I was sitting in an outdoor coffee shop with a friend, bathing in the gay sun and hoping to catch a nice golden tan. My sister was out of town for the weekend visiting a friend and had left a day earlier. Our illicit relationship had been advancing in an alarming pace to my great dismay. I had been ruminating on how to end things with her romantically, and although it would no doubt prove to be a heartbreaking task, I knew we couldn't keep this up, and ending it at the earliest stage possible was the right call for me and more so for her.
I was always aware we didn't stand a chance, yet she genuinely believed we could actually overcome this massive obstacle; ergo, I had no choice but to bring our relationship to its inescapable conclusion before I might have reached a threshold where I would have been unable to tap into whatever that was left out of my feeble spine and depraved morals.
She was very young and somewhat naive, even though she was quite mature and "knew what she wanted" as she had said. I wasn't about to destroy her life by dragging her into an incestuous relationship with her only brother just because she couldn't accept that life is often unfair, and happy endings are more likely to be encountered in cinema and literature rather than in the real world.
It was an important lesson for her to learn, and a valuable one to learn as young as possible, so later on in life, her delicate heart would toughen, and hopefully, she wouldn't be subject to unnecessary heartbreaks that might shatter her completely. As for me, I knew what lay ahead. I had brushed with heartbreaks more than once. Some I could fault myself, some I could not; irrespectively, I prepared myself for the worst as I had never been so in love before, and she was my sister. The higher you go the harder you fall, and I was going to plummet like a flaming meteor.
As my friend and I were chatting over a stiff cup of Joe, I spotted Shannon. She was sitting outside with a girlfriend of hers; however, her back was turned to me, so I was under her radar.
Shannon and I had briefly dated two months ago until she accused me for craving her pussy rather than her heart, which she wasn't wrong about; still, it bothered me that she hadn't let me fuck her. I knew how slutty she'd been in her teens, and it felt unfair that while little boys were fucking her brains out during recess, grown men were left to jerk off until she had decided that a socially sufficient time had passed for her to spread her legs wide and to fuck like the cunt her reputation had promised.
As I observed her from a distance, I got the sudden urge to shove my cock deep into her triple gaps, just so I wouldn't be feeling like a complete loser, the way I felt now. With my erection fiasco, it wouldn't be easy. Her hating on me wasn't that helpful, either.
Shannon was the offspring of an African American mother and a father of Irish descent. She had taken after her mother in skin and after her father in appearance. She had pitch-black smooth legs that I had been dying to place my cock in between and thrust it deep into her pinkish pussy. She was pretty and had huge breasts with a little more bulk for my taste in the midriff, though somehow, she managed to pull it off, and I hadn't known a guy at school that hadn't masturbated to her massive boobs at least a dozen times. I'd beaten off to her voluptuous body quadruple that number.
My friend dared me to fuck her as soon as I had him aware of her presence, and I was inclined to take him up on the little bet he proposed. A part of that was because I always felt she was to blame for my prick predicament. Had she let me fuck her when I was still managing to generate erections, I might have been able to avoid corrupting my beautiful sister. Upon a brief browse through my phone contacts, I was overjoyed to still have her number and gave my friend a final chance to back down. He didn't. Why would he? As one of my best friends, he was well acquainted with how passionately Shannon hated me.
I tapped on her name and texted, "Why have thee deserted me, me African Leprechaun?"
After watching her laughing at the text with her friend, I already felt more confident. One should not underestimate the power of a good laugh. It's a pussy stretcher.
Shannon texted, "Who is it?"
Nicely played. I knew she knew it was me since I heard my name being called from afar.
I texted, "It's your latest casualty (assuming). The guy you dumped for being obsessed with sex."
Shannon texted, "Oh... to what do I owe the pleasure, Mr. Dick?"
I texted, "Now come now, no need for this type of language. Especially, when I've been wanting to apologize."
Shannon texted, "I'd say it's too late for an apology now, so fuck you, Josh. You blew your chance. Don't text me again."
I texted, "This is not about a second chance, my exotic Irish lass. Nevertheless, I'll respect your request and text you no more."
After being ridiculed by my dear friend for minutes, my phone vibrated.
"Then why did you text in the first place?"
After laughing back at my friend, I texted, "Um... I'm not sure if I should keep texting when you haven't revoked your previous command, my heaven of a vision in black and green."
That seemed to tenderize her real good if judging by the roaring laughter that thundered from her table, much to my friend's displeasure.
When courting a girl, it's important for her to feel special, pursued. Pet names will get you there quicker than any other way I know aside from money. Groveling also helps.
Shannon texted, "You're smooth, Josh. I almost forgot. Consider it revoked. Temporarily."
I texted, "Much obliged, my fair lady. I've been soul searching lately and have found myself thinking of you, how I mistreated you, and I'd have really liked for you to accept a sincere apology from this ungrateful fool."
No laughing anymore; good sign.
Shannon texted, "What's your angle if not a second chance? That's no way to ask for forgiveness."
I texted, "Honest to god, I am not asking for a second chance, and not because I don't want one, but because I don't deserve one."
Shannon texted, "At least we can agree on that."
I texted, "Indeed, my raven-winged fairy."
No laughing. Staring at the text and smiling; very good sign.
Throughout the back and forth, Shannon would take her time and let me "stew"; however, I would text instantaneously, making her feel that she was so important to me that this was all I was doing at the moment: focusing on her.
Shannon texted, "So what, you're now texting every girl you tried to fuck and failed?"
Excellent sign. She now wants to feel special. She wants to know that she's alone in my head. It's time to bring it home.
I texted, "No, darling. I'm only texting you."
Shannon texted, "Then what do you want, Josh? I don't have time for your games."
I was in a tricky position. I didn't want to date her again, but I did want to fuck her. Upon deliberating, I decided that my sad, true story might actually get me there. My friend thought I was merely trying to get into her panties, so I had nothing to worry about.
I texted, "If I may be frank, my greenish African flower, I have a mild medical problem that I don't want to expand about but that has something to do with you, and no, I didn't give you anything. That's why I texted."
Shannon texted, "Josh, quit with the riddles. What's going on?"
I texted, "Well, I've been having issues in past months getting my gear to work when needed, and last it functioned properly -- was with you."
Mockery and booming laughter. Sure, couldn't avoid that. Nonetheless, it was a premium I was willing to pay.
Shannon texted, "Flattering as it may, maybe you should text your doctor instead. Have you tried that, Josh? Or did you fail in that, too?"
More mockery. Fantastic... though nothing I hadn't foreseen.
I texted, "I did. Tried and failed that is. He said my problem is psychological, that I have a mental blockage that has something to do with you, since you're the last girl who gave me wood and made me feel like a real boy, Miss Geppetto."
Just a little white lie. Anything to get a VIP passage to her sopping pussy and those huge black mounds.
More laughter, though less mockery and more intrigue.
Shannon texted, "Listen here, Pinocchio, I'm not planning on giving you wood again if that's why you texted."
I texted, "I wouldn't even dream to text you for that, my dark toned high priestess."
Giggling. Biting her nail and staring at the text. I can't believe it's working!
Shannon texted, "You're going to soon run out of metaphors, Josh... though I kinda wish you didn't."
Yes! I'm getting somewhere. My friend was baffled by this little show I was giving him.
I texted, "I will never run out of metaphors with such an inspiration like yourself, my delicious, African-spiked Irish cream."