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my first anal experience

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By *egion99 OP   Man  over a year ago

aberdeen

I’m going to share with you a story that I’ve wanted to tell for a while. The story of my first anal experience. Now this is not a story where I’m not the bottom, in fact I’m the top. Still curious about being a bottom but under the right circumstances perhaps I’ll share that story another time.

Now with all good stories of this nature it starts off with a known app beginning with T and rhymes with minder. Now this girl was out of my league athletic blonde bombshell felt it was too good to be true when we actually matched but you don’t look a gift horse in the mouth as you say. We started off with the pleasantry chat “How’s you… where you from” etc. It wasn’t long before the conversation got onto about sex. Sheepishly I told her some of my interest and things I’d like to try and Anal was top of that list. Now usually at this point the conversations end and unmatched just as quick but this was no ordinary girl. Replying with the words “I’m up for that” had me nearly falling off my chair. My next step was to arrange a social meet but there was a problem. Confessing she had bf meant that she couldn’t meet for a while and had to wait until he went offshore. Thinking that it was an excuse to blow me off I never pushed it simply leaving it up to her to get in touch when he is away. Not expecting anymore contact a few days later I get a message from her “He’s gone away suddenly with work want to meet?” Taking my chance I agree, arranging to meet at a coffee shop.

I arrive first patiently waiting. Thou I’m not waiting long she arrives looking stunning spitting image of her pics. Wearing a dark jacket, red skirt, black tights and killer heels she certainly came out to impress. Greeting me like I was good chum it felt easy and great put me and her at ease very quickly made me wonder has she done this before. With the pleasantry out the way once again, we get to the naughty things. She confesses she does this as she gets a thrill out of it, she loves her bf but something about all this excites her. Not one to waste time she invites me back to hers which was a short walking distance from the shop. Arriving at her small flat on the ground floor near the city centre she guides me to the bedroom which is next to the busy road. Sitting at the edge of the bed I almost seem a bit lost. However, she is not. Kneeling on the bed straddling me we begin to kiss it was nice made me feel I was actually her bf for a brief moment. I tried my best to rub her thighs getting ever higher under her skirt but before I got the chance to get higher she stops and climbs off me. “So you’re a bum guy then” is all she says turning around she lifts her skirt slowly unveiling her bum. Slowly does it teasing me with every inch it soon comes apparent that something was missing lifting it up all the way to the top of the crack of her ass she wasn’t wearing any panties she then leans over and wiggles her bum and I can see something else a red glistening jewel of a butt plug. This girl had met me in a public place in a short skirt, going commando with a butt plug in with the plan of having anal sex. I could hardly believe this is happening and to me as well. My first thought that came to mind was I wanted to marry this girl but then I had to come to my sense and not act any more of an idiot. We both got quickly naked except for her stocking and heels and found ourselves in a 69 position selfishly I kept glancing up seeing this plug wondering when will it be time. She was an excellent sucker I was trying my best not to cum too soon and ruin it whilst trying my best to give her some pleasure.

The time had arrived we were ready she was on all fours face down ass up. I had the wonderful job of taking out her plug as I did I watched how it stretched her tight little hole I loved looking at it was I got it out I was sadden not to hear a pop not sure why I expected one just imagined it like a cork in bottle, the ignorance and naivety of me I suppose. Not able to resist rimming her ass for a moment I got my tongue in and around her hole, she seemed to enjoy as I did. Passing me the lube I squirt some on my cock and in around her hole, I ask if she was ready she nodded. Gently I began to insert my cock in her ass, now I’m not particularly big I’m average and her plug was a good size but my god this felt tight. Easing in she didn’t say much, just deep controlled breaths. Once I was balls deep I asked her once again was she ok she nodded again adding more lube I eased out to the tip before going back in, it had loosen. Doing this a few more times it loosen enough to get a good rhythm going soon I was fucking her tight ass with ease and you could hear moans from her as she was enjoying it. Watching my cock in her ass was amazing and felt great. Occasionally I’d glance in the mirror watching us fucking. Wanting to change positon I was made to go on my back as she climbed on top in cowgirl positon she wanted it deeper inside her. Seeing my cock in her ass with her pussy right in front, on touched seemed epic with her tits bouncing away in front of me. Massaging and fondling what I could to feel more useful than just lying there. Considering what was happening to me I know I shouldn’t of been distracted but being on the ground floor we could hear people passing and talking I couldn’t help be a bit more excited knowing that they were completely oblivious at just the other side of the curtains was a naked couple having anal sex it made everything that bit more naughty. I knew I was close so I told her, telling me to hold off for one moment we changed position one last time. Getting on her back she spread her legs wide apart and over her head getting a toy from her drawer she glided it with ease into her pussy penetrating herself with it and I continued with her ass. Experiencing somewhat a dp I could feel the vibration of her toy as well slightly it was too much for me and I knew I was about to cum. Not wanting cum inside her she flipped over and wanted it on her ass which seemed appropriate. When I came it was nothing magical or epic just about 3 days’ worth of cum spewing out onto her bum. We both laid in a heap afterwards she made no effort to clean the cum off in fact just let it sit there. Chatting for a bit afterwards I’d hope to get another round of fun but her bf tried to face time her. From that I knew our time was up we said our good byes and agreed to arrange more fun when we can.

Hope you like it feel free to message or comment what you liked or what can be improved on. Even if your wanting to chat for more details or whatever

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By *DONToBEoNOSEYoMan  over a year ago

wolverhampton

That’s a good story.

I’m hoping next time she offers to use a strap on inside you.... then her boyfriend catches you getting fucked my his missus...

He comes home bursts the door open ... pulls her off you... ties her up.... pins you down and starts fucking you with his monster cock....

Or is that going a bit too far

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By *egan2743Woman  over a year ago

Nottingham

This was so hot. Sat touching myself the whole time. Very tempting to try re-enact

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By *ansymanMan  over a year ago

Kidderminster

Great tale, love it

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By (user no longer on site)  over a year ago


"This was so hot. Sat touching myself the whole time. Very tempting to try re-enact "

I'd love to help you re-enact this can't beat the feeling of a tight ass round my cock, mmm always up for giving anal pleasure x

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By *AM2214Man  over a year ago

Manchester Area


"That’s a good story.

I’m hoping next time she offers to use a strap on inside you.... then her boyfriend catches you getting fucked my his missus...

He comes home bursts the door open ... pulls her off you... ties her up.... pins you down and starts fucking you with his monster cock....

Or is that going a bit too far "

Like ypur way of thinking ??

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