Jenna’s Surprise free porn video

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When Jake caught Jenna with Duke, she knew he’d want payback, but she hadn’t guessed the price. Jake knew what Jenna was trying to do. Over the next few days, he decided that if she wanted Duke to fuck her, she shouldn’t mind letting him use her body in the same way. It didn’t seem like a big deal, and he desperately wanted something better than his nightly hand jobs.

The next day, he made the offer she couldn’t refuse. Jenna was in shock.

“You pig!!! What’s a matter with your girlfriend?! God!!! Can’t she take care of your ‘needs’?”

Jake tried to explain. It was a long story, but the short answer was no, she wouldn’t take care of his ‘needs’. Jake had what they needed to be safe, but she was too afraid to go through with it. After what happened at Lisa’s, Jen knew how it felt to be afraid. So, she sympathized with Jake’s girlfriend. But, feeling the itch for her first doggy-fuck, she could also sympathize with Jake.

Jake pleaded, “Jen, she can’t do it. So, I’m asking you.”

He was almost begging and this put his extortion in a different light. Jenna wouldn’t admit it, but she was warming-up to the idea. Still, this was playing with fire! Unlike doggy-fucking, Jenna knew she could get pregnant, even worse, with her brother’s baby! While Jenna sat thinking about it, Jake went to his room and brought back the box of contraceptives he’d bought but never used with his girl friend. Jenna tried to hide her interest. But, Jake noticed. He’d just have to be patient, and she would come around.

Putting aside everything else, Jenna told Jake she was repulsed by the idea of ‘making love’ to her own brother. It seemed creepy, and she wasn’t sure she could do it. He calmly assured her it wouldn’t be ‘like that’. It was only for a little pleasure, no different from what she was trying to do with Duke. No romance, just sex. It would be just like ‘watching a movie together’. She knew what he was talking about, but was still dubious it could work like that. Jake persisted, persuading her that they wouldn’t get all emotional. Then, he reminded her about the box of toys in the back of her their mother’s bedroom close.

Years before, mom’s boyfriend was into all kinds of kinky stuff. Mom thought her kids didn’t know what was going on, but they did. One afternoon, Jenna and Jake found mom’s toys. They got a good look at the leather cuffs and belts, whips and blindfolds, before carefully putting them back.

“We’ll hold you down and blindfold you before I do it. You won’t have to do anything or even watch.”

A shiver of excitement shot through her body. They looked at each other, and they both knew she had agreed. She made her brother swear he’d never to tell anyone about Duke or what they were about to do. He handed Jen the Trojans and went to get ‘the box’. It was still in the back of the closet, apparently unused for years. When he got back, Jenna had opened the box of condoms. He opened the box of mom’s toys and began attaching the nylon belts to the bed-frame. She carefully ripped opened one of the lubricated condoms. When Jake found the blind-fold, he held it up for her approval, Jenna nodded. Jenna had never seen a condom before, so she took her time looking at it. Its size surprised her. Bigger than she expected. She felt her pussy getting moist.

“Jen.” She looked up at him, “Take off your panties!”

She did. Under her skirt the cool air reached her bare wet crotch. She sat on the edge of the bed to let him put the cuffs on her wrists and ankles. He tightened the two little buckles on each one. When he was done, he didn’t have to tell her – she got on her back in the middle of the bed and spread her legs. With instinctive modesty, she made sure to cover her nakedness with her skirt. He clipped the nylon belts onto the cuffs and drew them snug. Feeling herself restrained sent a pulse of adrenaline through her. He kicked off his shoes and dropped his pants before getting onto the bed beside her. He picked up the blindfold to cover her eyes.

“Jake. Wait. I wanna watch you put on the condom.”

For the first time, she got a good look at his penis, obscenely erect, sticking out in front of his crotch. He pinched the end of the latex sheath as he rolled it on, leaving half-an-inch or so hanging in front.

Then everything went dark for Jenna. She lay her head back on the pillow and took a deep breath. This was Jake’s first time. He had anticipated it for months, but expected to be with his girlfriend. When Jen felt her inexperienced brother nudging a pillow under her ass, she remembered “Thirteen Tips for the Missionary Position” in Cosmo the previous month. Had he been reading her Cosmos? When his wet fingers ran between her already slick labia she relaxed, pretty sure he had. He was imagining his girlfriend’s slit – pink and warm, smooth and wet. He probed her vagina gently with his finger. Then Jenna felt the bed jiggle as he got into position.

Jake did his business quickly and efficiently. His penis pressed against her, then went deep, sliding in slowly (another Cosmo tip!). Her vagina stretched to accommodate him. He felt the snug warmth that no male ever forgets. He held himself inside her for a moment before beginning shallow strokes. The texture of her vagina caressed his glans, quickly doing its work on this first-timer. He soon grew tense. His strokes became faster and longer. Jenna liked that. She wished she could lift and spread her legs more. Then, he began to shake and his movements became irregular. He felt the semen begin to flow into the base of his penis. The fullness grew ever more urgent. Then, the point of no return, that delicious moment of surrender he felt every time he jerked off. She had no way of knowing he was about to come. He gave no warning, just a hard thrust of his pelvis against hers as he succumbed.

