Granny Wanks Grandad then fingers herself
976,331 99%
5 years ago
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2:06 Only my mom knows about my secret crossdressing fetish and she yanks me to the most mindblowing orgasms because of this. She sits at the end of the bed and I stand facing her, wearing black stockings and black patent pointy stiletto heels. I'm propped up in heels and completely at ease with mom so my cock is already engorged and stands easily at attention without any foreplay. Mom wears a light satin nightgown that covers and clings to her body, showing off the outline of her big, hanging jugs with ample cleavage. My heels click on the floor as I shuffle closer and straddle mom's legs and she grabs my extension confidently in her hand. Her other hand cups my balls and now I'm fully locked into mom's grasp as she expertly milks me. I tell myself I'm disgusting but my huge erection in mom's hands belies any supposed self-loathing. Mom smiles reassuringly at me, to let me know it's ok, as I grunt involuntarily in pleasure. I look at mom's wrinkly cleavage and down her nightie as she strokes my stiff rod purposefully. I can't help but stare at mom's chest as her pumping action makes her big, jiggly hangers wobble in her shirt, magnified by the sheen of the material. She knows exactly what I need now, using both hands to stroke me while pulling my erection downwards like a lever to aim me directly onto her breasts. I feel a shot course through my cock and see it splatter her chest, the orgasm lagging behind my cumshot. Mom doesn't flinch at all, continuing to tug me hard without missing a beat. I blast her again before the orgasm finally hits me and I howl loudly as reality catches up to me, putting me on my tiptoes in my heels as my cock strains with exertion. The intensity makes my legs quiver and my stiletto heels clatter noisily on the floor, further reinforcing my orgasm. My next few shots of thick, gooey cum glaze her collarbone and breasts, oozing down onto her shirt and dripping between her sagging cleavage. Subsequent shots spurt wildly over her belly and legs, leaving wet spots as my cum soaks into the satin. Mom grabs my butt cheeks with her hands now, burying my throbbing member into her eager mouth to suck me dry. I slip my hands down her gown and squeeze her big cum covered tits, finally getting to play with them while I stand proudly in my sexy heels and in mom's mouth.
Seeing grandpas nails, and the fact that he has his own things, tells me these to have enjoyed their playtime for much of their life. My then girlfriend (now wife) was kind enough to indulge my love of all things feminine, quite possibly keeping me away from other things that might have harmed me, and allowing us both to explore our horizons. Beautiful, understanding video from a lovely couple.