Hollywood Jim Stories

16,821 results
Orientation
Length
Source
Infinite Scroll

My Best Friends Ch. 01

by Dark_Rose90 on Sep 16, 2017
Transsexuals & Crossdressers

~The following is the true story of my awakening as a male to female transsexual which never would've been possible without all of my friends. Names and ages have been changed to protect the privacy of those friends.~ Eighteen. A tender age. I'm just a young boy finishing up my senior year in high school. My name is James, or as my friends just call me, Jim...

Hot Tub Fun Ch. 03

by B5040905 on Sep 1, 2017
Group Sex

I went to my home office and pulled out the tripod and the HD camera. These two sweet girls both have a really naughty streak. Or maybe they get a competitive and want to see how far they can push the other. Whichever it is I am happy I get to play. Walking back into the living room Autumn had taken Becky's position on the Ottoman. Setting on her knees sh...

In the Volvo

by moosemoose on Sep 1, 2017
Erotic Couplings

My God she was hot. The older sister of one of my best friends. At twenty-one to my mere twenty it didn't sound like much, but she already had a four year old child. I had hooked up with her at a bar when Jim introduced her to me. Shoulder length brown hair with a slight curl, skinny but with a classical set of curves that were accentuated by her very tight...

I Love How My Man Looks

by BOSTONFICTIONWRITER on Sep 1, 2017
Humor & Satire

I love how my man looks, kind of, not really, well...not at all. A woman compares her man to hot celebrities. My man compared to other men is no 10. Maybe, on a good day and in low lighting, when he shaves, showers, and dresses in something other than a tee shirt and sweat pants, he is a 3 or a 4, and from a distance...of about ¼ mile, he is a 5 but he is...

How Many Times Is Normal?

by Egmont Grigor on Sep 1, 2017
Humor & Satire

Twenty-three females and a male braved the wind and rain on the wind-swept desolate west coast of Barren Island to hear the public lecture by visiting sex therapist, Dr Camille Hunter. A celebrated feminist, lesbian and mother of four, the charismatic 43-year-old draws huge crowds wherever she speaks on the international lecture circuit – but the small town...

Sally Playing Games Ch. 03

by olejimr on Sep 17, 2017
Loving Wives

CHAPTER THREE SCRATCHING LOTTERY CARDS Sally let Dave enjoy himself for about five minutes, then called time out. As far as Sally was concerned, Dave had taken his prize, she had her forty dollars, and it was time for another beer and possibly a joint or two. We all sat down at the game table. Harold and I got some fresh mugs and Dave began pouring everyo...

Asskisser

by Bruno1027 on Sep 13, 2017
Erotic Couplings

Carol was a beauty queen. The only problem was she knew it. Barely twenty two, blonde haired, slim, muscular body and at the top of her class in law school, she had her pick of men to date. She chose Jim for different reasons. He was attractive, sure, but she could do much better. He was older than her and a lawyer as well, though not nearly as accomplished...

Anxious Deputy and Smiling Sheriff

by robertreams on Sep 14, 2017
Humor & Satire

Over the long head table in the Blue Room of the Holiday Inn, west in Dallas, Texas, hung a huge Banner. WELCOME MEMBERS OF THE S.S.S.C. it blared in brilliant red, white, and blue. The Southern States Sheriff's Conference was in its second day and some boring little twit from Memphis, Tennessee was blabbing something about the latest Techniques in firearm i...

Dear Erica

by Captain Midnight on Sep 16, 2017
Letters & Transcripts

NOTE: I wrote this within 24 hours of reading Patricia51's "Torn." This represents my own feelings as to what I would write in a situation like this one. The rambling sentence structure is deliberate. I wrote down whatever I thought as I glanced at the document, hoping "I" could get the response to Erica ASAP and not leave her hanging about my feelings. I s...

Phone Sex With Michael

by ImaFantasy on Sep 12, 2017
BDSM

The phone is ringing, as I grab it, I flop over onto the bed..."Hello?" A deep, sexy voice on the other end of the line says "Hello Jackie, this is Michael." "Ohhhh my!" I say. Thinking, Oh my God he has such a deep, wonderful voice. And I can feel my pussy contract, already becoming wet. "Hello Michael! My goodness, this is the first time we've talked."...