his leash.

Jeffrey obeyed and then i spread my legs and tugged his leash and made him eat my pussy while i got on the phone and ordered delivery of a small pizza for me.

About 30 minutes later there was a knock on the door.
“Pizza delivery for Room 12” the male voice from outside shouted.

I pulled Jeffrey by the leash and made him stand up. Then i walked him to the door. I hid behind the door and and told Jeffrey to open it while he was naked. Sheepishly, he did this and his erect cock stuck out as he gave the delivery guy the money and took the pizza.

I got back on the bed and eat my pizza as Jeffrey resumed licking my pussy and asshole. After awhile Jeffrey asked me for a single piece of pizza. I guess he was worthy of a slice – since he was being such a good hubby. So i held a piece of pizza in front of his cock and jacked him off until he shot his cum on the pizza. Then i told him that was his slice to eat. He eat it.

I told Jeffrey that i loved him and wanted to go for a walk in the moonlight on the warm night to show him my appreciation for how he was treating his wife. Jeffrey thought that things were finally starting to go his way.

But things were still not going his way. We got in my car and drove to an old cemetery at the edge of town. Several prostitutes are buried there. These ladies died when a blaze burned down their den of ill repute in the early 1900s. When we got to the grave of one of the prostitutes, i spread out a blanket and foam pad and told Jeffrey take off his clothes and lie on his side. Then i walked back to my car to get my dildo and i strapped it on. I walked back to Jeffrey – naked except for my fake cock. I laid down behind him and, without preparing his sphincter, shoved my cock up his asshole and screwed him really good. All the while i was reaching around his waist to give him a hand job. When Jeffrey was ready to shoot, i ordered him to stand and jack off onto the prostitute's tombstone. Then we went back to the motel room.

I was exhausted and i fell asleep right away. Three sheets to the wind. At least for me. But i guess Jeffrey wasn't quite so tired. Because when i woke up in the morning i realized that Jeffrey had managed to deposit a load of cum all over my face. And now he had a hard-on and was spreading my legs so he could fuck me with it.

It wasn't in my plans to allow him to fuck me. But i started thinking. He had indulged in all his surrogate wife's fantasies and paid her well too. He deserved a reward. After all, that is part of training a man.

So i opened my legs wide and let him in. He fucked my tight teen pussy so hard in the missionary. He was letting out all of his frustrations and calling me his bitch wife. I must admit that it felt good for me too. My first fuck from a real man and not just some high school boy. Finally, after what seemed like forever, Jeffrey pulled out and shot his cum on my groomed patch of brown pussy hair and on my tits too.

Now it was almost checkout time and Jeffrey had to catch his flight. He got up to take a shower while i laid exhausted on the bed. On the way out the door Jeffrey dropped several hundred more dollars on the bed and said that was for my airfare home to Palo Alto. Then he was gone.

*********

After i recovered from the fuck and washed the cum off my body, I gathered all the money that Jeffrey had given me (except for the $100 that i had flushed down the toilet) and made online arrangements for the weekly delivery of a dozen roses to his wife Caroline until that money ran out. I also sent a text message to Jeffrey and gave him a heads up so that he wouldn't be shocked by his own loving gesture. Hopefully, he has learned what a marriage is all about and that he, Caroline and their c***dren will live out their life together as one happy family.

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Introduction: Hello everyone. This is a part of a series and you shoud read them in order to understand the roles. I will have one out atleast every 2-4 weeks. ENJOY!!!!! As my vacation house (and our new home together) is pretty far away from where Cyra once lived, it took us a while to get home. Cyra had fallen asleep and gradually slid to the side til she was laying with her head on my lap. Even asleep my little beauty had me ready to go again. Man oh man did I make a good choice in choosing...

2 years ago
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Nancys Rules

I had never been good at math, but a certain number kept running through my head. Eighteen. I was finally a legal adult! Had been for three days and four hours! A whole new world would open up, I could vote (for what good it did), drink (legally), and adults would stop ordering me around (I hoped).It was 1974, a time when males were required to swim nude in schools, YMCAs, even YWCAs, Boys Clubs and just about everywhere else, and it was also a time when more and more women were taking...

Exhibitionism
1 year ago
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Sammy Learns To Follow The Rules

Ok those of you that follow my stories know my wife Kat has unbreakable rules. These rules must be followed or else. She keeps her bitches in line that way. The rule that she hates broken the most is if you have any kind of party you must invited us to it. here is what happens if you don't! Two days ago myself and Kat are on are way to get some food and pass Ronni's house. Ronni is a 30yrs. 5'7" 107lbs. long black hair that touches her out of this world ass and a face that gives dead...

4 years ago
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Breaking the rules

This story happened in May at my father's house in Florida. He has these striked rules for the house, be home by 11pm, leave room doors open, and wrost of all, NO SEX!!! Im 24 I shouldn't have to follow these rules. But here in my dad's house his words is law. Must follow orders. So, one mirning my dad left to work, since I do tattoos I can take take my jods anyware. I had a few things lined up for the aftetnoon hours, so I didn't have much to do in the morning I took a long shower and got...

