Teen Diaries 24: Mommy's Boyfriend free porn video

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My name is Penny and I'm a sixteen-year-old pom-pom dancer. My dad died when I was five and it's been just my mom and I for a really long time. She didn't start dating until about two years ago and things recently got serious with her boyfriend Sean. He moved in with us about a month ago when he lost his job and couldn't afford his rent anymore. I like Sean, he's a really nice guy and I don't think I would mind having him be my stepdad.

My mom had to leave town suddenly three days ago when my aunt had an accident. It's been just Sean and I alone in the house and things got a little wild yesterday afternoon. I got home from school and dance practice around 4:00 and went to the bathroom first. I noticed that some dirty underwear and bras were scattered on the floor, some my own and the others my mom's. When I got ready for school that morning in our one-and-only bathroom, they weren't there and I know I had put all my dirty clothes in my laundry hamper. My mom is a bigger lady and she has huge boobs, but I'm a very skinny girl and my bra cup is small, just 36b. My hips and butt are also a lot smaller than my mom's, so the contrast of both of our underwear on the bathroom floor was pretty drastic.

After finishing in the bathroom, I scooped up all the underwear and took mine to my room. Forgetting that Sean was home, I went to my mom's bedroom to put hers away and found Sean naked on her bed watching porn on his laptop. Sean is forty-two and I've always thought he was handsome with his blue eyes and short trimmed beard. He's lost a lot of hair at the front of his head, but that never bothered me. I had never seen him without a shirt on, let alone naked. I was shocked, but couldn't help but stare at his toned body. He looks pretty skinny with clothes on, but he actually has six-pack abs and some nice pecs. His chest is covered with dark hairs. Then I saw his dick...

"Oh shit! You're home. Uhh... What time is it?" Sean slammed his laptop shut and sat up, but he didn't make any attempts to cover up his naked body as I stared.

"It's after 4. Why was there underwear all over the bathroom?"

"Awe man! I meant to put that away before you got back." He paused for a moment, thinking about what to say next, before he continued. "Do you want the answer that makes you more comfortable or the real answer?"

I was a little scared of what he would say next. "The real answer," I replied.

"Well... Obviously I think your mom is hot... but I also can't deny that I find you amazingly sexy. And I know you're too young for me, but I just couldn't resist the chance to sniff your cute little bras and panties and compare your underwear with your moms. I mean, your mom is so big and sexy and curvy, but you're so little and petite and young and that's so fucking hot." He stood up and started walking towards me, his erect cock swaying back and forth with each step as he continued talking. "And you're at that right age where I know you must think about sex a lot. Have you ever had sex?" He was standing inches away from me as he asked it. I blushed and nodded my head as he smiled big. "And are you too young for me, Penny?" I was feeling tingly and warm all over as I shook my head no.

Almost instantly, Sean's big hands were on the sides of my face, his fingers in my light brown hair as he leaned down and kissed me passionately. His short beard tickled my nose and chin as his hands moved down to my hips. His thumbs tucked into my waistband as he kissed down my neck and started sucking on it. His fingers unbuttoned my capris and dropped them to my ankles as his hands reached up to my shirt and pulled it up and over my head. I stood there looking up at him in just my little blue bra and panties as he admired my body before picking me up and taking me to my mom's bed. He climbed on top of me and pulled down my bra straps, sliding it down past my boobs to my tummy as his mouth found my nipples and he sucked each one, back and forth, until they were so hard and perky.

He kissed down my tummy and got between my legs, slowly peeling my panties off. "Oh my God," he said as he saw my little pussy with just a little bit of brown pubic hair above it. His mouth instantly wrapped around my clit, flicking it with his tongue and sucking gently. His beard tickled the inside of my legs as he started opening and closing his mouth along the entire length of my vagina. His tongue began licking me up and down as I moaned softly, breathing so heavily. His tongue went back to focus on my clit as he inserted his middle finger in my pussy. He looked up at me with a wild look in his eyes as he said "You have the tightest pussy!" He continued to finger me, licking my clit fast as he brought me close to an orgasm. As I started to moan louder, he grabbed my hips and pulled me to the edge of the bed. He got beside me and wrapped his left arm around me, holding my left boob as his right hand went back to my pussy. He squeezed two fingers inside and started fingering me harder and faster than anybody ever had before. I was wincing and moaning so loudly.

