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You are here: Home / True Sex Stories / I just let my best friend have anal sex and cum In my ass

I just let my best friend have anal sex and cum In my ass

Hi, everyone, it’s Jess and today I am handing my blog to ‘Samantha’, she has an amazing story for you all today. She is a great friend of mine and I can’t wait for you to hear her sultry, sexy and daring story.


Update: If you want to read my sex stories with full nudity (the ones way too kinky for my blog) you can get my membership.


He Was My Best Friend…

I am sure many people around the world can relate with having a best friend, it isn’t an uncommon thing and it definitely isn’t uncommon when it comes to boy/girl best friend relationships.

For years people had told me that he had a thing for me and I just didn’t believe them, there was no way. Our relationship was way more brother/sister than it was sexual and I just couldn’t look at him in that way. His name is Chris, he is tall, strong and has short brown hair, Chris is extremely outgoing but didn’t have much luck with women. He was the life of a party and people would always ask where Chris was if he hadn’t turned up to an event or if he was running late.

Chris and I spent a lot of time together, we were housemates and we would be around one another almost constantly, we shared everything and people often mistook us for being a couple.

I guess we kind of fit the bill, he looked the way I did and I was a small, petite brunette.

It never occurred to me that Chris might have been jealous when I had men around my house or when I told him all of my sick sex stories, he just was Chris and I was Samantha and that was that. I guess I was oblivious.

We Both Had Partners…

At this point in our lives, we both had partners, I was dating an arrogant businessman from the city, he was great in bed but pretty awful at dating but I was bored and wanted to see where it would go. Chris was dating a blonde teacher from the city, she was cute but Chris would tell me that she was jealous of me and once I knew this I noticed it, she would make out with Chris when I was around, she would insist on moaning as loud as she possibly could when they had sex and she knew I was in the house, she hated me hanging around with Chris and we did start distancing ourselves from one another.

Life was great at this point, I missed Chris but I knew she made him happy and I wanted what was best for him. The man I was dating gave me some incredible orgasms and a highlight of our ‘relationship’ was f*cking at a party filled with executives and company CEO’s, I felt so kinky and I rushed home to tell Chris all about it and for once he was actually sat on the sofa without his girlfriend.

He smiled at me as I stumbled through the door, a little tipsy but also so happy that he was there.

I suddenly saw Chris in a new light, his white shirt clung to his ripped body, his hair was dishevelled and messy, he had a bit of a tan from the scorching summer sunshine and looked magnificent in the light from the lamp beside him.

I sat down next to him in my tight black and white checkered dress, kicking off my red shoes. He smiled at me. I told him that I hadn’t seen him properly in ages and he agreed, looking at me with an intensity I had never seen before.

I Started Looking At Him Differently…

woman on all fours on bed

Something clicked inside of me when I properly looked at him, I began telling him my story about the party and how me and my boyfriend fu*ked inside the toilets and that it was totally thrilling and kinky but he didn’t react like he normally would, he didn’t call me a little ‘slut’, he didn’t really react at all he just stared intensely at me.

I was getting turned on.

I excused myself and freshened up in the bathroom, I brushed my hair and made sure I looked better than I did when I had walked in earlier. I wasn’t sure why I was doing it but I did it.

Joining him back on the sofa and my heart was racing, I sat close to him and I asked him how his relationship was and that I had missed seeing him every day. He told me it was taking a toll on him, that he liked her but she was a little bit controlling and whilst smirking he told me that she was very vanilla in the bedroom and she made him feel weird for wanting to try new things with her.

We moved on from that subject and I got us a bottle of wine. We sat sipping on the cool liquid and it was just like old times, except this time his stare was turning me on so much. I noticed him looking at my breasts, I wasn’t wearing a bra beneath my dress, I removed it before leaving the house. I also kept on glancing at his strong arms, it was a huge contrast against my petite frame.

I didn’t know what was going on but I felt his entire body shift as he gently and slowly moved his face closer to mine, his lips lingered before he pecked me on my lips. At that moment I felt everything inside of me tingle. He pulled away from my lips and smiled at me and I couldn’t even entertain the idea of not having him inside of me right there and then, so much so that I placed my hands around his neck and pulled him closer to my face, kissing him so intensely I worried I would suck the life out of him.

I pulled him on top of me so that I was laying back on our sofa, I could feel him pushing up against me, it dawned on me that I had never seen his co*k before.

I was nervous, like a nervous virgin all over again.

The moment was so passionate, every part of me was on fire with sensations and I knew he felt the same. He kissed at my neck and then began pulling my dress off of me. I was so nervous, yes we were best friends but he had never seen my body before and that’s when he began whispering in my ear whilst running his hands along my body.

He told me three things that I will never forget:

‘I have always wanted to see your breasts, they have always turned me on’

‘I am going to cum so hard, just touching you is putting me on the edge’

‘I can’t believe this is happening, I think about you fu*king me all the time’

Not only was my body melting under his touch but my heart was too, everything he said suddenly was true for me too. The secret jealousy I felt when he had a girlfriend wasn’t normal and when I saw him walking around our house in a towel and it turned me on, wasn’t normal either.

