My Sister’s Friend Dakota Wants Me To Give H free porn video

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Eighteen year old Dakota has had a crush on her friend, Samantha’s, brother, Preston for the longest time. The trouble is she never went for it because she was afraid of making her friend mad, and she thinks Preston would probably say no because he sees her as one of his sister’s little friends and nothing more. She waited around until she was eighteen hoping the right opportunity would eventually come along, but one never did. She finally has a boyfriend that wants to have sex with her, but she decided to make one last ditch effort to get something started with Preston. She knew she would have to offer Preston something that really got his attention if she was going to get him to bite.
She told Samantha to tell her brother that she would be stopping by because she needed to talk to him about something. She knocked on the door and Preston invited Dakota in and asked her to take a seat on the couch. Preston liked it when his sister’s friends asked him for advice as he thought it was his role as an older brother to help his little sister and her friends out whenever they needed it.
“So my sister said you wanted to talk to me about something?” Preston asked.
“Yeah, I know she is not home right now, but I kind of wanted to ask you something,” Dakota replied.
“Go ahead what is up?”
“You know how I have been dating Johnny for awhile now?”
Preston acknowledged that he had seen Johnny around quite a bit and asked Dakota what the problem was.
Dakota nervously replied while avoiding eye contact with Preston, “I want to have sex with him.”
“Congratulations go ahead have fun,” Preston replied with a smile on his face not really understanding why Dakota was telling him this.
Dakota laughed nervously and told Preston yeah, but there are a few problems. She told Preston that she has never had sex before and that she didn’t want to get pregnant. Finally, she said she was afraid she wouldn’t be any good at it.
“You’re telling me you haven’t had sex with him yet?” Preston asked.
Dakota nodded her head no.
Preston asked, “well have you thought about anal sex?”
Dakota and Preston talked about how some girls do anal to keep their cherry and how it is pretty common nowadays.
Preston said, “I don’t know what else to tell you if you don’t want to have sex in your vagina have sex in your ass.”
“Will you do me a favor?” Dakota asked.
“Sure what is up,” Preston said.
“Will you teach me how to have sex with my butt?” Dakota asked.
“Woe… I don’t think I am the person for that,” Preston said.
He added, “I am sure John will be just fine.”
Dakota slid off the couch, got down on her knees and moved in front of Preston. She touched his leg and said “please,” as her head was just a few inches from his dick.
Dakota grabbed his hand and said I won’t tell Samantha. She also pointed out it would be at least another hour before she gets home. Preston was hesitant, but the temptation of a cute blonde’s 18 year old virgin ass was too much to pass up.
“I am not going to say no,” Preston finally said after Dakota did her best job of selling it to him.
“But are you going to say yes?” asked Dakota smiling.
“Ok let’s see what happens,” Preston said.
Preston stood up and Dakota still down on her knees started unzipping his pants and pulling them down. Once his pants were down Dakota grabbed his cock with her hands and began sucking his cock. She couldn’t believe she had managed to finally get Preston’s cock so she eagerly sucked it. She pulled her top off and then took his cock very deeply. Preston was in heaven as he watched the petite 18 year old down on her knees sucking him off.
Dakota looked up at Preston smiled and said, “your cock is really big.”
Then she resumed sucking. Dakota reached behind her back and unhooked her bra and let it fall to the ground. She resumed sucking and took Preston’s cock deep in her throat several times. Dakota stood up and Preston got down on the ground and pulled Dakota’s pink lace boy shorts down. She got up on the living room chair in a doggy style position as Preston stuck his tongue on her pussy and then teasingly licked her asshole.
Dakota cried out in pleasure from the sensation of Preston running his tongue over her virgin asshole. She had never felt so sexually empowered and dominate in her young life. Preston began to spread her cheeks with his hand’s as he continued to prep her ass by lubing it up with his mouth and tongue.
Dakota continued to squeal in pleasure as she had never felt anything so good and so naughty. Here was a guy that she had been desperately trying to get attention from the past few years eagerly licking her asshole.
Dakota slid her own finger into her ass to prep it as Preston slid his head down and began to eat her pussy now. After her ass was good and ready she decided she wanted to suck Preston’s cock a little bit more so she slid off the chair and back down on her knees as she engulfed Preston’s cock with her mouth once again. She did this for a couple of minutes to make sure his cock was good and lubed with her spit.
Now that Dakota’s ass was lubed with Preston’s spit and his cock was lubed with Dakota’s spit she got onto the living room floor and positioned herself to take her first cock in the ass. At first she tried to take it doggy, but Preston never got more than an inch deep. Frustrated Dakota rolled over on her side and Preston got behind her. They kissed and Dakota guided Preston’s cock deep into her ass as she moaned in pleasure. Preston started moving his cock in and out of the petite blonde’s ass. The noises Dakota was making drove Preston wild. Dakota started rubbing her clit to increase her pleasure.
Dakota was so proud of herself she was taking all of Preston’s cock in her ass and she was bringing him so much pleasure. He was so into it and she couldn’t believe this is all she had to do to get his attention. She decided to try and get on top and ride him. She slowly impaled herself with his huge cock until she was taking the first four or five inches of it in her ass this way. She enjoyed the amount of control this position gave her. So much so her first orgasm caught her completely by surprise. She got very weak and her legs gave out as she came on top of him with his cock shoved deep up her ass. She rode his cock for a long time in this position cumming several more times until she decided to turn around and face him while she rode his cock.
Dakota couldn’t believe how easy Preston’s cock slid into her ass now. She also could see into his eyes and watch his facial expressions as her ass brought him incredible pleasure. Finally, she got back up on the chair and Preston held her legs up as he penetrated her ass. Dakota loved that she could still look into his eyes, but she could also look down and see his cock before it disappeared into her ass with each stoke. She came again and again, but soon it was time Preston to cum. She slid his cock out of her ass, got down on her knees and opened her mouth wide as Preston shot his cum into mouth.

