Now I Own You free porn video

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Penny’s online naughtiness develops into a real-life experience of bondage, discipline, power-play, pain, and pleasure

My online friend, Jack, is the only person who knows the real me. To the rest of the world, I am a good wife, a great mom, and a respected business woman. And everyone always thinks of me as innocent. They don't seem to notice that mischievous twinkle in my eyes. But Jack knows the real Penny. The Penny who wants to be a submissive slut.

My husband does not understand my needs. How can he? He's a good, moral man. He loves me tenderly. He caresses me gently. And I adore his sweet, sensual touch. But sometimes, many times, I secretly crave some not-so-soft touches.

I am a faithful wife. I cannot bear the thought of betraying my husband or destroying my family. So I go online at night, when my husband is not home. And I watch dirty movies while I pleasure myself... repeatedly. Or I have filthy chats with my online friend in which I share all my secrets and fantasies. Sometimes, we even talk on the phone, while my vibrator brings me to heavenly orgasm.

But the fire still burns within me. These chats and movies are not quenching my thirst as I hoped they would. Instead they simply add fuel to my fire.

And I want more.

"Penny, are you ready to take this to the next step?" Jack asked me.

"I...think so." I replied, a bit tentatively.

"Well, as you know, I'll be in New York tomorrow. So, if you are certain that you are ready, then come meet me in my hotel at 2:00 PM. Room 412."

"I'll see if I'm available." That's what I said, but what I really meant was that I'd see if I have the guts to finally live out some of my fantasies. And betray my husband.

------------

I went into the elevator and took it up to the fourth floor. I hesitated as I walked slowly toward room 412. I knocked ever so gently on the door ‘tap, tap.’ There was a part of me that was feeling nervous and a bit shy, and kind of hoping that he may not hear me.

"Hi Penny! Come sit down."

I walked into the hotel suite, and sat on the couch while Jack sat on the chair next to me. We looked into each other's eyes. Jack held my hands in his. I smiled at him, excited to finally touch and be touched by the man I have fantasized about for several months.

"Wait right here, Penny. I have a gift for you."

Jack left the sitting room and a returned a few moments later with something in his hand.

"Do you know what this is, Penny?"

"Umm...yeah, I guess so."

"Lift up your hair." I put my hands behind my head and into my long brown hair, raising it off my neck and shoulders.

Jack came up behind me and fastened a black, leather collar around my neck.

"Now I own you."

Ooh, how I've longed to hear those words. I suddenly felt more alive than I had ever felt before. My heart was beating loudly within the walls of my chest. And I could feel my blood pumping through my veins.

"Penny, I must go to my meeting now. But I do plan on spending the entire day with you tomorrow. Meet me here at 9:30 AM sharp. Make sure you bring your collar. I also want you to wear something very sexy under your clothes tomorrow, so that I can have fun unwrapping my new toy. Oh and bring those sexy pink panties of yours that you showed me in the first picture you ever sent me."

------------

When you're married eight years and have 3 kids, sometimes you just don't feel sexy. I have a beautiful, tight figure, but my husband barely even notices me anymore. I felt a rush at the thought of dressing sexy for a man who will appreciate it. And I wanted to look my absolute best.

I put on a black satin overbust corset that proudly displayed my cleavage and sexily laced up my back. I put the tips of my toes into my sheer black stockings and slowly inched them up my legs, attaching them to the garters hanging from the corset. I slipped on a tiny black lace thong which fit snugly against my firm bottom and bald pussy. And I adorned my petite feet with tall shiny black heels. Finally, I picked out a dress to wear -- a form-fitting leopard print dress, that showed off my every curve.

With my collar and pink panties in my purse, I was ready to go meet Jack for our day of living out our fantasies. I hoped that I would enjoy the real-life play as much as I enjoyed my pretend play with him.

------------

Dolling myself up took some time, so I was running a bit late, but I managed to get to the hotel at 10:00 AM. Jack was already waiting for me outside. He looked a bit ticked at me for being late, but more so, he appeared excited to see me.

Jack walked toward me, took my chin between his thumb and forefinger and brought my face to his. He gave me a long, passionate kiss on my moist lips, as his hands worked their way down my back, only stopping when he reached my bottom. He gave my cheeks a hard squeeze and whispered into my ear, "Making me wait half an hour for you was a big mistake, young lady. You'll pay for that later."

Hearing those words caused a tingle within me that I had never felt before. I was aroused at the thought that I might be punished today. The juices of my pussy were trickling into my skimpy panties. And my nipples were hardening beneath my corset. My body was aching with desire and I pressed myself against him as I moaned softly, quietly letting him know what was happening within me.

"Penny, I thought we might do some shopping before we get started. Let's go." Jack put his arm around my tiny waist as we walked through the crowded streets of Manhattan. There was a part of me that was worried about being seen by a friend or family member. But there was a bigger part of me that simply did not care. At this moment, all I wanted, was to belong to him.

What kind of shopping did Jack have in mind? I wondered. Perhaps he wanted to buy me something sexy to wear for him.

Jack stopped in front of a shop called The Sex Toy Emporium. Hmmm...toys? That could be fun.

We walked inside together, looking like a couple instead of two people who were married to two other people. I felt a bit shy and nervous as I had never been inside one of these unsavory places before.

First, we explored the first floor which had all sorts of vibrators. I had fun examining each one with my fingers and imagining how it would feel to be pressed up against or pushing inside my dripping pussy. There were also many butt plugs, some were made of a squishy material and others were made of glass. Those looked a bit frightening to me.

"So, what do you want to get, Jack?"

"What I'm looking for is upstairs. Come up with me. I need your help for this."

We walked up the stairs together. There were so many toys on the first floor. What could he possibly need that wasn't here? I couldn't imagine what Jack was looking for.

As we reached the top step, my brown eyes opened widely, taking in everything I was seeing. There was a room filled with rows upon rows of masks, collars, gags, whips, floggers and paddles. There were two cute girls looking at the masks, trying them on and giggling. I gave one of them a nervous smile as I followed behind Jack.

"I was thinking about investing in a nice leather paddle, but I need your help picking one out."

"Ummm, I don't really know much about paddles. In fact, this is the first time I've ever seen one." I replied.

Before I could finish my thought, Jack reached for one of the paddles and gave me a whack on my backside.

"Cut that out!" I was a bit embarrassed. The two girls were watching us closely. But they seemed to be enjoying the show.