And Then We F*cked…

woman in lingerie on bed

As he undressed my petite body, I unbuttoned his shirt, exposing his magnificent body. I was so wet that when he began touching my tight pu**y, he groaned and nestled his face in my neck. That’s when he pulled his co*k from his suit trousers and began teasing my pu**y with it.

He would go to push it inside of me and then pull away.

He then asked me if I really wanted this and I told him in expletive terms that yes I f*cking wanted this.

Chris then pushed himself inside of me and we both moaned, thrusting faster and faster. He grabbed at my breasts and kissed me as he kept a perfect rhythm inside of me.

I couldn’t quite believe what was happening but my body was on fire, I wanted to cum so badly but I knew that it would push him over the edge and I didn’t want him to cum just yet because what if this never happened because he realised that really he preferred me as a friend.

I told him to stop that I was going to cum which made him moan, he asked me why I had told him that because he was so close. I got onto all fours, my waxed pu**y and ass in an amazing position for him. I didn’t know if it was the alcohol speaking but I told him to go in my ass, he told me that he would 100% cum if I said that again and I did, I told him to cum in my ass right this second.

He pushed his veiny co*k inside of my tight ass, he pushed slowly as I hadn’t done anal much and I was still new to it.

As he pushed inside of me, he grabbed my ass and moaned audibly. I also moaned. This was insane. He thrust deeply into me a few times before he began to tremble and then he began to cum inside of my ass, He was groaning and thrusting as he came, there was so much cum that I could feel it overspilling. He was panting so hard as he pulled out of me and sat down on the sofa, I lay naked with my legs across him and that’s when he pulled my legs apart, his cum making its way out of me and he pushed his strong fingers inside of me.

He knew exactly what he was doing as he fingered my g-spot and made perfect circles out of my clit (I wondered if he had ever heard me masturbating), I felt self-conscious at first but as soon as the orgasm began to build I felt myself let go and pinch at my nipples. I soon began to orgasm, leaving a giant wet patch of our cum beneath me. My orgasm was so intense that I had to shut my eyes and chill out for a moment, we both put our heads back and just revelled in the silence.

I stood up to get showered and dressed first and when I came back he had gone to his room. I gently knocked and he smiled at me.

What Happened After He Cum In My Ass…

woman with sexy butt

I immediately broke up with my boyfriend, I didn’t really like him anyway and I suspected he also didn’t like me as he didn’t really say anything when I told him it was over, he just shrugged and went back to what he was doing.

His girlfriend took it a little bit differently, she stormed around our house and called me all sorts of things, despite not knowing what had gone on. She smashed plates, went to hit Chris and swore revenge on him. Honestly, he dodged a bullet.

Chris and I continued fu*king. He was sensational and so was I. We never dated we just fu*ked, bad day? anal. Good day? Blowjob. Average day? Cowgirl. Bored? Cum on me.

It kind of fizzled out between us when he found a girl he fancied at work and they began dating, we still fu*ked but the guilt got to us both and it all came to a halt. I knew he still looked at me and wished he could f*ck me but I didn’t want to be somebodies side chick.

Samantha <3

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Reader Interactions

Comments

  1. Conor

    October 7, 2018 at 5:16 pm

    I recently had anal sex for the first time with my partner, we’ve taken it really slow, but it has became a kink of mine since we tried it.

    Reply
    • Elam

      June 10, 2019 at 4:11 pm

      You want it again in your asshole?

      Reply
  2. Lilly

    October 7, 2018 at 8:07 pm

    Jess I just read your book! That erotic book and this blog are everying. I don’t really get off to stories, but your stories have stayed in my mind for days.

    Reply
    • BitchTopia

      October 25, 2018 at 9:05 am

      Thank you so much, that means the world to me!! xxxx

      Reply
      • Larry Smith jr

        November 7, 2021 at 2:20 pm

        Great story and I have to say this is how my wife and me ended up marrying each other . Very similar situation.,..but with all the same feelings and sexual activities

        Reply
    • Ron

      January 8, 2020 at 5:55 pm

      Hi lilly can we chat email me sweetie

      Reply
  3. John

    June 27, 2019 at 1:53 am

    Jess i really like your stories and your friends stories. The stories are great to read .I dont usually get horney over stories but the few i have read are amazing.

    Reply
    • BitchTopia

      June 27, 2019 at 7:03 am

      Thank you so much! That has made my day <3 <3

      Reply
    • BitchTopia

      June 27, 2019 at 7:03 am

      Thank you so much! That has made my day <3 <3

      Reply
  4. Khan

    July 14, 2019 at 4:52 am

    I just found this site and you are the first one i read the story. I really loved it. Anal sex is my favorite topic. On beginning days of me amd my girlfriend when we met we had anal sex for few times and she enjoyed but then she stopped giving it to me even i am experienced person and very gentle.
    I wish she or someone ask me to take care of there ass i would go for it all night long

    Reply
    • Morgana

      June 23, 2020 at 8:48 am

      This is so hot. I want a thick cock in my ass allll the timeeee.

