My Girlfriend's Sister

By Ken James

. . . Her Big Sister Will

Hot 19-year-old Andy has serious blue balls. His sexy girlfriend Chloe is dynamite in the back seat, but she's determined to remain a virgin.

Just as Andy's frustration is reaching the boiling point, Chloe's big sister asks him to help her move. She's just broken up with her boyfriend and Andy is looking really fine to her.

If little sister won't do it . . .

Includes the short story "Little Sister's Boyfriend."

Contains explicit male-female sex, including oral, anal, toys, male virgin, and back seat technical virgin.

• Language: English
• Publisher: Ken James
• Release date: Apr 25, 2021
• ISBN: 9780463547571

Ken James

I was born in Denver and raised in Cheyenne, Wyoming. My first time with another boy was in my early teens. Girls came a few years later.After I graduated from the University of Wyoming, I spent a year as a roadie for a series of rock and roll bands, then moved to Austin to work for a computer company.I started writing in grade school and was a reporter on my junior high and high school papers. My lover (now husband) and I published a gay newspaper in Austin for several years.I've been writing gay and bisexual erotic fiction since 2003.I live in Austin with my husband Wayde.

Book preview

One

I'm hoping this won't be another blue balls Saturday night.

My girlfriend Chloe and I are in the back bench seat of Mom's five-year-old Suburban. As usual, we'd gone to a movie—a romantic comedy, since it was her turn to choose—and then had burgers and sodas at Dairy Queen. Now, we're parked in the woods a few miles from town. It's a lot my parents bought when I was five, so we don't have to worry about being disturbed.

We're both 19 and we've been dating all through high school, gradually getting more and more sexual. It's been a year since she let me go below her belt. Now, we're doing everything, except . . .

Soft romantic music plays on the sound system, which is set to the satellite channel that plays old performers like Frank Sinatra, Bing Crosby, Perry Como, and Nat King Cole. Dad told me that gets girls hotter than any other music. It sure works with Chloe. Subdued lights set in the doors bathe us in a golden glow.

We gradually undress while tongue-kissing and fondling each other's bodies. I kiss and lick her breasts and suck her nipples until they're pebble hard. She grabs my head and moves it between her spread legs. I eat and finger-fuck her to a screaming climax.

That was good, Andy. Chloe runs slow fingers through my hair, then pulls me up onto the seat beside her and kisses me, hard and dirty. Now, I'm going to suck your cock. She kneels on the floor between my spread legs and curls her fingers around my hard-on.

Chloe's a great cocksucker. She was shy and clumsy at first, but now she's learned how to get me off. Sometimes, I shoot on her breasts, but she likes me coming in her mouth.

She sucks my rod and strokes my shaft while kneading my balls and occasionally tickling my taint. My cock is throbbing when I pull away. That's great, Baby. But—

Chloe glares up at me. "No, you're not fucking me tonight."

But you like it when I finger you. I know applying logic is a loser strategy, but I can't help myself. I used three fingers tonight. My cock isn't as thick as that.

She runs her hand up and down my stiff dick, rubbing her thumb and index finger over its head and smearing the precum leaking from its tip. There's a big difference between your fingers and your penis.

I'll bet my cock will feel even better than my fingers.

"Well, it will sure feel better for you, she answers. But, it's just . . . She concentrates on stroking my dick. Crossing a line."

Life is crossing lines. The tension in my nuts builds as she jacks my painfully hard cock and squeezes my bulging balls. That's how we grow.

"I'm not ready to cross this line. She moves her hand faster and puts more pressure on my straining cock-head. Not yet."

But when? I'm getting close again.

I don't know, she answers. When the feeling's right. She stops jacking me off. You want to come or not?

Yeah . . . Please. A blow job or even a hand job is way better than getting myself off. I just . . . Never mind.

I know. It's different for boys. She resumes stroking my rod. "I want it, too. Probably as bad as you do. But I'm scared. Fucking is such a change. I open my mouth to speak, but she shakes her head. I know you'll be gentle. And I know you've got condoms. She frowns briefly. And no. You can't put it up my ass. I'd said that was a joke, but we'd both known better. Don't even ask." She kneads my balls and jacks my swollen dick faster.

I moan as the pressure in my balls reaches the boiling point. Chloe recognizes the signs and aims my throbbing pole at her chest. Cum bursts from my cock-head, splashing her breasts. She strokes my cock roughly, keeping me coming. Yeah! she growls. Spray my tits.

Oh fuck! I gasp. That's so good. I run out of cum and Chloe takes my spent rod in her mouth. It's still hard and it gets harder as she bobs over it, milking the last drops of cum out of it.

Then, she takes my hard-on out of her mouth and rubs it in the cum on her breasts, then swallows my stiff cock again. She really likes the taste of cum. I've heard that a lot of girls don't, but I've never gotten this far with another girl, so I don't really know.

She cleans my dick thoroughly and then lies on the bench seat. I lick the rest of my cum off her breasts. They're big, firm, and sexy as hell. I could spend forever playing with her wonderful tits, but it's close to our curfews, so we need to get dressed and go home.

Two

It's 7:00 a.m. on Saturday morning, a week after my last back seat date with Chloe. She's out of town, taking care of a sick aunt, so I won't be seeing her tonight. It'll just be free Internet porn and my hand.

Tires crunch outside and a horn blows. I yell goodbye to Mom and Dad and head out the door. It's Kristin, Suzie's big sister, in a rented stake bed truck. She's paying me $200 to help her move.

Kristin has changed in the six weeks since she broke up with her boyfriend. She's still tall and slim, with a hardened runner's body, but she's got a blond buzz cut instead of her shoulder-length brown hair. With her B-cup breasts and narrow hips, you could describe her as boyish, but nobody would ever mistake her for a guy. She radiates raw female sex.

I climb into the truck. Kristin is scantily dressed in heavy boots, tight super-short cutoffs, and a white tank top that clings to her perfect small breasts and shows her nipples through its stretched