Tip of the Spear Pt. 02 by saddletramp1956,saddletramp1956

Tip Of The Spear, Pt. 02

A Sheriff Ryan Caldwell story

I would like to thank QuantumMechanic1957 for giving this a beta read, as well as those who have offered comments and constructive criticism on my previous stories.

And now, the disclaimers:

For those who want to say this or that would never happen, remember this is my universe, a place where nearly anything can, and often does, happen. At least on paper… In addition:

  1. Characters in this story may participate in one or more of the following: Smoking, consumption of adult (meaning, alcoholic) beverages, utterance of profanities.
  2. All sexual activity is between consenting adults 18 years of age or older.
  3. Statements or views uttered by the fictional characters in this story do not necessarily reflect the views or opinions of the author.

Please refer to my profile for more on my personal policy regarding comments, feedback, follows, etc. (Yes, I DO moderate comments) And please remember, this is a work of fiction, not a docu-drama…

End of “Tip Of The Spear, Pt. 01″

…”Is it just me, Ray, or is this all coming together just a little too quick?”

“Well, Sheriff, to tell you the truth, I was thinking that very same thing myself,” Ray said. “I’ve seen perps do a lot of stupid things in my time, but it’s almost as if these women want to be caught. I mean, hell, a rookie could see through their lies.”

“Well, we still don’t have the trigger man,” Ryan said. “And I’d bet a dollar to a donut hole that Jeremy fella is the one who shot that spear through Bertram’s back. What do you think? Are they really that stupid?” Ray shook his head as he thought.

“Don’t really know, Sheriff. Either they’re stupid, they’re so arrogant they don’t think they’ll get convicted. Or…” His voice trailed off as he thought.

“Or what?”

“Or, maybe this is all just a distraction,” Ray said.

“A distraction? For what?” Ryan asked. Ray shook his head.

“I don’t know. Just thinking out loud. But something tells me this is going to get a lot worse,” Ray said. “So, what do we do now?” Ryan looked and saw Ron’s van pull into the parking lot.

“We let Ron and his team bag and tag all this evidence, then go home, make love to our wives and start fresh tomorrow.”

“I like the way you think, Sheriff,” Ray said with a smile.

And now, Tip Of The Spear, Pt. 02:

7:30 am, Friday, September 24, 2021:

Jeremy Rodgers heard the car pull up in front of the two-story house where he had rented a room and looked out the window. He saw the attractive, 40-something blonde get out of the car and grab a carton of eggs from the back seat. She came to the front door and rang the bell as he watched.

He heard Mrs. Anderson, the 75-year-old widow who owned the house, open the door and speak briefly to the woman, who he now knew was Beverly Caldwell. Folks around here often called her the “egg lady” since she had a small business selling eggs laid by her chickens. Mrs. Anderson also told him she was married to the Sheriff, a fellow named Ryan Caldwell.

More than once, he fantasized about banging the pretty blonde woman, but those fantasies left him the first time he saw Ryan’s scarred face on television. Between the scar, the full beard, and the patch that covered his left eye, Caldwell looked like one mean son-of-a-bitch.

Mrs. Anderson told him that Caldwell shot a man on Main Street in broad daylight, putting a bullet right through his left eye. From what he read in the paper’s archives, the man he shot was a former FBI agent who went rogue, then had the nerve to hold Caldwell’s wife at gunpoint in the middle of the street. Both Caldwell and his wife were given medals for bravery by the Governor of Texas himself.

Jeremy would have loved to fuck that pretty blonde right in her ass, but he also liked keeping his head attached to his body. He watched her leave the house, her small, firm ass swaying as she walked. Caldwell was one lucky motherfucker to have that at home, Jeremy thought.

Thinking about the blonde also got him thinking about his beloved sister, Ginger, now sitting in the county jail on murder, torture, and rape charges. She had been there since Monday night when Caldwell had her arrested after a search of her boutique. He knew that once the locals detained her, they would also be looking for him.

They had talked about this before and agreed that the other would lay low if one of them was hauled into jail. He simply followed their plan, but still… he missed his beloved Ginger. Thinking about her long flaming red hair, her firm B-cup breasts, her nice tight ass, and shaved pussy made his dick stiff.

He pulled out his phone and looked at pictures he had taken of her, her legs spread wide as she fingered her sopping wet pussy to orgasm. He unzipped his jeans and shamelessly masturbated to the image of her creamy pussy.