      Reply
      • Rich

        July 13, 2020 at 10:37 am

        I can give it to you ..

        Reply
  5. Martin

    November 13, 2019 at 8:30 pm

    I was once fucking my lover in the pussy on a table.and took a big chance and slid it into her ass with nothing but pussy juice for lube. She didn’t complain and I lasted about 2 minutes before cumming inside her ass. I will never forget the contractions of her ass and my cock working together to get all that cum out of me.

    Reply
    • Morgana

      June 23, 2020 at 8:49 am

      Beyond hot. Lucky lady. Jealous.

      Reply
  6. Javar

    January 6, 2020 at 7:08 pm

    These are some really hot stories my dick is so hard right now,

    Reply
  7. G.K.P

    January 22, 2020 at 4:51 am

    Your stories are mind blowing.
    I like anal sex.

    Reply
  8. Jo Jo

    January 28, 2020 at 10:29 pm

    What a hot story. Got my dick super hard reading it

    Reply
  9. hot sex

    February 10, 2020 at 5:01 pm

    I love anal sex..

    Reply
  10. Jay

    February 24, 2020 at 3:39 pm

    I love this story

    Reply
  11. Drew

    March 9, 2020 at 10:36 am

    Love this story. Made ne hard and hot.
    Thanks

    Reply
  12. Sara

    May 8, 2020 at 9:11 pm

    I love reading your stories it brings my real horny side love ya

    Reply
  13. RIC

    June 3, 2020 at 2:58 pm

    I have had a lot of men cum in my ass, and have three regulars who fuck me at least once a week. I would be greatly disappointed if they didn’t cum in my ass. I love how the cocks pulse as thy fill my ass. When they all come fuck me at the same time, my ass sounds like a washing machine with the semen sloshing around inside of me.

    Reply
    • plalyingwithir2

      February 26, 2022 at 4:35 pm

      You are so lucky to get some so often… Id love to be there with you and us both taking care of our friends like that then when they gone we lay back side by side both us full of their cum and now its just us to clean each other up with our tongues…. Kinda special to have a friend like that. its called caring and sharing…. Love seeing each other getting filled to by the others…..

      Reply
  14. jerry

    June 19, 2020 at 10:49 am

    i really love ur story
    it makes me masturbate
    email me lets chat

    Reply
  15. Didan Dan

    June 20, 2020 at 12:17 pm

    Waaooo
    such an interesting story
    I can’t remember when I last had sex though am good at watching porn
    Its my first time reading it and it has turned me on for sure
    alert me on my email when you post another story next time

    Reply
  16. Maya

    August 19, 2020 at 2:43 pm

    Anal is awesome. I love cum in my tight ass. Your story made me squirt ty jess

    Reply
  17. The Dude

    December 1, 2020 at 9:19 pm

    Well, I definitely came reading all that. Wow wow we wow.

    Reply
  18. Bill Baily

    February 19, 2021 at 1:44 pm

    i love the way when ever a guy cums in a story there are bucket loads of cum. the average total ejaculation is between 1,5ml and 5ml which is like a teaspoon worth of jism. thats both sperm and medium. i have been collection my sperm for over 20 years and still dont have a buckets worth.

    Reply
  19. Dave Matters

    April 16, 2021 at 7:46 pm

    Have always obsessed about cumming in my partner’s ass, wonder how it feels like and the likely implications

    Does anyone know about this?

    Please share a thing or two about how safe and hygienic it is

    Cheers

    Reply
  20. Sexylilass

    May 31, 2021 at 3:11 am

    I want him to cum in me like that. *cry*

    Reply
  21. Jim

    July 30, 2021 at 12:06 pm

    Mmm I’d love to Cum hard in a nice warm
    Ass ! I’m hard thinking of it right now I
    Think I’ll have to stroke it off and Cum
    All over for now !

    Reply
  22. Jason Dore

    August 7, 2021 at 1:01 am

    I got cum in my ass 2 hrs ago and ready for it again

    Reply
  23. Johnboy

    October 23, 2021 at 6:27 pm

    Your stories get my cock rock hard! I often fantasize about men with long fat cocks filling my tight ass with their warm cum. I would love to fuck my wife in the ass while my ass is getting gang banged by men with huge cocks. I would then shoot a big load of cum into my wife’s tight ass. I would then try to hold as many loads of cum in my ass as possible and squat over my wife’s face and push all that cum out of my ass right into her mouth and make her swallow all of those creampies

    Reply
  24. Bill

    January 11, 2022 at 2:03 pm

    I love having anal sex with my wife and CUM in her ass. It tells sloo good cumming in her ass.

    Reply

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