Jack & I Spank Each Other free porn video

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I had watched my Mum spanking Jack when he was stark naked. Jack was the boy next door and in the last story I was punished when Mum found out how I had made him come all over the wall and carpet after his spanking.   

My mum worked as a volunteer at the local library each Saturday morning so Jack made his excuses at home and snuck round to my house. We’d both found the spankings a real turn on, and I knew where Mum kept all the implements she’d used on us both.

We couldn’t decide who would spank who first so we wrote ‘cane’ and ‘bend over’ on two slips of paper and drew them from a bag. I opened mine first - ‘bend over’. Jack grinned and adjusted the growing bulge his trousers.

“Take off all your clothes, Alison,” he said very strictly.

I was feeling incredibly sexy and a little nervous as I removed my top, jeans, shoes and socks. Jack adjusted his erection to ease the pressure as he watched me take off my bra and finally my panties. His eyes were drawn to my totally hairless slit and he slipped his fingers in to find my juices already flowing. 

“Bend over the arm of the sofa,” he instructed. 

He moved up behind me and I felt his erection push in between my butt cheeks as he ran his fingers around the nipples of my firm breasts. Then he eased my legs wide apart until he had a good view of my dripping quim. 

I tensed as he picked up the cane; then, as he moved round behind me, he pressed his hand on my back to force my bum out more. Swish, swish, two strokes landed, one across each cheek, and the stinging sensation shot through my body making me cry out but I didn’t move.

Jack bent down and examined his handiwork and slipped his fingers inside my slit, rubbing my hard clit until I moaned.

Swish, swish, swish. The first stroke took me completely by surprise, followed so quickly by the others that it all became one huge pain shooting through me and I couldn’t help but leap up, rubbing my bum. Jack watched in obvious pleasure as my tits bounced in time with my leaping.

“Bend over, Alison,” he said, “Two more strokes.”

He ran his fingers along the latest red marks then swished the cane twice in preparation and I could feel the air across my cheeks. 

“Ready?”

I just pushed out my bum in reply. 

Swish, swish, the last two criss crossed my taut bum cheeks, sending new shockwaves through my body, and I actually cried, in relief and at the pain.

Jack’s fingers found my slit and he rubbed along my clit again.

“You are a very, very naughty girl, Alison,” he said his voice going husky, “I am going to punish you between your thighs.” 

He made me lie down on the sofa, then brought my legs up so that my knees were touching my breasts, exposing my slit totally. He eased open the full lips and found my clit, which was now rigid. 

He picked up the riding crop that my mum used on me last time. “Keep still and I will give you just six strokes with this.”

He flicked the leather tongue in the air then, thwack, a fairly gentle stroke across the slit which was a very pleasurable experience. Thwack, thwack, two more, a little harder, sent a shudder right through my body. 

He looked down at me to check he was not hitting me too hard but I was desperate for more,.“Harder!” I cried.

Thwack! A bolt of lightning shot through my clit and erupted somewhere in my stomach. Pain followed by ecstasy! I nodded encouragingly.

Thwack! Almost too hard but worth it for the waves of pleasure running through my cunt. I didn’t want this to be the last one so I purposely put my hand across my slit.

“Two more strokes,” he smiled.

I had barely taken my hand away when he struck, thwack, thwack! The last one a stinger that was agony for a moment and then I came, shuddering, for what seemed an age. Wow! 

Finally I was able to get up. I was feeling so randy and couldn’t wait to return the favour and enjoy studying his body. 

I stood directly in front of him, legs apart and my boobs pushed forwards and said “Now it’s your turn, Jack. Take your clothes off.” 

He could see from my face that I was not planning to be lenient, but he knew it was no good arguing. His eyes flicked between my firm tits and my shaven slit as he removed his clothes. I watched with growing arousal as his shirt then trousers and finally his underpants came off to reveal a gorgeous firm body and erect, thick penis.

Now I was torn between wanting to spank him and wanting him inside me. 

I decided to spank his cock first. “Lie on your back on the carpet,” I told him.

I picked up the riding crop and stood astride him so he could see my juicy slit. He reached up and pushed his fingers deep inside me.

“Aaargh!” he yelled, grabbing his cock in shock as I’d flicked the tip of his swollen erection with a deft flick of the crop.

“I’ll tell you when you can touch me,” I warned him.

Then I knelt down astride his legs with my thighs apart. His cock responded as I hoped and grew harder, pointing rigidly at the ceiling.

I put my hand round his thick erection and eased the foreskin back to reveal the glans, oozing with pre cum, and enjoyed hearing the groan which followed.

“Don’t try to protect him or you’ll get extra strokes” I warned him as I rubbed his juices around the glans.

I moved back to get a better swing and rubbed my oozing quim against his knee. I was gagging for it now. Thwack, thwack, thwack, I flicked the leather tongue of the crop across the shaft, left, right and left again which swung his rigid member like a metronome. He kept his hands by his side but cried out at the sting of the crop on his cock.

I stroked his penis again, rubbing juices along the slightly reddened shaft and eased down the foreskin to give me a good shot at the head. Thwack, one stroke directly across the glans. 

