The Amazing Life Of Toothpick Part 2 The Cougar free porn video

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“Don’t touch me!” I yelped with a loud tone.
“What’s wrong toothpick? Is something bothering you? Are you on drugs?’ She asked with an uneasy tone.
“No, I just want to be left alone right now.” She was stun I guess because ever since known me I always said “no ma’am or yes ma’am whenever she asked me something.
“Alright I just wanted to make sure you were ok.”
With a forced smile I said “Yeah I’m alright it’s just I’m having one of those days.” I guess she could tell something was wrong because she drag me in her house for a cup of tea.
She turned on some music and said “toothpick no I mean John what type of Tea would you like?”
“Any kind,” I said just wanting to go home. You see Mrs. Anna Is 45 and unmarried with one son who is 24. His name is Bill and only come around once a year to see his mom when he needs money. So I guess she must be lonely. Don’t get me wrong she kind of hot for her age. She’s 5’6, amber medium length hair, tanned, real curvy but not fat curvy more of an hour glass shape.
“John, John, Toothpick?”
“Oh! I’m sorry Mrs. Anna I was lost in my own thoughts.” I said while blushing. (You guys owe me!)
“Here’s your tea.” She headed it to me.
“Thank you Mrs. Anna.”
“Oh just call Anna” When she said that it felt like the uncomfortable air around us was gone. What felt like days past by was only a couple of hours. She’s a real easy person to talk to once you sit down with her and get to know her.
Then out of nowhere she asked me with a straight face. “John you must be a virgin I’m I right?” From the shock of those words I drop my tea on my lap.
“Shit!” I scream from the pain.
“Oh no John is everything you ok sweetie?”
“Yeah but I think I burned myself a little so I’m going to go home to change real fast” Thinking I could finally go home “nonsense take your pants off before they stain.”
“No I’m alright I just need to change my pants that’s all Mrs. Anna” trying to leave.
“It’s Anna damn it. It’s fucking Anna.” looking like she just lost I few nut’s in her head.
“Oh yeah right sorry Mrs.. I mean Anna.”
With the mood change faster than sonic she finally spoke. “It’s alright sweetie just make sure it doesn’t happen again.” With a smile on her face; she said “now I won’t ask again, take off your pants.” With a stern voice that sent chills down my spine. All I could do then was listen to her without saying anything that would make her snap at me again. She smiled and walked over to me in a nonchalant way. “John you know I can’t really tell if you were burnt or not with your underwear on. So what does that tell you?” Without saying a word I took off my underwear. Only to show her the reason why I hate living in this world. “Oh god it’s so…” Here it come the words I hate the most. “Cute’ I was a little shocked because for the first time in 18 years my penis wasn’t called small after seeing it.
She began to touch my chest. I remembered what Angela and her crew had done to me.
“Oh poor baby I was right you are a virgin.” When she said that I did the second unmanliness thing to day I pissed myself from the thought of what Angela had done to me. I was so scared at that moment I didn’t know what to do.

