Anal - first time
Hot Hook Up - A True Story - 27 Nov 2025
I'd been seeing a woman in Western Australia for a while and we sat on the beach having a picnic and drinks very late New Years Eve slowly getting hotter and heavier in the darkness between 2 widely spaced overhead streetlamps just by the beach. I'd been licking her wet pussy for a while and she was returning the favour with her mouth engulfing my cock.
She whispered in my ear, "Why don't we continue this at my home?"
I thought about it for a quarter of a microsecond and we were off in our cars, me following.
Arrived at her home and swiftly moved to the bedroom, where clothes were slowly removed and both she and I were getting very excited and continued with licking her very wet pussy, much to her delight until she suggested I might like to fuck her right now.
I started to pop "just the tip" into her very wet pussy, but she moaned, "Not there. I can only cum if you fuck me anally".
Now, anal was to be a first for me and not only that, it seemed like a favour to her, rather than a concession to me. And she had prepared for the occasion - all of which was new to me, being a bit of a babe in the woods about that kind of thing at that stage. Out came the lube and she smeared it liberally around and inside her arse while I was watching this very erotic sight.
Then she said I prefer to do anal this way - my ex taught me and it's very pleasurable, She put pillows between my back and the bed's headboard, then sat in my lap facing me after putting lots of lube on my fit-to-burst cock also, Then sat on it cowgirl and pushed my cock into her arse
OMG - it's so tight, but felt wonderful. She was enjoying it as much as I was and started sliding up and down my cock faster and faster until we both came together. She thanked me for being gentle with her and not being put off. I replied," No - thank you! That was fantastic."
Sex is such a varied and pleasurable thing (and my stories so far are just documenting "firsts" for me. All are true, but most are from about 15 years ago. I quickly got experienced (thanks Jimi Hendrix) and realised that sex for some women wasn't to be endured, but to be actively enjoyed, unlike what was the status quo unlike the status quo with my ex.
I'll have to get a bit more up to date, LOL.
She whispered in my ear, "Why don't we continue this at my home?"
I thought about it for a quarter of a microsecond and we were off in our cars, me following.
Arrived at her home and swiftly moved to the bedroom, where clothes were slowly removed and both she and I were getting very excited and continued with licking her very wet pussy, much to her delight until she suggested I might like to fuck her right now.
I started to pop "just the tip" into her very wet pussy, but she moaned, "Not there. I can only cum if you fuck me anally".
Now, anal was to be a first for me and not only that, it seemed like a favour to her, rather than a concession to me. And she had prepared for the occasion - all of which was new to me, being a bit of a babe in the woods about that kind of thing at that stage. Out came the lube and she smeared it liberally around and inside her arse while I was watching this very erotic sight.
Then she said I prefer to do anal this way - my ex taught me and it's very pleasurable, She put pillows between my back and the bed's headboard, then sat in my lap facing me after putting lots of lube on my fit-to-burst cock also, Then sat on it cowgirl and pushed my cock into her arse
OMG - it's so tight, but felt wonderful. She was enjoying it as much as I was and started sliding up and down my cock faster and faster until we both came together. She thanked me for being gentle with her and not being put off. I replied," No - thank you! That was fantastic."
Sex is such a varied and pleasurable thing (and my stories so far are just documenting "firsts" for me. All are true, but most are from about 15 years ago. I quickly got experienced (thanks Jimi Hendrix) and realised that sex for some women wasn't to be endured, but to be actively enjoyed, unlike what was the status quo unlike the status quo with my ex.
I'll have to get a bit more up to date, LOL.
Likes & Comments