Jack put the paddle back and grabbed another. This one was a heavy black leather paddle, shaped like a long rectangle. Jack held the handle of the paddle, and before I could get my ass out of the way, he landed another smack on my bottom. This one caused me to leap forward a bit and let out an "Owwww!"

"Thank you for your help, Penny. I'll be getting this one. There's one more purchase I need to make, but it's upstairs."

"There's another floor?" What else could this place possibly have? I followed Jack upstairs yet again. This time I only felt confused. There was all sorts of medical-looking equipment on this floor. Jack grabbed something that looked like a metal syringe. I wasn't sure what it was, but I was definitely nervous.

We went downstairs and Jack paid for his purchases. We left the store together. A car drove by and stopped in front of us. It was the two girls from the store. "Have fun guys!!!" They shouted as they drove off.

------------

Back in the hotel room, Jack took a seat on the couch and pulled me into a sitting position on his lap. He kissed my lips with his, and pushed his tongue between my parting lips, exploring the insides of my mouth.

"Did you bring your collar?"

"Uh huh." I opened my purse and handed the collar to him. I moved my hair to the side as Jack placed the collar around my neck for the second time.

"From this moment on, you are to only address me as Sir. Understood?"

"Yes." I answered.

"Yes, what?"

"Oh. Yes, Sir."

"Good girl." Jack said as he lifted my dress over my head and tossed it aside. Jack stared at me for a moment, just admiring my body. He ran his fingers over the top of my bulging cleavage.

"Stand up and turn around."

I did so without a word. And Jack inspected me from behind. He untied the laces of my corset and then tightened them, cinching my waist even more.

"You look amazing, Penny."

"Thank you, Sir."

"We're going to have a safe word, just in case you feel like anything is getting too out of hand. If you feel that way, you need to say, ‘red light’. Okay?"

"Okay, Sir." Safe word? Why do we need one? Is he going to actually hurt me?

"Now I want you to walk to the door and then walk back to me. Shake your hips a bit. Be sexy."

I started walking to the door, swaying my hips from side to side. I felt a bit embarrassed being on obvious display like this. I walked back toward Jack, our eyes locking, and a mischievous smile forming on my lips.

"Get on your knees."

I got on my knees before him, my body between his open legs. Jack took a length of rope and tied it through the ring in the front of the collar, creating a leash.

"Now crawl to the door and back to me."

I turned around and crawled away from Jack, my ass wiggling back and forth. When I turned around to crawl back toward him, I saw his new purchase in his hand. Jack stood up and grabbed my leash.

"Keep crawling."

I crawled around while he led me by the leash. I definitely felt silly at this point. But I was also quite aroused. I secretly felt ashamed and freakish that I was turned on by this.

"Whack!" Jack smacked my ass with the leather paddle.

"Ow!" I stopped and looked up at him with big pleading eyes.

"Keep crawling." Jack said as he landed another crack on my bottom.

"Ow!" I shouted again, but this time I kept crawling. Jack laid a few more smacks on my aching backside as I crawled around his hotel room.

"Now I want you to climb onto the ottoman and get on all fours."

"Yes, Sir."

Jack stood in front of me holding the paddle in his right hand and a flogger in his left hand. The flogger had dangling strands of leather and fur. "It's time for me to punish you for your tardiness. Choose one and you're going to get ten spanks with it."

I already knew the harsh sting of the leather paddle. I pointed to the flogger, uncertain as to whether or not I was making the right choice.

Jack walked around me. I could not see what was happening, but I heard a loud, "SWOOSH!" as the flogger came down hard on my sensitive skin. It definitely stung, but the paddle was so much worse. My bottom was struck four more times; the pain increasing with each one. Then two on the back of my right thigh. Ooh, the skin there is so sensitive! Two more on the back of my left thigh. “Yeow!” And a final harder blow once again over my burning derriere. "AAAAH!"

"Stand up, Penny; you're doing great."

I stood up and rubbed my stinging cheeks . Judging from their warmness, I was certain that they were already quite pink. Jack took my place on the ottoman in a sitting position. And I was standing next to him.

"Last week I asked to you to remind me about the first chat we ever had. But instead of reminded me, you teased me for being so forgetful. And that was hurtful."

"C'mon, I was just goofing around." I really was just kidding around. At the time I thought it was funny, but suddenly it seemed like a very big mistake.

"Well, you mocked me. And that was very childish of you. Don't you think? So now you're going to be punished like a bad little girl." And before I could protest any further, Jack took me by my arm and pulled me across his lap. He held me tightly over his knees as he spanked my bottom with his bare hands. I was definitely feeling some heat on my cheeks at this point, but I loved the sensation of being across his lap. And being disciplined like a naughty child.

The spanking stopped briefly as Jack grabbed the waistband of my little black thong and slid it down my thighs all the way to my knees. I felt a bit humiliated. But I liked it. Jack continued with my spanking. With each slap, I could feel his cock growing stiffer beneath me. The spanks were getting harder, faster and more intense. My legs were kicking so furiously that my panties went flying across the room. My entire body was tensed up and squirmy as I tried my best to get out of harm's way. I finally managed to roll myself off his lap and onto the floor. I pressed my bottom against the carpeted floor, protecting myself from any more swats.

"You have three seconds to get back over my lap."

"No. I can't do it anymore. I can't!" I cried as I shook my head from side to side.

"Or you get the paddle again. One...Two..."

I wore a pout as I crawled back over Jack's knees. My already marked up behind on display once again.

"Look how nicely you climb back over my lap. Even though you know what I'm going to do to you." This time Jack locked my legs in place between his own legs. I could hardly move at all. And with that my spanking continued. His merciless right hand came down hard, taking turns with each cheek. I felt so foolish as tears ran down my face. I truly felt like a punished little girl.

But just when I felt like I couldn't take any more of this harshness, Jack's fingers creeped over my ass and found the warmth of my pussy. He gently ran two fingers around my labia and said, "I don't even have to go inside to see how wet you are." He took his soaked fingers and pushed them into my mouth. I hungrily licked and sucked my pussy juices off his digits, enjoying my own sweet taste. My eyes opened wide in amazement at the reaction Jack was able to elicit from my body. I was filled with arousal and excitement as I was getting to know my newly-discovered submissive self.

"My body belongs to you. Do with me as you please."

------------

When you're having a good time, you can forget to do simple things... like eat. Our limited time together was going by quickly and we hardly even noticed our hunger. But when our stomachs started growling, Jack wisely suggested that we find something to eat.