"Oh yeah, cum for me baby," he said with his lips pressed right up against my ear. "Cum all over my fingers. Make that pussy so wet for my big dick." Like magic, my body began to do what he was begging me to do. I began to cum so hard that I began to scream and cry a little. It was so intense that it felt like my cum was gushing from my hole. That had never happened to me before. Sean pulled his fingers out and rubbed my pussy as he kept his mouth against my ear and said "Oh yeah, baby, oh yeah" as he breathed deeply in my ear, making it tingle. His right hand raised up to my face as he slid the fingers he used to finger me into my mouth. "Suck it off, baby." I sucked my juices off his fingers and then he withdrew them.

Sean stood up and grabbed my ankles, lifting them over my head as he rested his dick on my pelvis. "Look how big this is," he said to me as I looked down. His dick was bigger than anything that had ever been inside me before. It was around seven inches long and pretty thick. He tapped it on my pelvis as he said "You gonna be able to handle this, baby?"

I bit my bottom lip as I looked at it. "I don't know," I replied.

"Only one way to find out." Sean pressed his head against my hole and forced it in. My jaw dropped uncontrollably and I let out a high pitched gasp as he forced about an inch into me. "Oh fuck," he moaned. "So fucking tight!" He continued to rock it in and out, trying to work it deeper into my tight twat. I must have been making a very painful face, because it hurt a lot. I was moaning and crying out, mostly in pain, as Sean spread my legs and got down on top of me. He braced his elbows on either side of me and placed his hands on the sides of my forehead. "You okay, baby?"

"You're so big it hurts!," I exclaimed as I bit my lip while he pushed in a little deeper.

"You're going to get used to it soon and beg for more," he told me as he kept working it in, picking up speed a little bit. I started to cry a little and he slowed down. "Do you want me to stop, baby?" I shook my head no and he leaned in and kissed me as he began fucking me a little faster again. He pulled back and his face was beginning to get sweaty and flushed as he said "Oh shit, you're so tight I'm about to cum." He pulled out and climbed over me, kneeling around my tummy as he rubbed his dick and began shooting cum all over my chest. He was breathing so heavy, his hairy chest heaving and his abs pushing out and in as he calmed down and leaned in to kiss me. Then he put his mouth against my ear again and said "You're better than your mother."

Sean got off me and grabbed something off the floor. When he stood back up, he was holding one of my mom's bras and a pair of her panties. He slid the panties around my ankles and slid them up onto me. They were very lose and baggy on my little hips and would have fallen off if I stood up.

"Why are you doing that?" I asked him as he grabbed my arms and brought me up to a sitting position so he could put my mom's big bra on me.

"I just think it would be so hot if you wore your mom's underwear while I fuck you."

"You're not done?"

"Oh no," he smiled real big as he finished hooking my mom's big bra on me. It hung so low that it didn't cover my boobs at all and the cups were huge, reminding me of just how flat chested I am. It was humiliating, but really lit a fire inside Sean as he picked me up and sat down on the bed with me in his lap. He slid my mom's loose panties over and angled his cock back into my pussy, pushing me down onto it. His arms wrapped around me and his hands grabbed my shoulders, almost like he was doing a pull up. He began to thrust up into me fast, fucking me so hard that my bottom lip was hurting from biting it too hard. In this position, his cock was perfectly hitting my g-spot and I was quickly being fucked to ecstasy. I began to moan and ride against his rhythm. Sean began to grunt like an animal, going wild as he knew he was about to make me cum harder than ever before. I squeezed his shoulders as he drilled me and suddenly I was screaming, my eyes welling up with tears as I came so hard I thought time stopped. My pussy exploded in his lap, drenching my mom's panties and making a wet spot on the sheets.