4 years ago
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The Awful Terrible Really Bad Bet Rules

The Awful, Terrible, Really Bad Bet: Rules. Sweetie, I know losing this bet is difficult for you. Perhaps you should not have made it, but it is too late for that now. As you know, the terms were for 1500 points this time; the last time I lost for 1000 points and you made me pay dearly, but that was before our divorce started. You will probably get laughed at in the office, at least in the beginning, but I cleared it with your boss Carol, and HR (did they ever laugh). It is not...

1 year ago
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StraightGirlsPlaying

Reddit Straight Girls Playing, aka r/StraightGirlsPlaying! Watching straight girls do something that is not-so-straight gets my motor running, and seeing as how you decided to check out a subreddit called r/StraightGirlsPlaying/, I am sure you feel the same way, right? There are many reasons why this subreddit made my dick hard, and they are all pretty obvious. But if you are interested, I shall go over all the basics and whatever the fuck I think is important.Starting with the overall...

Reddit NSFW List
1 year ago
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No Rules

Brad's door was closed. Ashley knocked. “Come in,” he hollered. Ashley pushed the door open. She looked at the clothes strewn around the room. “Yuck, you really need to clean this place,” she snapped. Brad had just cinched the belt to his jeans. Ashley looked at his bare chest and imagined what was hidden below the belt. “I'm on my way to Jarrad's so I can't do it today.” Brad looked up. His stepsister was wearing a string-type black bikini and nothing else. “I was going swimming.” Ashley put...

Straight Sex
2 years ago
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Sissy rules

SISSIFICATION RULES OF OUR HOUSEYou will NEVER NEVER use the word NO.You will be trained to dress properly in a french maid’s outfit, dressed, latex or Lingerie and monitored by phone and email, if not in our presence.You will be forced to wear make up at all times: foundation, blush, lipstick, lipliner, mascara, eyeliner, loose face powder, and body and face glitter.You will be taught to stand correctly at attention, bosom thrust out, belly in, …You will be trained in walking on high heels.You...

2 years ago
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house rules

So meet this couple at a site call AFF.I will call them S and J ,they are a south hill couple very rich very classy and also very nice people fun the be around .WE hooked up in January a few years ago ,and would party every month or so. This time it was in Aug. We had house rules that we only partied together all same room sex and fun ,no problem I like it that was ,they are and my self in our early or mid 50's . We were going to get together this time about 6:00 or so it was hot so I rode...

2 years ago
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Mrs Vandermeers Rules

I am NOT the author.am simply sharing orgasmdeShannon becomes infatuated with her employer and learns about her darker desires.“Do you trust me?” she asked, and I’d answered without thinking, my words followed with a soft kiss, my body tingling all over as she pulled me closer, her tongue slipping easily between my lips.“Of course I do. Why would you even ask?” I answered, breathlessly, feeling the welcome warmth of desire kissing the insides of my thighs. She gave my ass a quick squeeze and...

1 year ago
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My New Girlfriends Rules

My New Girlfriends' Rules. Part 1 "The Big Surprise"I met Nicola about four months ago. I was sitting in the pub with some friends, and there she was. This gorgeous willowy blonde. Pretty as hell. (real hell, i'd find out!) Had a kind of Egyptian Princess look to her. Hair straight and fine and crisp. High cheek bones, beautiful dark, dark hazel eyes. A slim curvy body to die for. And she was dressed so classy. Her thigh high boots had also attracted my attention when she walked into the pub.I...

4 years ago
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Headmasters Rules

Mr Dafydd Evans thumbed through the report on his desk. Five pages of misbehaving from two young girls both aged sixteen and born just one week apart; both of them just three weeks away from their seventeenth birthday. The reports were from Mr Gregory who taught Mathematics, Mr James who taught Geography and the worse report from Miss Thornton who taught Religious Instruction. It wasn’t a one-off.This report landed on his desk on the last day of the month, as it had done for the last...

Occupations
1 year ago
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The Rules

There is indeed an institute of higher education which served as a partial model for Locksmith University, as some readers may be able to guess. Nevertheless, there is precious little light and less truth about the university in this story. I must confess I have callously played with details of life in its engineering school for my own narrative purposes. And, of course, the real university's professors of divinity are all models of wise decorum and restraint. Most heinously, I have even...

4 years ago
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SeniorChapter 22 Why confess if youve not broken any rules

Kelley had given her permission for Megan to stay overnight at the apartment ... sometimes. I interpreted 'sometimes' to mean 'often, ' but Megan looked at it differently. "When we started this, you said one of us would tire of the other in two weeks. We haven't tired of being together, but I don't want to take any chances. We need to make it work until June," she said. I knew she was right. We needed to agree on a firm schedule. "Tuesday's a must. You're here anyway for the...

