Deep In Her Sleep free porn video

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Cast:

Olive, Female, 31
- 5’5, 140lbs, pale, slightly-freckled skin, dark-brown hair shoulder-length hair

Olive has a very strange fetish

The first time she suggested it, I was horrified. It wasn’t anything gross or extremely dangerous, nothing like that. I’d only known her for two weeks, though, and we’d gone from passionately making love to her dropping in my lap an act which, at first, I refused.

“I want you to fuck my ass while I sleep. Hard. Like, don’t hold back or anything. I won’t wake up.” she’d told me as we rested on the bed after I’d cum in her mouth. We were not even to the point where we trusted each other enough to stop using condoms for intercourse. I’d not so much as touched her butthole. I’d only known her a few weeks, and we’d been dating for barely two. We weren’t really to the point where I thought we should be surprising each other with unusual requests.

Sure, on the surface, you might be someone to jump at the chance to do what she wanted. But, I must admit, to me, it sounded horrible. Why would I want to fuck a sleeping woman? She’d not even be reacting, into it, moaning, encouraging me, fucking me back as hard as I fucked her. All my experiences with women had been awake and with both of us taking part. The way she asked for it made it sound like rape. Even though she gave her consent, the act itself sounded like something I would not want to do.

We nearly broke up over it. I’d asked Olive exactly what she meant and she told me, “I take an Ambien and get really knocked out, like, really out. I don’t wake up on that shit. Like, I don’t even move. Can’t move, I think. So, I’ll be all out of it, and then you fuck my ass really hard, like, so hard you think it hurts. When I wake up in the morning, I’ll be super sore and know you did it, like, really did it.”

I had stared at her, open-mouthed, unable to understand why anyone would want that. Who wanted to feel helpless like that? Why would I ever want to treat a woman that way? I was seriously second-guessing our relationship. This woman had issues, from my perspective, and though I stayed the night with her after refusing her request, I spent several days avoiding her while I tried to sort out in my head what the fuck was going on.

I asked a couple of buddies, guys I knew who had more experience than me, and they acted it like it was the best offer they’d ever heard. Why wouldn’t I go for it? She wanted it, they told me. So give it to her, they said. She’s crazy, sure, but hang onto any woman that far out-there in bed. When asked whether they’d ever known a woman wanting such a thing, both admitted they had not, though one said he’d had a partner for a couple of years who was very submissive and loved to be fully restrained, ball gag and all, and he figured it wasn’t really much different.

When I’d pointed out that at least his partner had been awake and could have signaled for him to stop, he shrugged and suggested I was overthinking things. I was not certain that was so.

I didn’t break it off with Olive, though. I really did like her. She was smart and fun to be with. We shared a lot of the same interests and values, at least outside of unconscious sex. And I cared about her, too. Her brother had died a few months earlier when he was only thirty-four. She was three years younger and had had a hard time picking up her life. That’s how we met. She’d started playing racquetball at the same club I attend, and we’d been matched up to play one afternoon. Just a random meeting which led us to start dating.

I tried to rationalize what she wanted. Had she been raped? Abused by her father or brother, maybe? Was she manic? Deeply depressed? Did she hate herself? I knew those things could easily hide under carefully-displayed masks, so it sure was possible.

But after a few days, I called her and we met at her place to talk. I laid out my concerns. I told her that I really liked her and I thought we were good together, in bed and elsewhere, and I didn’t want to stop seeing her. I was really rattled by what she wanted to do, and I needed some answers about why it was her desire.

Olive was quiet a moment and then explained. She’d had a boyfriend a few years earlier who introduced her to bondage play. At first, it was just light stuff, but it grew into a full Daddy Dom / Little Girl sort of relationship which featured a strong angle of power and dominance. She mostly enjoyed it, though he was too intense at times and didn’t always listen to what she wanted.

He’d been the first one to try fucking her while she slept. She woke one night to feel pressure in her ass, then realized the guy had pushed his dick inside her in the dark and was slowly sodomizing her. It didn’t feel terrible, and she didn’t make him stop. Instead, she actually rather enjoyed it.