“Fuck me, that stings!” he cried moving his hand up. Then he groaned and I recognised the wonderful follow up sensation that I had felt a few minutes earlier.

I smiled, “Two extra strokes for trying to stop me and for swearing.” 

“You never said anything about swearing,” he argued. 

“Shall I make it an extra four, or will you stop complaining?” I replied.

He nodded in compliance and put his hands back by his side. 

I was so wanting that cock in me now but he had four more strokes to come. I rubbed myself hard against his leg and got ready for the crescendo. This time I was going for four strokes, one after the other, back and forth across that swollen glans and I planned to end with one on the very tip of his cock.

Thwack, thwack, thwack, thwack, followed by a cry from Jack as my planned cock spank worked perfectly, including the stinging flick on the tip at the very end.

His cock was thick and rigid and both our juices were flowing. I knew I was supposed to spank his bum now but I couldn’t wait any longer. I moved up into position over his cock and lowered myself on to his bone-hard member which pushed deep inside me. I’d never had anything so far inside me and pushing against the walls of my cunt. 

The sensations were amazing and somehow kept going for ages despite us being so excited. Then he came with a loud groan, thrusting up inside me, and moments later I came too, exquisitely and noisily, the sensations shooting through my body until we both collapsed in a heap, locked together. 

 His cock was still big but going softer. “Are you going to spank my bum now?” he grinned.

I put on my serious face, “I’m sorry, Jack, but I don’t think it would be a proper punishment now. I suggest we arrange another date and try again.”

He slid his fingers into my slit, “I think you’re right. I guess we’ll have to start all over again!”

 

 

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Hello Jenny ClarkJack was forced to take a break from seeing Charlie and H10 ... due to a couple of business trips. A 4-day trip to Los Angeles ... followed by a 5-day trip to Las Vegas. By the time he got back home ... Jack had no energy for either. Jack was never one to turn down a chance at care-free sex ... but he was human, despite the claims of some women! He let a few week go by ... intentionally staying away from H10 ... taking a break from the high-paced expectations! He felt he owed...

3 years ago
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Jack Be Nimble Jack Be Quick Jack The Neighbors B

My downward spiral into a submissive bottom slut started late in life. I'm still very much in the closet and outwardly I appear as the perfect suburban husband, father, employee and neighbor. I love my wife and family but I recently found a new hobby that I crave with a passion; I can't get enough of my neighbor's big hard cock. It all started innocently enough. I'm an economics professor at UC Santa Cruz and my office is in one of the older buildings on campus. The basement of my building has...

2 years ago
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Jacks Big Life Chapter 6

Jack took a deep breath.He was very happy. A chance meeting with Charlie had left him physically drained - and sexually satisified! Recollections of watching his cock being pumped between her giant tits made him smile. It seemed as if his "dry spell" was finally over. The following day, he took off for Made Man - a "members only" gym afforded to him by Forbes. As he worked out with Jason Green, a friend he met there, his life took another positive turn. Like Jack, Jason was single - and led a...

4 years ago
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Jack Meets With HR

He’d been at the company for two years but his six-monthly reviews were carried out by his line manager, Lucy Bishop. Today though, he had been called to an HR meeting with the HR manager, Sarah Lawson.Jack was thirty-one-years-old and a well thought of highflyer in the company. His sales record was superb and he was quite often seen as the go to person when more junior staff needed help.Lucy Bishop was forty-two-years-old and Jack liked reporting to her because she had a haughty manner and a,...

Spanking
2 years ago
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Jack of All Trades

Jack of All Trade by EmileDon't read this if you are underage.  This is fantasy, stick to consensual sex._____Jack Harper reclined on the white silk sheets, his bronzed torso rippling beneath the halogen lights. On both his solid pecs, his large dark nipples stood erect in the breeze that wafted through the photographic studio, matching his bulging dicklump in the tight black speedos, that jutted forward from over his large balls thanks to the hidden thick chrome cockring. He raised one arm up...

3 years ago
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Jacks Christmas Present

Jack's Christmas Present(i****t - mother/son, mother/daughters, brother/sister, sisters, lesbian, oral, anal, first, teen, group (FFfm)) IntroChristmas time in the first few years since Virginia's divorce had been fairly difficult. Her husband had ran off with a younger woman leaving Virginia to raise their three c***dren. That had been in 1992. It was now 2002 and Virginia had managed to fully get over the absence of her other half. She barely thought about him now.When her husband had gone...

4 years ago
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AEROBIC SPANK

My wife (now ex-wife) Sonia was an aerobics and yoga instructor. She worked for a small studio in the California mountains. There was also a boutique attached to the studio, where she worked as a salesperson/cashier, selling workout clothes and accessories. One day, I stopped by her favorite deli and picked up some sandwiches and soup to take by as a surprise (actually, I did this a couple of times a week, so I don’t know how big a surprise it was). When I arrived at the studio, I was the one...

