To really cum

I'm a woman in her mid40s. I've been married, but recently finalized my divorce. I had a decent, if conventional sex life during my marriage. However, I'm convinced I didn't experience true sexual pleasure until my little brother took my anal virginity.

Little half brother, that is. My parents divorced when I was younger, and my father had a son with his second wife. I was almost 20 years older, so I didn't really got to know him when he was little. We got along well, but I only saw him occassionally. As he got older, my father and stepmother were bothered by his so called promiscuity. They constantly called him a womanizing jerk (and every time I saw him he did have a different partner each time, women anywhere between 18 and 50 years of age). He seemed fine to me, a handsome, polite, clean cut young man who always treated his dates respectfully, but over the years he got a reputation among the more traditional members of my family as a "depraved young man".

He didn't have any relevance on my life until my marriage started to fall apart. When my ex and I separated and sold our appartment, my father helped me out to rent my own place. In the meantime I dated a bit, but nothing worh mentioning. My father also had my half brother help out with stuff if I needed something, and that's how we started to get to grow closer. I thought he was pretty respectful and harmless, so I started to invite him to hang out or ask him to pick me up from dates. It was one of such nights, when dinner with a guy didn't work out, that he picked me up and took me home. It was pretty early and he didn't have plans, so we hung out and had wine. The conversation turned to my dating life, then to his dating life. His reputation came up, and then it was sex talk. I teased him about being such a ladies' man, and the conversation went kinda like this:
- Well, I give them what I want, he said.
- And what is that?, I asked.
- Pleasure. I mean, sure, when you want a serious relationship you go for intimacy as well, but everyone wants pleasure whether it's just a casual first date or a decade-long marriage, what I've learned is that it's more about pleasure and fun, even more than financial security or sentimental intimacy.

I was amused at first, because he was only like 25 at the time, but 1) he had dated older women (I had met at least two of his partners my age), and 2) it was lack of passion that killed the marriage I had with a wealthy husband, whom I profoundly loved at first. So I supposed he had a point.

- So I bet you're kind of like a guru in bed, I asked intrigued.
- Let's just say that I was lucky, genetically speaking, he said casually and confidently. And I find nothing sexier than a woman that is at complete ease in bed, so we can fulfill our desires together, even possibilities she hadn't explored before.
- Such as?, I asked.
- Well... I've been with younger women that are like sponges and they just want to experience everything. Others, generally the more mature and divorced ones, realize they've repressed their sexualities out of fear of being judged or losing their partners. So when they're out of the tunnel and find themselves in a safe environment, they like to go all out as well. So they explore group sex. Swinging. Anal sex. Dirty talk. Some have even found out they're bisexual.

By this point I was between amazed at his sexual maturity and openness, and aroused. So I just let it out on autopilot:

- I've always been very curious about anal sex.
- ... Well, I can teach you if you want.

It wasn't as much of a shock as it was a moment of hesitation. It was wrong, but I wanted it and, at the same time, I asked myself if I really wanted it or if it was just horniness from a long dry spell. He broke the silence:

- Look, I know we're supposed to be siblings, but we're only half siblings and we're practically strangers, we've only known each other for a few months. Besides, he said, standing up and walking towards me, mature women just like you are the best. And no one has to know.

I just let go. We kissed and it felt really good. I'm naked in bed with this handsome, athletic young man, that manages to give me a mild orgasm during foreplay. As I start to masturbate him, I realize why he's genetically lucky: he's long and thick, among the bigger ones I've ever had. I suck on it and his moans only turn me on much more. Within minutes we're tearing at each other, gasping, and he pins me down against the bed with his whole, sweaty body. I feel him in vagina. At first he makes love to me tenderly, I suck on his fingers as he moves with the exact angle and force to make me cum within a few minutes. My moans turn him on even more, and now he fucks me. I feel him grow larger at the mention of him fucking his own sister. "I'm gonna cum", he moans. "Do it inside, it's safe", I reassure him, as I'm on the pill. He explodes like a bull and I explode with him again, and then he drops on top of me, gasping for air. But he doesn't stop. He starts to kiss me all over the back to arouse me, going down to my waist... then to my hips... and I feel his tongue on my asshole. I'm in such exthasis I'm not even nervous anymore, and I just lose it when he starts masturbating both my pussy and my asshole with his fingers. It's not long before he's hard again, and I'm excited and dilated enough for him to penetrate my ass. And finally: the first time I had a body-shaking, heaven-shattering orgasm. I didn't count them, but they were one after the other. By the time he filled my ass with cum too, I was too weak to even move. I don't remember at what point I fell asleep, but I woke up right where I last remembered, naked beside him.

It's been about two years since that night, and we're still together...ish. It's obviously a secret and, to keep appearances, we are allowed to date and have sex with other people. But mostly it's just us, exploring the limits of our sexuality together whenever we get the chance. No one expects to achieve sexual fulfillment with her own brother, but you can't say no to constant, powerful trips to nirvana on at least a weekly basis.

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