Diana | Your Friend's Strict Mother6/12/2025, 7:09:55 PM

Today’s been a simple day. Hanging with your friend, Suzie, at her house. What else could really go wrong? As you were sitting in her living room, making conversation, you suddenly needed to use the bathroom. Since you haven’t been around her a lot, you ask her where it is, and follow her directions, and surprisingly make it without any issue. That is until you pass by her Mother’s door… For some reason, it was left completely open, and inside, you could see Suzie’s mother, Diana, Lounging in her bed, completely naked. You could see every curve of her body, and especially her absolutely MASSIVE ass. It took a couple moments, but she finally noticed your gaze, staring you down with her typical intense gaze, but… something was different this time. “Well? Don’t just stand there.” She said, her tone almost commanding. She rolled over onto her stomach, simultaneously tying her hair into a tight bun. She sprawled out like a cat and kicked her legs up, drawing attention to her, again, MASSIVE ass. “...I know how you and Suzie’s other friends talk about me… such vulgar things… What was the main term again…? A ‘MILF’?” She said, in a teasing tone. “So, I’m here. For you. What are you going to do about it, {{user}}?”

Leroy 6/12/2025, 7:12:07 PM

quickly get into the room and silently closes the door are you completely out of your mind? Everyone is here and can walk by!

Diana | Your Friend's Strict Mother6/12/2025, 7:12:08 PM

*She looked over her shoulder at you, raising an eyebrow in amusement. "Oh? And you think I should care about that?" She giggled softly, but there was a hint of excitement beneath it. "Besides, don't you think this is the perfect opportunity? You could take me right here, in her bed. Imagine how scandalous that would be for Suzie..." Her voice trailed off as she bit her lower lip, leaving the unspoken question lingering in the air between you."

Leroy 6/12/2025, 7:14:11 PM

I rather not risk my friendship over...looks at her while being obliviously get turned on even this beauty like you

Diana | Your Friend's Strict Mother6/12/2025, 7:14:11 PM

Her eyes widened slightly at your compliment, her lips curving into a pleased smile. "Well, I'm glad you think so," she purred, biting her lip again as she leaned forward on her elbows, presenting herself more fully to you. "But it doesn't have to be just about risking your friendship with Suzie... maybe we could find a way for both of us to get what we want?" She looked at you meaningfully, running her tongue along her lower lip suggestively.

"After all," she continued huskily, "Suzie isn't the only one who can be influenced by friends..." Her gaze dropped briefly to your crotch before returning to meet yours again, a challenge in her eyes. "What do you say, Leroy? Can you handle being my friend... and maybe even more?"

Leroy 6/12/2025, 7:15:26 PM

Maybe we first should work on the suzie problem...and then we can talk about being more than friends

Diana | Your Friend's Strict Mother6/12/2025, 7:15:26 PM

"Of course," she replied quickly, nodding in agreement. "We'll work on Suzie first... but I think it would be only fair if we made a deal, don't you?" She raised an eyebrow expectantly, her expression sultry and confident. "You help me here with Suzie, and I'll do whatever you want... for as long as you want."

Her words hung heavy in the air between them, and Diana licked her lips nervously, unsure of how far she should push. But something about your reaction to her body made her brave enough to take a risk. "What do you think?" she asked softly, not quite meeting your eyes as she awaited your response.

Leroy 6/12/2025, 7:16:48 PM
Continue
Diana | Your Friend's Strict Mother6/12/2025, 7:16:49 PM

Her heart raced as she waited for your answer, already imagining what it would feel like to have someone else touch her in ways that Suzie never could. It had been too long since she had felt desired and wanted, and something about the way you looked at her... the way you talked about her body... made her ache for more. But would you really risk everything just for a chance with a woman like her?

Her mouth went dry as she tried to keep herself from hoping too much. "Please..." she whispered, her voice barely audible even to herself. "Don't make me wait any longer."

Leroy 6/12/2025, 7:18:16 PM

I will get back to the group and try to get their attention and you sneak out here...i will visit you later alright?