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Friend to Crush to Friendzoned Cuck 2

After we woke up from our nap we only briefly talked about what happened. I again admitted that I loved her, and even though what happened was hot, I wasn't sure if I'd want something like that again because of my feelings for her. She said she understood and we would keep it a secret. It was to be buried between us, never to be talked about again.Things seemed to have gone back to normal. We didn't talk to much during the week, then she texted me on Friday. She asked me if I wanted to go to a...

3 years ago
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From friend to crush to friendzoned cuck

I've known Sarah for years and we hit it off immediately. I always thought she was attractive, with her long legs, her dark hair, her beautiful thick lips. But I didn't have romantic feelings for her right away, it was something that slowly grew as we spent more time together. One night we were drunk at her place. We flirted a lot, and I thought it was time for me to finally make my move. I told her how I felt, but she gently let me down. She said she couldn't ruin our friendship. She loved me,...

2 years ago
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My girlfriends best friend1

The previous day she had been wearing a short skirt and platform heels the entire day, when I had met her, and nearly every subject we spoke on she connected with sex somehow. My girl knew from the way I had been watching her friend's legs stroll down the street in front of us that I was probably going to try and fuck her. She also knew that if her old friend said no that it would only be rougher for her. She had thought about warning Karen not to say no, but had decided her slutty friend...

2 years ago
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From friend to crush to friendzoned cuck part 9

A little later in the week I talked to Rachel some more. She told me Eric would be into the idea of me being there while they fucked and them treating me kind of like their cuck. We set up a time for Saturday. They had plans for the night, so they wanted to do something early in the day, which was fine with me.Although I never had the feelings for Rachel like I did for Sarah, Rachel is very attractive. A pretty blonde girl, busty, curvy. She's soft in the right places. Unlike Sarah, I've...

4 years ago
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Caught in my girlfriends lingerie by her friends

My girlfriend lives alone, so whenever I am at her house by myself, while she's out clubbing or working, I always take the opportunity to go through all of her sexy clothes and lingerie and dress up like the slut that I crave to be.I undressed and put on a pair of white fishnet stockings, a black thong, mini skirt, black and white see through top and a sexy pair of silver high heels. I set my camera up at the end of the bed and set it to record myself in various poses. After a while doing this,...

