Double Dating With Brother free porn video

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Bob Randall was an average guy with average intelligence, who was just trying to raise his two kids without their mother being around. There had been a messy divorce when the kids were two and three, at which time his wife had decided that she didn't like children, but liked doing what made them... with lots of other men. Custody hadn't been an issue, since she wanted nothing to do with her son, Mark and his older sister Cindy, even though she had insisted on those names. She had disappeared off into the political world of Washington D.C. and the kids had never seen her since.

Bob, doing his best, had brought the kids up to have respect for their elders, to obey their teachers and study hard, to work for what they wanted, and to love one another. He just didn't expect them to love one another quite as much as they actually did.

He didn't find out just how much they loved each other until Mark was sixteen and Cindy was seventeen. Here's how it happened:

Bob, being a guy who more or less hated clothing, didn't wear much around the house. He didn't make the kids wear much either, and both of them grew up with a streak of his nudist mentality in them. All of them knew quite clearly that other families didn't run around naked in their houses, and if the kids or their dad were going to have visitors, good communication was required to ensure that no one got embarrassed.

That worked fine for the first ten years, but at one point or another, Cindy was going to start menstruating and Bob didn't quite know what to do about that. He enlisted the aid of a woman he worked with, who came in and gave Cindy all the information her mother would have given her, had she been around. She also gave her a box of pads, being a woman who didn't think tampons were appropriate for a girl that young.

That was fine. While she was twelve, Cindy duly notified her father that she was "a woman now". She also grew breasts and hair in places that had never had hair on them before. She assured him everything was fine, but she had to start wearing panties around the house. Pads require panties.

Things sort of perked along, more or less normally. But, girls being girls, and talking about the things girls talk about, Cindy learned about tampons, which were a lot less troublesome than pads.

And so it was, when she was almost fourteen, Cindy came to her father and said she needed some help. It seemed that she had tried to shave her legs, she cut herself and she wasn't about to try under her arms until her father showed her how to do it safely. That's why she had a brand new razor with her when she asked Bob for help.

She also had a box of tampons with her.

Bob, thinking he was equal to the task, set about instructing his baby girl how to shave things. He shaved under one of her arms, and then supervised as she shaved the other. That went very well, all things considered, except that Cindy was wearing only panties at the time and Bob was put on notice just how much she'd grown up since the last time he actually LOOKED at her budding breasts. She now had real ones, the size of small grapefruits, and her nipples, instead of being just smears of color on the tips were pronounced and sat on top of areolas. Bob had the uncomfortable feeling of blood migrating to his penis, which it wasn't supposed to do when he was looking at his daughter's breasts.

Then she held out the box of tampons. "Pads make a bulge in my clothes, and the girls all make fun of me" she said sadly. "I got these, but I can't figure out how to make them work."

Bob opened the box. There was one tampon missing, and the 'installation tube' as he thought of it, wasn't there either. "Honey, there's a cardboard tube..."

"Oh yes!" she said. It's in my room." she ran to her room and brought back a somewhat bedraggled looking tube that was bent a little and partly crushed. "I did like the instructions said, but I couldn't get it to go in." she said. "It hurt too."

Bob, of course, knew what the problem was. His baby girl was a virgin. Not that that was a problem, but it definitely interfered with the use of tampons.

Briefly Bob thought of the traditional means of removing a girl's virginity. Then he mentally smacked the back of his head and told himself: "Behave, boy!" Then he cast about in his mind for something that could be used instead of the traditional means. He looked at his hand and realized his middle finger was probably the perfect size for the job. He also knew his daughter would probably freak out at what he was going to propose.

"Sweetheart, do you masturbate yet?" he asked.

Cindy turned white and stuttered. "Well, um... I... I... uh I don't think so Daddy."

"You don't think so." her father repeated.

"Well, sometimes in the shower, when I'm washing... down there... it... ah feels nice."

Bob thought for a minute. "OK. See, here's the thing. For you to use tampons, we're going to have to tear... um break your hymen. You know what that is right?"

She nodded. "That's what makes me a virgin."

Now HE nodded. "Right, but it gets in the way of the tampon. So we have to break that. That's why it hurt when you tried to put in the first one. And it will hurt when we break it. And I think you need to know this... so you can decide if this is really what you want."

She thought for a minute. "If it hurt when I tried, why didn't it break then?"

"I guess because you didn't push hard enough. Some girls' cher... er hymens are pretty tough."

"How would we have to break mine?" she asked.

He held up his finger. "This is about the right size. I'd have to push it inside you and it would break your hymen. I'd sort of recommend that we... well... that we sort of masturbate you a little bit when I do it. I mean because that will make it less painful I think."

She looked at him. "That sounds pretty weird Daddy."

