Getting fucked in the ass for the first time. On the other hand, I have friend who prefer anal penetration to vaginal penetration, both for the more intense sensation and for the closeness it brings.
Whether that was playing around pressing them against each other or just showing them off.
I am 18 or older.
That, too, is not unusual.
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Freaky mom porn it slowly as far in as you can and once your butt is used to it, start sliding it in and out like a cock would do if it were in there.
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First Time Getting Caught.
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If at some point it starts to hurt, back off to something that is comfortable and play with it for a few minutes before trying to progress again.
As with any other sexual activity, the more you do it, the more accustomed to it you become and the easier it gets without having to put a lot of thought into it.