There was an old-fashioned Italian restaurant a few short blocks away. The decor was charming with its muted lighting and striking antique fixtures. And the food was delightful. The only thing that could have been better was the softness of the seats. They definitely needed more cushioning. I sat gingerly on the hard wooden chairs, shifting my weight from side to side as my bottom ached beneath me.

"I am very much looking forward to pushing you even further." Jack declared.

"Further?" I questioned as my fork fiddled with the last remaining ravioli on my plate.

"Well, yes. All I really did so far was spank you a bit. I can be more creative than just walloping you." Jack asserted as he stuffed the final forkful of his gnocchi into his mouth.

"I trust you, Jack. So I'm just going to hand myself over to you, and you do with me as you wish. Okay, Sirrrrr." I emphasized the 'sir' in a slightly sarcastic tone.

"I'm not kidding, Penny. You are really going to learn some things about your limits."

------------

Jack took me out onto the balcony of his suite.

"Do you think anyone can see us here?" I asked.

"Who cares?" He replied as he lifted my dress up and over my head. Jack planted some soft kisses on the top of my cleavage as he began to unhook the front of my corset, exposing my perky breasts and erect nipples. He got onto his knees and pulled my lace panties down a bit, kissing my smooth bare skin.

"Did you do this for me?" He questioned as he ran his index finger up and down my freshly shaved pussy.

"Yes, Sir. I thought you might like it." I responded.

"Well, you were right." He gave me a few kisses on my bald lips, while my legs quivered against his face.

"No, no, no. Not yet. You don't cum without my permission."

I felt slightly disappointed, but I liked that Jack was controlling my pleasure. I stood on the balcony completely naked while Jack fondled and caressed every inch of my body.

"Go sit on the couch. And open your legs wide." Jack ordered.

I walked back into the room and sat in the middle of the couch with my legs stretched open to each side. Jack walked toward me with four long pieces of rope in his hands. He tied a knot around my right ankle, slipped the rope through it and went around 3 times creating a cuff. He took the other end of the rope and tied it to the leg of the couch, so that my right leg was completely open and immobile. He then did the same to my left ankle. Smiling at me, Jack took the remaining two lengths of rope and tied them around each wrist in a similar fashion. With my arms extended out, he tied the opposite ends of the rope to the back legs of the couch. At this point, my body was stretched open and I could hardly move at all.

Jack licked his fingers and rubbed them over my exposed genitalia. He gently pinched my clit between his fingers and pulled on it a bit, forcing a soft moan from my lips. Then he took a clear plastic cylinder and placed it right over my clit, attached a pump to other side and started pumping on it.

"Aaaaah!" What an intense feeling! My meat was being sucked up the tube. I watched as my clit grew longer and thicker, slowly filling up the cylinder. When the pressure reached its max, Jack released the pump, leaving the cylinder attached to my swelling love pearl.

Jack went back to his case and took out a powerful plug-in vibrator. He turned it on the low setting and pressed it against my wet opening.

"Mmmmm." The vibrations felt so good.

"No cumming." He reminded me in a stern voice as he continued moving the vibrator around my lips and on my covered clit.

Jack released the suction of the cylinder and took it off me. I looked at and admired my now puffy and engorged clitoris. He lifted up the vibrator and was about to put it on my swollen flesh....

"No, that's gonna kill! It's too sensitive now. Seriously!"

"Shhh." Jack put his finger over my lips to quiet me. He took out some metal nipple clamps with a connecting chain. And clamped my right nipple and then my left. I squealed from the sudden sharp pain. Jack took the chain that was hanging between the clamps and put it into my mouth. Then he did exactly what I was dreading. He put the vibrator directly on the swollen head of my clit.

"AAAAAAH!!!!!!!!!" I screamed as I spit the chain out of my mouth. I tried to scooch my bottom a bit, in a worthless attempt to get my sensitive button out of the way. But I could really only move an inch or two. The ropes were holding me tightly in place.

"I don't like it. Stop! Please stop." I really felt like I couldn't take it anymore. My cheeks were still stinging from earlier in the day. And now, my tender clit was burning. My nipples were sore and aching too. And my feet were getting numb from the ropes. I knew I could utter the safe word and all this would be over, but I was afraid that I would feel like a failure. Or ruin the game.

"This isn't about what YOU like or don't like, Penny."

"Please, I really really hate this!" I said in a whimper, my tears starting to trickle down my cheeks.

"Then why is your pussy betraying you?" Jack asked as he turned off the vibrator and pushed his fingers into my dripping cunt.

Jack untied me and took me onto his lap. I leaned against him, sobbing as he stroked my hair.

------------

"Did you remember to bring your pink panties?"

"Yes, Sir." I responded as I reached for my purse and pulled them out.

"Well, put them on."

I bought those panties not too long ago, when I first began exploring some of my fantasies. I remember seeing them in the lingerie shop and thinking 'those would be perfect for spanking!' The feminine pink lace. And the cheeky view in the back. I slipped my legs into my lacy pink panties and pulled them up.

"I want you over my knees again."

This time there was no protesting. I simply walked over and laid myself over Jack's lap, like a very good submissive girl. The tips of my toes were touching the floor behind me while the palms of my hands were touching the floor in front of me. And my long brown hair was draping over my face.

My skin was still somewhat pink and tender from my earlier spanking and paddling, so Jack went a bit easier on me this time. Just a bit. He lifted his right hand and came down hard on my exposed skin, spanking each cheek, alternating with a rhythm. He wedged my panties together in order to reveal more of my flesh and continued.

No complaining. No whining. No whimpering. I was toughening up.

"Get up, Penny. You have to see this." Jack led me to the full length mirror.

"Look, your ass is the same color as your panties!" My pink cheeks were in fact just as pink as my lacy panties.

"Wow! Nicely done, Sir." It really was a nice view.

"I know about all those spanking videos you watch at home every night. Is this what the girl's ass looks like at the end of the clip?" Jack whispered in my ear. I nodded my head.

