1. Walking partner


    Date: 1/22/2015, Categories: True Story, Anal, Blowjob, Cruelty, Domination/submission, Exhibitionism, Humiliation, Author: toobigfortx, Rating: 68.8, Source: sexstories.com

    I know it sounds bad at first blush, but honestly anytime I treat a woman nice she ends up just running all over me. I set out to meet a nice sexy woman, who was completely single and no kids! (I don't want complications) I start with a compliment, and then get a date. When I go to pick her up ( It is essential to pick her up) radio blasting, honk my horn like 4 times, and send her a text "Hey I'm Waiting!" Immediately she's feeling a little down about making me wait. Now I drive with the radio on, not full blast but enough to make it a bit difficult to speak. We get to dinner and enjoy our meal, I don't open the car door, I walk in first and she follows, I always walk a bit ahead of her too. Dinner's fine, I pay just because I invited her. (No matter how much like dirt you make her feel like you have to do at least one nice thing) After dinner, it’s pretty nice outside so I suggest a nice little walk, she's in heels but doesn't want to disappoint so she says “Okay, I’m up for it!” Now we are walking and talking about things, and the conversation turns to sex. She starts in with “I will never do it in public, never do anal, or suck dick. I mention that getting a blow job is a prerequisite to dating me, and public sex is better because the chance of getting caught makes everything more exhilarating! I go on to talk about anal and how most women who experience anal the right way enjoy it more than vaginal sex. (The thought of sex getting better than she now knows it to be is ...
    irresistible to her) She asks me to explain and I do! I start in how most men don't know the difference and think that an asshole is just like a vagina! If you power your way into it, you'll most likely end up hurting a woman and might even cause permanent damage. If you take your time and gauge it just right, it will open and feel good to her, just like her vagina. After explaining the right way to do it, she gets worked up, and as we reach a park bench I start to kiss her and run my hands up and down her body. As I begin to lift her shirt she gets scared and says “No, we might get caught.” I tell her don't worry there is never anyone here at this time. Sure enough three or four minutes later she is topless and I put her on her knees and make her blow me. She doesn’t like it right away, but after a few minutes starts enjoying it. That’s when I tell her, to get up and bend over the back of the bench. I lift up her skirt and drop her panties, then start playing with her dripping pussy. I then wrap a condom around my dick(MOST IMPORTANT DETAIL SAFETY FIRST ALWAYS) and start fucking her pussy and fingering her ass at the same time. She's so into it that she doesn't notice the jogger who stopped by to enjoy the show. After a good 20 minutes of fucking her pussy and feeling that her asshole loosed up a tiny bit I whisper to her relax, and I start to fuck her slow. As I do this, I can feel her asshole open and I know that she was very relaxed. I decided it was time and slipped my ...
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