“It’s alright Anna is here for you.” As she held me in her arms I could feel her warm 34d cup tits against my face.
“Thank you Anna” I said while feeling a little bit better.
“Tell me what’s wrong? And don’t me nothing john; because a teenage boy would never cry when a women like I offer them sex.”
I told her what had happen between Angela and me. I don’t know why I told her but it felt good getting it off my chest.
“John I know your hurting right now about what happen to you but all I can tell you that time heals all.”
I guess she is right maybe I will get over this with sometime. “Thank you Anna you were a lot of help.” As I got up and started to walk away she grabs my hand.
“Wait you didn’t let me finish.”
“How Anna, I won’t change in a day.” I ask with a little curiosity.
“Easy with some T.L.C do you want to try?”
Not knowing what I was about to get into I said yes. “Anna I will try anything to go back to normal.”
“Alright just don’t say I didn’t warn you.” With a warm smile that could melt butter. She took me up stairs to bedroom. “Now John I want you to lay down on that bed over there.” I did as she said and laid there. “John Close your and count to 10”
“1,2,3,4,5,6,7.…8.…..9” I stopped. There was a warm sensation around my index finger. When I open my eyes I found Anna riding and grinding on my finger. “What are you doing Anna….” She stops my words with a kiss. Her tongue got past my teeth and started to dance in there with my tongue. It felt so good I forgot about what I wanted to say. “Did you enjoy that kiss John?”
“Wow!” was all I could say.
“I’m going to show you that you can make women cum no matter what size you have.” She got off my finger. “You said they tease you with a half ass blow job?” I nodded with a yes. “Ok I’ll show you what I real blow can do to a man.” I exclaimed at the thought of what she was about to do. She nibbled on my neck and work her way down to my chest. She kissed my right nipple and move down to my cock. “Wow it’s so cute I could just eat it all up.” Was the last thing she said before she put my cock and balls in her mouth, I never been touch before like this, compare to that girl this was on a whole new level. It was like comparing fire to ice there was no comparison.
She put her hair in a pony tell without letting my dick out her mouth onetime. She started to cry.
“Anna what’s wrong?” What could be wrong I wondered. “You…(sniff)...you..(Sniff). I’m just so happy you would give an old lady me a chance to suck a cock that tasted so good.” I pulled her off my dick and pulled her up for a kiss. Then I kissed her the same way she did me and rubbed her pussy.
I stop kissing her and said. “There nothing old about you.” She smiled.
“John do you feel that warmness liquid on your fingers? That kiss and the way you played with my pussy felt so good you made me cum. I told you there are so many ways to please women.”
I was truly happy now I made a women, a grown women cum what else could be better this this? I ask myself.
“John I want you to fuck the shit out my dirty little pussy.” Anna said with a wild look in her eyes. Like a cougar finding the perfect pray.
“I don’t think a can make you cum…..(she had a sad look on her face) but I will fuck the living shit out of it.” She pulled me in for another hot kiss and said
“John I know away how we can both can feel good. Do you want to try it?”
“What is it exactly?”
She the whispered in my ear “A.N.A.L” I almost came from her just spelling it out. “But first we have to get you nice and wet.”
She pushed me down on my back and sat down right on top of me. It felt so good the walls inside her pussy felt like a warm glove made by god for my dick. She twisted her hip just a little bit and I immediately came in a matter of seconds. “Oh my god, your warm milk feels so good in my pussy I want more; give me more.” She started to move her hips more violently. “Fuck this is what I’m talking about. This is why I love virgin’s their always so lively.” I was going insane from the way she was moving.
“I’m about to cum” I yelled.
“No baby not yet,” She put her right tit in my mouth and said. “Suck my tit baby that’s my weak spot. I want to cum with you John.” I did as she said and before I knew it she was buckling and grinding on me. “Oh dear god here in comes.” She screamed. I could feel it too. “I’m Cumming. I’m fucking Cumming, Oh dear god. John pour your man milk deep inside my pussy.” She ordered as she came.
With two hard pumps I blasted all my cum in her as hard as I could into her.

I passed out. And just when I thought my life was turning around I get this.

“John, John wake up now. You really need to wake up.” Wow she must be horny.
"What is it Anna do you want to play again? I asked trying to play it cool.
“Not now John.” with an uneasy look on her face. "My boyfriend is down stairs.” This time with an I just fucked up look on her face. "What you have a boyfriend?"

"Yeah, I kind of do but where about to get married, so please don't let him catch you." with a sad look on her face. “Fuck why did you have sex with me then?” I yelled.
“Because I wanted to show you size doesn't mean anything in sex.”
“Oh yeah how big is your boyfriends cock?”
“7inches,” she said blushing.
I regret asking now “OK I will leave if you promise tomorrow you will let me fuck your ass like you promised.”
“Fine Ok just get of here before he finds you."

"Ann baby are you alright in there?” we heard from the hallway
“Mike give me one minute" In a low voice she told me I needed to leave now and pushed me out the window.

-->

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I had just turned 16 years old, moved to a new town and new school district, had no friend and certainly no girlfriend. I was as horny as any 16 guy could be but had no prospects. I soon made a few friends but my new friends faced the same dilemma with girls. We talked about getting laid but had no prospects. I always fanaticized about older women. I really knew that wasn’t going to happen. I had noticed that girls were interested in guys with nice cars. These guys were older and I didn’t even...

First Time
2 years ago
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How El the GILF became a cougar

Eleanor is a mature woman known as El to her friends and family. This is the story of how Eleanor the G.I.L.F. became a cougar. El stepped out of the shower after using her new massage showerhead to get off. She still was thinking of Nick the boy who mowed her lawn. El had fantasized about Nick, while directing the pulsating water of her showerhead at her pussy. Recalling memories of sex with her recently deceased husband Bud were still too painful. Memories of Bud would kill any sexual mood...