Sean held me down on his dick, forcing me to be still as he kissed me. He turned to the side of the bed with me still on his dick and stood up, bouncing me on his cock as he walked us to my bedroom. My room is incredibly girly, with purple sheets and pink wallpaper. Sean tossed me onto my bed gently before grabbing my ankles and holding them high over my head so my toes touched my pillow. He held them there with one hand as pulled my mom's panties to the side again and angled his cock back into my pussy.

Sean released my ankles and leaned in, admiring my face and body as he pounded me in my body. He had become so sweaty, his face was glistening and his chest hair had become wet. He was starting to stink like dirty gym socks as his face became more intense.

"You want my cum, sweetheart?"

I nodded my head. His hands quickly moved to my throat, holding it tightly as he began to pound me harder than ever. I looked up at him with wide eyes as his face began to turn red. "Oh fuck, yes. Oh fuck, so tight!" he started to grunt as his thrusts became slow, long and deep. Finally he plunged his cock balls deep inside me and moaned loudly, sliding his hands from my throat to my shoulders and landing on my breasts, holding each of them as his cum shot deep inside me. His thumbs and index fingers pinched around each of my nipples as he slowly pulled out. He grabbed under my knees and raised my ass in the air, holding my cheeks against his chest as his fingers spread my pussy lips to see my hole full of cum. He let go of my lips and let my ass fall to the bed. He stood up and walked towards the door, but turned around before he left to look at me.

"We can never tell anybody about this, but anytime you want to be fucked like that when you're mom's not home, just come to the bedroom." He gave me a wink as I watched his naked ass leave the room.

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Introduction: I cancel out the any guilt of cheating on my wife, we plan to include her in our fun Diaries of a Soldier – R&R (part 3) I awoke in a empty bed with the sun beating me down through a opening in the shades. That farmiliar feeling I hadnt had in a long time, hangover! Oh god, I thought I hate drinking. If I could smoke weed in peace and freedom I would never drink again I often thought after a hard nights drinking. I knew that Kimmie had gone to bed before everyone left last night...

3 years ago
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The Joshua Diaries Underestimating Tuesdays

I had been playing with my cock for about an hour. You know, edging. I kept watching the precum ooze out of the tip of my cock and thought, “I need to get laid, bad.” I was hanging out on Manhunt, but it didn’t look like a promising night. It was a Tuesday; not much of a fuck night. I was about to give up and jack-off to a hot blog story, when my mail icon started flashing.  “Like your look, man.” I opened his profile; Brazilian, 180, 6’2, 26, good shape, “love it wild”. But the guy didn’t have...

Gay Male
3 years ago
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The Joshua Diaries Underestimating Tuesdays

I had been playing with my cock for about an hour. You know, edging. I kept watching the precum ooze out of the tip of my cock and thought, “I need to get laid, bad.” I was hanging out on Manhunt, but it didn’t look like a promising night. It was a Tuesday; not much of a fuck night. I was about to give up and jack-off to a hot blog story, when my mail icon started flashing.  “Like your look, man.” I opened his profile; Brazilian, 180, 6’2, 26, good shape, “love it wild”. But the guy didn’t have...

Gay Male
3 years ago
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The Joshua Diaries Montreal Baths

I went to Montreal for gay pride with a few friends. I was constantly horny with all those hot fucking men around, but was unable to act because I was sharing a hotel room with two of my friends. One morning I woke up at 6 a.m. feeling so horny. I decided to go out and cruise.I got dressed and packed poppers, a cock ring and lube, then took off. I passed a sauna, which I understood to be a gay bathhouse. So, I decided to try it out. Of course, it was early morning so I didn't expect much. At...