He gave a nervous cough. "I'm aware of that baby, but I don't know of any other way to do it without it being pretty painful. I mean it's dry in there now, but if we rub you a little, it will get slick and then I think things would work better. I guess I could always ask Mrs. Jenkins at work to come over and help you with this." Marge Jenkins was the woman who had instructed her on the pads. Part of that instruction was about how never, under any circumstances, should a young girl touch herself 'down there' other than to wipe and wash.

"NO!" barked Cindy. She wasn't eager to see Mrs. Jenkins again. Mrs. Jenkins had a way of making her feel like there was something wrong with her. "I think we should try your idea first. If that doesn't work, then we'll see. OK Daddy?"

Bob wasn't all that happy. The idea of fingerfucking his little girl to get rid of her cherry was both attractive and repellent. Actually, it was attractive, and that repelled him.

"What do I do Daddy?" she said, her trusting eyes on his. She wasn't allowed to date yet, even in groups. She had no experience with a male's hands on her body.

"Well, why don't you lie down on your bed, and I'll lie beside you. Who's your favorite music star?"

She told him, but it was a female. It was the same with Movie stars. When asked who she might think about having for a boyfriend, or someone she'd like to go out on dates with she couldn't come up with a name.

"OK, then, just lie back and I'll teach you a little bit about your body. What's going to happen will happen regardless of what you're thinking about."

She lay back, arms at her sides and closed her eyes. Bob told her he was going to take her panties off, and then that he would warn her when he was going to touch her. As he pulled her panties off he got a look at the target of the day.

Her pussy was tightly closed, with plump lips forming a barrier to the hole behind them. her sparse blond pubic hair stopped above her slit. His dick lurched in his pants as he looked at her. He decided to start on her breasts. He told her he was going to rub his hands over her body everywhere and he started on her arms, then sides, then stomach and then her breasts. She sucked in a breath as his hand slid across her nipple.

"Your nipples are very sensitive" he told her, using the flat of his hand to rub across them both. "The nerves there are connected to a system of nerves that includes the ones in your vagina. As I play with your nipples you may feel it down there."

"That feels really good Daddy" she sighed. "Why doesn't it feel like that when I touch them?"

"After you learn what sexual feelings feel like, it might START feeling like that when you touch them." he told her. "Now I'm going to suckle at your breasts, like a baby would while I rub you some other places." He took one nipple into his mouth and sucked gently, sliding his hand down to her stomach. He let his fingertips trace the area over her ovaries and her hips lurched.

"Mmmmmmm Daddy that feels even better. I like this" she sighed again.

"Spread your legs for me baby" he said and as she did he let his fingers drift across her tightly closed portal. She wiggled, telling him it felt funny. He felt just the very beginnings of moisture at the top of her vulva, and he rubbed his fingertip in that, sliding it down and forcing the lips apart. He felt for and found her clitty and began a gentle circle around it, but not on it. Her legs spread further as she moaned.

"Oh Daddy! That makes me feel funny in my tummy." she said.

He kept going, telling her that everything was normal and that what she was feeling was going to help with the pain later.

"It doesn't hurt at all so far Daddy" she said. He knew it would later.

Finally he began to feel much more moisture as her body reacted to his stimulus. When he felt her slippery juice he let his finger drift across her clit, pressing on it harder. Her legs bent and then straightened convulsively and he sucked harder on her nipple. She was moaning now, lifting her head and letting it drop back to the bed.

"Oh Daddy! Something's happening. I feel so... so... like something inside me wants out!"

"That's good, baby, you're doing fine. You're about to have an orgasm. It's going to feel very strange, but I want you to let it happen." He switched his index finger for his middle one, and began sliding the tip in and out of her virgin slit. each time he brought it out he ran it over her clit. As she got closer and closer to having her first cum he slid his finger deeper until he finally felt the tissue that was proof of her virginity. When she began to babble and toss her head back and forth, he let her get into the orgasm and then he rammed his finger through her cherry in one violent thrust. As she yelled at the pain he cupped his hand and left his finger buried in her while he used the base of his fingers to rub back and forth on her now swollen clit. The orgasm overcame the pain and she flopped as she came. Bob was hard as a rock as she flopped next to him. Slowly she settled back down on the bed, her hips still thrusting. He took the pressure off her clit, but left his finger deep in her.

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When they all came back together again, the discussion was much calmer. In the end, Bob and Karen decided that, if they could be together frequently, the actual fact of marriage wasn't as important as the happiness of all of them. To be honest, both Bob and Karen assumed that their children would grow tired of each other and break up, like teenagers are wont to do, and when that happened, their objection to the marriage would vanish. If the teens weren't romantically involved, it would be...

