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First anal orgasm

"Something I never thought I’d enjoy"

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so this happened a few years ago…

first time I joined SH, I was in the middle of a messy divorce and looking to get back on the horse.

I chatted with a few local women, one really got my attention, we had some really good conversations, swapped numbers and decided on a Saturday evening meet.

I got her address and arrived just after 8pm.

We had a few drinks and I started getting a little tipsy. She suggested we take our meeting to the bedroom. My heart racing…in my mind I was thinking, finally this is it!!

We went to her bedroom and the usual foreplay took place. Both naked I couldn’t help but admire her body. She was in her late 40’s (about 15 years older than me). Who cares, age is but a number. Her breasts still firm, tight body and really hot ass. Hairy pussy but nicely trimmed. Something I have always had a desire for. I wish more women would keep it a bit natural down there. Not overgrown bush but a nicely maintained pussy.

That’s another topic on its own though.

So anyway she gave me the most awesome BJ. Giving my cock and balls the most awesome attention.

She lightly touched on my Virgin asshole, I thought it was just a coincidence but clearly not. The touching became more and more. She made the comment: most guys freak out when I do that. To which I commented: it must be the booze but carry on it feels good.

After a little while of anal play, she got some lube and massaged it into my asshole and all round.

Do you wanna take this to another level? She asked.

Sure why the hell not!! It feels good.

She gently started fingering my hole and my ass slowly started getting used to the feeling of something being inserted. I had no idea of prostate play at that time.

This went on for quite some time and my cock was oozing pre cum like crazy. She then went on with a second finger and then a third as well. Shit it feels so good.

Reaching over to the drawer next to the bed where she got the lube from, she pulled out a dildo. Very average size compared to any dicks I’d seen. Without even asking she lubed it up and pressed the head against my ass hole. It slid in quite easily. Slowly moving it in and out. It really did feel so good.

After a few minutes of her doing this to me I started to get this really strange but good feeling. Almost like an urge to pee but not quite. I was breathing deeply at the time and moving my hips in time to here thrusting of the dildo in and out of me. Something crazy was building up inside me.

I must add that she was not touching my cock at all and it had actually gone quite soft again.

Then it came, like this massive wave of an orgasm. I ejaculated so much, like it just wouldn’t stop flowing.

When it finally did she took hold of my cock and sucked it hard again. Leaving the dildo inside me. When I was fully erect again she climbed on top of me and rode my dick like a pornstar. Within a few short minutes I had another massive orgasm, filling her pussy with my cum.

We collapsed on the bed exhausted and slept till morning.

I got up, took a shower and dressed. We had a quick coffee together and a smoke and I left.

Nothing was said about the nights action.

All I can say is to what ever guys are curious, just do it. It’s amazing and in my opinion not gay if that’s what you are worried about. Take control of your desires and do what feels good.

My mission now is to find another woman who wants to try this on me. Or even after some time, I’m willing to try it with a guy.

Guess I’m pretty bi curious

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Written by Anonymous

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