Bestfriend to sexfriend
- 3 years ago
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The Time I Fucked My Mum's Best Friend free porn video
As said in my first story, I had been sucked off by one of my mum's oldest, and closest friends, Steph* (fake names used here, as always)... This is the story of the time I fucked her, which happened a few months, maybe a year, after I saw her eating my mum's arsehole and fucking her.
She was the same age as my mum, had size D tits and a tiny waist. She usually was fully waxed and really made an effort with how she presented herself, she was probably the biggest MILF out of all of my friends, or in the top two at the very least.
Anyway...
STORY
Aside from my three close friends who stayed at my house often, I had another good friend, James*, who was the son of Steph. Me and him went to school together and played football on the same team, so we hung out together fairly often. When my mum was away I would sometimes spend a week or so at their house. It was basically my second home and Steph was basically a second mother to me.
She openly admitted to us one day that she has no idea who James' father is and that he was the result of a one night stand, but it never bothered him and they were always close. I'm fairly sure they were borderline naturists, as they would walk around the house in their underwear- and that was on a cold day! After Steph told me she wanted to fuck me, she started to go nude more often though. James was pretty much naked 24/7, which was weird at first.
The heating in the house was always turned up to an extent where it would feel tropical in there, and they'd always ask the same questions: "Oh you must be warm?", "Don't you want to get more comfortable?" or "We all have a cock or a cunt, don't be shy!"
They were just very comfortable in their skin and that was something to be proud of, I suppose. She was (and still is!) a total babe, and he had a similar sized cock to me. They were that comfortable, they even honestly slept in the same bed as each other.
Now at no point did I think there is something i****tuous about their relationship, I still don't, they were just that close.
In a sense, this kind of led on to how I fucked my first MILF, Steph. (Spoiler alert!)
James and I were sat in his front room on our own laptops, and we had this sort of weird game where we'd try and find the funniest porn videos or something along those lines.
Steph had been on the phone in her bedroom upstairs. She'd had a few glasses of wine and was probably having phone sex with one of her many guys, but we left her to it.
Anyway, we're watching this really weird video, if I remember rightly it was a dwarf man fucking an absolute babe with tits that were bigger than his head, and playing FIFA against each other, when Steph put her hands on our shoulders and told us how "naughty we were". We both laughed nervously and shut the laptop down to stop the sound from making things even more awkward.
I could feel her tits pressed against my head as she said "fancy a drink, anyway?" and walked to the kitchen. It was only then I realised that she was wearing nothing but a thin, black thong that was being swallowed by her perfect arse.
We followed her in and sat chatting and drinking for a while when she suddenly went "Shit! James, it's Saturday isn't it? Your aunt wants you to babysit your cousin tonight, remember?" I remember how much he hated doing this, but it was an easy £20 which was a lot of money at that age.
I remember he offered to see if I wanted to go with him- I didn't- or even just wait around till he got home at about 2am as he left his front door on his BMX.
I was packing my laptop into my bag and getting ready to leave when Steph walked out the kitchen completely naked, leant against the door frame and practically purred "Where do you think you're going?" I can't emphasise how sexy she sounded saying this, and this was the one clear memory I had of the night prior to fucking her.
I could look at her naked a thousand times and every time would still leave me lost for words, and I had no way to answer her. She walked over and kissed me, whilst pulling my clothes off to get to that dick. "I was finally going to fuck her!" is all that was going through my mind.
Pretty soon we were both naked and really going for it kissing wise, her hands were going all over my body until they settled on my rock hard cock and she began to stroke it. In that moment, I was completely under her control. I was only snapped out of it by her saying something along the lines of "fucking finger me then!"- I remember clearly I did just that!
To set the scene properly in your heads, we were now naked and in the hallway mutually getting each other off. Were someone to come in to the porch they would see everything. She was pulling me towards the ground so I could get deeper inside her cunt with my fingers, and she was loving every second of it as she got wetter and wetter.
I had an urge to taste her, so I moved down slightly and ate her out for a good few minutes until she said "My turn!"- which excited me as she gave amazing head. I moved my cock to her mouth and she said "nope, get on all fours".
