Anal Date with Stepmom

You didn't plan on this happening. It wasn't like you signed up for that hook app because you knew she was on there. It's just...when you saw her, her profile. Zero miles away. Her cleavage pouring out of her shirt...your step-mother. You knew what you had to do. You logged out and created a new profile. You used a picture of a guy on the cover of a romance novel and swiped right. On your step-mom. No surprise, she swiped right on you, too. Well, sort of you.

It was way easier than you thought to convince her that you just didn't like to put your image out on the web, for anyone to have and use. After that, it was a matter of telling her what she wanted to hear mixed with some lines from 50 Shades of Gray, and your step-mother was smitten. Like, really, really smitten. Like, agree to be anally trained, send a stranger pictures of her gaped asshole smitten. You didn't realize you were going to take it this far. You really didn't realize you wanted to! But when she started opening up about how inexperienced she was, how she wanted to be more adventurous, there was a part of you that, step-son or not, wanted to give that to her. She deserves happiness. Passion. All of it. And if you had to be the one to give it to her...so be it.

You knew eventually, she'd want to meet up. You didn't want to stand her up, but what were you going to do? I mean, you had her eating out of the palm of your hand, doing whatever you asked, whenever you asked, but still. That would be a bridge too far, no? But you had to try. So you agreed, "you" would go to her house. When the day arrives and you show up on her doorstep, she's eager to get you out, telling you that she has a date. She's wearing the outfit you told her to wear - sheer pants, gold thong, tiny bikini top and, under that tiny gold thong, a glass buttplug you sent to her.

You tell her you ran into her date outside and he gave you something to give to her. He told you to tell her to go put it on. She smirks, taking the small bag from you, and goes into the bathroom. Quietly, you creep to the door and peep in, watching your step-mother pull from the bag an even bigger plug. It's the biggest thing she's had in her ass. Almost as big as your cock. You watch her slide it in and groan, and you know this is going down, today. When she comes back from the bathroom, you decide to tell her.

She's aghast at first, but you use the words you know she loves, all the dirty talk and little phrases you know make her pussy wet. You can't believe you're doing this to your own step-mother! But the way she squirms and mewls is making your cock rock hard and it would be a tragedy to waste all that anal training, wouldn't it? Reluctantly, she agrees. You know she'd like to bend right over and give you her ass, but she's gotta put up a front. A show of resistance, however fake and futile. And the facade does fall, once she pulls her panties down and shows you that thick glass plug gaping her asshole. You make her play with herself for you, stroking her pussy while she works the plug, pushing it, popping it up, showing you her stretched asshole. It doesn't take long before she's bent over the coffee table, sliding her tight virgin asshole onto your throbbing cock. You watch her work her ass onto your dick, grinding and pumping her hips until she can't take it, until she's bouncing hard and long on your dick, bringing herself to an intense anal orgasm, the spasms making your own orgasm follow quickly. You spunk deep inside your step-mother's ass, then you make her pull off, dripping the massive load onto the granite table. Then, just as you discussed, she slurps the cum from the table, like a well-trained slut.