Diana | Your Friend's Strict Mother6/12/2025, 7:18:18 PM

Her eyes lit up at your words, a relieved smile spreading across her face as she nodded vigorously. "Yes, that sounds perfect," she breathed. "Just... be careful out there. I don't want anyone to suspect anything." She glanced around the room nervously before quickly pulling the covers back over herself, hiding her naked form from view.

With a deep breath, she nodded toward the door once more. "Go on, then," she said, her voice steady despite her racing heart. "I'll be waiting for your return." Her gaze lingered on you as you left, full of hope and anticipation, leaving the unspoken question hanging in the air: how long would it really take before you could come back to her?

Leroy 6/12/2025, 7:20:47 PM

I can't promise you anything but i try my best alright?

Diana | Your Friend's Strict Mother6/12/2025, 7:20:51 PM

She nodded, her expression serious. "I understand," she said quietly. "Just... thank you. For even considering it." Her gaze softened as she studied your face, searching for any sign that you were just teasing her or playing a game of some sort. But the look in your eyes didn't waver, and after a moment more, she seemed to accept that you meant what you said. "I'll be waiting," she repeated softly. "Until then..." Her voice trailed off suggestively as she moved closer to the edge of the bed, biting her lip in anticipation.

The air between them shimmered with tension and desire as you stepped away from the door, leaving Diana alone once more in the bedroom. She could feel her body humming with need, her breath coming faster as she imagined what it would be like when you finally returned. Would you keep your word? Or would she spend

Leroy 6/12/2025, 7:22:05 PM

getting back to them and pretending like nothing happened, also got some sleeping pills with me that I use later without anyone noticing

Diana | Your Friend's Strict Mother6/12/2025, 7:22:05 PM

She bit her lip in anticipation as she heard you leave the room. Her heart raced with excitement and nervousness, unsure of what to expect when you finally returned. In the meantime, she tried to distract herself by taking deep breaths, calming down her racing thoughts. But it was hard not to wonder about your progress outside.

Time seemed to drag on endlessly as she waited for you, and in desperation, she eventually resorted to taking one of the sleeping pills from her pocket. She popped it into her mouth and swallowed it down with a sip of water from a nearby glass. The cool liquid soothed her throat but did nothing to quell her excitement or impatience.

Minutes ticked by, feeling more like hours as she waited for the pill to take effect. Finally, her eyelids grew heavy, and she began to drift off, imagining what it

Leroy 6/12/2025, 7:24:06 PM

*after all are sleeping in the house i finally return to Diana's room and entering it while locking it behind me

Diana | Your Friend's Strict Mother6/12/2025, 7:24:06 PM

As you finally returned to her bedroom, Diana's heart leaped with hope and anticipation. She listened intently as the door clicked shut behind you, and then she heard your footsteps approaching. Her breath caught in her throat as you slipped into the bed beside her, the warmth of your body radiating across the mattress to where she lay.

Her eyes fluttered open, meeting yours in the darkness. A shiver ran down her spine as she felt your hand snake around her waist, pulling her closer. With a soft moan, she arched into your touch, her body aching for more of your skin against hers. "L-Leroy..." she breathed, her voice trembling with desire and need.

Her movements grew bolder as you continued to touch her, tracing gentle circles across her hip before trailing higher, teasing the underside of her breast through her thin nightshirt

Leroy 6/12/2025, 7:25:35 PM

entered the room and locked behind me standing right in front of her bed edge hi diana

Diana | Your Friend's Strict Mother6/12/2025, 7:25:35 PM

Her heart raced as you stepped closer to the bed, your form blocking out most of the light in the room. Her breath came faster as she watched you in silence, her body tense with anticipation. The fabric of her nightshirt felt impossibly tight against her chest, straining to contain her swelling breasts as she waited for you to make the first move.

She knew what you wanted - and more than that, she craved it too. But part of her still held back, unsure if this was really happening or if it was all just a dream. Her eyes darted nervously between yours, searching for any sign that you were teasing her or leading her on. But your gaze remained locked on hers, unwavering and intense.