--------

Jack went back to his case and pulled out a satin blindfold and that metal syringe which he purchased earlier in the day. I must admit that I was a bit scared at this point. But I trusted him. Jack blindfolded me and led me over to the ottoman. "I want you on all fours with your ass up high." I got on my hands and knees and raised my bottom. Jack pulled down my pink panties and left them around my knees. I felt his lubed up finger circling my asshole and then penetrating me, and that felt really nice. But then I felt the cold metal tip of the syringe entering my most private area. I started to wonder what was being done to me, but then I felt a sudden rush of warm water flooding my insides. It was an enema syringe! I stayed very still as Jack filled me up with the water. When the syringe was empty, Jack walked away, but I could hear him refilling it. He came back and emptied the second syringe-full of water into me. I could feel my belly getting quite full and I was having a few cramps from all the water. Jack put one hand underneath me to rub my belly, and with this other hand, he was filling me up with a third dose of water. My petite body couldn't handle any more; some of the water started to drip onto my thighs and panties.

"Hold it." Jack ordered me.

I squeezed my cheeks together, trying to hold in all the fluid. After Jack saw that I was managing to keep everything in, he turned on the vibrator and started rubbing it against my pussy. I was moaning from the pleasurable sensations, but too afraid to "let go" because I was scared of the mess I might make.

The cramping was getting worse. "Ow! Please let me go to the toilet. Please, Sir. I can't hold it much longer."

"Off the ottoman and get on your knees on the floor." Jack suggested, thinking a change in position might help me keep everything in a bit longer.

I got onto my knees, panties still around them, clenching my cheeks together and holding all the water in. My insides were aching. Suddenly, I felt warm flesh pressing up against my lips. I opened my mouth, eager to accept this new visitor.

"You may go to the toilet right after you make me cum."

I licked up the right side of Jack's swollen cock, and then the left, getting him wet with my saliva. I twirled my tongue around the head and then flicked my tongue right under his cock head. I opened my mouth wide and moved my head up and down along the length of his shaft, while at the same time moving my tongue back and forth. My right hand began gently massaging his balls. I had to work quickly. I had to get this water out of me! I licked my left hand and wrapped it around his member, moving up and down, jerking him, while I bobbed my head in perfect rhythm. I pressed my lips to increase the pressure a bit. I could feel him getting more swollen in my mouth. I tightened my grip and started going a bit faster. And finally, I could feel my prize was about to come. The swollen meat inside my mouth was twitching as a stream of cum started squirting out. Jack pulled himself out of my mouth quickly and splattered his heavy load all over my face, mouth and hair. I could feel the warm liquid dripping down my chin and onto my naked breasts.

I quickly jumped to my toes, my panties sliding to my ankles. "May I go now? PLEASE!"

Jack removed my blindfold and put his arm around me. "Look at the clock. It's 7:32. You may go at 7:35."

We watched the clock together. Time moved very slowly. I was hopping from one leg to the other, trying to distract myself from the uncomfortable feeling. And trying to keep everything inside.

"7:35!" Jack announced.

I kicked my panties aside and skipped to the bathroom in an obvious hurry. I locked the door behind me, and admired my cum-covered reflection in the mirror quickly before sitting down and expelling what felt like gallons of water. It took me about twenty minutes to empty out and clean myself up. I wondered what Jack might be doing during this time. I was soon to find out.

------------

I came out of the bathroom in a much more relaxed mood. Jack was standing by the kitchenette holding a glass of water. There was something white sitting inside the glass. I noticed a knife and a vegetable peeler on the counter. I was very confused.

"Penny, do you know what figging is?"

"No."

"I carved some ginger into the shape of a butt plug. I'm going to put it in your ass and it might burn a bit. I haven't done this before, so if it really hurts, you just need to tell me. Okay? Are you willing to give it a try?”

"Yes, Sir." I was a bit nervous, but also curious to try. And I liked the idea of him sticking things in my ass.

Jack sat on the couch and led me across his lap. He licked his finger and brought his saliva down to lubricate my tight little hole. He grabbed the ginger plug and slowly worked it into my asshole while I squirmed over his naked lap.

"How are you doing, Penny?"

"It's fine." I was trying to be brave. It was stinging a bit, but I tried my best to relax and then it wasn't too bad. Just very warm.

"It looks like you really like it, Penny. Your pussy lips just opened up like a flower. And you have a stream of juice dripping out. My leg is getting all wet from you."

I could feel my face blushing.

Jack reached for the vibrator and started rubbing it up and down my lips. I rolled over and opened my legs giving him better access. He started moving the vibrator around in circles, working from the outside in. I started to feel small ripples of pleasure taking over my body, causing pleasurable muscle spasms in my lower region. "Ouch!" Every involuntary tightening of my anus would cause the ginger to get hotter and hotter. I loved it and I hated it. The pleasure was getting more and more intense. I could feel my orgasm approaching. I rocked my hips back and forth against the vibrator. Jack pressed it hard and deep against my skin.

"I'm about to cum... about to cum...." I said in a breathy voice.

"Ask me for permission."

"Please! May I cum? Please! Please! I'm gonna cum. Please." I cried out, tears forming in my eyes. I was panting and sweating.

"I'm going to count to ten and then you may cum. One...two...three...four..."

"Seriously, I'm cumming. I can't hold it." I begged.

"Five, six, seven, eight..." Jack counted a bit quicker, realizing I was on the edge.

"Nine........ten."

"Aaaaahhhhhhhhh!" I screamed as I reached the peak of my orgasm. I felt warm waves of energy taking over every inch of my body. My heart rate was increasing and my breath was getting heavier. I lowered my hips, getting myself away from the vibrator. My clit had become too sensitive to be touched.

Still in a daze, I heard my cell phone ringing and I ran to get it.

"Penny, the barbecue started an hour ago. Is everything okay?" My husband questioned me.

"I... got tied up with some projects at work. I'll be home soon." Wow! I had totally lost track of time.

I got dressed quickly, grabbed my purse and ran for the door. Jack gave me a big hug and we looked into each other's eyes. Each of us feeling conflicting emotions of happiness that we had finally met and lived out some of our fantasies, and sadness that I was leaving and we didn't know when we would see each other again.

------------

I arrived home close to 9:30 at night. The barbecue was long over. I kissed my husband on the lips, feeling somewhat guilty for my betrayal. We went upstairs to our bedroom. I did not want to undress in front of him because I knew there would be some marks on my bottom that I would need to hide for a few days. I lied on my stomach on my bed, checking my email on my laptop. My husband walked over to me and playfully gave me a slap on my butt.

"Ow!" I screamed out.

My husband scrunched his eyebrows together and asked, "Umm...Penny, why did that hurt?"

