How does this Agreement work for Stacy?
Fantasies of Thickness
The weeks blurred into a rhythm. Friday evening knock. His door opening. The smell of lemon polish and old paper. Clothes falling to the floor. The black sheets waiting.
Day One, he took my mouth first. Sat me on the edge of the bed, stood between my knees, fed his cock past my lips. I knelt there, hands on his thighs, while he guided my head with gentle pressure. The foreskin slid back and forth across my tongue. I tasted salt, felt the thickness pressing against my throat. He came with a low groan, his fingers tightening in my hair, and I swallowed like I’d learned to do.
Day 2, he wanted my pussy from behind. Bent over the armchair, the leather cool against my palms. He entered me slow, savoring the stretch, then fucked me with long, unhurried strokes that pressed me deeper into the cushion. His hand reached around, found my clit, rubbed in circles until I came with a sob. He followed, his seed flooding me, warm and deep.
Day 3, my ass. On my stomach, a pillow beneath my hips. He worked me open with lubricated fingers, patient and thorough, then pushed inside inch by inch. The burn had become familiar, almost welcome. He fucked me slowly, his breath ragged, his hand pressed flat on my lower back. The orgasm rose from somewhere deeper that time, pulling a cry from my throat. He came with a shudder, pumping into me, filling my ass.
The next Friday, he used all three.
Mouth first, until he was hard. Then my pussy, until I was close. Then he pulled out, flipped me over, and entered my ass while his fingers worked my clit. The triple sensation—fullness in one hole, pressure on another, his voice telling me to come—broke me apart. I came with my body clenched around him, and he followed, his seed spilling into me.
But during it, my mind wandered.
Not away from the pleasure. Deeper into it.
His cock was inside me, thick and familiar, stroking against my walls. And I thought of Grandpa. Of his cock, thicker than this one, the stretch sharper when he pushed in. The way he’d filled me in the kitchen that night, against the wall, his beard rough against my neck. The way he’d groaned my grandmother’s name while fucking me in his sleep.
I closed my eyes, and the fantasy took hold.
Mr. Dewitt thrusting into me, but the weight on top of me was Grandpa’s—broader, heavier, more demanding. The rhythm was Grandpa’s—less controlled, more hungry. I imagined his thicker shaft stretching me wider, pressing deeper, filling spaces Mr. Dewitt couldn’t reach.
“You’re tight today,” Mr. Dewitt said, his voice pulling me back.
I opened my eyes. His pale blue ones were watching me, a question in them.
“Just feels good,” I managed.
He smiled, slow and satisfied, and kept fucking me.
The next week, I started experimenting.
During oral, I imagined Grandpa’s cock instead of Mr. Dewitt’s. The difference in girth, in length. The way Grandpa’s was circumcised, the head smooth and dark, compared to Mr. Dewitt’s foreskin that slid back and forth. I imagined Grandpa’s hands in my hair, thicker fingers curling against my scalp.
I came harder than usual, my throat working around him.
I rode Mr. Dewitt in the armchair, my hands braced on his shoulders. I closed my eyes and pictured Grandpa beneath me instead. Broad chest. White beard. The way he’d looked at me that first time, hungry and ashamed and desperate all at once. I rode faster, chasing the image, the fantasy, the thickness I remembered.
Mr. Dewitt’s hands gripped my hips. “You’re different tonight,” he said. “More eager.”
I didn’t answer. I just rode him harder, imagining it was Grandpa filling me, stretching me, claiming me.
He tied me to the bed again. Wrists to the headboard, ankles to the footposts. Spread open and helpless. He took his time, teasing my clit with his tongue until I was trembling, then entered my pussy with slow, deliberate strokes.
I closed my eyes.
In my mind, it was Grandpa between my thighs. His thicker cock pushing in, the stretch more intense, the fullness deeper. I imagined his voice, rough and broken, calling me by my grandmother’s name. Imagined his hands, thicker than Mr. Dewitt’s, gripping my hips harder, leaving bruises.
“Look at me,” Mr. Dewitt said.
I forced my eyes open. His face was above mine, flushed, focused.
“Where do you go?” he asked. “When you close your eyes like that.”
“Nowhere,” I lied.
He thrust deeper, hitting a spot that made me gasp. “You think of him. Your grandfather.”
I didn’t answer. I didn’t need to.
He kept fucking me, his rhythm steady, his eyes on mine. “It’s all right,” he said. “I don’t mind. As long as you come for me.”
The orgasm built, fed by shame and fantasy and the fullness of his cock inside me. I came with a cry, my back arching against the ropes. He followed, pumping his seed into me, his breath ragged against my neck.
I stopped fighting it.
I let myself imagine Grandpa during every encounter. During oral, I pictured his cock in my mouth, thicker, harder to take. During vaginal, I imagined the extra stretch, the way he filled me more completely. During anal, I remembered the burn of his thicker shaft, the way he’d pushed deeper than Mr. Dewitt could.
The fantasies made me wetter. Made me come harder. Made me crave the first weekend of every month with an urgency I didn’t fully understand.
Mr. Dewitt noticed. “You’re responding more,” he said one Friday, pulling out of my pussy, slick with both of us. “Your body knows what it wants now.”
I lay there, breathing hard, his seed trickling down my thigh.
“What do you think about?” he asked. “When I’m inside you.”
I looked at him. At his silver hair, his pale blue eyes, his calm, patient face.
“Thickness,” I said. “Being stretched. Filled completely.”
He nodded slowly. “He’s thicker than me.”
“Yes.”
No shame in the admission. Just fact.
He reached for the lubricant. “Then we’ll work on that. Your ass can take more training. Stretch you wider. Prepare you for him.”
I rolled onto my stomach, offered myself to him. He entered me slowly, the lubricant cool, the stretch familiar but still sharp.
“Tell me about it,” he said, beginning to move. “Tell me what you imagine.”
And I did.
I told him about the first time with Grandpa, against the wall of my kitchen. About the way he’d felt—thicker, longer, the stretch so intense I’d gasped. About the way he’d come inside me, hot and deep, his seed mixing with Mr. Dewitt’s.
Mr. Dewitt fucked me through the story, his rhythm steady, his hand on my clit. I came twice. He came once, deep in my ass.
Afterward, he held me.
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