Confused, but aroused, I remember getting on all fours and asking "What now?" as she went to town on my arsehole with her mouth, all the while she was wanking me off. This was a new experience for me and I LOVED it- to this date she's the first and only woman who has ever rimmed me.
I came on her carpet (as in the floor kind, not pubic kind you pervs!) fairly fast and this is where I saw how freaky she really was. She carried on licking for a while longer, then got on her knees and licked my cum off the carpet and swallowed it.
"Now, fuck me." She said to me.
Now I'm a lot of things but like most men, I'm not someone who can cum and keep a boner- not matter how unbelievably hot the woman is. She figured this out too and warmed me back up by putting my cock in her mouth until it was hard again. Since she had began to lick my arse, she had been fingering herself and as such was very wet as I got behind her to fuck doggy style.
This is usually where I take over, and she was going to be no exception. I grabbed a handful of her hair and began to fuck her with everything I had. We could've gone for a while, but the carpet was beginning to be a little sore on our naked bodies so we decided to pause and go to her room. I remember watching her naked arse as she led me upstairs holding on to my cock.
Once on the bed we picked up where we left off, only this time we started off missionary and stuck at it until we were back to where we left off. Remember I said she was a freak? Well the entire time she was trying to either stick a finger in my arse, or moaning for me to finger her arse. After a few minuted more I remember getting her back in to the doggy position and sticking a thumb in to her arse, which she fucking loved!
I came so heavy in to her pussy that first time and we collapsed on the bed, exhausted.
She turned the television in her room on, as I left to piss. By the time I got back in, the bed had a handful of dildos on there, an open DVD case and a few other sex toys. It took me a lot longer than it should've to realise she had some pink rampant rabbit-style toy going in and out of her, and was watching two MILF's fuck a guy.
I lay next to her, watching her fuck herself and slowly bring herself closer and closer to cumming, then she stopped. Now I was tired, but aroused again by this point, but she climbed on top of me and began to ride my cock, whilst calling me things like "Baby" and asking me to get her to cum. I had no idea how to do that, I had never made a girl cum in my life before, so I had no hope here!
Nevertheless, she continued riding and started to use one of those silver bullet style vibrators on herself as she kept bouncing up and down on me, getting harder and quicker as she went on. I consider myself to have good stamina, but even I was getting worried that I would cum before her. That's when I felt her warm cum dripping down my cock and on to my balls, which in turn made me cum instantly inside her again.
She sat on me for a while and we watched until the end of the DVD, my softening dick still inside her.
We chatted for a while, before she invited me to shower off with her before James got home. She took extra care on my cock- I'm sure it's never been as clean as it was after that shower!
We got back in to her bed and watched some shitty movie until James got home. He said something about me leaving my laptop, but him being "too tired to do anything about it tonight" through her door and went to his room.
I fucked Steph once more in the morning, finishing with a blowjob and a facial as she" wanted me to take a photo of me cumming on her face on her phone". I thought this was an oddly specific request, but you find me a teenager that would say no to that!
I had a text from James from the night before about me leaving my stuff there and him apologising for not bring it round as he was too tired. I thought "It's more than alright mate, I fucked your mum all night long!"
As I got in to the house, mum was reading the paper on the breakfast counter- "Good night?" she asked with a smirk. I thought nothing of that until I realised she wouldn't bring up any stories about Steph, or make eye contact with me for about a week.
I fucked Steph a few times more, and she was fantastic every single time (she even tried to fuck me once, but that idea was quickly shot down hahah!) She was, and I've heard still is something of a sex addict. Apparently she makes everyone wear a condom to fuck her, I was just a special exception. She might love cock, but she didn't give me any sort of disease which was always a bonus I guess haha...
Steph made a point of sending me dirty texts or pictures for a while after this. In fact, the last one I got was maybe 18 months-two years ago, but she's moved a little bit further away for work and neither myself nor my mum have seen her for a while. 99% of these pictures were on old laptops and phones, but I'm not entirely sure where they are in my mum's house.
It's thanks to her that I really became obsessed with MILF's, she was my first and was the inspiration behind the "Milfhunta4" username.
