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Ah I believe I haven't shared the guest list for tonight's party with you

You can only guess tomorrow, who among your circle was here tonight and seen you at the most vulnerable

Long post, read till the end

When- If you and Mom have been fucking for more than 2-3 months and your count of sex is more than 10. Then it's a comfortable position and a launchpad for initiating an Anal with her.

Of course directly putting dick in her Ass is a bad idea as she will panic and reject it outright. So, talk with her, politely,"Mom i have noticed you have one hell of an Ass and i am awe struck with it and contemplating on having an Anal". Pack your conversation with praises for her. She will either nod or say something but won't say no directly. Even if she says No, you have to understand why she is saying No. Whether it's because she fears the pain? If yes, then tell her you wont do it dry.

Now comes How:- Make sure you have a Condom coz initially I would recommend doing it with a 'Condom' (reason being its surface can be lubricated and pass easily in and out)

>Eat her pussy well before going for Anal, this releases her water and she goes in ecstasy, not in position to see what's happening next.

>Spit in her butt hole and put a finger ☝ back and forth first, then put two fingers together ✌. This is for loosening up her tight ass hole.

>Use a good quality Baby Oil on fingers and put them back doing back and forth motion a few times. This is to make sure her rectum track is well Lubricated

> Now apply the Oil on the condom too. And slowly put the tip in Mom's Ass hole. With each inch move into her hole slowly, slowly. Making her comfortable. There you go. Ask her to take deep breaths , that's important coz it supplies necessary Oxygen to blood cells. Do it with ease my Brother, Mom isn't going anywhere.

Check out if she screams, and put it in her accordingly as you don't want the neighborhood to know how privileged you both are having of fucking each other.