Tag: Anal

Evening with boss [mf]

I wrote a couple of days ago about how I got a new job and I made him a promise to go see him that night, so I did as I promised. My boyfriend didn’t mind, he actually encouraged it. My outfit for the evening was a black skirt, fishnets and a green sweater. Wore dark eyeliner and makeup with red lipstick.

He text me his address and I drive out there. At red lights, thinking about what will happen. I know I’m there for sex, but I wonder how it will be. Can he get me off or will I just be getting him off? Will me being loose be an issue? He hasn’t seen my holes yet, just my butt cheeks.

I pull up to his place and he lets me in his house, glass of wine ready for me, lights are dim and he’s changed into swimming shorts and tshirt. I thank him, put my stuff down and take the wine. He shows me his place, it’s not a bad place, just not really decorated. Anyway, by the time he shows me his room, I make the comment that ‘this must be where all the action takes place’. I felt like a dork saying that but he laughed. When we get outside, he takes off his shirt to get in the hot tub. He tells me to join him but I don’t have a swimsuit (well i dont own one). Eventually after some horrible pick up lines and compliments, I undress and get in tub with him. Read more »

These boots were make for walking…and fucking – How I [M] fucked a MILF [F] and picked up a fetish

I was 24 and fresh out of University, and started a job with a fairly large company.

My time with the ladies at uni hadn’t been prolific – I’d slept with 2 people in the 4 years. My main reason for this spell was my self-confidence…I had none! I was about 15 stone (210lbs or 95kgs for those in the new world) heavier than I am now. Girls rarely looked at me, and those who did would let my advances down with “I bet you give great hugs”. So I rarely tried anything.

I started work and there weren’t any in the office of a similar age to me. There was one woman in the office who caught my eye – Claire.

Now the first thing I’ll say is that Claire was not technically a MILF…she had no kids, however she was 12 years older than me and very attractive, so MILF will do for a description.
Not long before I started with the company, Claire’s husband had walked out on her and moved to Portugal to live with a girl he met on a boys holiday. Read more »

Got freaky with my friend’s aunt at her bachelorette party (FFMM) [Group]

A few years ago when I was 24, I got invited to a real bachelorette weekend blowout for a friend. I had a few friends get married right out of college, but they were typical of poor new grads: maybe a bar crawl or something. “Tiffany” had something completely different for her: long Memorial Day weekend extravaganza in Chicago. Tiffany was rich: Her dad invented toaster strudel or something (not really), but pretty down to earth. Her aunt apparently offered to pay for her bachelorette, so all I needed was a ticket to Chicago.

 

Now her aunt “Marie” was another story entirely. I was expecting someone our parents’ age, possibly outraged by vibrators and penis straws, offering me a Werthers or something. Marie was definitely the young cool aunt of this loaded family. She was early 40s, recently divorced, and readily reminded us *No prenup! Half plus alimony!* And I could tell as soon as we met that she was on the prowl: about 5’7”, dark tan and fit, wavy black hair with blue eyes, and big, presumably fake tits. Had a solid MILF vibe going on.

  Read more »

A ridiculous sequence of events – Casual sex [m/f], casual sex [m/f] that lead to a threesome [mff] – Long!

My third story is a very random series of events, I’ll try not to waffle too much.

Me and my best friend used to work in the city, so naturally it became our regular place to have a night out. I was in my lower 20s at the time, young, dumb… you know the rest. We were out most Friday and/or Saturday nights, drinking the night away and looking for skirt. This one particular night I was particularly hammered and started pulling about a blonde girl who was a bit older than me, just groping on the dance floor nothing major happened that night. I woke up the next day and genuinely could not picture her face and remember much about her, but a bit later that Sunday I received a text from her, so we must of at least swapped numbers at some point. What followed were a pretty normal few weeks of occasional texts being exchanged. I had no burning desire to see this girl again as I couldn’t remember anything about her and the texts never got steamy or anything like that. One day at work I receive a text just straight up asking if I wanted to meet up for some fun, which is when my curiosity got the better of me. After all, I’d finally get to see what she looked like. The first meeting came around and it was typically awkward for two people that hardly knew each other. She was below average build, with some nice boobs. She was quite sweet, not the most intelligent lass but we had a giggle and it was all quite innocent. Eventually we hopped in the back seat and got down to business. Her boobs turned out to be less perkier than I was hoping and it was the first and only time that a girl has ever sucked my cock while I had a condom on. Those things can’t taste good. Read more »

[MFF] lost virginity for threesome

Longtime lurker here, but I felt like I had to post this recent experience for me. First, a little about me and the ladies. I’m 25, 6ft, dark hair, nothing too special, but my charm definitely helps me hit out of my league. Sheila is 27, shy, and reminds me of Cersei Lannister in terms of hair and build. Layla is 24, your typical basic girl, blonde hair, great ass, etc but LOVES to be dominated.

