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JOI 1 - Fence net stockings jerk off lesson

Carissa knows how much you love fence net stockings and she wore them just for you. Her hands rub over the stockings and you can hear it. She sees the bulge in your pants and Carissa knows that you are turned on and that you want to jerk off to her sexy stocking-covered legs. You want to cum all over her, but you are not sure where it should go. Go faster, faster! Hurry! You have only 10 seconds to cum all over Carissa's feet!

JOI 2 - Jerking off all over Step Mommy

Your step mommy missed you so much when you were away at college. You missed her, too, didn't you? Your step mommy is so hot and her legs are long, lean, and sexy. While you were at school, your step mommy missed your hands massaging her legs and feet, but now you will get your chance to do it again. Step Mommy knows that you messed around at school with those young girls, but she is a real woman and she knows what you need from her. No college girl could ever make you feel the way that your step mommy does.

JOI 3 - Camel Crush jerk off lesson

Carissa just bought a pack of Camel Crush menthols and she wants to smoke them with you. She tells you how much she loves to feel the smoke filling her lungs and then she says you can only have as much time to jerk off as it will take her to smoke her cigarette. Then she blows that hot, acrid smoke into your face. You are watching a sexy MILF smoking a cigarette and she is wearing only a thong now! There are only a few drags left on her smoke and you will soon be allowed to cum. You have been instructed to cum on her pussy and you have never shot such a big load before.

JOI 4 - Cumming with Carissa jerk off lesson

You have a stocking and lingerie fetish. Carissa knows this and she plans to get you off today, but she is going to get herself off, too. Using her favorite toy, she demonstrates how you should be stroking your dick. That purple vibrator is her favorite toy and she licks it as you jerk your dick for her. Her moans make it clear that she is going to cum soon and she wants you to cum with her and on her. You cum together and you are already looking forward to playing with blond Carissa again soon.

JOI 5 - Tiny load jerk off lesson

You have a small cock. Carissa thinks that it is funny that your cock is so tiny and she makes fun of how you must have to stroke it with just two fingers. When you show her your cock, she laughs and calls it cute, but she doesn't think that it could please any woman. She wants to see you stroke your little cock and she laughs at your mere three fully erect inches. Keep stroking that tiny cock for Carissa and she will let you cum all over her tits. She barely notices your diminutive load.

JOI 6 - MILF in boots jerk off lesson

Carissa is a boot-wearing MILF and you are hard before she even says one word to you. She lifts her boot and teases you with the promise of licking the bottom of her dirty boots. You would never get the chance to do this in person, but you are permitted to stroke yourself to Carissa's instructions. Hurry up and get your cock ready to blow a load on those black boots. You have only a few more seconds and you are ordered to let loose on the boots. Then you are ordered to lick the boots clean.
  • Scene 1 - 7 mins 53 secs


     
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  • Scene 2 - 6 mins 16 secs


     
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  • Scene 3 - 9 mins 8 secs


     
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  • Scene 4 - 10 mins 39 secs


     
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  • Scene 5 - 6 mins 16 secs


     
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  • Scene 6 - 6 mins 0 secs


     
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Cast & Stars: Jerk Off Instructions with Carissa Montgomery

Stars: Carissa Montgomery
Director: Michael Diamond


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