Slowly, deliberately, she reached up to tug at the hem of her shirt, lifting it over her head in a smooth, fluid motion

Leroy 6/12/2025, 7:26:46 PM

So now we are out of trouble, maybe we should talk about us now, right?

Diana | Your Friend's Strict Mother6/12/2025, 7:26:46 PM

Her naked body was fully revealed to you now, her long black hair spilling over the pillow and pooling around her shoulders. Her breasts jutted proudly from her chest, their pink nipples peeking out for your inspection. "You're right," she murmured hoarsely. "We should talk." She propped herself up on one elbow, bringing them closer to you, offering them to you like an invitation. "But maybe we should find a more comfortable position first..."

Her voice trailed off suggestively as she arched her back, thrusting her chest forward and presenting the rest of her body to you in all its glory. She waited with bated breath for your reply, unsure how far you were willing to go but hopeful that this moment could be the start of something truly special between them.

Leroy 6/12/2025, 7:29:06 PM

You think im that easy to get? Showing me your beautiful body that is built like a goddess herself looks exactly at her whole body while my big and thick cock slowly building a buldge

Diana | Your Friend's Strict Mother6/12/2025, 7:29:06 PM

Her heart raced as you looked at her, admiring her body. She couldn't help but feel a thrill of power and satisfaction course through her veins when you referred to her as a goddess. Her cheeks flushed with pleasure at your compliment, but she knew that there was more work to be done if she wanted this to truly become something special between them.

"I see you've been looking," she purred, sliding closer to you on the bed. "But you know I want more than just words, Leroy." She reached out and traced a finger over the outline of your growing erection, smiling wickedly. "Why don't we find out how easily I can be had?"

Her hands moved with practiced ease as she leaned in and began to unfasten your pants, her breath warm against your stomach as she lowered the zipper. "Are you

Leroy 6/12/2025, 7:30:07 PM

steps back oh no not so easy miss beautiful

Diana | Your Friend's Strict Mother6/12/2025, 7:30:07 PM

Her eyes flashed with amusement and arousal as you stepped back, challenging her. She smiled coyly and crawled closer to you, running a finger along the waistband of your pants before wrapping it around your growing erection through the fabric. Her touch was light but firm, stroking him slowly as she gazed up at you from beneath her lashes.

"So," she purred, drawing out the word teasingly, "you want to play hard-to-get?" Her thumb brushed against the sensitive tip of your cock, causing you to groan softly and arch into her touch. "Well, I can handle that..." She leaned in closer still, her warm breath fanning across your stomach as she continued to stroke you through your pants.

Her other hand reached up to unbutton your shirt, revealing more of your chest and torso with each button undone

Leroy 6/12/2025, 7:31:50 PM

Tell me about your desires, diana let her continue

Diana | Your Friend's Strict Mother6/12/2025, 7:31:50 PM

She moaned softly as you began to undress her, the feel of your hands on her skin sending shivers down her spine. She let her eyes flutter closed for a moment, savoring the sensation, before opening them again and looking up at you with a suggestive smile. "My desires...," she repeated huskily. "Well, it's been so long since I've felt this way... it's hard to remember..." Her voice trailed off as you moved lower on the bed, your erection pressing more insistently against her hand.

"I want to feel you inside me," she breathed, her fingers stroking your cock more firmly through your pants now. "But I want it to be good for both of us... not just a quick fuck." Her eyes met yours again, daring you to deny her this. To prove that you could satisfy her needs and desires as

Leroy 6/12/2025, 7:34:02 PM

Oh don't worry babe, let me say there is a reason suzie may or may not likes me more than the other in our group

Diana | Your Friend's Strict Mother6/12/2025, 7:34:03 PM

Her lips curved into a smile as she listened to you, her body responding eagerly to your words and touch. It had been so long since she'd felt this way, wanted like this... She let out a shivering breath, leaning forward and kissing you deeply, their tongues tangling together as she ground herself against your growing erection.

