Her First Time Having Anal Sex! free porn video

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So, laughing I told her I could take it out and let it breath and unbend. To my surprise, she said ok take it out let him breath. She rolled over to face me on the floor smiling and looked at my cock. I asked her if she wanted to help me take him out? Now I knew she had never seen or felt a hard cock before so I was pushing my luck here and wanting to find out just how far she would go. She reached out to my belt and undid it then the button and the zipper. Now is when she had trouble, my cock is not small at all and when she had reached inside my underwear she was afraid to bend him getting him out. So, I pushed my jeans down, after all we were on my floor in my living room so it did not matter to me. I got my jeans down to my knees and stopped, looking at her I waited for her to finish. I had a wet spot on my underwear which she did not understand and asked me what that was. I told her it was pre-cum but she had no idea what that was yet. She reached out and pulled my underwear down and jumped when my cock popped out and hit her hand. It felt so good to have him out with her laying there looking at him for the first time. She was just looking at him and smiling and turning a little red. I asked her if she wanted to watch TV again to kind of take her off the spot. She said yes but what are you going to do with him as she pointed at my cock.
Thinking I know what I would like to do with him but I told her there are several things we could do with him. So, she asked like what? I was not really sure what to tell her but then again, she had asked so what the hell. There’s a lot of things we can do and still not have intercourse she still had a questioning look on her face so I went on. There’s always oral or anal sex or a hand job or I can jerk off and let you watch? Or we can just go back to watching TV and let him go soft by myself. Of course, she asked if he would go soft without me doing anything? So, I told her yes, he could but with you sitting here I don’t think that will happen anytime soon. She then said ok so let’s look at the other options oral sex is what? And anal sex or a hand job what does that mean? I looked at her and asked her if she really did not know thinking she was playing with me but then the look on her face told me she really did not know.
She had an idea but did not know how or what to do. So, started with a hand job and told her I would get some baby oil and she could rub it all over him and then rap her hand around him and stroke up and down till I came. She looked at me and said I am not sure my hand will fit around him. I laughed and then told her oral sex was different it’s when you lick and suck on him till I cum and oral sex can go both ways dear. You could see her thinking about that in her head she wanted to know if that felt good. Ha well yes it does and if you swallow when I cum it feels even better. I could still see her thinking about the other side of oral sex. Now I made her cum with my hands but had never gotten my hands on bare skin. Or seen her pussy in anyway let alone put my mouth on her pussy but she was thinking about it. And then of course there’s anal sex remember the baby oil well you would cover him with baby oil really well and then I would massage some in to your back side and slowly let him slip inside you. Then with some more baby oil I would slowly at first push him in and out till you got used to it. Then I would push even faster and harder till I came inside your butt.
This is where I stopped because I did not want to push her into anything and if she said she wanted to watch me jerk off for her I would have been happy with that anyway. But she asked me to get the baby oil so I took my jeans off and my underwear and got up and walk into the bathroom. When I came back out with the baby oil and a towel she had taken off her jeans also but still had her panties on. I did not ask anything I just enjoyed it all. As I sat down I took my shirt and t-shirt of so I was naked and put the baby oil down. I reached over to her and pulled her to me and started kissing her getting her turned on again. I was on my side and she was lying flat on her back with me holding her hands over her head and play with her boobs through her shirt and bra as we kissed. Now my poor cock was rock hard again and pushing into her side so she moved to lay on her side facing me. I pulled her up next to me and pushed my cock down between her legs my cock was pushing up against her panty cover pussy and it felt Great.
Now I was still not sure what she had in mind I just knew I was going to get to cum tonight just not sure where. When she pushed me back and asked me to lay on my back I was thinking a hand job but I was wrong. She stood up and asked if I minded preforming oral sex for her? I could not believe my ears saying no not only did I not mind but I would love to. She slowly pulled her panties down watching my body as she did my cock was moving around all by itself I was so fucking excited. Has she finished taking them of she looked at me not sure how to proceed so I took her feet and had her stand on either side of my head. I was looking into heaven, at someplace no one had ever looked before and slowly had her squat down over my face leaning her forward over my body so she was looking at my cock. I slowly touched her pussy with my tongue and held on to her as I did knowing she had never felt anything like it before. She was squeezing my thighs as I licked and suck on her pussy it did not take long for her to cum the first time. And the second was not far behind she was in love with sex and my tongue for sure.