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“So, Monica. You’re willing to do this?” “Well, yeah. I mean, it kind of sounds like fun in a way. The boys … well, they’re just interested in sex, and that’s pretty much it. They're all about sticking it in, and … I’ve not even had an orgasm. I don’t know if there’s something wrong with me … but …” Houlihan chuckled. “You’re young yet. To be honest, you probably won’t reach your sexual peak until you’re forty or so.” Monica frowned. “You’re kidding, right?” “No. Young men are reaching it at...

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Andy Anna and Brownie

Anna and Andy are twins. They began having sex together about a month ago. Whenever their parents were gone, which was a lot. In Andy's bedroom, a lamp caught on fire, so they had to remodel Andy’s bedroom. Andy and Anna had to share a bed for two months. Anna doesn't like to wear a bra or a shirt in bed. She usually just sleeps in her panties. The first couple of nights, she couldn't sleep at all. She was so uncomfortable with a shirt and bra on. So on the third night, in the middle of...

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Anything For Georgetown part 10 Monica has some unwelcome news

The spring semester droned on. Monica found keeping up her self-confident persona a bit difficult. The sex with Houlihan was amazing and frightening at the same time. He’d finally satisfied her, bringing her to orgasm, the first she’d ever had with a man. But it was her first and last time. He’d made it clear that since she’d lied to him about having any more stripping parties, then doing the one in late December, was unforgiveable. Always, he held the threat of not getting into Georgetown over...

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Give Me Some Sugar Part 1 Rochelles Tryout

Introduction: A man goes from an obscure loser to a wealthy writer, and reaps more benefits than just money. ​ Life sure is funny is how it plays out. I have never been a religious man, still am not, but I did listen to the Joel Olsteen guy when the times were bad. He was so positive, that helped, but he also talked about how God could make up for decades of crap, in just a few years through super natural increase. Like I said, I am no Christian and am agnostic about the existence of a deity,...

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The Cobbler the Brownies

A Story in the Once Upon a Time… Universe Copyright© 2007 by Stultus Synopsis: An old fashioned Fairy Tale about a plucky young lad who finds love and happiness in a Wizard’s apple orchard. Naturally there is a wicked step-father and some naughty step-brothers that need to get their own ‘just desserts’ as well. Sex contents: No Sex. None at all. Sorry. Genre: Old Fashioned Fairy Tale Codes: Humor, Romance Originally Posted at SOL: 2007-05-22 ************** Thanks to Dragonsweb for the...

1 year ago
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The Cobbler and the Brownies

Thanks to Dragonsweb for the cleanup help with this old revised story! The old storyteller rested his eyes for a moment and took a deep pull from the blackjack of ale that the young cobbler had brought him. Outside the wintry storm still raged, but for the moment he was warmed inside and out and he relaxed for another moment and enjoyed the roaring fire of the inn. "Story telling is always quite thirsty work" he cackled and then drained his blackjack dry and gestured to Mine Host for a...

2 years ago
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Cat and Mouse The Tryout

Cat and Mouse: The Tryout by Bluto "Good afternoon, this is Della Delargio reporting live for WNBC from the financial district. The Protectors, NYC's newest superhero team, has just foiled a bold daylight robbery attempt by The Destroyers, a gang of supervillains who have been increasingly active in recent months. "The Destroyers staged a lightning raid on the Federal Reserve Bank and were about to make a rooftop getaway when The Protectors came charging to the rescue. Here...

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Adventures in Avoiding Downsizing

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Office Sluts Evil Clowns From Outer Space

It was three AM. I woke up to a sudden noise in the bed beside me. I opened my eyes and found Bonnie sitting next to me. “I can’t sleep,” she said. “Close your eyes,” I told her. “And count sheep…” “Please...” she told me. “I had a nightmare.” I sat up. Having a bad dream can have its effect on your whole day. I recalled all the stuff I read about it on the Internet. I turned on the lava lamp. Bonnie was covered with sweat. I got up, found her a dry T-shirt and brought her a glass of water...

Group Sex
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A Come BackChapter 10 Special Brownies

I took a quick shower, not wanting to smell like pool water. Deciding it was hot enough I took out the halter dress I'd just bought. A bright blue, with white and yellow daisies at the hem made it a perfect summertime cook out dress. I was about to put on the strapless bra, when I thought, what the hell, and went bra less. I dried and brushed my hair till it was fluffy and full of bounce. Lightly added mascara and eyeliner, and I was all but set. I crawled on the floor under the bed to pull...

3 years ago
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Brownie Magic

Brownie Magic By Maggie O'Malley Maggie rolled her bike up onto the porch and smiled as she reached for her door key. It was a good day! Any time she got a half-day off from being the evil meter maid was definitely a good day. Just knowing that she would have one afternoon without suffering through the bad weather, her bad knee, and very bad motorists, made this afternoon special. What she had waiting for her inside the house made it pure magic. Maggie walked into the quiet house,...

3 years ago
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Cheerleader Tryouts

From: [email protected] To: [email protected] Subject: Cheerleading (what else?) Hey Em, it's your very-best-friend-in-the-world, but I guess you knew that when you saw the "from" line, right? Duh, my blond is showing again. Anyway, how are you holding up in godawful Cleveland... I still CANNOT believe that your parents could just up and move from beautiful SoCal to the midwest for gods sake... and break up the dynamic duo of Smithfield High cheereleading... but anyway, I still...

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B IS FOR GIRL chapter 3 B is for Brownie

"B" IS FOR GIRL Chapter 3: "B" is for Brownie I tried very hard to be a good girl at school. Whenever the boys made fun of me in the playground, I did my best to pretend not to be upset. But I was lonely. I tried to join the boys in a game of tag, but they told me I couldn't play with them because I was just a girl. So I stayed by myself in a corner of the playground, watching everyone else play. On Friday, at the end of the first week, one of the girls came up to me during...

3 years ago
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Anything For Georgetown part five Monica is realizing what shes getting into

After Monica had left, Houlihan got up from his chair and changed into his sweats. He always brought an entire change of exercise clothes to work every day. He’d put himself in a precarious situation, but among the faculty and administration, Monica O’Toole caused mixed reactions. She was one of their brighter students, but her reputation baffled and even ashamed them. It was known that she was picking on Brenda Hartley, Brenda seethed under the verbal jabs, but hadn’t gone to school...