3 years ago
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Sissy Slut Training Rules

There are a few things a Sissy must understand in order to attract, and then keep, her Man. Let’s look at them, these Sissy Rules.1. Men are superior to you. This is rule number one for good reason: it is a simple statement of fact. It’s so important that many questions that a potential Sissy may have can simply be answered with reference to this rule. And from this point on, references to real Men will start with a capital letter. So great is the level of superiority of a Man over a Sissy,...

2 years ago
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Three rules

It was a brothel for geeks THREE RULES  By Peter Last  I had spoken with her three different evenings before I mustered up the courage. ?How do I find you?? I whispered into the mike on my computer as I stared at her on the web cam.? She wore leather from neck to ankle, but it couldn?t disguise her alluring shape, and her long raven hair swirled about her shoulders as she moved about her room. She whispered back to me, gave me directions, told me where she lived.? ?Fourth floor,? she...

4 years ago
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Breaking the Rules

I woke up one morning and came downstairs to find pet making breakfast. I sat down to the table and read the morning paper she had placed on the table. One of her duties is to put the morning paper at my place so I can read it before going to work. I was reading it when she put breakfast in front of me. Something was strange - normally, I get a perky "Good Morning, Master!" from my pet, but today she was quiet and reserved. I didn't think much of it at the time and went on about getting ready...

BDSM
1 year ago
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Train Three Sexy Slaves2 The Rules

The first rule is they three shall be obedient and happily perform all their tasksThe second rule states what they all will wear as soon as they are inside my placeThe third set summarizes the daily routines of intimate inspection and masturbation!The fourth set is on privacy: none - and their private hygiene here: no more shavingThe fifth rule is about adressing me and in general on use of language: very polite The sixth rule is about sex: only with me, each others and only after my...

4 years ago
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Four Rules

It began innocently enough, for an obsession. I wasn't the type for obsessions, but sometimes you don't have much choice. I'm an executive with a large insurance firm, a conservative company for conservative clients, which means I have plenty to lose. I'm married to a decent woman, a good mother to our two grown kids. We don't have sex very often, but who does after twenty-five years? I told myself I didn't care, that passion and abandon were for hormone-stoked teenagers, not senior vice...

4 years ago
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The Rules

My darling, sexy, and yes slutty wife,As you're reading this, by now you've seen what I have laid out for you. I will be waiting outside while you get ready. You should notice that it leaves little to the imagination. There is no bra. I know you prefer to wear leggings or spanx, but this little red dress, chemise, garter, and stocking will do nicely for you this evening. I want complete access to you at all times. now we both know things could get a little wild tonight, so I am giving you a few...

4 years ago
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Delivering Dominance Book 1 Establishing Groundrules

I can’t believe I’m here right now…how did it happen? Three months ago, when I learned my job was eliminated, I was devastated. Then, at dinner, I found out we were expecting, AGAIN! Even though I would have my severance package, and my wife could pay our bills with her job, I was terrified to lose the fun things we did as a family. The trips, the sports events, the concerts…all potentially gone! I found a delivery service looking to expand…it was designed for those who didn’t have the time...

1 year ago
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HentaiRules

Hentai Rules! What a nice name, don’t you think? It basically gets straight down to the point, and you already know what to expect. Now, as a fellow hentai lover, I can truly appreciate this shit. But how good is HentaiRules? Is it really worth the visit? Well, I surely think so, and we all know that if I think that it must be the truth.Well, to all my hentai lovers, I am sure that you will be happy to know that HentaiRules.net has some great suggestions. But, another thing that is probably...

Hentai Manga Sites
2 years ago
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Changing the Rules

Josh West was checking out his new phone. The touchscreen was sleek and easy to use, and he quickly found himself buying some apps to match his interests. He spent ten minutes playing around with an app that let him jiggle boobs in any photo just by moving his fingers. When he exited, there was an app icon that he didn't remember buying. "Rules of the World," he read its name and clicked. There was a note attached. "They are after me. I've encrypted and transferred this application before they...

Mind Control
3 years ago
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The Proposed Affair Karen sets the rules

Karen was ludicrously horny. She'd just sucked her boss's cock at work, was about to fuck her husband's best friend on the way home and would then just grind it all in her clueless husband's face with glee when she finally made it home late that night. But she needed sexual release and needed it now! "Fuck!" she yelled at the traffic and pounded her steering wheel. It wasn't even that bad, but she could see brake lights ahead starting to glow suddenly and brightly one after another like an...

Wife Lovers
2 years ago
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The Training of Jody Part 7 Rules

I picked out an appropriate outfit for Jody's first day of his new life. I chose to wear the same outfit that Tony at first suggested. It was a black and red leather corset that laced up in the back. It was so supple that it wasn't the least bit uncomfortable to wear. I put on black stockings that attached to the built-in garter. With it I put on 4 inch black stiletto heals that I already owned. To top it off, I donned a black leather cloak that you'd see bad-guys wear in the movies. Tony...

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