Gay Male
4 years ago
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The Joshua Diaries Montreal Baths

I went to Montreal for gay pride with a few friends. I was constantly horny with all those hot fucking men around, but was unable to act because I was sharing a hotel room with two of my friends. One morning I woke up at 6 a.m. feeling so horny. I decided to go out and cruise.I got dressed and packed poppers, a cock ring and lube, then took off. I passed a sauna, which I understood to be a gay bathhouse. So, I decided to try it out. Of course, it was early morning so I didn't expect much. At...

Gay Male
3 years ago
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Diaries of a teenage prostitute

Tom Green was cleaning out his daughters apartment. She had been in an accident and was in hospital. He and his daughter had drifted apart over the last few years. He did not even know what she did for a living. But he did know while she was recovering neither of them could afford to pay for her apartment. In her wardrobe, she had found a large collection of kinky underwear. The things you only see in mens magazines. In her bedside drawers he had found several vibrators and dildos. The clothes...

2 years ago
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Bob Ts Diaries Mrs Lewis

[1st effort at these diaries and has turned out longer than I thought. Had to cut a lot of the preamble about how we got here, but basically I am from a pretty small town in the north of England. Jess was one of two married milf friends in our town most of the boys fancied - both under 5'3 at most and were called the “mini-milfs” by the lads as they were younger and hotter than a lot of the m*ms around. Jess had dyed jet back hair, dark eyes and perma-tanned skin, she especially hung around our...

2 years ago
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CUM DIARIES Poker Games the Berber Girl

CUM Diaries: This is Chapter 1 of the Poker Games introducing the Berber Girl of Morocco. I had stared at him for a little while longer than the usual gaze on throws towards his dealer. Unafraid how this would make him feel, I never realized the amount of freckles he had on one side of his face. This was bewildering, my Vienna guy had a be-speckled left hand side. It was actually quite pronounced, I only caught it however because I happened to gaze the second he removed his long blond fringe...

2 years ago
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bCUM DIARIESb When we went out on the Medite

CUM DIARIES: When we went out on the Mediterranean Sea. It was a chance encounter. Chances that you do not normally ever want to un-counter. Anything can get your heart racing but nothing is more satisfying than the euphoric feeling of winning a bet with a girl who leaves you open to the classic: "ask me anything" followed by a biting top lip and a slow shy wink turning away from you, gazing over her shoulders, lifting her hips to show you her tight ass. Gazing with narrow eyes sucking her...

3 years ago
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The Diaries Part 1

Alison grew up west of the Range, among sheep, wheat and summer dust storms. She learned to drive tractors and to repair dam pumps on the farm and everything else in the small school.Each Christmas holiday her brother, her mother and she drove out the farm gate towards the rising red sun. f******n or fifteen hours later they turned into the jungle garden of her grandmother's rambling white weatherboard house overlooking the bay and, beyond, the ocean. Already Alison's grandfather had died and...

4 years ago
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CUM DIARIES First time fuck in her Bedroom

So she was a little on the young side. Normally speaking I wouldn’t be caught dead in someone else’s house. In the hall a collection of the large extended family in silver frames, some deceased. I kept telling myself to turn back. Wouldn’t she prefer to fuck in my car? I would have preferred going at it in the toilets where we met. But this piece of work had some things in store. The road of St.Lucia had an Audi parked but she assured me that the whole road was currently as some beach side...

1 year ago
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CUM DIARIES Venice all its beauties part 3

I jolt up, my body as if falling down an elevator shaft. As I catch my breath, quickly I come to the realization that this girl is keeping my occupied during the day with her company and at night in my dreams. I hit the snooze button and swipe my phone to log into my app and see what’s been going on in other timezones as i scratch the crumble in corner of my eyes. Satisfied with the early morning finances it was time to satisfy myself. Being in the hotel of the prospective person I’d like to...