4 years ago
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Double Dating With the Parents Version BravoChapter 13

"Don't go anywhere," said Karen as Jack put his breakfast dishes in the sink. "We need to talk." "What about?" "About you and me." She swallowed. "And about Mandy and Bob." "Oh, okay." "This trial we're trying out," she said. "It means that he's going to be doing the same thing for her that I do for you." "He's already done that once," said Jack. "Mandy told me." "I know. He told me about that too. How do you feel about that?" "I think I understand it," he...

4 years ago
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Speed Dating With Guaranteed Sex Part 04 Beverly and Jake1

AUTHOR’S NOTE: I almost never write a story longer than one part. I have had many requests to do so. This may be my only time and as far as I’m concerned each part will be a standalone story. That way I can end it anytime that I want too without annoying you readers too much. Speed Dating With Guaranteed Sex – Part 04 = Beverly and Jake Beverly almost cancelled her ‘date’ with Jake. She had been on over sixty ‘dates’ and that was Jake’s first ‘date.’ She had booked herself with...

2 years ago
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Speed Dating With Guaranteed Sex Part 04 Beverly and Jake0

AUTHOR’S NOTE: I almost never write a story longer than one part. I have had many requests to do so. This may be my only time and as far as I’m concerned each part will be a standalone story. That way I can end it anytime that I want too without annoying you readers too much. Speed Dating With Guaranteed Sex – Part 04 = Beverly and Jake Beverly almost cancelled her ‘date’ with Jake. She had been on over sixty ‘dates’ and that was Jake’s first ‘date.’ She had booked herself with...

2 years ago
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Double Dating With the Parents Version BravoChapter 11

"What's going to happen now?" asked Amanda. They were pretty much all talked out. The kids finally got it, but it was the classic situation of closing the barn door after the horses were already gone. "We don't know, yet," said Bob, looking at Karen. She nodded in agreement. "Do we get to still see each other?" she asked. It was clear she was scared of what the answer might be. "Not to have sex," said Karen, immediately. "We know that," said Mandy. "But if we can still see...

3 years ago
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Speed Dating With Guaranteed Sex Part 03 Troy and Beverly

AUTHOR’S NOTE: I almost never write a story longer than one part. I have had many requests to do so. This may be my only time and as far as I’m concerned each part will be a standalone story. That way I can end it anytime that I want too without annoying you readers too much. Speed Dating With Guaranteed Sex – Part 03 = Troy and Beverly Well, I had heard about a group being formed where they go on just one date a week. The date starts on Friday whenever the two people can get...

3 years ago
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Advice for dating a tranny for the semistraig

I will apologize right of for the grammar etc. I am not a professional writer by any means. A bit of prep is in order here. As an adult no one really likes being told how to think or what to do, we have TV commercials for that. That said, as a "Gurl" I may have a bit of insight into why your long fantasized about date with a chick with a dick didn't go as you dreamed. I would also like to point out I am in no way an expert and I am sure my views will differ form other "gurls" so take it for...

4 years ago
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THE DATING GAME PART 31 BODY LANGUAGE

Hey, y'all, what's up, and how's your Game going? Have you had the chance to play a little since the last time we've heard of each other? Have you started to have the expected results in the process of generally improving your life? Well... I hope you have, from the bottom of my heart :) Anyways, today we'll get deeper in the Game and we'll learn more of how to play it the right way. So no more intro chit-chat, and let's start today's...lesson :) Among other things about the Game, in my last...

3 years ago
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Desire Dating

Abigail winced as the artist went to work - her newest ink, she knew, would be her masterpiece. She'd been nervous about getting such a large tattoo, but as soon as the idea popped into her head, she couldn't resist... She couldn't resist. This would be the piece that truly got her the attention she so desperately craved. The piece that finally put her above the rest of those sluts. This would, finally, make her stand out more than anyone and everyone else. This tattoo would complete...

4 years ago
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Man Dating Chapter 10

Man Dating Chapter 10 "They should be down in a few minutes, I am sure," Mr. Getty said taking another sip from his glass. "Mrs. Getty likes perfection and sometimes that takes a little longer." Jake and Mr. Getty sat in the deep and comfortable leather chairs still sipping on the smooth liquor, the bottle of McCallan having lightened considerably over the past hour. "Ms. Debra Sanster has arrived Sir and is seated in the living room," Mark said opening the door to the library and...

2 years ago
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Double Dating My Husband Watched Me Make Love

       I’m a paramedic in a small town, but I don’t live there.  My home town is over 50 miles away. I like that. It gave me the opportunity to flirt with guys without worrying about gossip etc.       I’m married, but my husband ‘Knows  how I am.’  and… Sometimes even encourages me. I’d get home after a 12 hour shift, and he’d glance up from his computer  to ask… ‘Get hit on tonight babe?’  When I’d say:  ‘Not tonight hon,  was too busy’  he’d almost sound disappointed. I am so lucky to have...

