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Your first anal
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By (user no longer on site) 27 weeks ago
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Absolute best feeling in the world, especially if it wasn’t expected.
I’d rather fuck the wife’s ass anyway before her pussy. It’s so tight and once you’re in, I don’t want to take it out until I’ve shot a load in her lol.
Upside is at least I can’t get her pregnant lol.
Every time I see her bent over, I just want to dive in lol.
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First time I fucked my gf (now wife) in the ass was in the lounge in me flat - she loves anal, and was really vocal about it shouting how much she loves it in the ass - then we heard banging on the ceiling from the flat below... I don't think they enjoyed it as much as she did!
The next morning we went out for breakfast, and on leaving the flat of course we bump into the (very hot) girl from the flat below. Both her and my gf went bright red. |
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My first time was when I was between marriages, had a male male experience, that lasted a few months meeting up at socials etc. progressed from oral fun to me getting first taste of anal fun.
We met up on a few occassions and I stopped at his place over night.
Still enjoy meeting men for same male fun when times permit away from home. |
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By *ayneCDTV/TS 27 weeks ago
Hanwell |
My first was during my first experience with a guy. I met this young guy (in his 20s) when I was about 30 - went back to his place. We were both inexperienced with the other sex, it was his first time - but were having fun, he had a pretty big dick - I tried to sit on him... he was too big, I could barely get him in me, he suddenly came into me ass before I could even get him in!
The other way round was more fun - I flipped him over and used a load of lube... fucked him hard. |
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I've always had a passion for girls sexy arse.
Going back a few years now a girl I was seeing had a fantastic arse.
Always loved rimming her.
Mentioned about having anal with her but she wasn't up for it
One we are both d*unk having sex. She always liked being on top, so I managed to slip my finger up her tight arse and she was enjoying it.
Flipped her over onto all fours and started to lick her arsehole
Got in position and started to fuck her and straight away she said "wrong hole" I didn't need a second invitation. Withdrew and pressed my cock against her anus and it went straight up her. Fucked her arse till I cum bucket loads |
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Had a gf in uni who was pretty keen to keep me and was a little insecure, even though I adored her and tried to reassure her. I was in good shape back then with all the sport and gym, so got a little attention when out.
She wasn't keen on bjs and hadn't made me cum from one. One of her friends teased her saying she'll lose me because of it, which totally wasn't true.
So one night I came home from rugby training, and she was in my room, on all fours, ass up, head down. She looked back at me and said "this will make up for the bad blowjobs". I went to protest about the bjs, but she said "don't say anything, just fuck my ass, I've been dreaming of this for weeks"
Well, who was I to deny her!
We both loved it and it became a regular thing. She became far more confident sexually and more secure as a person... so much so that we ended it after she cheated on me.
I'll always remember that year of incredible sex though. It got so kinky towards the end! |
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My first fuck when I was young and the girl offered me her arse because she was on at the time, needless to say I didn't last long
Since then I always enjoyed a woman's arse.
First time my arse was fucked was a GF with a strap on, I loved it and have repeated several times since.
Still haven't had a cock up me though |
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By *irexMan 11 weeks ago
Hertford |
First times with girlfriends weren’t too successful tbh, then met a guy who invited me to his house where he started rimming me in bed to get me in the mood but it was my cock he wanted. First time with him on the sofa presenting his ass to me I fucked him hard, just about to cum when he asked me to pull out and wank myself off into his mouth swallowing my whole load. 2 more fucks and 3 deep throat’s later and I was too spent for any more!! Popped my own cherry a few months ago with a guy on this site, knelt on his sofa bum in the air, who shot a load of lovely hot cum over my ass  |
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First time I got to try anal was with my now wife. We were out on a walk and got a bit to touchy as we walked through some woods.
She sucked my dick for a bit then looked up at me and let me know she was off her pill so if I wanted to fuck her arse was the only option.
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I fucked my FWB in the ass properly for the 1st time the other day. Due to my size, it was always just the tip on the last few attempts we had attempted, but she took the whole length this time around and loved it, and she even took my load in her ass. She has such a beautiful ass |
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"I fucked my FWB in the ass properly for the 1st time the other day. Due to my size, it was always just the tip on the last few attempts we had attempted, but she took the whole length this time around and loved it, and she even took my load in her ass. She has such a beautiful ass"
It's always hot shooting a hot load in their tight arse |
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My first time was with the girl who I lost my virginity to over a 6 week period we did everything mouth, pussy and then ass. She liked it but preferred her pussy being fucked.
