Story: When She Tells You Your Penis Isn’t Enough

She sat on the edge of the bed beside him, legs crossed in that casual way that made her look soft and affectionate… but a little dangerous, too.

He was already half-hard just from the way she looked tonight — hair down, in one of his favorite oversized shirts, bare legs folded under her. But something in her expression had changed. She reached out, brushed her fingers along his thigh gently.

“Baby,” she said, her voice sweet, like she was about to ask for something small — a favor, a back rub, something playful.
“Can we talk about something? Something kind of… honest?”

His stomach fluttered. He nodded.

“I love you,” she said immediately, eyes soft, sincere. “You know that. And I feel safe with you. I always have. You’re everything to me.”

He smiled, relieved — but that nervous edge was still there.

Then she added:

“But I need to tell you something I’ve been holding back.”

She shifted a little, brushing her hand a little higher on his thigh.

“It’s about sex,” she said. “I need to talk to you about how I feel.”

He went still. His cock twitched a little under the fabric of his sweatpants.

She bit her lip. “You know how sweet you are to me in bed. How much effort you make. You always want me to feel good, and I love that about you.”

He nodded slowly, unsure of where this was going.

“But I haven’t been feeling satisfied.”

There it was.

“I’ve… I’ve never really felt completely satisfied. Not with your cock, baby. Not the way I need to.”

Her hand rested higher on his thigh now. Still calm. Still gentle.

“I know it’s hard to hear. I’ve never said it before. I didn’t want to hurt you.”

He swallowed, face hot. His cock, embarrassingly, was getting harder.

She looked down at it — and smiled knowingly.

“You’re already getting turned on, aren’t you?” she said softly. “Even while I’m telling you I need a bigger cock. That you aren’t enough for me.”

He couldn’t speak.

She leaned in closer, her voice dropping.

“I think, if we’re going to make this relationship work… I need to take a fuck buddy. Someone who can do the things I fantasize about. Someone who can really fill me. Stretch me open. Satisfy me in a way I’ve never felt before.”

She paused, then added sweetly:

“And I think you want that too, don’t you?”

His breath was shaky.

“You want me to have that. You want to be the sweet little boyfriend who lets his girlfriend get fucked properly by someone else.”

She slid her hand over the bulge in his sweatpants, pressing her palm gently against the hard outline of his cock.

“You want to watch me walk out the door in lingerie, knowing I’m about to get absolutely ruined, don’t you?”

“Y–yeah,” he whispered.

“Mmm. I knew it.”

She reached into the waistband and pulled his cock out gently. It throbbed in her hand, leaking already.

“Look at this,” she cooed. “So hard for me. But so small. It’s cute, baby. It really is. But it’s not what I need.”

She started stroking him, slow and teasing, never looking away from his face.

“You try so hard to please me, but I need something thicker. Longer. The kind of cock that makes me moan without even trying.”

He let out a shaky breath. She smiled and kissed his cheek.

“And you’ll still get to be my boyfriend. You’ll still get to cuddle me after. But he’ll be the one I cum on.”

Her hand moved a little faster now, twisting just slightly on the upstroke.

“Tell me how it feels, baby. Knowing I’m going to find someone to really fuck me.”

“Hot,” he gasped. “I can’t stop thinking about it.”

“I know,” she said, voice dripping with affection and mischief. “That’s why your cock is so needy right now. You want to cum for me, just from hearing me talk about his cock, don’t you?”

“Yes,” he moaned.

“Poor baby,” she said, stroking a little faster. “All this time, you’ve known. Deep down. That I wasn’t getting everything I needed. And now that I’m finally going to… it turns you on so much.”

She leaned down and kissed the head of his cock softly.

“I bet you’re going to cum so fast, just from the thought of me spreading my legs for someone else.”

Her voice went lower, filthier.

“Letting him push his cock all the way in while I moan into the pillow. While you sit in the next room. Hard. Pathetic. Listening.”

His hips bucked.

“Don’t you dare cum yet,” she warned, hand slowing to a teasing stroke.

He whimpered.

“You don’t get to cum until you beg for me to find him.”

“Please…”

“Not good enough,” she whispered. “Beg like you mean it.”

He swallowed, cheeks flushed. She kept her fingers wrapped loosely around his shaft, barely moving, her thumb pressing teasingly just below the head. He could feel every beat of his racing heart there.

“C’mon, baby,” she purred, her voice soft and coaxing. “Use those words. Tell me you want me to have him. That you need me to.”

He squirmed under her gaze. Her eyes were gentle but unrelenting, watching him with that sweet affection that made the humiliation sharper somehow.

“I… I want you to find someone,” he managed.

Her eyebrow arched.

“Someone to do what?” she prompted, giving his cock the tiniest, slowest stroke.

“To… to fuck you,” he breathed.