The two of them had been partners for years. Ever since their old man caught them fucking out behind the barn, they had been on their own. It didn’t matter that Ginger initiated it, nor did it matter that she offered to suck the old guy’s dick. He flew into a rage and demanded they leave immediately and never return.

So they left. Their father gave them a half-hour to pack whatever they could carry, and they were gone. They spent the first few months in Jeremy’s van and slept together in the back. She stayed naked most of the time, giving the truckers a good show whenever she could. Eventually, they started running out of money.

And that’s when they learned just how valuable Ginger’s pussy really was. They were amazed at how much money they got from the men who fucked her, and Jeremy was also surprised at how much he liked watching his sister get fucked. All-in-all, it was a win-win for both of them.

Soon, they had enough money to buy a really nice camera and a computer with wireless Internet access. He began making videos of her fucking, posting them to various websites. Eventually, someone contacted them and said they could earn serious money in the amateur porn industry.

Ginger took a stage name — Ginger Redd, for her flaming red hair — and began making full-length videos. It didn’t matter who she fucked or where. She did it all. And she did it everywhere. Men, women, in motel rooms, on the side of the road, you name it — everything and everyone was fair game.

At one point, Ginger wanted to see if she could fuck 100 men in a single session, so Jeremy set it up. Sure enough, she fucked and sucked them all, taking their cum in her mouth, pussy, and ass. She let them make her airtight and even took two big cocks in her pussy at the same time. She did 19 more videos like that, fucking 2,000 different men in two years. To be safe, they each got tested for STDs regularly.

Ginger eventually decided she wanted to try something a bit kinky, so she invested in some leather gear, along with some toys, whips, and strap-on dildos. That’s when she became “Mistress Ginger.” She loved the feeling of power she would have over these simpering cuckolds who wanted to be used and abused. Much of it was staged, but there were several times when it wasn’t.

Then they were contacted by a woman who said she was with some kind of mutual assurance society, whatever that was. She wanted to know if they would become contractors. All they had to do was punish cheating husbands the way the client wanted and provide video to the society.

Sure, they said. They could do that easily. The way it worked was simple. They would get an email with their assignment, and half of the fee would be sent by Paypal. Jeremy’s job was to subdue the husband using a specially-equipped ring the society would provide. Then they would usually shave the man’s body hair off and tie him up.

When the man woke up, Ginger would punish him. She would thrash the man with a cane or a whip most of the time. Then she would don a strap-on dildo and fuck the man in the ass. Afterward, they would have the man clean the dildo with his mouth. Yeah, it was nasty, but Ginger really got off on it, frequently having an orgasm as she fucked the poor guy.

Jeremy would record it all on video. Naturally, Ginger would be wearing her full gear so no one would be able to recognize her. Afterward, they would send the video to the society’s secure email address. The second half of their payment would show up in their Paypal account within a couple of days. Easy money.

Then everything ended. They heard nothing for at least six months. They returned to their normal porn production, but Ginger found it lacking.

In the meantime, Jeremy had purchased a boat. They often spent weekends on the boat, having sex on the ocean. Jeremy was good with a speargun and frequently went spearfishing. He did it for fun most of the time, but sometimes he would join a tournament and win some pretty serious money.

Then they received a text from someone with the initials AG, who claimed to be contacting them from overseas. She had a job for them, but it would mean that Ginger would have to move to Texas to a town called Hard Rock. AG said Ginger would start an erotic boutique, and the two of them would work with someone named Trudy Higgins. From that point on, they would take all their instructions from Trudy.

AG provided the seed money, sending it through several overseas accounts. Once the money was available, Ginger moved to the town, and Jeremy followed later. They set up the shop, and business began pouring in. Then they met Trudy.

Ginger barely tolerated the older woman at first, but Jeremy found her to be more than a little weird. She kept going on about the “sisterhood” of the “new way,” whatever the heck that was. Jeremy didn’t care about politics. All he cared about was money and pussy, especially the honeypot between his sister’s legs.

Trudy explained the scope of their work. It was basically what they had already done before, but this wouldn’t be just a one-time encounter. The idea was to continually cuckold the old man while punishing him. That meant Jeremy would fuck Trudy in front of her husband while Ginger played her “Mistress” role.

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