3 years ago
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Anything For Georgetown part five Monica is realizing what shes getting into

After Monica had left, Houlihan got up from his chair and changed into his sweats. He always brought an entire change of exercise clothes to work every day. He’d put himself in a precarious situation, but among the faculty and administration, Monica O’Toole caused mixed reactions. She was one of their brighter students, but her reputation baffled and even ashamed them. It was known that she was picking on Brenda Hartley; Brenda seethed under the verbal jabs, but hadn’t gone to school...

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2 years ago
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Brownie Craving

Author: slaveboyusa Please send comments to: [email protected] Date: 2/19/09 Title: Brownie Craving Summary: The first chapter of ?Brownie Craving?. Greg and George are two brothers living in their parent’s house. Both of their parents are dead, but the house is not paid off yet. George is a chemistry student in college, has no job and does not have enough money to make the house payments. Fortunately, Greg has a plan to get money. Greg is an aspiring chemist like his brother, and has been...

2 years ago
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Midtown Meat Mall 1 of 5

Danielle and Teddy were fraternal twins born to a wealthy family in Midtown. Their father, Mike, was a scientist who was credited with creation of many machines and techniques to make the human meat industry very successful. Their mother Brandi, stayed at home and raised the children, enjoying the riches amassed by her husband. At the age of 18, young adults earned the rights to vote, drive, and enter the upper floors of the local meat mall. Prior to 18, children could only enter the...

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Lockdown Four Vignettes

LOCKDOWN Four Vignettes A walk Peter was bored. Lockdown had been in place for four weeks now, and he was sick of it. At first sight, you might think, he was better off than many. His work for a nature conservancy allowed him to get out of the house for fieldwork, and he lived in an attractive Welsh village, lodging in an old farmhouse a short distance from the high street. But his social life had come to a full stop. The social life in question was not conducted in the...

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Letter From Eisengrim Township

LETTER FROM EISENGRIM TOWNSHIPDear Shoeblossom:Sometimes Brearley lets me jerk off. Kneeling on the hardwood floor on my bare knees, rubbing my stiff and long denied cock, it’s so painful! Brearley is always gorgeous, fully clothed as a striking contrast to my nakedness, in tight jeans or a sexy miniskirt, sometimes  a tube top. Often she will wear a sexy business office outfit, which really, really makes me feel even more naked, humiliated, and excited.?Keep that willy whacking, Fremont, but...

2 years ago
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After the Energists Rebooted Teen YearsChapter 41 Uptown Girl

Music Room, Medway High School 1:35 pm, Friday, March 9, 1979 “Mr. Nevins, Ms. Robertson and Ms. Labatt, do you three have any ‘new’ songs prepared, as per our agreement?” Mr. Ballows asked after everyone had gotten their instruments and taken their seats. Because the three of us were spread out in the large music room, I looked down at Sammy, who was sitting in the clarinet section, and then to Lynette, who was one row higher but across the room from Sammy with her flute. Both girls...

2 years ago
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Anything For Georgetown part eightHoulihan finds out Monica danced at a party

Monica looked behind her. Some boys had come upbehind her, and she and Nick had been surrounded, but when Blake had tripped up the stairs, Nick had whirled around and two of the boys who had come up behind them saw the gun and backed away. She got up the stairs and burst out of the house. Nick followed behind her. Oh Geez, she thought. This was bad. This was very bad. Nick had asked her about the gun during their phone call, and she’d said yes, but she never thought he’d have to bring it out....

2 years ago
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Anything For Georgetown part eightHoulihan finds out Monica danced at a party

Monica looked behind her. Some boys had come upbehind her, and she and Nick had been surrounded, but when Blake had tripped up the stairs, Nick had whirled around and two of the boys who had come up behind them saw the gun and backed away. She got up the stairs and burst out of the house. Nick followed behind her. Oh Geez, she thought. This was bad. This was very bad. Nick had asked her about the gun during their phone call, and she’d said yes, but she never thought he’d have to bring it out....

Fetish
1 year ago
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Owning The Owners Wife Part 4 The Mole Game

Hello ISS readers, please read the previous parts to know what’s going on here. The Mole Game Starts. As Veda lost the toss, she got naked and was blindfolded on the bed. So I scanned her body for a few seconds. (in my mind) She has a mole on her right collar bone, one on the left forearm. The cutest was the mole on her lip on the left side. Then one mole slightly towards the right of her pussy lips, and the mole on her navel stood the most. Me – Veda rollover let me see the moles on your...

1 year ago
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Stupid Boy Freshman Year Part IIChapter 10 Baseball Tryouts

First thing, I went looking for Tracy. She didn't see me come up behind her. I figured a little payback was in order so I gave her a hip check. Her head snapped around, and when she saw it was me, she got a big grin. "Hey, sexy boy," she purred. That got everyone's attention, and I actually blushed. She winked at me as she turned to go to her locker. It was nice to see her smiling. After school, I went to baseball tryouts. There were a lot of guys and even a few girls trying out. I...

3 years ago
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Romancing the ClownChapter 8 Killer Clowns

Cathy was screaming. Persephone screamed. I scream, you scream, we all scream for ice cream. Persephone charged ahead of us to the healing chamber and I unceremoniously dumped Cathy on the floor with my canes. She'd apparently hit the artery and I was spurting blood and weakening rapidly. I fell into the chamber and the lid was closed before she stopped yelling. I heard one solid thump on the lid before it sealed. My last thought was 'Good luck, Seph.' When the lid to the healing...

3 years ago
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Week At Camp BrowningChapter 2

Lisa awakened to the sound of a spray of water hitting the shower wall. It took a while for her to open her eyes and her vision was quite blurry for a few moments. When her sight finally cleared she looked over to the tin shower stall and her breath caught in her throat. Shelly was in the stall leaning against the wall, the shower nozzle pointed away from her, sending the spray of water against the tin and causing a thunderous racket. It was obvious that she didn't realize or didn't care...

2 years ago
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The Lockdown

And then the world changed. I’d been aware of the pandemic, had followed it in the news, but hadn’t given it much thought. It didn’t, as far as I’d heard, transfer to horses after all. The morning the lockdown was meant to start I was in the yard, grooming Rosie, when my mobile rang.‘Good morning, John,’ said Julia into my ear. ‘Could you come up to the house please, I need to talk to you.’ I hadn’t seen Julia in a few days, since she’d stolen away in the small hours after the first session...