Now I still had the problem of a very hard cock dripping pre-cum in front of her face. I was thinking at any time she would lick or start sucking on me but she never did. When she made, me stop I was not sure what was next till she moved to my side and reached for the baby oil hey a hand job was ok with me by now. I put a pillow behind my head so I could watch as she poured baby oil all over the place covering me with it. As she gripped my cock I was not sure I would not cum just from that alone. But when she moved her hand between her legs with a bunch of baby oil I was shocked she was lubing her asshole with it. Then she asked if it was going to hurt? I told her I would go very slowly and if it hurt too much I would stop. She said ok how do we do this? I told her if she wanted to control the speed and depth I got inside her she should get on top of me and ride me. Or she could lay on her side and push herself back on to me.
As she was thinking it over I started playing with her butt and the baby oil till I had her on her back in a t-shape to me and pushed my cock head next to her asshole. I had 2 fingers inside her and was pushing them in and out as I lined up my cock. Then I asked her if she was ready for me? She smiled at me and said come on in dear. I moved up a little and put pressure on her asshole with my cock. And told her to push back at me and let it slip in. I sat still and let her push back at me till I felt the head slip in! She stopped and let herself get use to my size and then told me to push it in slowly so when I had more than half of my 7.5 inch cock in her she told me to stop. She was getting to full and it was starting to hurt so I pulled out a little and push back in slowly fucking her. As I fucked her slowly she started to moan and push back at me then she said deeper please. Fuck me deeper please then it was push it all the way in let me feel it all. I pushed it in till it was balls deep and Tammy wanted to get on top so I pulled out and she moved over me and slowly sat down on my cock till I was balls deep again and was smiling. She leaned over me to kiss me and rode me like I had never been ridden before God she was fucking HOT. I pull her down on to me and started driving into her when I started to cum. As I unloaded in her asshole I could see the look on her face as I shot load after load of hot cum deep inside her. I shoot really big loads 7 or 8 full ropes of cum. She had cum again as I came and loved it when I came she said she felt like a woman for the first time. She laid down on my chest till I started to go soft and fell out of her that’s when she need to go to the bathroom.
I had a really big bathroom and a big walk-in shower so as she went to the bathroom I got a couple of towels and came into the bathroom and turned on the shower. And stepped in the shower and called to Tammy on the other side of the shower wall to come in and get clean up when she was ready because she smelled like sex and baby oil. I was covered in soap when she walked in now she has always been playful and now was no different. My cock started to rise the moment she walked in. Dam she was beautiful and didn’t know it which made it even more stunning. When she saw, my cock getting harder she wrapped her hands around it and stroked me to get me even harder. Then she moved me to shower head to rinse me of and when she got down on her knees and started kissing the head of my cock DAM. Now so you understand my cock has a very big head it like an inch or more around then the shaft. If you were working the shaft jerking me off you didn’t have to worry about slipping off it is that big. I also learned Tammy loves to play in the water shower pool or lake it did not matter water was the key.
As she was working on my cock she had the first 3 or 4 inches in her mouth and was sucking and using her tongue. I was in heaven when I got that feeling and told her I was getting ready to cum soon. Tammy stopped and looked at me and asked if she should let me cum in her mouth or just jerk me off the rest of the way. So, I said it’s up to you dear I would love to cum in your mouth but I don’t want to upset you. She was smiling and told me she was just teasing me and pulled me back inside her mouth. AS I got ready again I told her again I was almost there and she just sucked even harder. I was leaning up to the back wall of the shower and I reached out and held her head and started to push my cock into her mouth without thinking. I was holding her head in both hands and fucking her face when I started to cum she had no choice but to swallow or choke.
I washed her hair and her body after she stopped cussing me for choking her with my cock. And rinsed her off and then towel dryer her before we laid down to take a nap naked. It was the first time we slept together but not the last for sure.