4 years ago
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How El the GILF became a cougar

Eleanor is a mature woman known as El to her friends and family. This is the story of how Eleanor the G.I.L.F. became a cougar.El stepped out of the shower after using her new massage showerhead to get off. She still was thinking of Nick the boy who mowed her lawn. El had fantasized about Nick, while directing the pulsating water of her showerhead at her pussy. Recalling memories of sex with her recently deceased husband Bud were still too painful. Memories of Bud would kill any sexual mood she...

4 years ago
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Shark Fishing With a Cougar

Derek Williams was not in a very good mood. Admittedly it was Friday night, and Friday night was when he went out on the town to see what he could pull, but this evening his heart just wasn't in it. He had had a really crap day, well, not so much day as a brief period in the morning when Cerys Evans told him that as far as any relationship with her was concerned he could stick his head up his arse and whistle Hen Wlad Fy Nhadau. And she'd seemed such a nice girl too. It was not so much the...

1 year ago
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Carla Goes Cougar

Carla was talked into going by her friend Lillian, although it wasn't hard to do. A motel twenty miles down the highway had a pool party every Wednesday night and Lillian came up with the idea of going down on some hot July night. They could get a room for the night, party it up as late as they wanted and sleep it off in the morning. Besides, they could get lucky and meet some men. It seemed like a good plan for a couple of over-forty divorcees, so Carla decided she was up for it. So Lillian...

1 year ago
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Mom The Cougar

100% fiction! The following story is took place in the summer of 2008. At the time of the incident, I was 24, mom 44. My parents were divorced 7 years ago, since then, mom has taken a particular liking to men in their early 20's. She prefers to go back to their house if she can, but occasionally brings them home if she's going to be alone or they don't have their own place. On Saturday nights Mom always goes out to a local sports bar to meet younger men, now mom is what you call a MILF, about...

Incest
2 years ago
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TheParty

The Party by DCRI was told to dress in a formal gown. This was very strange.Master usually took me to parties in the most revealing costume he had.I've been his slave for 4 years now, and never had such a request.I knelt before my Lord."Stand up, Little Cunt.", commanded master, "I want to see howbeautiful you look."I blushed. Master never called me beautiful. He knew I craved to beshamed.Master looked me over, as a groom inspects his bride. I blushed again.Since we've met, he's whipped,...

2 years ago
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Trapped By Hot Cougars

Good to be back after a short break! Thank you for the love and support for my story “Hot massage with my aunt”. Ended up exchanging a lot of nude pics with few of my readers and fucking one of them too. If you like to have some fun, you can reach me at This story is about 2 hot cougars I met in my gym and ended up in a threesome! About me, I work for a mnc and work odd hours and usually hit the gym in the late hours of the morning! This is the time that milfs, cougars and horny housewives...

1 year ago
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Theos LIfe as a Weresquirrel

Theo had been changing into the squirrel too much, he knew that now... as a pulse of heat raced through his body from his groin. He realized that he shouldn't have come to the office.He had been spending most of his days at the squirrel in his home deep in the countryside. Teleworking most of the time, as the squirrel he felt no need for clothes, his heavy furred balls resting between his thighs as his paws raced over the keyboard. The sharp claws on his paws clattering loudly as he typed,...

Fantasy & Sci-Fi
2 years ago
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Thelma and Me Summer of 65 part 2

After tea on the Friday evening Thelma stopped me as I was going into upstairs to my room. Her eyes looked wild and her breathing was heavy. “I’m going to a party,” She said in a low voice, “do you want to watch me getting undressed?” I nodded like a puppet. “Wait in my room…I’ll be up in five minutes.” I skipped up the stairs two at a time! I nervously let myself into my sister’s bedroom. I’d been in many times before – borrowing her dirty knickers and stuff to use...

2 years ago
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The amazing life of toothpick0

‘Just wake the fuck up already toothpick. Mom told me to wake you up” Sara said in a sassy tone, knowing that it would irritate me as she left my room. “Yeah go fuck yourself fat ass” I said quietly because I knew she would kick my ass if she heard me. I got dress and went down stairs, And to my surprise my childhood friend Ashley was at the table eating. “Oh look who finally woke up it’s the star of the show toothpick himself.” While she was stuffing her face with pancakes. “Shouldn’t...