“Uh, Ughh, Uuhhhh, Uggghhh…..”

The series of ejaculations forced out his semen and triggered his orgasm. He called out his girlfriend’s name in his ecstasy. Jenna felt his body react to each spasm, and felt his warm breath on her face. Jenna loved feeling him come. She was excited to learn what her body could do to his. She wanted to kiss him and wrap her arms and legs around him, but of course she couldn’t.

He was breathing hard and his body had gone limp. It had taken him less than a minute. Not quite what Jenna had expected. She remembered Prince furiously humping me for a long time before laying quietly on my back as he delivered his semen. She expected something more like that. But, as soon as her brother got quiet, he withdrew, got off the bed, then loosened the straps and unclipped the cuffs. Without saying a word, he retreated from her room.

Jake was ashamed. He was embarrassed and afraid that someone would find out he’d fucked his own sister. He promised himself he’d never do it again. Such promises are easy to make. But, the effects of male hormones and the lack of other options meant his promise would soon be broken. Deep down he knew this, and it made him even more ashamed.

Jenna was alone and confused. She removed the blindfold, the cuffs and the pillow, then slipped on her panties and smoothed her skirt, unsure how she should feel about what just happened. She was disappointed. In fact, Jenna and I would continue to enjoy more intense sexual satisfaction than she ever would with Jake. Still, she felt good that she had given her brother something he needed and hoped it had satisfied him. She knew he’d be back for more and hoped it would get better. This had been the first time for both of them. She was glad it had been with someone she would always know and love, instead of a boyfriend who’d soon be gone and forgotten except for being ‘her first fuck’.

Now, Jenna’s thoughts turned to Duke. She still felt an itch that hadn’t gotten scratched by Jake. She wanted Duke to fuck her hard and fast and long, then slowly fill her with his doggy-cum. It was all she could think about, and what I’d been hoping for, because I knew, once I helped Duke satisfy her, I’d get my turn.

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Jenna - Gurl for Color Part 1 By Jenna Shannon My dear reader, hopefully some of you will remember me, for others please take a few moments to peruse my earlier works. It has been quite some time since I have had the pleasure of converting my delicious adventures to print. Such is the life of a secret prissy gurl! A little background... I am a tall (over 6'), thin, flat tummied (aerobics have become a way of life),...

3 years ago
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Jenna Goes to London

This is my fourth posting. I have been sharing some recent events that occurred in the past 8 months. A little bit about me if you did not read my previous story. My name is Jenna, I am 40, married with 2 kids. I am 5'6" tall and weigh 130lbs. Brown hair in a bob haircut and brown eyes. Good curves where they are needed if I may say so. My main assets would be long legs and larger breast than the natural average. Still attractive but not a knockout, let's not exaggerate. I work as a top...

2 years ago
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Sex Night ndash Unexpected Surprises

My wife and I got married when we were both teenagers and have been married for over 20 years now. As you can imagine our Sex life was pretty crazy when we first married. Not only were we newlyweds but we were also full of teenaged hormones and inhibitions. It seemed like all we did was have Sex. Hot wild sex. 7 days a week most of the time several times a day.Now let’s fast forward about 22 years. We are still happily married and the proud parents of 4 c***dren. We’re both gainfully employed...

3 years ago
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Jenna and Viola first time for everything

Jenna and Viola have always had a dark side to themselves. Both have had a secret desire to experience sexual intercourse with the same sex. But like any other person, has always hesitated trying. Jenna and Viola have been good friends, not close friends but close enough. They hung out together throughout high school, parted their ways when it came to going to college and grad school. One day, Viola was walking down Michigan Ave in downtown Chicago. She was in a rush and was worried she’d be...

3 years ago
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Jenna and Tanya

I was a lesbian. It wasn't until I was at university that I could accept it. My family were old school and I was a coward; afraid of what they would say if I brought a girlfriend home. Tanya changed all that. I'd had a busy night. I was a student in my second year of an art's degree and the course was getting difficult. I was single, I was no longer sexually interested in men. It had taken long enough for me to be sure, but I wanted a partner now, not a fuck, and it was only a woman that I...

Lesbian
1 year ago
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Jenna and Sara

Me and Sara have been bestfriends since 6th grade, one friday night in the summer of sophmore year we had a sleepover. We both had boyfriends and both thought we were straight. She came over my house and we layed on my bed talking about, friends, school, boys. She asked me then, "Hey, Jenna how far have you gone?". I said "well i mean ive given my boyfriend a blow job what about you?" "Me and Jake had sex for the first time 2 weeks ago and he broke up with me a week later and i dont know why he...

