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I've been curious for a couple of years before this event.
I was a littpe tipsy one night and decided to sign up for a gay dating site, after about an hour a number of messages a guy from another town messaged me and we got chatting. He was in his early 40's good looking and had a nice package.

I explained to him that its my first time and wasnt sure what to do and maybe nervous, he said this was no issue and will take it slow with me, maybe meet up in a quiet bar for a drink beforehand and see how I feel. I agreed to meet up the following week. On the day O was very nervous but exited at the same time.

I walked into the bar and found him in a quiet corner, i went and brought us some drinks and chatted about normall stuff for a while. Then after about hour he brung up sex and what I wanted to do and experience, I mentioed I wanted to try sucking cock and being fucked but was worried it might hurt. He said dont worry he has toys and plenty of lube and will take his time.
After 1 more drink we finsihed up and walked to his place, when we got his he offered me a shower to "clean up" which I did. After comming out of the shower naked he told me lay on the bed and we will massage me. Slowly his hands moved down my body to my ass and start slowly touching my hole and asked it this was ok. Immediately I said yes and he started rimming me, I started moaning he wispered lets start to open you up. He got out some lube and a small butt plug which felt good as he slowly pushed it in and out of me. At this point I started moaning more heavily. He then psuhed it all the way in and left it there.

He then asked me to turn over and suck his cock which I was more than happy to do. After 10 mins of sucking he was close and wanted to cum later.

He then turned his attention to my ass and used a bigger butt plug which felt a little painful but was getting better, after a few minutes of pushing in and out I said I want you in me he said no problem I will be gentle, he fumbled around for a condom but struggled to find one I told dont worry. He then lubed up and slowly put his cock in me, it hurt to start with but got better the more he moved it within a few minutes he moved me on my back and was fucking me hard, I was moaning loudly and he was telling me how he loves my tight as and wants to cum in me, I said cum in me daddy he then started to kiss me and slow up ready for a hard orgasm. After about a minute he started to cum and moan I saud kiss me, it was so passionate he then went soft and I felt the cum start to drip out.
After a few minutes I went in the shower to clean up and whilst in there he asked if he could join I said yes. Whilst we was in there I started to play with his cock and it was getting hard, I proceeded to suck it until it was rock hard he then told me get up and bend over for another fucking. I was happy to from there he entered me without an problem and started to fuck me from behind and leaned over kissing my neck, he wispered and said Im going to cum in you again I said whatever you want daddy. After a few minutes he startes to grunt and moan. He came again.

I cleaned myself up and got dressed, I told him it was one of the best sex experiences I had. He said we shpuld meet again I agreed and since then I have been over another 10 times.