I have one picture of Steph with her dildo, which is somewhat recent and was sent to someone I know. Guess she really has a thing for younger guys! Anyway, it should be attached below this:
She was the same age as my mum, had size D tits and a tiny waist. She usually was fully waxed and really made an effort with how she presented herself, she was probably the biggest MILF out of all of my friends, or in the top two at the very least.
Anyway...
STORY
Aside from my three close friends who stayed at my house often, I had another good friend, James*, who was the son of Steph. Me and him went to school together and played football on the same team, so we hung out together fairly often. When my mum was away I would sometimes spend a week or so at their house. It was basically my second home and Steph was basically a second mother to me.
She openly admitted to us one day that she has no idea who James' father is and that he was the result of a one night stand, but it never bothered him and they were always close. I'm fairly sure they were borderline naturists, as they would walk around the house in their underwear- and that was on a cold day! After Steph told me she wanted to fuck me, she started to go nude more often though. James was pretty much naked 24/7, which was weird at first.
The heating in the house was always turned up to an extent where it would feel tropical in there, and they'd always ask the same questions: "Oh you must be warm?", "Don't you want to get more comfortable?" or "We all have a cock or a cunt, don't be shy!"
They were just very comfortable in their skin and that was something to be proud of, I suppose. She was (and still is!) a total babe, and he had a similar sized cock to me. They were that comfortable, they even honestly slept in the same bed as each other.
Now at no point did I think there is something i****tuous about their relationship, I still don't, they were just that close.
In a sense, this kind of led on to how I fucked my first MILF, Steph. (Spoiler alert!)
James and I were sat in his front room on our own laptops, and we had this sort of weird game where we'd try and find the funniest porn videos or something along those lines.
Steph had been on the phone in her bedroom upstairs. She'd had a few glasses of wine and was probably having phone sex with one of her many guys, but we left her to it.
Anyway, we're watching this really weird video, if I remember rightly it was a dwarf man fucking an absolute babe with tits that were bigger than his head, and playing FIFA against each other, when Steph put her hands on our shoulders and told us how "naughty we were". We both laughed nervously and shut the laptop down to stop the sound from making things even more awkward.
I could feel her tits pressed against my head as she said "fancy a drink, anyway?" and walked to the kitchen. It was only then I realised that she was wearing nothing but a thin, black thong that was being swallowed by her perfect arse.
We followed her in and sat chatting and drinking for a while when she suddenly went "Shit! James, it's Saturday isn't it? Your aunt wants you to babysit your cousin tonight, remember?" I remember how much he hated doing this, but it was an easy £20 which was a lot of money at that age.
I remember he offered to see if I wanted to go with him- I didn't- or even just wait around till he got home at about 2am as he left his front door on his BMX.
I was packing my laptop into my bag and getting ready to leave when Steph walked out the kitchen completely naked, leant against the door frame and practically purred "Where do you think you're going?" I can't emphasise how sexy she sounded saying this, and this was the one clear memory I had of the night prior to fucking her.
I could look at her naked a thousand times and every time would still leave me lost for words, and I had no way to answer her. She walked over and kissed me, whilst pulling my clothes off to get to that dick. "I was finally going to fuck her!" is all that was going through my mind.
Pretty soon we were both naked and really going for it kissing wise, her hands were going all over my body until they settled on my rock hard cock and she began to stroke it. In that moment, I was completely under her control. I was only snapped out of it by her saying something along the lines of "fucking finger me then!"- I remember clearly I did just that!
To set the scene properly in your heads, we were now naked and in the hallway mutually getting each other off. Were someone to come in to the porch they would see everything. She was pulling me towards the ground so I could get deeper inside her cunt with my fingers, and she was loving every second of it as she got wetter and wetter.
I had an urge to taste her, so I moved down slightly and ate her out for a good few minutes until she said "My turn!"- which excited me as she gave amazing head. I moved my cock to her mouth and she said "nope, get on all fours".
Confused, but aroused, I remember getting on all fours and asking "What now?" as she went to town on my arsehole with her mouth, all the while she was wanking me off. This was a new experience for me and I LOVED it- to this date she's the first and only woman who has ever rimmed me.