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Lockdown

Jack and mum were on the first week of lockdown, the coronavirus was affecting everyone's lives. Mum was an Accountant with her own firm; all her staff were working from home apart from the receptionist, who was still working from the office. She was the contact for everyone who was handing in files; once she had them, she would arrange delivery of them to the staff member that was handling the audit. Once they had it, all the files were available on the secure Cloud that the firm used. Mum,...

4 years ago
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Watching Porn With Mom During Lockdown

Hi guys, this is Abhinav back with the latest erotic mom son story during covid 19 lockdowns. This story is about how I was watching porn with mom during the lockdown. Let me tell you about my mom first. My mom’s name is Neelima. She is 42 years old beautiful woman. She has a white skin tone and a slim personality. She looks like she is in her 30s. She does exercises and eats healthy food to maintain her fitness. She doesn’t have any signs of aging. She is decent and down to earth woman. She is...

Incest
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Lockdown with my SIL

Hello everyone. Please do not proceed if you want to experience sex from the first line. I believe that the sequence of events that result in two people having sex is the most erotic if described in the right way. A brief intro about my family. Dad, Mom, Me and my elder brother. Dad is a businessman and used to travel a lot. Mom is a homemaker. My brother works in an IT firm. I followed in his footsteps and ended up in an IT job. We are from the southern part of India. My brother moved to...

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Athena Corp Chronicles Chapter 3 Downsizing

“I don't like it” Ian muttered before taking a sip of his jet black coffee. “Don't like what?” Marco asked in between bites of his reheated chicken parmesan. The two sat in one of Athena Corp's many cafeterias. They were chatting over lunch, as they did most days. The talk of fellow co-workers buzzed around them. It was a cacophony of commiseration over the many drastic changes to the corporate hierarchy in recent weeks. “What do you think I'm talking about?!? The shakeup! The layoffs....

4 years ago
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Mrs Townsend

It is our anniversary and I sit naked on our bed. When I awokethis morning I was told to shower and to shave every inch of my body, torub lotion and powder on myself so that every inch of me was soft andcaressable. I have done as I was told; I am very obedient. By now thecherry red polish on my toes and my fingers are dry and shiny. My lips areglossed the same color. My eyebrows are plucked and shaped, my lashescurled, my face powdered, my cheeks blushed, my shoulder-length haircombed. I...

3 years ago
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The United Kingdom of Zoo A fake BBC documentary seriess9e14 Naomi Townsend 45

Series 9, Episode 14: Naomi Townsend (45), from Northampton We’re on a dull council estate. Wide streets and rows of 1970s-built housing. It probably looked great on paper, but in reality it looks windswept and depressing. We pan around to face a larger building, no taller, but much wider – a small community hall/library. This week’s host appears, walking around from behind the hall – ripped jeans and a too-tight t-shirt that highlights her impressive round boobs. She totters toward us on...

1 year ago
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Mrs Browns Bra

I first ran into Mrs. Brown several years ago, before she was Mrs. Brown, when I was sent to her house to do the yearly maintenance on her furnace.  She has been a loyal customer of the company I work for as an HVAC technician for a long time. And she and her husband stuck with us after they got married and moved into their new house. I'm younger than her and when I first met her, I was married, so despite my strong attraction to her, I never tried to make a move on her even when she was...

3 years ago
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Uptown Spunk

Unexpected taboo lovin' at a strip club for women. His theme song, Uptown Funk, was cued up. It was a remixed, longer version of the hit single. The first bit of lyrics blared out.Doh Doh doh doh, doh doh doh, doh dohDoh doh doh, doh doh doh, doh dohHe stepped out onto center stage. “Awwwwright, ladies!” primed the announcer.He was dressed in a navy pin-stripe suit, white shirt, and sky blue tie in bare feet. A 1940’s style fedora was cocked to one side and masked his youthful, handsome face....

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A New Chambermaid in Uptown Abbey

I was born in December 1940 with blond hair and blue eyes. My father was a Swedish arms sales representative for Bofors 40mm anti-aircraft guns. My mother had been the chambermaid in Uptown Abbey, when he had been visiting the owner, to sell him a licence to manufacture the guns. He managed to seduce my mother one morning when he was feeling randy. He was her first lover, and I was born nine months later. My mother stayed at Uptown Abbey until 1943 when she left to become a barmaid in the...

3 years ago
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Cissy BeBe The Clown

Cissy BeBe The Clown By Mary Beth Sanford Synopsis: Like some boys I dreamed of running away to join the circus. More so after watching my first Circus march around the rings on opening day. There were clowns, dozens of them, but the one dressed as a baby girl really caught my attention. I was diapered for bed wetting and cross dressing by then, and right there in front of me, marching happily, was a man wearing everything I loved wearing and getting paid for it. The perfect...

4 years ago
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The Lockdown Shemale Version

This is another version of my story about the LockdownWhenever a new tenant moves into one of the adjoining flats I’m always interested in who they are, and with good reason. Living in a flat in a converted house (in my case a turn of the last century, three storey terraced townhouse) anti-social neighbours are the last thing I needed. I’ve lived in flats since I was 21 with my current one situated on a tree-lined road around the corner from Cardiff’s Roath recreation Ground. It was my fourth...

1 year ago
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Lockdown Sex Story Tinder Hookup To Bed

Hello Old Friends! Your favorite writer (I guess) is back with another of her sex episode of a Tinder hookup that will leave you wanting more. I thank you all wholeheartedly for appreciating so much. It is because of you guys that I keep coming back to this platform to share more stories. For those who are new to my sex escapades, let me tell you a bit about myself. I am Chahat Khanna, 5’7″ tall, fair-complexioned, and have big eyes, always looking out for hot sex partners. I have been blessed...

4 years ago
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The Office Clown

The Office Clown Belladonna "So, if I win the bet, we can let the cleaning lady go for a year?" Herschel asked with raised eyebrows and a growing grin. Joey nodded at her boss as she replied, "That's the deal. I'll clean this place once a week, top to bottom." "Intriguing," Herschel replied with a growing smirk before he inquired, "Will you dress for the part?" "The part?" Joey inquired. "The cleaning lady...or the maid," Herschel explained, barely able to keep from...

1 year ago
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NSFW YouTube

It goes without saying that NSFW YouTube is my favorite YouTube. After all, I am a professional masturbator, a world-renown internet pornography expert, and a self-described pervert. I mean, sure, sometimes I’ve got to watch the same SFW tutorial videos as you when I’m figuring out how to upgrade the RAM on my laptop, but it’s only so I can watch higher-tech porn. (Those VR gadgets can be a real motherfucker, can’t they?) ThePornDude ain’t just a clever internet nickname, you...