This grew into times when she’d pass out drunk and he’d fuck her pussy and ass. Sometimes, she woke up in the middle of it, groggy and uncertain what was going on, but what she began to fantasize about was the feeling she had when she woke up. Olive remembered a morning after she’d gone to bed with a headache and taken strong painkillers. Her ass was sore as she blinked awake. Really sore. She felt like she had diarrhea and rushed to the bathroom, only to push out a small, squishy stream. She put together what had happened and realized her boyfriend had cum in her ass while she was completely out of it.

Olive didn’t know why it had turned her on, but she told me it was the strongest orgasm she’d ever had, masturbating on the toilet, that guy’s cum dripping out of her sore, raw asshole. She told the guy she wanted him to do it again the next night, and he scored some really strong pills which would make sure she didn’t wake. When she woke up again, her ass very sore, she knew she was hooked. They eventually broke up when the guy got arrested for insurance fraud, but she still longed for a partner willing to let her have her fetish.

I let all of that sink in. I mean, really, what guy wants to hear about some intense, rough sex the girl he was dating had with some other guy? That was a bit of a gut punch. But I got past that quickly. She was with me instead of him. I admit, learning that she wanted to be fucked in her ass while she slept because she liked it, not because she’d been abused, was the key for me. We talked more over the following days, and I agreed to give it a try. I was still unsure that I would enjoy fucking an unconscious woman, but I figured I’d try anything once.

So we went out to eat on a Friday night. Olive looked beautiful. Her round, moderate frame held a few extra pounds, sure, but she wore it well. The tight, black slacks she wore without underwear made her ass look delicious, and her round breasts were accented by the plunging neckline of her sheer, green blouse. Olive wore her hair up in a loose ponytail, the dark-brown strands slick and shiny, contrasting nicely with her pale, lightly-freckled skin. She was clearly excited for what would come later, and I admit, I was both aroused and nervous, myself.

After we returned to her place, we stepped into her bedroom and sat on the edge of the bed kissing. Olive had already taken an Ambien and she said it would only be a few minutes before she fell asleep.

“Listen, you can go easy tonight,” she told me after pulling back from a kiss. “I know I weirded you out with all this, like, I’m sorry. Just remember that I want this, and it really turns me on thinking this is really going to happen. My pussy is wet.” Olive took my hand and pressed it against her crotch. The thin fabric of her slacks was damp and warm.

“I promise I’ll try,” I told her. “So ... I guess we just wait?”

Olive nodded. “I love trying to fall asleep while making out.” She stated it smoothly as she pressed her lips to mine. I caressed her sweaty genitals through her slacks.

Within moments I could tell she was getting tired. Her body was relaxing, sagging. I suggested we take her pants off first, but she just smiled and said it would be more fun to wait. We kissed more when she stretched out on the bed, fully clothed, on her stomach. I ran my hands over her ass, so horny I could hardly keep from jerking off.

Olive blinked twice, then smiled wearily. “See you in the morning...”

I watched as she fell asleep, almost in mid-sentence. Her breathing became smooth and deep, her mouth slightly agape.

I froze in place, beside her, for a long time. I admit it felt weird with only my hand on her ass. I struggled with the big part of me which screamed this was a violation.

But I knew she wanted it. Expected it. Perhaps needed it.

I grew bolder, smacking her ass lightly a couple of times, then grabbing hold of a buttock and squeezing strongly. Olive didn’t stir, and only barely seemed to register the contact. I slid a hand down the crack of her ass and felt the moist warmth between her thighs. The slacks were pulled tight against her crotch and I could make out the matted bristles of her pubic hairs through the fabric. I caressed her vulva a moment, then lightly smacked Olive’s crotch. She still didn’t move.

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My longtime friend, Herb, and I had just finished edging each other’s cock while watching a hidden cam video Herb had set up of us engaged in some hot cocksucking from earlier in the day. The plan was to edge to the video and then get down to some raw sex, so when I got close to cumming I moved Herb’s hand away from my throbbing cock. Almost too late. When the video ended he had gotten up to put his laptop back on the dresser and was now setting up his video camera to record some more. He...

