Otherwise Engaged Part II

One year before her nuptials, Leah begins checking off every item on her sexual bucket list. Last month she had her first bi-sexual encounter. What happens next? Call it creative monogamy!

“Mark and I have known each other since we were in high school,” Leah said over cocktails before heading home. “I don’t know why I didn’t think of it earlier. Then again, he is Zoe’s brother. So he always seemed particularly off-limits.”

Not so off-limits after all, as Leah found out, after meeting for drinks and dinner last week. “Sometimes Mark comes out with Zoe – they’re super close – and they’d been having dinner when I ran into them at Barcade. I was just wanting to grab a drink before heading home, since Eddie was out of town for work, but they invited me to stick around and Zoe got a call about some emergency at the magazine and left. Apparently, she’d told him about the deal anyways, so…we had a lot to talk about.”

Mark says, “Leah was always the girl next door growing up. But then puberty happened, and she turned from this cute little Jewish girl into something all new – perfectly thick in the hips, great tits. So yeah, I had a little crush on her, I guess, but she always seemed young. I was in college when they were juniors in high school, and then there was Eddie, so I didn’t think it was worth the effort. But once Zoe told me about what was going on, I thought I’d give it a shot. And I’m glad I did.”

Barcade’s one of those retro bars in Williamsburg, and it looks exactly the way you’d expect – a full bar, dark lights, and wall to wall pinball machines. “I think Zoe was expecting Mark to put me in a cab when we’d finished our drinks, but then one drink led to another, and he brought up everyone’s favorite topic right now, and asked about my next experiment. And I told him – I want to sleep with a black guy. That was when I knew that I wasn’t going to be going home that night.”

Mark was hoping to play it cool. “I don’t think she was on to me until we started in on the pinball machines. I was feeding her quarter after quarter, since she looked so good bending over, and there was this one part on the Addams Family one, the one we used to play at the pizza place when we were kids, that she still couldn’t get past. I was hard, but it was driving me crazy, watching her failing at the game over and over, so I got behind her to help flip the paddles at the right time. And I’m guessing that was the right move.”

Leah would not disagree. “God, he was hard. It was like a flashlight pressing into my ass. I ground back against him, just so he’d know I was interested, and I think he got the point because he pushed me up against the machine. No one could tell what was happening, since we were still playing, but he was rubbing his cock against me until I had to ask him to take me home – his home, not mine.”

“Thank fucking god,” Mark said. “I’m into the deal, but there’s no way I could’ve fucked her with the pictures of Eddie staring at me. He’s a really nice guy, and I know he’s not supposed to mind, but still.” Surprisingly enough, that isn’t necessarily a deterrent for many women. Though affairs had long been considered masculine territory, as many as 15 percent of women today are having sex outside their marriages.

On the short cab ride to Mark’s apartment, Leah’d already managed to work her hand into his pants, grasping at the head of his cock. “I’m not usually that aggressive,” she said, “but there were martinis involved, and I’d had a thing for Mark when I was in high school. It just sort of had to happen. So weird – he was harder than anything, but the skin on his dick was soft like velvet. He’d kept his penis shaved clean, which I like, since it makes giving head way more fun. They’re always more sensitive without hair. Such a great feeling of control – they can never control themselves when you suck them off.”

“It’s fair to say the girl next door grew up,” Mark said. “Holy shit, I had no clue that’s what she’d be like, seeing as she’d only ever been with one guy and all. Girl knows her way around a cock.”

Once they’d gotten inside the apartment, Mark pressed her against the balcony window, overlooking the Manhattan cityscape. An analyst at Goldman Sachs, Mark had done more than well for himself. Leah thought it was incredible, the way he’d managed to keep himself in such great shape despite the demands of his job. “It’s not like I was expecting him to be fat or anything under the suit, but I was so not prepared for all that muscle. I’m not heavy at all – 118 pounds, last time I checked – but he could lift me like a five pound hand weight.” He spread her legs apart and lifted her so that she was balanced between him and the glass, overlooking the city, and hiked her skirt up around her hips, then pressed himself between her legs.

“Good god. It was like I didn’t have to do anything. Just this gorgeous view ahead of me, and the heat of his hands holding onto the insides of my knees. When I looked down, I could see his black cock entering me and then pulling away. I don’t think I’ve ever seen anything so sexy in my entire life – just the color contrast between the two of us was amazing.”

Before either of them finished, Mark asked her if he could try something. “If ever was the time,” he said, “this is it. When she’s trying out new things – I wanted to see if she was into anal.” Leah nodded yes to Mark, and he bent her over the back of the couch, pulling out a bottle of lube from the endtable.

“I could never convince Eddie to try it out with me,” Leah said with a sigh of relief. “He would talk about it, but when I suggested trying it, he was afraid he’d end up hurting me. Mark was definitely experienced, which made it much easier.” After using his fingers to help her relax – first one, then two, and then three – Mark slowly worked his cock into her ass.

“I’m not going to say it didn’t hurt at first,” Leah said, “but after about twenty seconds, it was out of this world. I felt totally full of him, like everything was swollen and aching just to get him back inside me whenever he pulled out. I never understood how anyone could have an orgasm that way, but yeah, now I get it.”

Mark said, “With my job, it’s safer – I don’t want to worry about kids just yet, and this way, I don’t have to. Anal definitely has its drawbacks. Most girls will wince through it, or just say they’re not interested or whatever. With Leah though, she was screaming for more. We went two or three times before she was too achy to keep going. I’m glad I finally got the chance to get her out of my system, and I wish her and Eddie all the best.”

Leah cleared her throat, looking side to side as though she was expecting to be caught. “This is one I’m not going to tell Zoe about. I don’t think she’d mind, but still – probably better not to let her know what her brother’s like in bed.”

And how was Zoe’s brother in bed? Leah’s lips make a round O at the question. “Fucking incredible.”

Interested in seeing what Leah does next? Stay tuned for the next update in her premarital experimentation.

Further Reading

[AMAZONPRODUCTS asin=”B00DRIZL24″] Are you in a relationship with someone who has expressed interest in “opening the relationship?” Maybe you are the one dissatisfied with monogamy? Have you been thinking about polyamory as a lifestyle, but don’t know how where to start? If so, this book is for you. The Open Relationships Handbook is an introduction to the most common types of open relationships: swinging, non-monogamy, and polyamory. In this book, we’ll cover definitions, important questions, and things to keep in mind in deciding what shape your love life will take, and how to negotiate changes with your partner.[/AMAZONPRODUCTS] [AMAZONPRODUCTS asin=”0805071369″] Applying new research, esteemed scientists David P. Barash and Judith Eve Lipton dispel the notion that monogamy comes naturally. In fact, as The Myth of Monogamy reveals, biologists have discovered that for nearly every species, cheating is the rule — for both sexes. Careful to separate scientific description from moral prescription, Barash and Lipton still poke a little fun at our conceptions of monogamy and other kinds of relationships as “natural” or “unnatural.” Shoring themselves up against the inevitable charges that their reporting will weaken the institution of marriage, they make sure to note that monogamy works well for most of those who desire it and that one of our uniquely human traits is our ability to overcome biology in some instances. If, as some claim, monogamy has been a tool used by men to assert property rights over women, then perhaps one day The Myth of Monogamy will be seen as a milestone for women’s liberation.[/AMAZONPRODUCTS]
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Caitlin Stripes is a freelance writer and women’s rights activist. While attending UC Berkeley. worked with the Berkeley Fiction Review as Managing Editor and completed an editorial internship with HarperCollins. She writes about education, sexuality, healthcare, and psychology.