Online Dating Game: Sister vs. Brother
This story is entirely fictional. The places, characters and events depicted in this story are not meant to have any resemblance to any real places, people or events and any such similarity is purely coincidental. Before you ask me, I've never done internet dating. I was contemplating internet dating when my research on the subject inspired me to create this story and the characters. Please forgive any spelling or other grammatical errors, I'm not good at editing my porn writing. Thank you to Literotica for putting my story up on their site.
I enjoy teasing stories with an intense build up that helps to make the characters' actions seem more realistic. The reader has to earn the physical aspects. Thus making the story, hopefully, more erotic. If you are looking for a quick slam, bam thank you sis story, you won't like this tale. This story is long and detailed. If you finish the journey, let me know if you enjoyed it.
Why do people cross societal lines of behavior? That's what interest me about this topic. Why people might cross it. Is it love or the excitement of the taboo or a perversion or loneliness or good old fashion need for sex or simply opportunity? Would you fuck your gorgeous sister if you had the chance?
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It's funny how life can hit you. Wreck you just when you think things are going well. Even when you try to be a good person and do the right thing.
My bitterness was inspired by my recent dumping by my now ex-girlfriend. I had sworn off picking up women in bars. I use to be a big time player and rarely went home without at least a couple of phone numbers from a club. Club rats were no longer my thing. So I started looking for a different kind of women, elsewhere.
I met my ex on a singles hike in the California mountains. She was a fellow lawyer and it seemed so meant to be.
Laura, my ex, was not perfect. After I slept with her on the 2nd date, I thought about dumping her because she had big butt. My ex was very attractive but sizeable asses are a huge turn off for me. I decided to overlook her imperfection.
At 37, I determined that I needed to grow up and judge women less on their physical features. Physical perfection doesn't last anyway, I reminded myself. Laura was sweet, fun, sexy and seemed so into me that I thought she'd never hurt me. What a wussy I was.
Unlike my usual bad boy ways, I tried to treat her with class, respect and give her attention. Plus, I was too honest with her. I told her I wasn't wealthy and couldn't help her career.
Of course, I got dumped. I got too needy and available. And not rich enough. It was the first time I had ever been dumped. I've been rejected many times at clubs, coffee houses, etc. but this was first time a woman I slept with said, "Get Lost." I'm usually the one doing that.
Karma. Pay back is a bitch.
Women want a challenge. After 10 emails and a few phone calls, I knew she wasn't coming back. Finally, I learned getting dumped stinks. The summer in this part of CA was ending and soon it'd be winter. Just when you need a cuddle buddy most.
A month later I was walking into my parents' house for a family dinner feeling lonely and sorry for myself. Last night, I found out through a friend that my ex was doing internet dating. It hit me like a brick. She had told me she was too busy to date anyone right now. I knew it was a lie. If a woman wants you, she will always make time in her life for you. Of course, I looked up her profile on the dating site and cursed the cunt out.
I didn't miss her so much as I didn't want to have to get back out there dating again. I was all dated out. I hate dating!
As I opened the door my sister, Maggie, was playing with our nieces and nephews. Maggie was gorgeous at 32. My sister looked like she was 25 with dark shoulder length hair, thin, small breast, cute butt, very femine and 5"7' tall. Maggie worked out 3-4 days a week so she wasn't just thin but very toned. She was wearing an off the shoulder summer dress that showed off her exquisite collar bones and shoulders. So thin, delicate and sexy. My sister looked more Irish while I looked more German.
I'm Greg, the brother btw. My older sister is named Stephanie. She's 38 looks 28 and exactly like Maggie. Stephanie is married with 3 children.
Maggie was so my type if she wasn't my sister. I love shoulders and collar bones like that. I wonder if my sisters had anything to do with that? No. That's so sick.
Maggie was a nurse at a hospital. To her patients and their families she was kind and caring. She loved children and was desperate to start a family.
The only problem is...She is a total bitch. To everyone who wasn't a child, sick child or parents of a sick child, and maybe a few fellow nurses, she treated like garbage. She thought she knew more than any of the doctors. Especially the interns. When they gave her orders she simply ignored them. She called interns the "idiots" or "007s". My sister did begrudgingly follow the orders of the attendees who she consulted with when any intern gave her directions.
Worse of all, my sister, Maggie, knew she was totally hot and that every guy she met wanted to fuck her. I couldn't wait for her to start losing her looks. Unfortunately, she still didn't have a wrinkle and continued to be drop dead beautiful.
Put it this way. My sister was a gorgeous nurse in a hospital full of doctors yet she was still single. Bitch. Enough said.
My sister had broken up with her live in doctor boyfriend of nearly 5 years about 2 months ago. Being a divorce lawyer, I told her that people who live together before marriage have a higher rate of divorce than those who don't. And that's only if they get married. Which most live in couples don't. Plus, my sister's ex boyfriend had already been divorced. Divorced people's 2nd marriage only has a 23% chance of working out compared to a 1st marriage which has a 57% chance of going the distance.
My sister didn't listen to me. She never listened to anyone. Maggie was good at 3 things. Her job, being a bitch and playing guys. So when I told her if you want to get married do not live with the guy...She ignored me. When I told her 2 then 3 and then 4 years were way too long to live with someone without a ring. She ignored me.
Her ex was an egotistical surgeon. But I've learned that's the kind of guy high quality women go for. Women are so clueless.
Don't get me wrong, I've take advantage of this flaw in woman many times. After all I'm an egotistical attorney. I'm a good talker so I've talked my way into women's panties many times. So much so that I'm still single in my 30s because I was having way too good of a time. Now when I want to settle down, I can't find anyone who seems to be worth the effort.
We sat around the dinner table as the discussion as usual filtered to Maggie and I being still single. My sister looked at me and rolled her eyes as she quietly whispered, "Here we go again. At least you got dumped too. And You're older."
Being the jerk I am, "Yeah, but I can have kids at any age." My sister shot me a vicious look. My sister slammed her fist down on my leg underneath the table. Maggie, "Jerk. I know 50 ways to kill you. And they all make it look like an accident."
"Go for it. Just don't tell me I have to date anymore," I laughed. My sister reached and grabbed a fork and playfully pointed it at me. I reached over, underneath the table and grabbed her leg. My hand was slightly above her knee, just at the edge of her dress. I began slowly stroking the top of her leg. I meant to only touch her for a second but the warmth of her flesh entranced me.
I slowly moved my hand back forth over the side and top of her leg.