“Mmm,” she hummed approvingly. “But not just anyone, right? Tell me what kind of man.”

He closed his eyes.

“Bigger,” he whispered.

“Bigger than you?”

“Yes.”

She giggled softly, leaning in to kiss his cheek.

“Good boy. Open your eyes.”

He did. She was smiling at him sweetly.

“Say it properly. I want you to have a big cock because mine isn’t enough.”

He flushed so hard he felt dizzy.

“Say it,” she urged again, voice gentle but firm.

“I… I want you to have a big cock… because mine isn’t enough for you.”

Her smile widened, and she kissed him softly on the lips.

“That’s it. That’s my honest little man.”

Her hand began stroking him more deliberately now.

“You know what I think about when I touch myself?” she whispered.

He swallowed hard.

“Tell me,” he rasped.

“I think about someone else bending me over. Stretching me open. Filling me so deep it hurts a little. I think about being sore the next day.”

He moaned, hips twitching.

“Shhh,” she soothed, slowing her strokes just enough to keep him on edge. “I know you like it. I know your tiny cock can’t help leaking when you hear it.”

She held his gaze, biting her lip in mock sympathy.

“Poor thing. Look at you. So desperate. So hard. So wet at the tip.”

She twisted her wrist in a slow, luxurious stroke that made him whimper.

“You want to cum for me?”

“Yes… please…”

“Even though I just told you you’re not enough for me?”

“Yes…”

“Even though I’m going to find someone with a big, thick cock to give me what you can’t?”

“Yes!”

She giggled softly.

“Oh, honey. That’s why I love you. You’re so good about it. So honest. Not trying to pretend you’re something you’re not.”

She kissed him again, soft and slow, even as her hand picked up the pace.

“Tell me more,” she coaxed. “Tell me you want it.”

“I want it… I want you to have him…”

“Say please.”

“Please… please have him… please let him fuck you…”

“Mmm.” She squeezed him gently. “What do you think he’ll do to me, baby?”

He gasped.

“He’ll… fuck you hard… make you scream…”

“Yes,” she breathed. “He’ll make me cum on his big cock. Over and over.”

He moaned loudly.

“You’ll be here,” she continued, her voice so sweet and hypnotic. “Listening. Maybe even watching. Or you’ll see me afterward, dripping. Ruined.”

She sped up her strokes just enough to make him squirm, hips jerking.

“Will you still want to cuddle me?”

“Yes… always…”

“Even when I smell like him?”

He whimpered.

“Say it.”

“Even… even when you smell like him.”

She laughed softly, clearly delighted.

“God, you’re perfect,” she purred. “You’re my perfect little cuckold.”

He shuddered at the word, moaning in humiliation and arousal.

“Shhh,” she said, slowing her strokes again, watching him fight not to cum. “Don’t you dare finish yet. We’re not done talking.”

“Please…” he whimpered.

“Tell me you’ve thought about it before.”

“I… I have.”

“Tell me what you imagined.”

He squeezed his eyes shut.

“You… on top of him… riding him… moaning for him…”

“Mmm,” she said, squeezing the base of his cock to stop him from cumming. “Good boy. I want that too.”

She kissed his forehead like a lover, so sweet and warm even as she held him captive in her hand.

“You’re going to let me do it, aren’t you?”

“Yes…”

“You’re going to help me find him?”

“Yes…”

“You’ll watch me get ready for him? Help me pick my lingerie?”

“Yes… please…”

She smiled so sweetly it almost broke his heart.

“See? That’s why I love you. Because you want me happy. Even if it means I get fucked right by someone else.”

She began stroking again, steady now.

“Okay,” she whispered. “You can cum. But you cum for me. For us. For this plan. For my big cock. For my pleasure.”

He couldn’t hold back. He bucked helplessly in her grip, crying out her name as he spilled over her fingers, his cock twitching uncontrollably while she watched with loving, smug delight.

“Good boy,” she whispered, milking every last drop. “Such a good little cuck.”

She kissed his cheek again, even as she wiped her hand off on the hem of his shirt with a mischievous smile.

“We’re really going to do it, you know,” she said. “We’re going to find him. And you’re going to help.”

He could only nod, chest heaving, face on fire.

She giggled softly, leaning in for another sweet, almost chaste kiss.

“I love you so much,” she said gently. “But I need more. And you’re going to give it to me — by letting someone else give it to me.”

He lay there breathing hard, softening in her hand, humiliated and satisfied at the same time. She was looking down at him with this impossibly tender smile — the kind that always made him melt.

“Good boy,” she cooed, running her clean hand through his hair. “You feel better now?”

He nodded, cheeks burning.

“But I’m not done talking about it,” she warned sweetly. “We have to plan, don’t we?”

She sat back on her heels beside him, looking thoughtful.

“If I’m going to do this,” she continued, “I want it to be good. I want someone who knows how to really use me. Someone who’ll make me scream for real.”

