Surprise Sex Stories

262,542 results
Orientation
Length
Source
Infinite Scroll

Dan and Me Pt. 25

by schmoe90 on Dec 2, 2019
Exhibitionist & Voyeur

Most of these stories are standalone, so you don't have to read them all. This one, however, calls back (slightly) to Pt 20. -- I'd been talking to Lisa at work, and she was whining about wanting to get laid. An idea started to form in my head. I called Dan. "I have a favour to ask," I told him. "This doesn't sound good," he said, "what's up?" "I'd like...

Cheating?

by SW_MO_Hermit on Oct 19, 2020
Loving Wives

CHEATING? BY SW MO HERMIT John was laying in the bed, eyes closed enjoying the rise to his orgasm. He felt the pleasure rising as his iron hard cock got harder and harder, his balls tightening while he edged nearer and nearer to the explosion. His thoughts were on his wife as he plummeted the orifice surrounding his cock. How he wished she was the one ridi...

A Cuckold's Diary Ch. 14

by Paul Pines on Sep 19, 2017
Loving Wives

This letter to my wife was an attempt to put our relationship into an understandable context. There's no SEX in it, so if you just want to get off, save yourself some time. Hope you enjoy! Cuckold Paul ***** This is not how we got to the place we are at now. A lot more time, exploration, stress, disappointment, love and commitment to working things out w...

Surprised By Wife's Best Friend Ch. 07

by m_storyman_x on Sep 26, 2017
Group Sex

It had been nearly two weeks since our camping trip and I was starting to feel like my side action with Linda and Emily would go unnoticed. Somehow things never quite seem to go like you plan, and this appeared to be no exception. My wife had used my suburban to go buy groceries, a relatively normal occurrence. The surprise came when I walked in the door fro...

Weekend with Elaine Ch. 01

by clarepanties on Sep 26, 2017
Transsexuals & Crossdressers

Well, a very nice surprise has come along. A very old girlfriend has invited me over to her place in Norfolk for "an interesting very long weekend" in 10 days time. Instructions are to follow. The last time that we spent together was more than interesting and definitely explored some new experiences for me, and also for her. And it is some of this that I wil...

A Bride for the Entire Family

by BrettJ on Sep 13, 2017
Novels and Novellas

Cindie Hightower's entire body still tingled with the memory of the wonderful fucking her daddy had given her moments ago. Kalyn was so right, fucking was the best. She hoped that daddy would fuck her again soon, but if not, she had options -- plenty of them! Cindie just basked in the afterglow of her happiness, remembering that only just a month ago, things...

The Borrowers' Club Ch. 01

by voluptuary_manque on Sep 13, 2017
Loving Wives

Umberto's was a better than average restaurant in a rather upscale mall which was why Twyla and Christine met there to celebrate Twyla's promotion. After really splendid seafood salads they checked their smart phones, cancelled all afternoon appointments and ordered two more glasses of Chardonnay. Christine raised her glass in a toast. "Here's to future su...

B.M.O.C. - Big Man on Campus Pt. 02

by youngwriter42 on Dec 7, 2017
First Time

Matt awoke to a foot gently nudging his shoulder and his name being whispered by a soft, feminine voice. "Matt... Matt, wake up..." He smiled, remembering last night. He cracked his eyes open, hoping to see Katie semi-clothed or (fingers crossed) naked. Instead, the sun streaming through the window haloed the blonde hair of his human alarm clock. "C'mon,...

The Unlikely Quarterback Ch. 06

by MaximusTheMad on Sep 25, 2019
Novels and Novellas

*Thanks to Alwaysready64 for editing and contributing some snippets of this story, and to PN for beta reading. *All sex described in this story will be between consenting adults, 18 or over. * This is a long story. It's a story first, that happens to have erotic content in it. There is no sex until more than halfway through (approximately chapter 9), so...

Comforting Cammie Ch. 02

by ThePantyMan on Sep 13, 2017
Interracial Love

"Oh, I'm so lucky", I said as she looked up at me with those piercing blue eyes. Then taking my dick out of her mouth just to reply... "I had to find a way to keep you from snoring!!" All I could get out of my mouth were a few moans and grunts as Cammie went to town on my dick. My mind drifted back to the mind-blowing sex that she and I just had a few hour...