Now on to the story. I met Sheila rock climbing, we hit it off, and decided to meet up for drinks one night instead of climbing. One thing led to another and we were back at my place doing giving each other oral. I was raised Christian so I always held off on PIV before marriage (also felt like I wasn’t ready to be a dad either and this prevented that). I told myself though, if I had the chance to have a threesome it would have been a clear enough message from God that I was meant to go for it. Sheila and I kept this up from time to time until she called me one day practically in tears. She apologized and told me we had to stop because felt like she was a lesbian. Aside from the fantastic blowjobs, I really cared for Sheila and knew how difficult it was for her to tell me all this. We talked about what it meant for our friends-with-benefits relationship and ways I could encourage her through her self-discovery. She said it was probably best that we stop hooking up while she figured things out. I agreed, but we decided to keep climbing with each other (it’s hard to find a good climbing partner!). Read more »

Straight but want to give blow job to some big

I’m straight, or at least I was. Now for a couple of years I’m wanting to suck some cocks. Weird hi? Well any way it would be a first timer for me. When I start thinking about a hand and mouth full of cocks the head of my cock starts creaming up. The feeling is so over powering with such erotic passion that I want a cock inside me as I caress my anal opening that it to starts creaming up as my mouth is full of hot throbbing cock filling me with white honey

A Hospital Fantasy [FM][Anal]

I leave Ward 305, smiling at the nurse as he passes me. My boyfriend is in hospital, healing from the ass-kicking he got, so I figured I’d drive over and improve his mood. The best way to do this, obviously, is to wear a pale lavender coat over a thin, white blouse that does nothing to hide my nipples, and a red miniskirt, short enough to reveal the hint of my stocking tops. Of course, tall heels too. As soon as all the staff were gone, my coat was off and I was stroking his cock under the blankets, but we were interrupted by other visitors before we could get anywhere, and after fifteen frustrating minutes I decide to just call it quits and head home again. So, I leave the ward, passing the nurse, and trying to remember which way the exit is in all the confusing hallways.

I hold the coat tight around me, realizing I look kinda suspicious in these heels and with so much of my legs on display. I seem to remember coming up in an elevator, but I don’t see it anywhere and try some stairs, but they don’t seem to have any signage and when I get to the bottom, it’s like a basement area and all the signs point to weird-sounding places like ‘Clinical Radiography’ and ‘Applied Orthopractics’ Read more »

