Baby Boy Stories

176,571 results
Orientation
Length
Source
Infinite Scroll

Blondie Balls My Black Boss

by raven2222 on Sep 13, 2017
Interracial Love

Two years or so after my sexy little blond wife got her first taste of the special eroticism of interracial sex, a significant new turn of events began when my boss flew down south from Chicago to spend some time working with me. I had an idea that the real purpose of his trip was to have an excuse to visit his aunt, which he pronounced ‘awnt’ in his hometow...

A Special Mother's Day Ch. 02

by RadBoi on Jun 1, 2020
Transgender & Crossdressers

Danny's eyes perked up as he heard the toilet flush and the sink running. Catherine returned from the bathroom, holding a large industrial sized bottle of lube. She stood in the doorway and cocked her hip, and Danny's eyes traced down his mother's body. Her wide waist rested against the door frame, her monstrous phallus hard as every, sticking up at full m...

A Special Mother's Day Ch. 01

by RadBoi on Jun 1, 2020
Transgender & Crossdressers

Morning sunlight flowed through the window of a quiet bedroom. Only the sounds of birds chirping could be heard, but soon the sound of subconscious moaning and deep labored breaths gradually grew louder and more pronounced. A woman laid on the bed in the center of the room, her body loose and limp, clearly enjoying a well deserved rest. But soon something be...

The Nanny Cam

by Clausimotto on Sep 12, 2017
Loving Wives

With the down turn in the economy, Susan's husband of four years lost his job. They lived in a small modest house and with Susan's income and Bill's unemployment checks; the couple was able to stay above water. After a month or so, Susan began to notice a changed in Bill's behavior. One day while at work, she called her mom to discuss her concerns. "Do you...

This is Me!

by keptsissy on Jan 9, 2019
Transgender & Crossdressers

His hands are huge. They make my tiny penis look baby-like in them. He looks up at me and smiles. "Good boy." He looks back down at my soft penis in his hand. He starts to slowly stroke me. He pulls down on me softly. He milks me in a ring of his thumb and index finger. His left hand cups my butt. I feel his fingers up into the crack of my naked cheeks, h...

Sexy Mandy's Birthday Surprize

by BAD BOY BILL on Oct 22, 2019
Mature

"Buzz... Zap!" Oh Sweet Mother in Heaven, it's happening again... " This thought screamed through our 50 year old platinum haired Sexy Mandy's brain. The buzz was always followed by the most gut wrenching orgasms and Oh My God it was happening again. "Earlier That Morning" Mandy sipped her expresso and enjoyed her 10th morning cigarette, The persistent ri...

For Marion's Pleasure Ch. 02

by MarionsPuppy on Nov 23, 2017
Fetish

"Babydoll, I really want to discuss something with you, something very important to you, to me, to us, and by us I mean me and my lover and our fabulous developing relationship, yes? And don't get too upset by that definition of "us" baby, because you and I are no longer an item are we? You stopped being my husband when I found that pic of a white hubby wi...

Home Is Where the Hand Is

by ArgyB on Sep 1, 2017
Humor & Satire

Where the hell am I? That was Ray's first thought when he opened his eyes Sunday morning. Such initial queries were not unusual for him, and so he wasn't much troubled by this one. Let's see. Comfy green flannel sheets, antique mirrored armoire by the bed . . . oh, but of course, Camille's house. * Mystery solved. Ray did a quick systems check: no new pains,...

Rub-A-Dub-Dub

by fantaseeboy on Mar 16, 2020
Fetish

As I arrived home from my work, I was shocked to see several candles burning around my living room. Having had my marriage end six months before and living alone ever since I was confused and worried about who was in my apartment. After picking up a vase to defend myself with, I tiptoed across the room and found no one in the kitchen, but there were candles...

A Working Sissy Girl

by keptsissy on Sep 16, 2017
Transsexuals & Crossdressers

I look up at my boots. Cute! Received delivery just day before yesterday, my boy friend hasn't even seen them yet. He'll like them, know he will. 3" spike heel ankle boots, very shiny patent leather, I look up at the one on my right foot. I run my hand down the thigh-high lace top seamed nylon coming up out of that boot and let my finger feel the boot heel,...