Crossdressing
3 years ago
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Tricked by his BestFriends Girlfriend Gay

"Dude, I need your help, and it's gonna sound crazy, okay?" Caleb immediately said as he opened his front door to let his friend in.His best friend Adam has just arrived after receiving a frantic phone call from Caleb only twenty minutes earlier explaining that it was an absolute emergency and that he needed him to come over immediately.Caleb lived not too far away on the other side of the campus and so he quickly threw on some runners, his jogging shorts and a gray sweater and headed over to...

4 years ago
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Amazing Friendship Anniversary Moments With A Friend 8211 A Lovely One

Hello everyone. Here Raj again from Bhubaneswar presenting my first ever story. Thank you all for the feedbacks received for my previous story. You may please contact me for feedback of this story too at Ladies, aunties and unsatisfied women are most welcome. You people can drop a mail to me if you want a secret relationship or some fun. Your secrecy is my guarantee. Now coming to the story. Who don’t know me previously, for them; I am Raj, from Bhubaneswar, Odisha. Well-built with gym touch....

3 years ago
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My Girlfriends Girlfriend

My Girlfriend's Girl Friend Although this is fictional, many parts of this story actually happened. You, the reader can decide for yourself which are real and which are entirely a lifetime crossdresser's vivid imaginations. My name is Don. This story takes place in the late 60's when everyone had a little different or new view of their sexuality. From the time I was able to masturbate, I was in my mother's lingerie drawer trying on her silky panties and hose. I was probably 12...

4 years ago
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Friend to crush to friendzoned cuck part 8

It didn't take much to turn me on. Before I knew it, I was jerking off again for the third time that day. I was looking at a pic of Sarah and Rachel together. In my state of horniness, I texted Sarah."So I thought about it, I'm okay with you telling Rachel about me being your cuck," I typed.What I got back was a much longer response than I expected."Are you sure? I don't want to make you feel obligated. I really care about you and I don't want to ruin our friendship with this. I want to tell...

2 years ago
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Girlfriend Flirts with Boyfriends Father

I was living at home right after I graduated from college and I was dating this girl Brittany at the time.  She was a little wild though and I had a hard time dealing with her. This one time, my mom was out of town visiting her sister and Brittany came over to visit and have some beers.  It was a hot summer day and we were drinking by the pool and my dad was in his lawn chair, reading the paper under a shady tree nearby.“It’s so nice out, I want to go swimming,” said Brittany stretching...

Cuckold
4 years ago
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My Girlfriends Gum A Witchy Girlfriend

My Girlfriend's Gum (A Witchy Girlfriend) By: Boredsitting This story is heavily influenced by the story A Force Of Habit by Jessica Drew. I read the story a long time ago, and it is still one of my faves. There's also some other influences in here, as well. I just hope that it is as good a read as hers. Also, I tried to change the story about midway through to avoid copying her directly. The first half is a tribute to A Force Of Habit, but the rest needed to be my own. This...

1 year ago
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Girlfriend Her Bestfriend First Time

I sat down and turned on the movie as the two girls got the food ready. It was still early in the night and we had nothing really planed. Sara, my girlfriend, sat next to me and handed me dish of food. Amanda, Sara’s best friend, sat on the couch across from us. We had a few beers each as we ate and watched the movie. Time moved on and the events of the night took an unexpected twist. Before we continue let me describe Sara. Slightly darker skin, about 5’5 with shoulder length black hair. Her...

Lesbian
1 year ago
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Friend to crush to friendzoned cuck part 7

When I woke up I helped clean Rachel's a little bit so the whole place wasn't a complete mess. Eventually Sarah and Mark came out of the room. It was awkward with other people there, and no one really said anything. I felt like everyone kinda knew I was a cuck, even though Sarah and I weren't together. I knew I had been in love with her, but she just fucked one of my friends. My two best friends were fucking each other and I was stuck masturbating.Eventually Sarah asked me to drive her home....

1 year ago
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My Friend My Friends Mother Me Have The Time Of Our Life

I waited outside the door waiting for her to open the door. Soon I heard footsteps and the door opened. It was her mother. For a moment I was awestruck. This was the first time I had seen her mother and she was beautiful. She must have been around 40 but she had a very firm pair of breast. I could see that she was not wearing a bra or anything. So her tits were just bouncing around when she walked. I could even see her nipples. Suddenly I had an urge to touch them, but I contained my self and...

First Time

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