2 years ago
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Herbie The Reunion Part 2

My longtime friend, Herb, and I had just finished edging each other's cock while watching a hidden cam video Herb had set up of us engaged in some hot cocksucking from earlier in the day. The plan was to edge to the video and then get down to some raw sex, so when I got close to cumming I moved Herb's hand away from my throbbing cock. Almost too late. When the video ended he had gotten up to put his laptop back on the dresser and was now setting up his video camera to record some more. He...

4 years ago
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Herrin

A VICIOUS ONE The story is completely fictional, all acts andcharacters are result of writers imagination. If you are under aged, closethis document immediately! In advance, please forgive if my English is not good enough. HERRIN PRESENT DAY Just laying there on the table and awaiting his faith to bring him more misery,he felt coolness probing his skin and going straight to his flesh and bones.Cold, that was the only thing he felt then. Numb has he become long time ago;num and resistless...

4 years ago
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Pheromone therapy renews a retirees passion and more

The clinic was an unobtrusive white stucco structure surrounded by gnarled oak trees on an obscure back road. There were several cars parked in front but it gave the overall appearance of being unoccupied. The smell of late summer was in the air, with just a hint of fall breezes – my favorite time of year. I was getting on in years and just started retirement a few short months earlier. My wife continued to work to secure her retirement, having entered the work force only after my two...

3 years ago
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Deepika does a Different Shoot

Deepika Padukone stared at her naked reflect into the mirror in her bedroom as she put down a script that she had received from a leading Bollywood producer. She ran her hand through her long dark hair, which ended below her pert 34B breasts. At 5'9'', she was tall for an Indian actress, with long never ending legs and a toned ass that her fans loved. The 30 year old athletic beauty had a dream run in Bollywood – billed as one of the top actresses in the country, she had won awards, accolades...

2 years ago
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The Murder of Sharon Weathers Slut Extraordinaire

My name is Rebecca. Everyone calls me Becca. I entered the police department right out of college. I progressed rapidly, through different divisions and assignments. I always had my eyes set on Robbery-Homicide and after six years of hard word and dedication, I finally made it. At age thirty, I was youngest female in the division for such a coveted assignment, but I was superb at my job. I made it because of my skill not my gender. It was Saturday. Dispatch called our number just after we had...

Taboo
4 years ago
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Deeptis Submission

This is one of my favorite stories. It is not written by me but by an extremely talented Indian writer. I wish he had continued writing this or some other stories. Alas... I am posting this here (with certain modifications) so that readers get to know how wonderful a writer he is. The essence of humiliation is well captured and makes this a...

2 years ago
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Sheryl and her perfect life

I happen to think that every high school as that perfect couple. That pair that seem as though they were made for each other. They are inseparable, look great together, do everything together and every other couple wants to be just like them. In my school that couple was Paul and Sheryl. I had known Sheryl for six years, which is a long time for someone in high school. She was one of the most beautiful girls in school and I use her as my benchmark for the perfect woman to this day. She was the...

Voyeur
1 year ago
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Motherless

Motherless.com! What an original name for a porn site, don't you think? The title doesn't fuck around: your mother would never allow you to watch the kind of filth they’ve got on tap. They pride themselves on being a moral-free zone for sick fucks, where you can find damn near anything. I’m talking about desperate chicks fucking anything that resembles a dick and crazy bitches literally eating shit. When you’re done fapping to the weird vids, you can even find "normal" porno to pass the time....

Free Porn Tube Sites
1 year ago
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Motherless Interracial

Ah, motherless, here we are again. A site known for offering such a variety, that no matter how fucked up your needs are, there is a high chance that you will fulfill them here. However, I am not here to blab about the site in general; I am here to talk about one particular category, interracial. As for those who want to know more about the site, there is a whole different review on my website instead.As for those who came here to learn more about that interracial lovemaking, I got your back....

Interracial Porn Sites
3 years ago
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Cherrys Punishment

Cherry heard the click of the shower go on. It took all of her will power to stay on the sofa. Three weeks ago she had caught sight of her daughter's best friend Denise, who was living with them for the summer, lathering up her young eighteen year old athletic body through the slightly ajar bathroom door. She knew at the time she should have turned away but she could not stop herself from staring and comparing. There was the obvious age difference, Cherry was forty two to Denise's eighteen....