Many years later I had a partner was very orgasmic, so in the middle of a hot session I fingered her ass as well as her pussy she was that turned on she begged me to fuck her so i did, mouth pussy and ass. She called it 3 hole special. |
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One morning. Laid in bed. He asked if we could try anal. I could t say no much longer. I wanted it as bad as him. A hard moan when he finally got in. Was a long try. , Me thinking he’s all the way in. I was so wrong. Till he pushed all the way in My head sunk to the bed.. it felt real good  . Now I’m not sure who’s more excited for it. Me or him  |
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My first was a girl I was dating. She always wanted to please me and we got had a lot of kinky play. When she said about trying anal I was happy to give it a go. She was on her front pulled her cheeks apart I lubed her and used a couole of fingers and a toy before sliding in. I got my helmet in and then her mum called up to her and as she replied I pushed in deeper making her gasp and moan while shouting back gave me a real kick then pumped her hard as she pushed back. She loved it as much as me. The next was another GF we did it a couple of times but due to size always said it was too much. One day I woke up to her pushing back on my morning wood to realise she had it in her ass. We went for it and she was working the wand as we both came together we me pushing a large load up her tight arse. Love it. |
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I've been lucky to have a few girlfriends either initiate it or me suggest it. First time my girlfriend started licking and just gentle playing with my ass before I followed suit with hers. Before I knew it, I was fucking in the ass. Got her to dress up in a nurses outfit and shout 'fuck me in the ass' whilst at it. Since then, tried lots of anal, strap on, but never a real cock. |
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Was dressed up like a good slut that iam by my wife.we then went to the club we use where we met with a bbc.we went to one of the private rooms where my wife told me to get into doggy position, already pre loobed she held the bbc,s cock and guided it into me. He then proceeded to fuck me while my wife watched. This has happened alot since sometimes she joins in or she just watches and brings herself off. One guy did me then fucked the wife |
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I've had a love of anal play from a young age and wanted to loose my virginity that way. I met an older woman online and met at her shared house to be pegged. I was very nervous, was honest about my virginity and desires and she agreed to help me with it. She taught me how to give oral, caress a womans breasts and gave me advice about confidence. I lost virginity by both giving and receiving anal in the same night. I look back on it fondly but never even got her name! If you're reading this, it would be great to hear from you  |
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"I've had a love of anal play from a young age and wanted to loose my virginity that way. I met an older woman online and met at her shared house to be pegged. I was very nervous, was honest about my virginity and desires and she agreed to help me with it. She taught me how to give oral, caress a womans breasts and gave me advice about confidence. I lost virginity by both giving and receiving anal in the same night. I look back on it fondly but never even got her name! If you're reading this, it would be great to hear from you "
I loved reading that. |
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We were both inexperienced, and we did lube her up but probably not enough and we didn't do anything else to make it easier. She wasn't prepared for the intensity of it either but how can you be the first time? So it didn't last long at all.
I slid my cock in, it felt tight and so good but not for her. She cried out and we stopped immediately, then proceeded to vaginal sex.
We tried again later and both loved it but that was with much better prep |
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By (user no longer on site) 11 weeks ago
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My first time was 2007, in my then gfs kitchen. I was 32, she 28. We'd been seeing each other for a few months and she was mega hot. Super sexy, slim with perfect curves. I had her stood upright, pressed against the kitchen wall while I took her from behind. I slipped out and as you do, eagerly aimed back at her juicy pussy but got the aim wrong and pushed it straight into her. She didn't wince, yelp, scream or object so I continued fucking her but you just know when something doesn't feel quite right. As I reached round to check, I realised I was in her arse and I was bareback. It was a hell of a fuck as I rammed her against her wall until we both came and I shot my load into her bowels. I eventually softened, slipped out and nothing was ever said, although many times after that afternoon I took her arse many times, sometimes CNC. One vivid memory is of looking at Gary Barlow on her calendar by her face as I fucked her. Happy days, not GB but being introduced to the joys of anal sex. |
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By (user no longer on site) 10 weeks ago
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I recall first experience with a fwb in 2006. I was in mid-20s, she was late 30s.
I was behind her in the pussy, then she said "Stick it in my arse". I entered, she let out a growl and moan that I had never heard before. 
It was clean, no mess. I recall also fingering her in the arse when we were spooning, more growls and moans.... |
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The best experience was with my then FB, and a TV I use to meet, which we did for a couple of years. One occasion She mounted the TV and we did a bit of DP, then she said fuck my arse, I didn't need telling twice. It's a fantastic feeling the feel of a guy's cock in her pussy and me in her arse, the two cocks fucking her which she loved, the sensation of of the two cocks rubbing together with just a membrane separating them.. sadly my FB passed with the dreaded big C and the TV got a boob job, when 100 Fem and moved to Spain. Pic on profile.. |
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"My first was during my first experience with a guy. I met this young guy (in his 20s) when I was about 30 - went back to his place. We were both inexperienced with the other sex, it was his first time - but were having fun, he had a pretty big dick - I tried to sit on him... he was too big, I could barely get him in me, he suddenly came into me ass before I could even get him in!
The other way round was more fun - I flipped him over and used a load of lube... fucked him hard. "
fancy breaking me in? |
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