My Daddy is amazing

We had chatted online for a day before we met and this time it was different I found out that we went to the same school. It was crazy at first because after all the sexual words we had texted one another. I felt so naughty and so horny I couldn’t help myself but touch myself as we talked online.
The next day when we met it was like a cat and mouse game he chased me all over school campus trying to find me, I was pretty shy the other night and couldn’t share my pic so it was a leap of faith if he found me or knew who I was but he did. I had been sitting on the ground and listening to my music when he opened the door and as he walked in I made eye contact at the door and to him, my heart was racing he walked up to me and sat down right next to me gazing into my eyes all I was thinking was “this amazing guy wants to hang out with me out of all people me… I’m weird.”
We start to talk about life, things going on in the world and in our lives it was like a little hallway date. My hands where getting tired sitting on my lap so I placed my hand on the ground right in-between the two of us and he placed his on mine and started to gently stroke the side of my hand with his thumb. I felt so good and I didn’t want him to take his hand away I held his hand a bit tighter as I looked at him and his amazing smile and dreamy eyes. I was getting so girly around him I was getting so wet as well I felt naughty he already knew what I wanted to do and all I just wanted at that moment was to have him deep inside of my wet vagina.
I had to leave for my class and he texted me saying “gosh I must like you if I am still here waiting for you to get out of your class” I blushed and giggled a bit while reading it… he wanted to see me again on the same day now that’s a miracle in my opinion I weird everyone out but him … I made my way outside and to him standing outside of my classroom with his amazing smile and dreamy eyes. He asked me if I was hungry and I said a bit so we walked down to the school cafeteria… all I got was a soda, I felt bad that he was buying me a drink but then again I feel bad when any one buys me anything … he payed like a gentleman and we found a table and sat down I couldn’t help but smile and laugh I was chilling with this amazing man who wanted to hang out with me. After hiding my head in my arm on the table he looked at me and said, “you have amazing eyes did you know that” I giggled more and blushed, the cafeteria got loud and we wanted to go somewhere quiet.
As we walked around campus we both could feel a lot of sexual tension between at least I did I’m not sure if he did. We found this place on a flight of stairs it was like a corner where no one really uses he leaned over and kissed me his mouth was like heaven so soft I felt like I was back in high school making out behind the bleachers. He comes to a stop and says “I’ve got a gift for you” he pulls out this box and says “put it in your backpack and open it tonight” I laughed and did what he said as we sat down I was getting wet just holding his hand we made out more while sitting on the stairs in the corner. I was wearing basketball shorts and come on we all know they are easy access to anything, as we make out more he slowly takes his hand and slides it in my pants and starts to rub my wet clit… my thoughts where racing I was so pleased and so happy but yet so scared what if a professor catches us… But I was in so much pleasure I didn’t care when it came down to being caught it turned me on even more. His fingers sliding in and out of my slippery wet vagina as I take my backpack and cover up where his hand is, I hold onto his arm and moan in please his hands so soft and gentle while on my clit I leaned into his shoulder and moaned more, he took my pussy juices and licked them off his finger. And then kissed me.
He left for his class and I was distraught I was so horny after he left me I wish he had taken his hard cock and fucked me right in the corner of the stairs.
I waited till his class was over and we went to his car… I was thinking he wanted to get some head or fuck in his car but no… we got to the car and I got inside we juts drove away from the school I didn’t ask where we were going I didn’t care, all I knew was I felt horny and safe around him. As he drives a bit away from school he takes his hand and slides them in my pants and starts to finger me again while he is driving with one hand on the wheel…out of the blue he says “your pussy is now my property and looks me in the eye and says do you understand” I mean I thought I couldn’t get any more wet but oh my god this guy was a miracle all I wanted to do was test him by calling him my Daddy but I held back I didn’t want to scare him away.
He pulled up to a motel that wasn’t to far away from our school. I was shocked haha I wanted to fuck him so bad all day since I met him and here he is pulling up to a motel “my man” is what I said in my head. We get inside of the room and strip down and snuggle in the bed as I feel his boner press up against me I put my hand down on his hard cock and completely went dominant on me in bed I was so fucking wet while cuddling and got even wetter while he called me his dirty slut and bad bitch and he said “ you’ll swallow my cum one day but today not that day” and “ what’s your pussy meant to do …” and ughhh he was so fucking good and soooooo fucking thick the thickest I have had. He started off by sliding in the tip and eventually he was completely inside of my wet vagina. He looked me in my eyes as I gasped as he slides it all the way in he said “Don’t close your eyes I want you to remember this moment and me right now so that every time you masturbate and think about me you can think about right now.” I said “yes sir” he went deeper in my pussy and speed up as I moaned louder he went faster and harder as I moaned more with pleasure he leaned down while still inside of me and kissed me and looked me in my eyes as I was moaning in pleasure he said “your pussy is my property; you’ll never take it away from me even if you get a boyfriend or get married” I said “yes sir” he said “ this pussy is mine now” and pounded the hell out of my pussy I moaned louder and louder I am pretty sure that if we had someone on either side of the wall they were either jealous or they were jacking off to us fucking.