Lesbian
1 year ago
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Motherless Scat

It’s time to go to the land of chocolate fountains and golden showers. That’s right. Scat, piss, shit, and every fluid in between. Ever fuck a chick in her ass and freak out when you see that little bit of shit on your dick? Then I’m sorry to say that scat isn’t for you buddy. Were you the only one of your friends that saw two girls one cup and didn’t get grossed out? If so, it’s time to celebrate it! Don’t get pissed off, get pissed on! Scat porn has the craziest, kinkiest chicks and dudes...

Scat Porn Sites
1 year ago
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Motherless Fappening

I’m not saying anything controversial when I say men love seeing women naked. It’s a fact of life as fundamental as gravity. It’s a force of nature that cannot be stopped by beast, man, or God. It’s an eternal truth and a divine mandate. As sure as the sun will rise, men will attempt to view as many women naked as they possibly can. Any man not doing so is either a sad or a gay one.This means that any woman a man sees regularly is mentally stripped down during every interaction. If any women...

The Fappening
3 years ago
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Pauline The Slut Part 32 Therese Humiliates Pau

Therese looked at the scene before her. Her father and brother naked, her grandfather’s cock sticking out of his trousers and her grandmother eating her mother’s cunt, both of us naked. Beth with the camera, filming. “God, the slut is only in the door and she’s gone sex mad.” she said referring to me. She went and sat on the arm of her father’s chair putting her arm around him and kissing him on the cheek. My father was now hard again. He pushed my mother out of the way and started to fuck me...

4 years ago
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Deepika8217s First Time

Hello everyone, I am Shravan,23 year old guy, a student, living in Mangalore and Bangalore, Karnataka….I am a great fan of ISS. Thank you guys for sharing your awesome experiences. It really turns me on. I would like to know u all out here. I am open to friendship and any relationship with ladies. Please do mail me at my Email id. secrecy and Good relationship is promised. Waiting to hear from u all. Please mail me your response to my mail id, don’t forget—> I can remember the day about six...

3 years ago
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sherrie my teen toy

It was a typical saturday night and i was sitting in the local bar watching the local girls try to strip tease . That is when it went from normal to kinda nice, This short woman came in and sat down besides me and started to talk. She said her name was Pam and was out looking for a good time. Not one to turn down a sure thing I decided to see how far I could get with ehr. To start things off she was not all that great looking with maybe a small B cup tits and a so-so face. About an...

3 years ago
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Deepa a Darling Sis

Hello deston ye meri real story hai mera naam manish hai main 26 saal ka hun meri sis ka naam deepa hai wo 25 saal ki hai deepa dekhne main bhut mast lagti hai usse dekh ke har kisi ke maan main usse bas chodne ka khyal hi ataa hoga.Deepa ki bra ka size 32 hai uski navel bahut suckable hai uske boobs uski chut sab bhut mast hai uske nange jism dekh ke aisa lagta hai jaise koi gadrai barson ki payasi jawani hai jo machal rahi hai, aur ye sab main kaise janta hun ye hi batana chahhta hun.Main aur...

Incest
3 years ago
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A Day in the Life of Dr Smithers

Clayton Smithers was really glad he had listened to his mother when she told him he should become a doctor. Mom had always told him it would be a lot of work but worth it in money and prestige. She had been only part right. Hardly any work had been required, just learning the jargon and technical terms by studying books and papers written by psychiatrists who had taken the hard route to obtaining their degrees. Clayton Smithers had taken the easy route, buying his degree from the best diploma...

2 years ago
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Deepa Aunty From Prostitute House

Hello everybody. I am Sujith, want to pen down my experience with Deepa aunt. I am using simple Indian spoken language so as to reach maximum number of readers you can mail me your opinions on my experience to I am 5.8 height handsome, well maintained going regularly to Gym. I am fetish about voluptuous women especially aunties in the mid age with massive ass, because most of them will be neglected at this age. I believe that for love or lust age has no bar. I like women wearing sari and...

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