4 years ago
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Speed Dating For Passionate Singles

The day I have been waiting for has arrived and I am outside the back entrance of the Sports Club when it is my turn. A fit looking security guard in a suit approaches and beckons me to come forward. He doesn’t say anything. My name is Dianne and I am a confident, thirty-six-year-old single, well-educated woman with long wavy black hair, green eyes, big shapely breasts and a slim body. My long working hours and responsibilities as nursing director in the biggest hospital in Brisbane have left...

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4 years ago
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The Dating Game ndash Part 3 ndash The art of teasing a wo

Hey to you all, what`s up? :)Here it is another blog post about the Dating Game topic, which means one step forward for you to start learning how to approach and date women the right way.This time, we`ll cut straight to the chase, I mean, no more introductory, bla bla stuff. ;)In one of my last blog posts I`ve been recommending you to meet and hang, as much as possible, around the right people, which consists of, among others, the guys that are already successful with women. Naturals, if...

3 years ago
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Man Dating Chapter 12

Man Dating - Chapter 12 "It's been a while since we have seen you Jake, everything going well for you?" Tom Harrison asked as he stood up from his desk and walked around to the front to grab Jakes hand in a meaty and friendly handshake. It was almost a competition as to who would be favored, both men taking hold of the others offered hand. At first strength and agility were displayed as to how the grip formed, points awarded for even and full. The initial result could be...

2 years ago
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Slut goes dating again Part One

My husband has been pestering me quite a lot recently to resume my dating activities. You may recall a few of my adventures as a hot wife playing the field extensively, but recent work and family commitments brought an end, be it temporarily, to my extra marital activities. My husband loved to dress me for my dates, encouraging me to wear the most provocative underwear to thrill and excite my dates. He helped choose everything, enquiring what my dates preferences were. I posses an extensive...

1 year ago
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Can you Find a Real Hookup Partner using a Dating Site Free Sex Stories and Adult Erotica Stories

Dating sites have become the new to go places to look for partners. These partners could be for a long-term romantic relationship or for something on a short term. You don’t have to frequent places such as bars or clubs to try and find that person. All you need to do is get online, create that profile and get started to find a real hookup partner. Dating sites are quite popular and around 40% of Americans turn to this for finding dates online. This means forty million users are logging on to...

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4 years ago
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Adult Dating Online For Singles

Dating is expected to be fun and enjoyable. And, let's face it, not everyone is exactly searching for a young lady or boy to take home to mother, unless of course mother herself is not "traditional". Grownup relationship and personal ads services were designed for those searching for fun and loving relationship. This contains informal sex as well as checking out of dreams and fetishes. Now, in this day and age, where "hanging out" and "hooking up" are recognized...

2 years ago
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Man Dating Chapter 9

Man Dating Chapter 9 The shopping trip was now complete; in fact they left the last shop about thirty minutes ago. Their hands full of gaily colored bags with lots of dainty ribbons from a collection of stores that not only had he never heard of or even mentioned before, but ones he had dared not enter for any reason what so ever. They were so feminine and obviously women's stores that his mere presence would be so noticeable he would have been too embarrassed to even go into and...

1 month ago
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Virtual dating ended up in hardcore seduction BDSM Sex Stories

Virtual dating is something that I am in favor of. I know it might sound bizarre and immature but it is effective enough if you are looking for casual fun or to satisfy your carnal desires. Recently, several dating sides have been evolving and the reliability factor is ensured. Anyway, since I am here to narrate my story and not present an argument on the perks of online dating, I shall not exaggerate much on the topic. The story I am about to write is barely a couple of months old and is about...

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4 years ago
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I Shared My Wife with My Brother

There are two things that we Turkish “guest workers” in Germany long to have. A Mercedes car (which most of us manage to obtain, if we get decent work), and a blue-eyed blonde haired voluptuous white girlfriend. I hadn’t yet achieved either of these great goals when I met Heidi. She was the daughter of a man I was working for, doing electrical installation work. She was nearly perfect; she was all of the things I stated above, with a wonderful clear white skin. But she was...

1 year ago
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The Dating Game ndash introduction

Hey to you all, what's up? :)First of all, since this is the introduction of some incredible stuff I want to share to you...let me introduce myself:- I am 33 years old;- I live in Europe;- I am really into my job;- I love sports;- I LOVE women. :) I was thinking these days...which would be the secret of happiness for a man? That 1.000.000.000 question, whose answer would REALLY make a guy happy?...Would that be...How can I be rich? How can I get a nice car? How can I eat without getting fat? -...

4 years ago
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Dating Site

I don't get out enough, not to see friends anyway. I live in a New England city other than Boston, in fact it happens to not be in Massachusetts. It's large enough that it has public transportation, which is helpful since I never got a license. Most of my friends don't have their licenses either. I guess that's why we hang out so rarely. It's the beginning of July, I'm on vacation from college. I haven't seen this circle of friends since winter break. We go out drinking only two of my...

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