Porn for Women Sites
4 years ago
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Pipsy the Clown

I sat at the kids table, sipping punch from an impossibly small cup when Pipsy the Clown entered. Her painted green smile hung from ear to ear and a small rubber ball clung for life at the tip of her nose.“Hello everyone! I'm Pipsy the clown!”The children roared in excitement, much the way children do after fortyfive minutes of sugar cookies. But then as Pipsy spoke, their wild electric energy suddenly quelled to silent agog. Pipsy was probably in her mid forties. She wore a red frizzy wig...

Mature
3 years ago
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Sam James As The Lockdown Collapses

The post-orgasm calm flowed through my body. My cock started to soften and the pool of fresh cum on my stomach started to rapidly cool. Beside me, on my iPhone speaker, I could hear Sam approach her climax as she undoubtedly rammed her dildo into her pussy. I heard Sam grunt and then gasp.“God I needed that, but I really need the real thing, I’m not sure how much longer I can wait.”We both lay on our beds, separated only by a few streets, but our once adventurous and satisfying sex life seemed...

Mature
2 years ago
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Banging My Friend8217s Wife During The Lockdown

Hello all, thanks a lot for the overwhelming response to all my stories so far. Your comments and personal messages are the ones that keep me writing more and more. Everyone around the world has had various experiences during the pandemic and lockdown. This is one of the real incidents between me and my friend’s wife, Lata (name changed). We were stranded during the lockdown in the same apartment. The Indian government has announced a complete lockdown, and we were not allowed to go anywhere. I...

2 years ago
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lockdown GAY

OMG, Nooooooo, it has just been announced that the whole country will be going into lockdown.It seems that there is new virus going around attacking everyone's respiratory system and causing them to become unwell, getting some distressing symptoms.Thankfully, I am not going to be alone during the lockdown I've got my stepbrother Cole here.He's my dad's new wife's son. Thankfully, he is similar age to me so we got lots in common: Both gamers, both play for our local soccer teams and love to have...

4 years ago
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Neighbour Aunty Satisfied My Sex Needs In Covid Lockdown

Hi all, this is my first story on ISS. This was a real-life incident that happened to me in April 2020. The Corona pandemic has been a testing time for all of us. The lockdown made everyone stay at home with the family. This incident happened to me during this lockdown period. Talking about me, I am 6 ft tall, 27 years of age, a mallu guy brought up in a southern metro city. I am doing my master’s in a reputed college in India. We were told to go home in March due to the ongoing pandemic crisis...

3 years ago
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Neighbour Aunty Satisfied My Sex Needs In Covid Lockdown

Hi all, this is my first story on ISS. This was a real-life incident that happened to me in April 2020. The Corona pandemic has been a testing time for all of us. The lockdown made everyone stay at home with the family. This incident happened to me during this lockdown period. Talking about me, I am 6 ft tall, 27 years of age, a mallu guy brought up in a southern metro city. I am doing my master’s in a reputed college in India. We were told to go home in March due to the ongoing pandemic crisis...

2 years ago
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The Leather Clowns

The leather clowns were late. Usually they showed up the last full week of April, but here it was May and no sign of them. I worried. We all did. I asked Hobo Joe, him being the oldest of us, if they’d ever been late like this before. Once. When he was young, before any of us, he told me. Why? I wondered and he just shrugged. Never asked, never said. Only time it ever happened.So we sat around and worried, night after night. Far as any of us knew, the leather clowns had been coming forever. ...

Gay Male
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The Lockdown

Whenever a new tenant moves into one of the adjoining flats I’m always interested in who they are, and with good reason. Living in a flat in a converted house (in my case a turn of the last century, three storey terraced townhouse) anti-social neighbours are the last thing I needed. I’ve lived in flats since I was 21 with my current one situated on a tree-lined road around the corner from Cardiff’s Roath recreation Ground. It was my fourth and in the three previous ones I’d had my share of...

4 years ago
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Erotic Games With Busty Neighbor In Lockdown

Hey guys, this is Raj (name changed), bringing you a real experience of mine that happened with me during this lockdown. Thanks to the virus, I got lucky with a busty woman who satisfied me as I have never been before. The queen of the story is Disha, a 35-year-old married woman with huge, huge melons and even more huge ass. To describe in numbers, she must be 38-28-38. Huge assets with the nicest kamar (waist). She usually wears a saree that reveals the most beautiful deep navel I have ever...

3 years ago
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Amazing Fuck With A Horny Neighbor In Lockdown

Hey guys! Thank you for the overwhelming feedback you gave that compelled me to write another story. Kudos to the ladies and girls who came closer to me due to my previous story. Like my previous story, this is also a true and authentic experience about an amazing fuck. I have had many fair shares of experience with women around me. For those who haven’t read my previous adventure, please give it a shot. Those who don’t know me, my name is Rocky. I am 6’1 feet tall and have a slim athletic...

1 year ago
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Incognito Sex Chat Between MomSon During Lockdown

Hello everyone! My name is Luv Agnihotri. I am from Jaipur. I want to share my real sex experience with my mom during the lockdown. Let me introduce myself and my mom. I am 25 years old, a young boy working as an Engineer in Jaipur. My mom Savita Agnihotri, is a beautiful, modern, and curvy lady. Her age is 49 but she looks very young because of her gym, dancing and nutrition classes. My mom’s curves always make me crazy especially her soft, rounded, huge ass. Her measurements are 36D-32-40....

Incest
4 years ago
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College Professor Becomes Lockdown Slave

Hello, This is Vicky again with my new . I am a dominant male who loves to pleasure ladies in many ways. This story was from 2020, when the first lockdown was implemented in India. I was in the final year of my master’s degree. I was about to complete my final project when the lockdown was implemented. Our final exam was completed. However, some analytical part of my final project was to be done. The lockdown caused the college to shut down, so I could not go there and seek guidance. My project...

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Lockdown Sex 8211 Part 1 My Hot Neighbour Guy

Hello everyone! First of all, sorry for not penning down any recent experience in the last couple of years. It was a tough time especially last year due to Covid. Today, I am here to share my first experience with my new young neighbor cum boyfriend. Those who don’t know me. I am a 31-year-old married woman from Mumbai, living with my husband. We have no kids. My vitals are 34-30-34. I had a few wonderful experiences in the past which I have shared already here. Coming back to this experience,...

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