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This story happened when I was 18 years old. Men always asked me if I was into anal sex, but I always avoided talking about it because I had never done it and I was afraid it might hurt. But fear, not fear - I've always wanted to try it! Then such an opportunity opened up for me to participate in the troika (two boys and I). I bent over, so I went. I bathed in them and then lay down and they started undressing, kissing and licking me. I didn't get very excited because I had to have anal sex the...

4 years ago
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Herrin

A VICIOUS ONE The story is completely fictional, all acts andcharacters are result of writers imagination. If you are under aged, closethis document immediately! In advance, please forgive if my English is not good enough. HERRIN PRESENT DAY Just laying there on the table and awaiting his faith to bring him more misery,he felt coolness probing his skin and going straight to his flesh and bones.Cold, that was the only thing he felt then. Numb has he become long time ago;num and resistless...

2 years ago
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Aunt Wants Anal Sex

Hi dear ISS readers, this is Dipu. Im not a regular reader of ISS since i spend most of my time watching porn, but I got interested after going through couple of stories. So I decided to share my own experience which happened last year. Since this is my first time Im not sure if you will like it, however please send your feedback and suggestions to To begin with myself, Im 5.4″ guy with few extra pounds and Im very sexual. I get attracted to elderly women very much and love navel gazing. I...

Incest
4 years ago
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How to Enjoy Anal Sex

I thought that I should post some thoughts on anal sex. Many has considered anal sex and not gone through with the act for one reason or another, mostly out of ignorance. To enjoy the pleasures you must first be willing, either as the receiver or giver. First the anus is the tightest expandable orifice on the human body, it can stretch to accept any invader and return to perfect shape in matters of second or minutes. If you are giving up the tightest orifice on your body, you must relax and...

4 years ago
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The Liberation Of Father Mortimer

When Father Mortimer checked into the hotel it was eight in the evening.The room was a basic no frills double with a small bathroom. He would never stay in such a hotel if he was attending one of his ecclesiastical conferences but for what he had planned it was just perfect.He got down on his knees and bent his balding aged head over a black gilt leaf Bible he had respectfully placed on the edge of the bed.“Blessed Lord Jesus forgive me for my sins,” he muttered and crossed himself three...

Spanking
2 years ago
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Mother and daughter anal gangbang

Bibi and her mother Elisa had been invited to a fancy dress party. Bibi decided to go as a sexy schoolgirl with short shirt, see through blouse (no bra) white stockings and hi heel pumps. Her mother Elisa wanted to dress like a slut and a whore. She put on bright red lipstick and black/purple mascara both waterproof a short red strapless dress that showed her cleavage just above the nipple with no bra. the dress was so short that her seamed hold up stocking tops showed. Like Bibi she wore no...

1 year ago
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We met on a plane Continued I want to try anal sex

Vicky lay on the bed screaming… literally. The people in the hotel room next to us were banging on the wall to try and get her to quiet down. She was screaming because she was having one of the most intense orgasms of her life as my tongue worked her clit and I was working a small vibrator in and out of her ass. When she finally begged me to stop, she calmed down and pulled me up to her and started kissing me, tasting her juices on my face.“Oh my god. That was intense. I think I came 5 times!”...

Anal
1 year ago
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Motherless

Motherless.com! What an original name for a porn site, don't you think? The title doesn't fuck around: your mother would never allow you to watch the kind of filth they’ve got on tap. They pride themselves on being a moral-free zone for sick fucks, where you can find damn near anything. I’m talking about desperate chicks fucking anything that resembles a dick and crazy bitches literally eating shit. When you’re done fapping to the weird vids, you can even find "normal" porno to pass the time....

Free Porn Tube Sites
1 year ago
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Motherless Interracial

Ah, motherless, here we are again. A site known for offering such a variety, that no matter how fucked up your needs are, there is a high chance that you will fulfill them here. However, I am not here to blab about the site in general; I am here to talk about one particular category, interracial. As for those who want to know more about the site, there is a whole different review on my website instead.As for those who came here to learn more about that interracial lovemaking, I got your back....

Interracial Porn Sites
2 years ago
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Young innocent blonde resists her first anal

Over the past few weeks my secretary Christine has been telling me about a girl she met at a dress boutique. She stopped there one night to do some shopping and met this girl Heather who worked there. Ever since then, Christine has been talking about her. You see Christine has this fantasy. She constantly wonders what it would be like turning a sweet innocent girl into our little plaything. Now we really didn't think that we'd ever meet anyone to make that fantasy come true, but it was nice...

3 years ago
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First time with an anal plug

I've always enjoyed ‘first time’ stories, so I thought for my first story I would tell one about one of my best first time experiences.This isn't my first anal experience though… that happened long before (and I may tell that story someday too if this gets a good response from people). I had tried other anal toys before this, some of them were my own creation, but they were all fairly thin and small mainly just to get to my prostate for direct stimulation and that was it. This short story is...

1 year ago
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Motherless Scat

It’s time to go to the land of chocolate fountains and golden showers. That’s right. Scat, piss, shit, and every fluid in between. Ever fuck a chick in her ass and freak out when you see that little bit of shit on your dick? Then I’m sorry to say that scat isn’t for you buddy. Were you the only one of your friends that saw two girls one cup and didn’t get grossed out? If so, it’s time to celebrate it! Don’t get pissed off, get pissed on! Scat porn has the craziest, kinkiest chicks and dudes...