Spanking
2 years ago
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Jack Redman

CHAPTER 1 Six years on from college graduation, Lana, Chloe, Jo and Addison met for their weekly Friday lunch at the Palm Court Café in the heart of the gallery of Palm Court Mall. From such a strategic location they could let fly waspish asides on unfashionably dressed women, wave to people they knew and rev up their hormones by watching, minds racing, the occasional credible hunk passing by and checking out their tits. Jo Lund had been last to arrive, her face an excited pink. ‘Babes do I...

3 years ago
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Jack in the Cast

The light knocking on the door caused Jack Benson to take a deep breath, grit his teeth, and finally call out. "Yeah, who's there?" From behind the closed bedroom door came the low voice of Kathy Collett, "Jack, it's Kathy. Can I come in?" Sighing loudly, Jack answered, "Ah yeah, I guess. Come on in Kathy." "I brought you a present for Valentine's Day," she began as she swung the door open and waltzed into the room carrying a wrapped box, a bouquet of flowers, and a card. When her eyes came to...

Oral Sex
3 years ago
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Jack in the Cast

The light knocking on the door caused Jack Benson to take a deep breath, grit his teeth, and finally call out. “Yeah, who’s there?” From behind the closed bedroom door came the low voice of Kathy Collett, “Jack, it’s Kathy. Can I come in?” Sighing loudly Jack answered “Ah yeah, I guess. Come on in Kathy.” “I brought you a present for Valentine’s Day.” She began as she swung the door open and waltzed into the room carrying a wrapped box, a bouquet of flowers and a card. When her...

1 year ago
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Jack in the Cast

The light knocking on the door caused Jack Benson to take a deep breath, grit his teeth, and finally call out, “Yeah, who’s there?”From behind the closed bedroom door came the low voice of Kathy Collett, “Jack, it’s Kathy. Can I come in?”Sighing loudly Jack answered, “Ah yeah, I guess. Come on in Kathy.”“I brought you a present for Valentine’s Day,” She began as she swung the door open and waltzed into the room carrying a wrapped box, a bouquet of flowers and a card. When her eyes came to rest...

3 years ago
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Jack No More

It was hopeless. Utterly, utterly hopeless. Jack was stuck tight, and there wasnothing he could do about it. Traffic had him pinned in, and he was going tobe late for his conference call. Five minutes from his apartment, he glaredat the light, willing it to turn green. Finally it did, and he sped quicklydown the street to his home. Barreling up the stairs, he began undoing his tie, and fiddling with his keys.As he made it to his door, he could hear the phone start ringing. Shit!I hope that's...

4 years ago
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Jack and JillChapter 2

Jack said nothing, but just stared at Jill's torso, covered with his cum. Jill blushed deeply at the intensity of Jack's gaze, but made no attempt at covering herself. Finally standing up, Jack reached down and untied the ropes around Jill's ankles. Reaching down, Jack took Jill's hand and helped her stand up. When Jill stood up, Jack knelt in front of her. When Jack reached to the button of her jeans, Jill said nothing, but bit her lip in expectation of what was about to happen. Jack...

2 years ago
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Jack and DeniseChapter 25

Getting Jack to go to see Jill at work turned out to be a whole lot easier than Denise expected. When she'd gotten home after lunch with Jill, Denise had unconsciously tossed the coupons on her desk, next to her computer monitor before she called Staci. Over the next couple of days she looked at them often, but failed to move them. By Friday, she had managed to bury them under her Computer Organization homework and forgot where they were. She was quietly studying when she heard a knock at...

4 years ago
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Jack and DeniseChapter 3

Jack was running late. He had stopped to speak to his Algorithms professor regarding his last assignment, and after checking his watch to be sure he had time, paused in the student union's game room to get a soda. As his coke came out of the machine, he heard the bells ringing at the nearby St. Bartholomew's Cathedral, 4 o'clock. Looking down at his watch, which still read 3:45 pm, Jack realized that the battery must have died. Grabbing his can and stuffing it in his bag, Jack sprinted...

4 years ago
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Spank me

Sari was a hard c***d to handle. She was both beautiful and sexy. She had no mom, just she and her dad. She loved to use her body for anything she wanted. Guys would give her anything to just get to touch her and sometimes fuck her. A week ago during the night she had Jim sneak into her bedroom. She undressed him and then she stripped for him. She rubbed her large tits up and down his body making his cock hard. She played with his cock and saw it begin to leak cum which she wiped with her...

4 years ago
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Spank Me I8217m Coming

“I Love That”, My girlfriend, Joy, Moaned. She was kneeling on the bed, her lovely ass naked, her dark blond-haired pussy just visible between her fantastic buns. I had been squeezing and pinching those tanned globes. “You’re not suppose to enjoy it!” I snarled. She had been of the guys at the party and i had wanted to punish her for it even though i wasn’t all that mad. I grasped my heavy cock and...

3 years ago
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Jack and DeniseChapter 11

Jack moved down to Denise's hard pink nipples and began sucking them hard, not caring that her chest was covered in his cum. Denise moved her hands to the back of his head and pressed him closer, trying to get him to take the full breast in his mouth. Jack tried to oblige, sucking in a large portion of her right tit and leaving a large red mark on it. Denise moved his head to her cleavage and moaned contentedly when he began licking the flesh between her perky breasts, cleaning his previous...

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