We were doing doggy style and missionary position and a couple others …I don’t know the names to them but it was so fucking hot … he told me to “turn around” and I did on all fours he took my wet pussy from behind and pounded it so fucking good …. I don’t think words can describe how good it was… I flipped back around to missionary position and he said “you knew from the moment we met that I was going to be inside of your tight pussy” and “you like being my little slut” as he goes faster while inside of my pussy and I moan in pleasure he says “everyday you’ll spread your legs for me and be my little bad bitch”
He was so dominant and I loved it, I loved him inside of me even though we had just met something just felt so complete as he was inside of me I felt safe and my pussy was his property and I was pretty fucking happy about that. He was thrusting faster and I was moaning louder and he said “want me to cum inside of your freshly fucked pussy” I said “yes sir cum inside of me” he started pounding and as he started pumping he said “I’m cuming” I moaned more and felt his warm load inside of my pussy. He pulled out and layed down and started to finger my freshly fucked pussy, he slid in two fingers and used his thumb on the clit I moaned and placed my hand on his as he fingers fucked my pussy. I took my hand and started to rub my clit as he went faster with his two fingers in my vagina I reached out and grabbed his arm and gripped it while moaning so loud and while I was rubbing my clit fast with my other hand, he smiled at me and went faster and I rubbed my clit faster as I let go I squirted a bit and grabbed his hand and kissed it. The best sex I have had the best orgasm the best everything this guy was awesome.
He came and I came and we both cuddled and he talked about life and what was on each other minds for a bit as we cuddled I placed his arm around me and placed his hand on my boob and he smiled. We had to hop in the shower and clean ourselves off as I had to be in class pretty soon. We got cleaned up and as driving back to school we held each other’s hand his eyes focused on the road my eyes focused on him. He dropped me off and later that night we texted each other and met up again the next day it took a complete week of us texting but I finally got a text from him saying “how would you feel if I wanted you to call me Daddy” My heart melt and I knew I found the right guy… a gentleman in person and a freak in the sheets and I was loving it.
A month has passed and Daddy and I are texting each other and he tells me a secret “you know sometimes I wish you were my daughter” I was not surprised it was nice to know someone finally understood my sexual desires and fantasy’s only I didn’t want to say it first I am glad he did. I told Daddy that I had wished the same and that I had little scenarios play in my head he responded by saying he thought about them too. Daddy texted me and said “tomorrow morning leave your door unlocked and put on the blindfold” I obeyed daddies orders I heard the front door open to my house and had my legs open ready for daddy to slide into my pussy.
Daddy walks into my room and closes the door and locks it behind him and I can hear him tell me I am a “good girl” as I hear my daddy undressing I get wet at the fact that I’m being such a slut for my Daddy and it turns me on so much. I feel Daddy come onto my bed and is right over me he positions me in the spot he would like and slides his warm hard dick inside of my wet pussy I gasp a bit as he slides it into me my Daddy is so thick and it always surprises me and I love it. Daddy starts to whisper in my ear “you like Daddies dick… admit that you like being daddies little whore” I told Daddy “I love it when you are inside of me” and Daddy tells me “If you where my daughter we would move to a different place and get married and at nighttime you would call me Daddy as we do what we are doing right now… do you understand” I said “Yes Daddy” in a moan as he pounds my pussy harder and faster.
Daddy tells me to take off my blindfold and look at him as he tells me “you know next month I am going to take your anal cherry… you understand that right” I moaned in pleasure a bit hesitant but I trusted Daddy so I said “Yes Daddy” … Daddy pounds once and then pulls out then daddy says he wants to try something but it’s not what I think it is “anal obviously is what I thought” I looked at Daddy and he looked at me and said ‘this is what it will feel like when my tip goes inside of your ass … anal is meant to be something special and shared between two people and porn makes it very unrealistic… Daddy will never hurt his daughter” I said “okay daddy” as he thrust up near my asshole in a slow motion as if he were getting ready to enter my ass but, that wasn’t till November.
I looked up and Daddy and he asked me if I liked what he was doing to my butthole I was very insure to be honest if had actually been inside of me at that time I would’ve been very relaxed I felt as if he should just get it over with and just take it already but I like the wait it gave me more time to prepare myself. He had just gotten up and had to wash himself off because going from butt stuff to the pussy was unsanitary and he had to wash himself off. Daddy came back in the room and slide right back inside of my wet pussy he leaned in close to me and nibbled on my ear and kissed my check and said “whose property does this belong too… I said Daddies property and he pounded me hard and wrapped his hands around my neck … I felt like a better version of 50 shades of grey when I am with him all I wanted to do was to have him handcuff me and just have his way with me when he started to wrap his hands around my neck. He chocked me hard but I loved it so much and he pounded me faster and it felt so fucking good… Daddy started to speed up and pounded on my pussy I moaned and ughhh does daddy know how to treat this pussy right he puts his warm load inside of me and starts to rub my clit and I take my hand and place it on his as he slides his pointer and middle finger inside of my freshly fucked pussy ugh my baby knows how to work his fingers every now and then it still feels like he is down rubbing and taunting my pussy with his thick cock even when he is gone every time I touch myself I think about Daddy and how he pounds and finger fucks my pussy.
My Daddy ugh My Daddy I love when he is inside of me and touching me and with me, He has given me till the end of October to find another man and fuck them and then tell him all about it every detail I adore him so much.
My Daddy is the best of all time, so adorable, caring and dominate and I would gladly give him my wet pussy any day or any hour to him.