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How I lost my virginity to an older MILF [MF]

So here is my story of me losing my virginity. It is all true. I was 21 and she was 24 at the time. She had a child so she was a MILF. I am now 27.

I was studying at home with my brother and a friend. My brother gets a text from someone he knows. She asks if he knew anyone who wanted to get laid. So my brother suggested me. She asked him if I was legal and I am. So I look at her Facebook pictures. She is my kind of girl: curvy with big boobs. So she sends me a text asking me how big my cock was. I avoided the question because I thought she would reject my 5-inch cock. So I asked her if she would tame the wild beast within me. She responded asking me if I was a virgin and I said yes. She said she hates to admit it but it is kind of hot. She then asks if why I wanted to lose it to her; was it because I just wanted to or that I was going to go over the edge. I told her both. She then asked me what I wanted to do. I told her I wanted to get head, eat her out, do it in missionary and cowgirl positions and possible cum in her mouth. I then told her “soo, when can we do it?” She said tomorrow and she would pick me up at 5. She then said she would have to shower because we do it and she would bring her son. I am like “an OLDER MILF? SCORE” Read more »

Friday Night Drinks [MF]

My fiancé and I met when we were 15, kissed, and thought that would be the end of it. We would never come across each other again. Turns out that we met again when we were both 18, and stayed together from that day onwards.

For the next seven years we were soulmates. We became so engrossed in each other’s lives that her nieces and nephews were mine as well. So much so that we were chosen to be one of her nephew’s god parents (despite being not even remotely religious).

I loved her family as well. Except one of her sisters. She was a pain in the ass. There was a time that we lived with her, and she was THE WORST. As in, the kind of housemate that you would just want to kick the ass of. Never did her own dishes, never cleaned when it was her turn, and never even tidied the goddamn bathroom. The worst.

After all that, we moved into our own place and looked forward to the future. That is, until we found out we were living with a brain tumour.
In the end, it was over pretty quickly. I never, ever, thought I would bury the love of my life. But that is exactly what I ended up doing. Read more »

Theater kids go to senior week! [MFF]

A recurring theme in all of these stories is that they involve friends I knew from my high school theatre days. This particular story involves two girls who were best friends all through high school, Jessica and Rachel.

Jessica and Rachel were inseparable in high school. They were always in the plays though neither of them ever played the lead. They mostly just hung out as extras on stage and sang in the choir. They were also the kind of best friends who would constantly talk shit about each other when the other wasn’t around to the point you wondered why they were friends at all.

They were both objectively very attractive but while Rachel was clearly very pretty, Jessica was one of those girls who is so hot it’s frustrating to know she exists. Jessica was easily a 10 but she was also one of those girls that was really awkward in middle school and early high school that she had no idea how hot she had become. Jessica had brown hair that hung to around the middle of her neck. She wasn’t pale but she wasn’t particularly tan either. She had a perfect, hourglass figure. Without working out she somehow had a tight little stomach and also had D-cup boobs. She also had these big, round, brown eyes that could knock you on your ass whenever she flashed a smile. 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.

[F] Trying to convince my husband to let me do amateur porn

HI all, Im under my husbands account posting a concern.

We have been talking/arguing for the last 5 days now. I know its not everyones cup of tea in a marriage to do this, but i was approached by an adult modeling agency and really want to try it. My husband is dead against it, but i think he will get off on watching me get my brains fucked out. Heres my pic https://eroshare.com/b74ncben

How can i convince him without tarnishing my marriage?

Having a hard finger fucking session at university while writing a paper [F]

If I remember correctly, this was in my third year of uni. I had this paper that I had to write and I just did not want to do it. So I just kept putting it off until the night before. I knew I wouldn’t be able to write it at home because I wouldn’t have access to sources online as easily. So I figured I’d just stay at uni and write it.

I needed somewhere quiet to hammer this thing out. I couldn’t go to the library because I knew there would be more than one friend there and I would easily get distracted. I remember one of my friends telling me about this one spot that she had found. She called it her ‘secret spot.’ I texted her about my predicament and after some back and forth, she finally divulged the location of this place: the Ed. building on like the 12 floor. Read more »

Getting her costume ready [MF]

Warning: Long

This story happened a fairly long time ago. I was a virgin at the time.

I was starting to get ready my first comic book / anime / gaming con. A friend of mine, Rebecca was trying to get a costume together in time for the con, and hadn’t really thought far enough ahead. We were trying to come up with something simple but effective, and we are poring over everything we can think of, movies, comics, manga and anime alike, looking for something that was both suitably easy and suitably impressive. We eventually settled on Morrigan from Darkstalkers, because it was simple colors, and could be fashioned from simple and inexpensive components.

We were quickly able to find purple, semi transparent leggings and a black lycra bodysuit, as well as some material to make the gloves (since they are fingerless, it was way easier to just stitch something that find gloves the right shape and color). She got herself into the bodysuit, and when she came out into the room, her nipples were quite prominently pushing outward from under the incredibly thin material. I did my best not to notice, and we were starting to make the necessary alterations. We cut the heart out, revealing even more of her gorgeous breasts than was already exposed. I managed to not stare and continued. We feathered the straps, giving me a few more glorious peeks at the significant swells of her breasts. Read more »

Visited a light femdom for the first time [X-post /r/sex]

Hey folks,

I wasn’t sure whether to post his to /r/femdom or /r/cfnm, but those both seem to be porn subs, so I figured it was more appropriate here. I hope this doesn’t count as an “achievement” post, as I’m not trying to crow about this. I simply have literally no other outlet for sharing this and I figured it might be interesting to some folks.

Basics: I’m an early-30s guy. From time to time I trawl craigslist looking for sexual encounters. Light ones with guys (i.e., /r/jobuds), anything goes with women. Recently, I came across an interesting post advertising a clothed female, nude male (CFNM) encounter that had light domination elements. I don’t really have a clue about dom/sub, but I’m clearly more submissive in bed (I’ve always wanted the woman to tell me what to do, which feels sort of shameful as it seems expected that I’ll control the encounter). I thought this would be an interesting thing to explore.

I emailed the person and got an email back. She refused to send pictures, and said she did this out of a reputable business so it was a risk to her and she wouldn’t send identifying info. She detailed how the session would go, and we talked scheduling. We set up a time (today, which is about a week after we talked). Read more »