Playgirl Stories

210 results
Orientation
Length
Source
Infinite Scroll

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...

Three Short Shorts

by liqueur on May 15, 2019
Erotic Couplings

EDUCATION It was my Aunt Lisa who turned me. The summer I turned 18, my mother sent me to stay with her for a while. Farm boy, gone to summer in the big city. Backwards, right? Totally. It was hot enough on the farm. Hotter'n a three-peckered goat in the city—as we'd say on the farm. But I was an underdeveloped pretty boy. Boys my age were spoiling to kill...

The Island Ch. 02

by LaurenWestley on Sep 12, 2017
Transsexuals & Crossdressers

(Authoress Comment: All disclaimers to all my writings hold true here. If you think it was you or any character reminds you of someone then I hope it's with fond memories but it isn't about them but maybe me. To all of those who wished I would finish the Island here it is. I stopped writing this because I had some nasty comments about the scat. So, don't re...

Harry's Protégé Ch. 12

by EgmontOriginals on Sep 15, 2017
Romance

Sierra's approach to her huge emotional poser was first to wash her hair, something she did automatically after being at the beach. Then she creamed her skin leisurely. Those activities provided quality thinking time. The bastard. Harry had humiliated her and then as he haltingly tried to explain his action she was thinking perhaps he was rejecting her for...

The Jack-Off

by SEXGODESS123 on Sep 13, 2017
Toys & Masturbation

I don't think that I can take it any more. I have been counting down the days all year, survived the cold, thinking ahead to the glory that awaits me. The days are dragging by, and my mind is about to go mad with crazy waiting. Am I talking about my birthday? No, that just sneaks up on me and when it is time for that I don't like the idea of adding one to my...

Durham Hooks into Delaney

by Egmont Grigor on Sep 16, 2017
Romance

The final applicant appeared before the interview board at 2.22. Eight minutes later it appeared all over for the opened-faced 32-year-old Durham Durham; he was 'shown the door'. The other twenty-three applicants sweated on average thirteen minutes and nine seconds during which time they were questioned and challenged by the five serious-faced senior execu...

School Spankings

by Joseki Ko on Sep 13, 2017
Letters & Transcripts

School Spankings Hi sis, I know it's been awhile since I've written you, but I've got a story I just have to share. There is a teacher that I used to have in high school that paddled me a couple of times in the 12th grade It was really embarrassing since I was 18. That was a long time ago but I still see her now in our small town. She has changed some bec...

Her Name Was Anouschka

by Cockathree on Sep 16, 2017
Anal

Her name was Anouschka. I was looking for a shorter checkout queue at a supermarket in a poorish neighborhood and instead chose her queue over the others on the strength of her appearance from behind. She was about 5'8", long curly dark hair one third of the way down her back with an athletic body apparent through her tight fitting jeans. She was cool. She m...

Babysitter's Ride Home

by Madam-Cecilia on Sep 16, 2017
Mature

The wind whipped through my hair as I clung to you on the back of the bike. After babysitting for you all evening I loved when you would take me for a ride on your motorcycle on the way home. Not only did I enjoy the rumble of the engine sneaking through the seat to tickle my clit but riding gave me an excuse to hold you tight. I could feel the muscles in yo...

A Strange Request

by NoahBody on Aug 29, 2017
Exhibitionist & Voyeur

At first I thought it was a little strange, if not a bizarre request, and at first I resisted. I guess you could blame it on my upbringing, or maybe it was just plain, old-fashioned shyness, when she first asked I was taken aback. I denied her. But then, the more I thought about it, the more the idea excited me. Besides that, maybe, just maybe I could get it...