Cum In Heels Stories

360,326 results
Orientation
Length
Source
Infinite Scroll

Sara Jane Submits Ch. 02

by Subone1 on Dec 2, 2019
Fetish

I woke up to use the restroom, it was 5:30 AM and still dark outside. As I swung my legs out of bed I almost stepped on Sara Jane! She was asleep on the floor next to my bed, curled up like a little puppy. She had her hair up in a towel on top of her head from the shower, not a stitch of clothing on her wonderful young body. "Jesus Sara, what are you doing?...

The Adventures of G Ch. 01

by garterbelt on Sep 12, 2017
Mature

Chapter 1 How It All Started I guess I'm a typical woman. I love pretty lingerie, shoes, especially high heels, clothes, make up. I work in corporate America in a senior consulting position. My normal work clothes are a fitted suit with either a skirt or pants or a dress worn with heels and pantyhose. I still dress like that now however, my pantyhose weari...

Top Twenty #05: Jenna Pt. 01

by badboylax on Sep 13, 2017
Erotic Couplings

I dialed the City Paper voice mail box number, 55-MATCH, punched in my code and listened to the replies. "You have one new message: A sweet-voiced girl with a Texas drawl said, "Hi, this is Jenna, I'm twenty one, moved here recently from Texas and I liked your ad. A little about me, I'm 5'5", pretty, with medium length blonde hair and a slim build. Just like...

Sex, Thighs and Videotape

by Apollo3000 on Sep 13, 2017
Exhibitionist & Voyeur

Kelly strode over to the expensive digital camera mounted on the tripod at the far end of the kitchen. Scrunching her left eye, she peered into the viewfinder with her right eye for one final check. Happy with the view, she carefully clicked the video record button. The first few seconds began elapsing on the LCD screen. Marching excitedly to the second trip...

Masturbating to a Woman in Heels

by Sexybeast8899 on Aug 28, 2018
Fetish

About two years ago I placed an ad on Craigslist. The ad was placed in the casual encounters section. The ad was asking if someone would let me masturbate in front of them. I asked in the ad that the woman be willing to wear high heels and let me look at their legs while I masturbate. I'm an attractive man. I'm about 6'1". I have a good body. I'm fit and I...

Alice At The Office

by Just Plain Bob on Sep 12, 2017
Loving Wives

My husband, while he was still my boyfriend, worked for a long time to convince me that my legs were great and that I needed to show them off properly. He was the one who talked me into wearing high heels, nylons, garter belts, crotchless pantyhose and short skirts so I guess he can be considered responsible for the story I'm about to relate. ++++++++++++++...

Stockings and High Heels Sluts Ch. 02

by muffinstud on Sep 14, 2017
Group Sex

"Wow," thought Mike as he looked around at the gorgeous women strewn about the room all dressed in the sexist of clothes. "It's just like a candy shop." He watched two young women dressed identically as school girls (or maybe they were real school girls). Plaid mini-skirt; white blouse; loose short tie; little white lace topped ankle socks and wearing 4 in...

Wrong Room!

by marriedpervs on Sep 12, 2017
Loving Wives

I was a virgin when we married, and Mike was a wonderful, caring lover. He taught me how to make love, and we had been married for a year. He told me he want to do something special for our first wedding anniversary, and so I opened the envelope excitedly as I sat at my office desk. It read. Darling Helen, You are my world, and I love you more than anythi...

Senior Living Ch. 02

by shoeslayer on Sep 17, 2017
Mature

Well I lucked out and the management decided to keep me on as a pianist and I was pleased as it spoke well management to keep a good pianist around I had a gig the next week, same time slot 1 to 4 and I had plans on paying Lois a visit. I liked that she enjoyed sex but I loved her personality as much as her two pair of glasses. I also loved her rubbing h...

Church Outreach Program

by bigdaddysmooth on Mar 12, 2019
Interracial Love

It wasn't the most exciting way to spend a Sunday afternoon, but it was something to do with her time. Laura was a widowed housewife with two children (boys twelve and ten years old). Her husband passed away a couple of years ago due to a tragic accident and she's been alone ever since taking care of the boys. The ensuing lawsuit and insurance settlement ens...