4 years ago
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The amazing life of toothpick1

“What do you want Sara? Can’t you see I’m sleeping?” “Just wake the fuck up already toothpick. Mom told me to wake you up. Why else would I be in here?” Sara said in a sassy tone, knowing full well it would irritate me as she left my room. “Yeah fuck you fat ass” I said quietly because I knew she would kick my ass if she heard me. I got dress and went down stairs, and to my surprise my childhood friend Ashley was at the table eating. “Oh look who finally woke up it’s the star of the show...

2 years ago
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Antheas baby 1

“What’s wrong? What’s wrong?”Anthea looked up at her mum as she sat down at the dining table. “Nothing is wrong,” Anthea responded watching as her mum hurriedly dried her hands with a tea towel.“Is the baby okay? Are you okay? Is Jack okay?” she asked as her husband came into the room and pulled up a seat at the table.“We’re all fine Mum,” she responded exasperated with her mum’s anxiety. “I have something to tell you.”“Sit down Helen,” her dad snapped. “Give the lass a chance to speak.”Anthea...

2 years ago
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Thelma and me Summer of 65 part 1

Thelma was 22 and like all of the young women at that time was still living at home with me and our parents in rural Kent; even though she had a good job in local Department Store. I was 15 and had just left school. The summer of 1965 was particularly fine so it wasn’t uncommon for me to sit around our secluded garden reading a Detective novel when my parents were at work. The difference today was that Thelma was on the first day of her annual holidays and had joined me wearing a very...

3 years ago
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Katherines Style Part 3

The front door opened and again Frank came in, a little less dramatically than the day before but no less intimidating to me as I felt timid and weak dressed in my mother-in-laws things. Frank was half expecting me to be dressed as my normal slouchy male self, ready to put a stop to all this, but he was happy when he saw I didn't have the fortitude to do that. He actually smiled at me, "There's my little wife. That dress looks nice on you." I smiled back not knowing what to do, it...

1 year ago
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Hot Encounter With a Sexy Cougar

Several years ago on a Wednesday evening I was feeling that itch for female companionship. At the time, Houlihans was a popular bar, especially for middle-aged women, cougars, on the prowl. After a few drinks, I noticed a blonde who appeared to be about ten years older than me smiling my way. She was nice looking, not gorgeous by any means, but had a certain sexiness about her. She carried a few extra pounds, but had one feature that was impossible to miss. Her breasts were enormous! Full,...

3 years ago
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Hunting Cougars

Hunting CougarsWe had got naked and we sat on the bed. She slowly crawled away from me, looking back over her shoulder making mewing noises like a big cat. Her pussy sliding between her legs giving me a fabulous view of her womanhood. I crawled over the bed towards her and grabbed her hips, there was a little giggle from her, I don’t think she really wanted to get away...I slowly was kissing her cute ass and asked her what she would like me to do next...She answered “Fuck me like a big...

4 years ago
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Uther

Uther By Ellie Dauber (c) 2006 Introduction According to the legends of King Arthur, Merlin changed Uther Pendragon into a double for Duke Gorlois, so he could spend the night with Ygraine, the Duke's wife. Ygraine and Gorlois had three daughters: Elaine, Morgause, and Morgan le Faye. During their time together, Ygraine became pregnant with the child who was to become King Arthur. Uther's men killed Gorlois that same night. This is my TG (of course) version of what...

2 years ago
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Carruthers Bride

The the wind howled around the quayside as I stepped onto terra firma for the first time in weeks, the wind threw sharp shards of ice to sting our faces as we looked up at the sails as they were finally furled and stowed as our captain grinned at our discomfiture, "Au revoir!" he joked as if he knew we should soon be recalled. Those such as were left, and we were few enough, I shuddered. My best uniform packed securely in my Valise, awaited me, and just a few more duties before I...

1 year ago
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Motherless Vintage

Do you know of the porn site Motherless.com? You should. I’ve reviewed it a few times on my site, The Porn Dude, although it was for different genres every time. This time around, I’m going back to this place and looking at a specific and niche little category many of you are just begging me to cover. We’re looking at vintage porn today. While it doesn’t have the same resolution and quality as the porn you can find today, it’s definitely a genre of porn that has a lot of personality to it and...

Vintage Porn Sites
3 years ago
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Althea

I should have known better. I should have remembered that old saying, "If it looks too good to be true, it is." I was in love. She was damned near all I thought about with the exception of my studies and it didn't make sense to me. I prided myself on my intellect and my ability to think logically, but there wasn't anything logical about the way I felt about Althea. She was beautiful, smart and very popular and I was not. I wasn't a bed looking guy, but I was nothing exceptional. I was...

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