I came on her carpet (as in the floor kind, not pubic kind you pervs!) fairly fast and this is where I saw how freaky she really was. She carried on licking for a while longer, then got on her knees and licked my cum off the carpet and swallowed it.
"Now, fuck me." She said to me.
Now I'm a lot of things but like most men, I'm not someone who can cum and keep a boner- not matter how unbelievably hot the woman is. She figured this out too and warmed me back up by putting my cock in her mouth until it was hard again. Since she had began to lick my arse, she had been fingering herself and as such was very wet as I got behind her to fuck doggy style.
This is usually where I take over, and she was going to be no exception. I grabbed a handful of her hair and began to fuck her with everything I had. We could've gone for a while, but the carpet was beginning to be a little sore on our naked bodies so we decided to pause and go to her room. I remember watching her naked arse as she led me upstairs holding on to my cock.
Once on the bed we picked up where we left off, only this time we started off missionary and stuck at it until we were back to where we left off. Remember I said she was a freak? Well the entire time she was trying to either stick a finger in my arse, or moaning for me to finger her arse. After a few minuted more I remember getting her back in to the doggy position and sticking a thumb in to her arse, which she fucking loved!
I came so heavy in to her pussy that first time and we collapsed on the bed, exhausted.
She turned the television in her room on, as I left to piss. By the time I got back in, the bed had a handful of dildos on there, an open DVD case and a few other sex toys. It took me a lot longer than it should've to realise she had some pink rampant rabbit-style toy going in and out of her, and was watching two MILF's fuck a guy.
I lay next to her, watching her fuck herself and slowly bring herself closer and closer to cumming, then she stopped. Now I was tired, but aroused again by this point, but she climbed on top of me and began to ride my cock, whilst calling me things like "Baby" and asking me to get her to cum. I had no idea how to do that, I had never made a girl cum in my life before, so I had no hope here!
Nevertheless, she continued riding and started to use one of those silver bullet style vibrators on herself as she kept bouncing up and down on me, getting harder and quicker as she went on. I consider myself to have good stamina, but even I was getting worried that I would cum before her. That's when I felt her warm cum dripping down my cock and on to my balls, which in turn made me cum instantly inside her again.
She sat on me for a while and we watched until the end of the DVD, my softening dick still inside her.
We chatted for a while, before she invited me to shower off with her before James got home. She took extra care on my cock- I'm sure it's never been as clean as it was after that shower!
We got back in to her bed and watched some shitty movie until James got home. He said something about me leaving my laptop, but him being "too tired to do anything about it tonight" through her door and went to his room.
I fucked Steph once more in the morning, finishing with a blowjob and a facial as she" wanted me to take a photo of me cumming on her face on her phone". I thought this was an oddly specific request, but you find me a teenager that would say no to that!
I had a text from James from the night before about me leaving my stuff there and him apologising for not bring it round as he was too tired. I thought "It's more than alright mate, I fucked your mum all night long!"
As I got in to the house, mum was reading the paper on the breakfast counter- "Good night?" she asked with a smirk. I thought nothing of that until I realised she wouldn't bring up any stories about Steph, or make eye contact with me for about a week.
I fucked Steph a few times more, and she was fantastic every single time (she even tried to fuck me once, but that idea was quickly shot down hahah!) She was, and I've heard still is something of a sex addict. Apparently she makes everyone wear a condom to fuck her, I was just a special exception. She might love cock, but she didn't give me any sort of disease which was always a bonus I guess haha...
Steph made a point of sending me dirty texts or pictures for a while after this. In fact, the last one I got was maybe 18 months-two years ago, but she's moved a little bit further away for work and neither myself nor my mum have seen her for a while. 99% of these pictures were on old laptops and phones, but I'm not entirely sure where they are in my mum's house.
It's thanks to her that I really became obsessed with MILF's, she was my first and was the inspiration behind the "Milfhunta4" username.
I have one picture of Steph with her dildo, which is somewhat recent and was sent to someone I know. Guess she really has a thing for younger guys! Anyway, it should be attached below this:
Hester
- 19.06.2020
- 14
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