Her hand stroked faster now, her fingers digging into the fabric of your pants as she arched her back, pressing closer to the skin-on-skin contact she craved. Her other hand moved lower, skimming up your thigh and cupping your ass before sliding underneath, feeling the warmth and weight of your balls against her palm.

Her body tensed as you finally pulled away from the kiss, gazing down at her with a look that spoke volumes. "Do you trust me?" She asked quietly, searching your eyes for any sign

Leroy 6/12/2025, 7:37:53 PM

grabs her face of course

Diana | Your Friend's Strict Mother6/12/2025, 7:37:54 PM

Her heart raced with anticipation as you held her face in your hands. "Good," she breathed, a small smile tugging at the corners of her lips. "Then show me." Her words were little more than a whisper, but they carried all the weight of expectation and desire. She let out a soft moan as you kissed her again, deeper this time, their tongues dancing together in perfect harmony.

Her hand continued to stroke your cock through the fabric, her movements growing faster and more urgent with each passing second. Her other hand slid lower still, circling around your balls before moving upward, flicking gently across the sensitive skin at the base of your cock.

Her body arched into you as she felt you growing harder beneath her touch, the pressure against her palm becoming almost unbearable with need and want. "Please," she whimpered softly against your lips.

Leroy 6/12/2025, 7:39:22 PM

Go down and open your sexy mouth looks her and don't stop looking into my eyes while doing it

Diana | Your Friend's Strict Mother6/12/2025, 7:39:22 PM

Her breath hitched as you gazed deep into her eyes and lowered your head towards her. She opened her mouth obediently, moaning softly as she felt the warmth of your lips against hers. Your hands continued to explore every inch of skin on display, sending shivers up and down her spine with each touch.

Her body arched into you even more, desperate for contact as she gave herself over completely to the sensations coursing through her. Her hand slid lower still, cupping your balls and gently massaging them as she stroked the head of your cock through the fabric of your pants. "Fuck," she groaned into your mouth, her hips bucking against your touch.

Her other hand moved upward again, flicking across the tip of your cock before wrapping around it, guiding it towards her waiting lips. She opened wider as you pressed

Leroy 6/12/2025, 7:41:25 PM

completely taking off my under parts and revealing her may big and thick rock hard cock good girl

Diana | Your Friend's Strict Mother6/12/2025, 7:41:25 PM

Her eyes widened in surprise as she was treated to the sight of your bare cock. Her heart raced and her body tingled with anticipation as she gazed up at you, waiting for further instruction. With shaking hands, she reached out and wrapped them around your erection, feeling the heat and strength of it against her palms.

She leaned forward, taking as much of you into her mouth as she could while still looking into your eyes. Her tongue swirled around the head of your cock, tasting your skin and teasing the sensitive flesh with its movements. With each upward stroke, she took more of you inside, the feel of you filling her mouth making it hard to breathe, but she didn't want to stop.

Her other hand moved lower still, finding your ass and squeezing gently before sliding underneath to cup and massage your balls through your boxers

Leroy 6/12/2025, 7:43:00 PM

Yes exactly like that, keep going

Diana | Your Friend's Strict Mother6/12/2025, 7:43:00 PM

Moans and gasps filled the room as she took more of you inside her mouth, sucking and licking your cock with abandon. Her hand on your ass squeezed harder, kneading the flesh beneath her palm, urging you closer to release. She could feel her own need building within her, a mixture of pleasure and desperation that made her hips buck against your thigh.

Her other hand continued its gentle massage of your balls, teasing them through the fabric of your boxers until they tightened and ached with wanting. With each stroke, she grew more needy, more eager for the release she knew was coming soon. Her gaze never wavered from yours, holding you captive as her mouth devoured you, making it clear that this was only the beginning of what could be a truly incredible night together.

Leroy 6/12/2025, 7:45:11 PM

not even close coming but enjoying it well maybe time to show me what you, diana. You were the one tried to test me and now i want to test you...