2 years ago
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Sabrina diaries part 2

N.B. Some characters are borrowed from a famous TV series, but don't take it as an offence to them, I write this out of admiration, and if you think it through, a hot man as Harvey was must have urges like any other, he is no barbie's ken.***Here I am again my dear readers, and right after that hot scene where Harvey was involved, I was at a crossroads. Should I tell Sabrina what I saw? Should I tell Harvey that I saw him doing and blackmail him? Not really… I know for a fact that Sabrina was...

3 years ago
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Sabrina diaries part 1

***Firstly, I must warn readers that this story is not yet as sexual as others, but it can be erotic, and names are borrowed from existing fiction, although the turns are my idea.Secondly, if you are a big fan of the TV series and don't want to get a tainted picture of the characters, I wouldn't recommend reading this story, it may tarnish some characters.And last but not least, enjoy the first part. Good reviews will encourage a second part.***PART 1: Happily ever after?You all know that at...

2 years ago
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Bangkok Diaries Part 8211 2

Bangkok Diaries… Part 2 This is the continuation of the first part. It is rather a long story and not for people who wants Sex from the first line till the last word of the story. In the first part, me and Aayush had a discussion on the old memories of our school times and also unfolded few secrets. I had mentioned he took my phone number. That day I was restless to receive a message from him. I could not concentrate on any work until at 10Pm when my phone pinged. Yes it was Aayush. Aayush:...

4 years ago
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Nashik Diaries Kamwali Ki Chudai

Hello guys, mera naam kabir jain hai main nasik road ka rehne wala hu aur meri age 24 hai aur mein ek jain family se aata hu mere family mein dada-dadi, mom-dad, bade uncle-aunty, chote uncle-aunty aur total 5 behne hai. Bade uncle ko 2 aur chote ko 3 aur mein mere mom-dad ka iklauta ladka..! Aur agar apko mere baare mein aur jaanna hoga aur kuch maaze aur stress relief karna hoga toh muh iss mail id pe contact kare :   Toh ye story mere virginity loose karne ki thi, mera pehla sex experience,...

4 years ago
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Cumshot Diaries 8211 Episode 2

Cumshot Diaries – Episode 2 (Eating A ?) …… Continued (send your hugs and kisses to ) Thanks everyone for your feedback and suggestions. Here goes another sexcapade…. I went to her, she was standing near her duty ward… She was wearing short length top and cotton leggings… Her boobs were firm and her top was hugging them tightly. I waved and said ‘hi’… She gave a brief smile. Her eyes were so attractive and her short hairs by the side of her ears said like “Oh come on honey”. I asked her “why...

4 years ago
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Teaching Sex 8211 The Malvika Diaries

Hi guys! You all know me. Don’t you? I am Malvika Kapoor, 39 from Mumbai. Those who haven’t read my previous stories, go on read them after reading this one and I am sure you will have a good time. I am a married woman. I have a wonderful life as a wife and as a mother. I think I am performing my duties well. I have a pretty good sex life with my husband which more or less consists of about two sex positions: missionary and doggy. I usually do not cum with him and this is why I take a shower...

3 years ago
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Passionate Love 8211 Hansika Diaries

Karan had never seen such an odd expression on her face. She came closer to him, close enough for them to feel their breaths on each other’s face. Her lips parted. She touched her nose with his, before closing her eyes. Karan’s lips parted too. He moved closer to her on the bed and eliminated the little space that remained between them, pressing his lips to hers. Karan moved his lips on hers, sucking her lower lip. She responded with a moan. He was able to appreciate the meaning of the phrase...

2 years ago
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Lonavala Calling 8211 The Malvika Diaries 8211 Part 3

People say they are happy, but are they? What is the purpose of our living? Some answer that in terms of success, some in terms of fame, some in terms of money and some like me answer in terms of happiness. But the question is that have we really found the reason to be happy? Can we sustain the happiness or is it just a momentarily pleasure? At least I don’t know the answer. But isn’t it the obvious that we should do what we like to do. I do sex! Yes, sex makes me happy. Lots and lots of sex....

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