He let out a shuddery breath.

She smiled knowingly.

“Don’t get shy on me now,” she said, teasing. “You already admitted you want it. You already came for me. So we’re going to talk about it.”

She leaned closer, conspiratorial, as if sharing a secret.

“What kind of man should he be?”

He swallowed.

“Bigger…” he whispered automatically.

“Mmm,” she nodded approvingly. “Definitely. I want someone big. I want to feel him everywhere. What else?”

He looked at her helplessly.

“Experienced,” he croaked.

“Oh, yes.” She grinned. “I want him to know exactly how to handle me. No fumbling, no being shy. Just taking what he wants. Making me cum so hard I see stars.”

His cock gave a sad, spent twitch against his thigh. She noticed, of course.

“God, even after cumming you’re getting hard again,” she giggled. She reached out to lightly trace it with one fingertip, making him flinch.

“You love this, don’t you? You love thinking about me getting absolutely wrecked.”

“Yes…”

“Say it properly.”

“I love thinking about you getting wrecked by another man.”

She beamed at him, eyes sparkling with mischief.

“Good boy.”

She leaned back, tilting her head thoughtfully.

“He should be confident,” she mused aloud. “Someone who’ll tell me exactly what to do. Maybe pin me down if I’m too loud. Make me beg for it. You’d like that, wouldn’t you?”

“Yes…”

“Mmm.” She smiled at him so fondly it almost hurt. “You’re going to help me find him.”

He blinked.

“How…?”

She gave a little laugh.

“Oh, baby. We’re going to set up a profile. We’ll choose the pictures together. You’ll help me write what I want. I want you involved. I want you complicit.”

He swallowed hard, eyes wide.

“You’ll sit next to me while I flirt with men online. Read their filthy messages. Help me choose the best one.”

She let the image hang between them.

“And then you’ll help me pick out lingerie for our first night.”

His cock was hardening again, impossibly. She saw it, of course, and sighed in delighted mock sympathy.

“Look at you. Already hard again. You really are the perfect little cuck.”

She reached out, curling her fingers around him again.

“Mmm. Not fully hard yet. Let’s fix that.”

She started stroking him slowly, deliberately.

“Tell me what you’ll do while I’m with him.”

“I’ll wait for you…” he whispered.

“Where?”

“In the other room…”

“Will you listen to me moaning for him?”

“Yes…”

“Will you touch yourself while you hear him fucking me?”

“Yes… please…”

“God, that’s so fucking hot,” she whispered, voice shaking with her own arousal now. “My sweet little boyfriend, jerking his tiny cock while I get absolutely ruined.”

He moaned helplessly, hips rocking.

“Will you want to see me after?”

“Yes…”

“Even if I’m dripping with his cum?”

He shivered.

“Say it.”

“Even if you’re dripping with his cum…”

“Mmm. Good boy.”

Her hand picked up speed, slick with his pre-cum.

“You’re going to help me get ready. You’ll watch me shave. Choose my panties. Zip up my dress. Kiss me goodbye while I go meet him.”

“Please… please…”

“Please what?”

“Please let me do it… please let me help…”

“Ohhh.” She almost sounded touched. “You really want it that bad?”

“Yes!”

“Beg for it again.”

“Please… please let me help you find him… please let me watch you get ready for him… please let me wait while he fucks you…”

Her eyes were shining.

“God, I love you,” she breathed, voice husky. “You’re so perfect for this. You’re going to make it so easy for me to be a slut.”

He whimpered as her grip tightened.

“That’s it. Moan for me. Let me hear it.”

“Ah—fuck—please…”

“You want to cum for me again?”

“Yes…”

“Even though I’m going to fuck someone else?”

“Yes…”

“Even though you’re not enough?”

“Yes!”

“Good boy,” she breathed. “Cum for me. Cum for him, too.”

She jacked him hard and fast now, and he lost it — his entire body tensing, cock pulsing helplessly in her hand as he spilled for the second time that night.

She watched, biting her lip in delight, eyes locked on his face the whole time.

When he finished shaking, she slowed, milking him gently.

“There,” she whispered. “That’s my sweet little cuck. Twice in one night just from talking about it. From admitting it.”

He couldn’t even speak, gasping for breath.

She giggled and kissed his sweaty forehead.

“Rest now,” she murmured. “We’ll start setting up that profile tomorrow.”

She pulled her hand away and wiped it on his shirt again with deliberate, teasing disrespect.

“Because this is really happening. I’m going to find someone. And you’re going to help me. And you’re going to thank me for it.”

She gave him one last, devastatingly affectionate smile.

“I love you, baby. I love you so much. But I need this. And you’re going to give it to me. Aren’t you?”

He nodded weakly.

“Say it,” she whispered.

“I’m going to give it to you.”

“Good boy.”