Scat Porn Sites
1 year ago
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Motherless Fappening

I’m not saying anything controversial when I say men love seeing women naked. It’s a fact of life as fundamental as gravity. It’s a force of nature that cannot be stopped by beast, man, or God. It’s an eternal truth and a divine mandate. As sure as the sun will rise, men will attempt to view as many women naked as they possibly can. Any man not doing so is either a sad or a gay one.This means that any woman a man sees regularly is mentally stripped down during every interaction. If any women...

The Fappening
4 years ago
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First time anal

Hi guys, I have never written here before, but I would like to use this as a diary entry. This is the story of how I had my first anal experience this week.It was a normal Sunday afternoon, I was in bed with my girlfriend and we watched a series. When we kissed, I slowly took her shirt off. She has a great figure, is slim, nice breasts (B-Cup) and has blonde hair and a beautiful face. First I kissed her breasts, then her belly and in the meantime I took off her pants. I moved my tongue further...

3 years ago
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First Anal With My Irish Exchange Student

I woke up as usual on a Saturday morning and expected to see my boring 45 year old wife lying next to me. Instead, I looked over and realized how lucky I was. I glanced over and there was my beautiful naked Irish exchange student twenty year old Kathleen next to me with her long red hair covering the pillow and gently brushing up against her bare breasts. Then it all came back to me. Last night I was lying flat on my bed, Kathleen straddled me as she furiously rode my cock. Out of the morning...

3 years ago
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A WellLived Life Book 9 AnalaChapter 46 Summer of 84 Part I

July, 1984, Stockholm, Sweden Sitting at the gate at Arlanda airport, I thought back over the final six days of my trip to Sweden. They had been filled with sightseeing, talking, and dinners, both in the apartment and out, with Karin’s parents. And of course, making love. I did, finally, on the last evening, take a trip, alone, to see Birgit. I put flowers on her grave and knelt there, imploring her for answers to the difficult questions that were swirling around my head. She, like the...

3 years ago
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sherrie my teen toy

It was a typical saturday night and i was sitting in the local bar watching the local girls try to strip tease . That is when it went from normal to kinda nice, This short woman came in and sat down besides me and started to talk. She said her name was Pam and was out looking for a good time. Not one to turn down a sure thing I decided to see how far I could get with ehr. To start things off she was not all that great looking with maybe a small B cup tits and a so-so face. About an...

2 years ago
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Sherrie Visits the Physiotherapist

Sherrie had known David for 16 years and he had always been the one to treat her back whenever she hurt it. He was a very sexy Physiotherapist, tall, tanned and very athletic looking. Without fail every time Sherrie went to see him he knew where she was hurting, and would instantly ask her to remove her top and undo her Jeans so he could get to her back. David would always like to check to see if she had her “G” string on and he could see she had a matching bra on. He would make the subtle...

3 years ago
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Sexual Encounters of a Young man 21 First Anal with Rukhsana

Maanvi and Rupali started to give him food every alternate month as he got stomach upset due to outside food for long and on one fine morning when she went there to give him morning Coffee on seeing his erect 9 Inch cock while he was asleep and she was lured into sucking it and then while bathing she fell in bathroom and Montu Kumar treated and helped her and then fucked her. They were facing problems to find a safe and secluded place for regular fucking afterwards so one day he fucked her...

2 years ago
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Cheris Husband Experiments

I've known Harvey since grade school and we used to hang before the two of us got married. We are pretty close, close enough to discuss personal problems, and one day we were having a beer after work and I commented on how beat he always seemed to be. "Yeah," he said, "I've got a bad case of "fuckitus." "What's that?" I asked. He grinned and said, "It's where your wife spends all her time trying to fuck you to death and from my appearance, it looks like she is succeeding." "That...

4 years ago
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A WellLived Life Book 8 StephieChapter 60 Anala Part I

August, 1983, Chicago, Illinois Friday went by quickly at school, and we were starting to get into the routine again. I talked to Julia and Stephie at lunch about dinner that evening, and Julia said that she’d take care of it. I had all the ingredients and a recipe, so she was totally comfortable. I hadn’t quite figured out the logistics with cooking dinner for Anala, though I had put up a note saying I needed the ‘Indian’ room that evening. In the end, I figured that Anala and I could do a...

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