Lesbian
2 years ago
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Surprises

“I definitely have a different opinion of you now.” Jin’s words made me smile. It was something she had a talent for doing. Making me smile. She did that in our first messages on the dating app, and now that we had moved into the world of text messages, it was no different. “How so?” I asked. “That was not what I expected you to say,” she answered. “What?” I asked. “What did I say?” “You know,” she replied. “Oh…that last exchange? Let’s see…what did we say…?” I scrolled up in my messages on our...

First Time
2 years ago
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Sweet Surprises

Well it’s the big day. I’ve been planning this for quite some time. I’ve only let you know we have something planned. And that you need a few things packed and ready to last at least two days. Everything else has been taken care of by me. You love surprises, and with me not telling you where or what we are doing has just about drove you crazy. I pull up in front of your house with my four wheel drive pick-up truck. Now all that’s left to do is pick you and your stuff up and we’ll be on our...

1 year ago
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Sir Full of Surprises

“Baby girl I have a surprise for you.”“A surprise Sir?”“Yes, we are going away on a little trip.”“What should I pack Sir?”“You won’t need much baby girl, I’ll take care of it. Charles will pick you up in an hour, be ready.”“Yes Sir!” It’s been a while since Sir took me anywhere overnight. I’m so excited I can’t sit still. He had said I won’t need much, I have no idea where he is taking me. Charles arrives right on time, just as he’s closing door, I ask to wait I need to run back in to grab my...

3 years ago
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Jenna again

I walked into a bar and when my eyes adjusted to the dark I saw a woman at the other end.It looked like Jenna from the pool.I hadn't seen or heard from her since the summer.I walked down to her and it was her.When I said Hi she looked up her eyes lit up and a big smile came across her face. "Hi Jaimie!" she said. I sat and she told me all her problems at home.I listened intently but in the back of my mind I was thinking "revenge sex." Finally she asked," can we go to your place?" That is what I...

1 year ago
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Jenna Visits the Neighbor

I walk into my neighbor's yard wearing my pink sundress and my pink sky high wedge espadrilles. I am looking for the new neighbor as I just moved next door. He is working on his patio fixing something. I get closer and say "hello neighbor, sorry to barge in but yesterday you said I could come in anytime" "sure Jenna what can I do for you?" I ask some trivial question about the power company and move towards the hot tub "you have a hot tub? How wonderful". I bend down at the waist and...

1 year ago
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The CatalystChapter 19 Relief and a Few Surprises

When we entered the house, we saw a tented note on the kitchen table. It read: “No clothes beyond this point!” The three of us looked at each other and quickly shed our clothes. The girls had already set up three tables in the pool that had beers, bourbon and wine coolers opened in the cupholders. The three of us dove in the pool and swam across to hug and kiss our two sexy ladies. “Welcome home guys, we hope you don’t mind, but we’re so freaking horny we gotta have you play with our...

2 years ago
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Sissy Sister Surprises

SISSY SISTER SURPRISES by Throne Penny and Mina were in the pink bedroom, sitting on the bed, waiting for their wives to return. The sissy husbands had been left there to occupy themselves while their brides were out on a double date with a couple of hunky guys. Penny was wearing a lavender baby doll nightie and Mina's was pale peach. They had their full heads of hair styled into pixie cuts and were fussing with each other's make-up. "I don't know what Janice and Tracy are doing...

1 year ago
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Travel Surprises

Travel Surprises - By Stats "Bob, will you quit arguing. We have agreed for some months now that we would shop for clothes in Portland. It is just a simple matter of taking a morning plane from Tacoma to Portland. Renting a car in Portland. Go to a couple of shopping malls to buy a complete Christmas wardrobe for you. Spend the night on the town. And we return on Sunday afternoon. Now don't distract me, I see the Airport exit is the next right and I don't want to miss...

3 years ago
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Surprises

I had always hated surprises. They made me anxious. I overthink them. He told me he had a surprise for me when I got home from work. I worried about it for hours, wondering what it could be. I thought about things I had asked for recently, everything I could possibly imagine. He hadn’t given me any clues as to what it was, so I guess I’d just have to wait. Finally, after what seemed like an eternity, I left work and started the long drive home. It was torture. Twenty miles of wondering.When I...

2 years ago
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Heels The Ultimatum Chapter 10 More Surprises

Heels: The Ultimatum 10 - More Surprises By Deane Christopher Copyrighted 2003 Synopsis of Chapter 9: Alterations The heels, adhering to their prime directive to enrich Dennis' life, had taken the metaphysical leaching process a step further. On the day of Dennis and Gale's marriage, beginning with the happy couple's first kiss as a wedded couple, the heels, via the magical potential they had replicated within Dennis himself, had begun to gradually create a carbon copy...

3 years ago
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Full of Surprises

Full of SurprisesI got the text around midday. My lovely wife Linora, I skimmed covertly under the table whilst Muller blabbed something about last month's projections. She'd bought something. She wanted to try something new. I didn't know what that could mean. But Muller would be an ass bigger than Linora's if he saw me texting."Yeah, sounds good," I tapped. Probably a new brand of pasta or something."Sweet, see you in bed ;D," she replied."//Bed?//" I thought, "//Uh oh. What did I just agree...

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