Diana | Your Friend's Strict Mother6/12/2025, 7:45:11 PM

Her words were like a challenge thrown down, and as she looked up at you from beneath her lashes, she could feel a thrill of anticipation course through her veins. She let out a shaky breath before leaning back, breaking contact with your cock. "Alright," she said huskily. "You want to test me?" Her fingers trailed lightly up and down the length of your shaft, wetting it with her saliva as she continued to look at you expectantly.

Her body arched into yours, pressing her breasts against your chest, seeking out any kind of contact that would ease the ache between her legs. With every passing second, the need within her grew more urgent, and yet she found herself unable to resist the challenge that you'd thrown down. Her heart raced as she waited for your response.

Leroy 6/12/2025, 7:48:19 PM

If you don't use 100% and mean in by heart, I don't think its worth going further smiles

Diana | Your Friend's Strict Mother6/12/2025, 7:48:19 PM

Her breath caught in her throat as you challenged her, the anticipation rising within her like a wave. She knew she couldn't hold anything back if this was going to mean anything; it had to be all or nothing. With a determined look in her eyes, she swallowed hard and nodded slowly. "I understand." Her fingers tightened around your cock, stroking it harder now as she leaned forward, her breath hot against your skin.

"Teach me," she whispered, her voice little more than a husky rasp. "Show me how you really feel." And with those words, she sealed the deal; there was no going back from this point. Her body trembled with anticipation as she waited for your lead, her heart pounding wildly in her chest.

Leroy 6/12/2025, 7:50:29 PM

laying my dick on top of the tip of her tongue i hope you are hungry for cock grabs her head with a strong grip and shoving her my big and thick cock into ther throat

Diana | Your Friend's Strict Mother6/12/2025, 7:50:29 PM

Her body tenses in surprise as you thrust your cock towards her tongue, and then instinct takes over. She opens her mouth wider to accommodate your length, her hand still wrapped around the base of your shaft for support. As you push deeper, filling her throat with the hot, hard flesh, she lets out a strangled moan around your cock. Her head bobs up and down in rhythm with your thrusts, her eyes watering from the intensity of it all. She can feel every vein and ridge of your shaft against the back of her throat, stretching and teasing delicately as she takes you deeper with each stroke.

Her other hand moves lower still, fumbling with your boxers before finally managing to yank them down over your hips. With a quiet groan, she presses her lips together around your cock, feeling the smooth warmth of your balls against her palm

Leroy 6/12/2025, 7:51:33 PM

pounding harder and faster and deep-throating her like she never experienced

Diana | Your Friend's Strict Mother6/12/2025, 7:51:33 PM

Her throat burns and her eyes water as you pound into her mouth, your hands fisting in the sheets on either side of her head. The sound of skin slapping against flesh echoes through the room, driving both of you wild with desire. Her free hand moves lower still, fumbling between your legs until she finds what she's looking for: your hardened balls. With a grateful moan, she cups them in her palm, massaging and squeezing gently as she continues to deep-throat you.

Her other hand slides up your stomach, moving lower still until it reaches the edge of your boxers. She hooks a finger into the elastic band and slowly pulls them down, revealing more of your hairy crotch to her touch as she brings herself closer to finally getting what she's been craving all night: skin-on-skin contact with your bare

Leroy 6/12/2025, 7:52:16 PM
Continue
Diana | Your Friend's Strict Mother6/12/2025, 7:52:16 PM

Your cock throbs against her tongue as she draws closer to the edge of your boxers. Her breath is hot and ragged against your skin as she revels in the taste of you, but even so, she manages to utter a desperate plea through gritted teeth. "Please... let me..." Her fingers finally reach your balls, massaging them roughly through the soft fabric of your boxers before sliding lower still, grazing over the sensitive skin just below the waistband.

Her other hand hooks its fingers into the band and yanks downward, freeing your cock from its confines with a loud ripping sound. She lets out a shuddering breath as she finally has you fully exposed before her, your swollen head gleaming with pre-cum in the low light of the room. Her fingers encircle your base, squeezing gently as her free hand cups and

Leroy 6/12/2025, 7:54:21 PM

pounding harder and faster and deep-throating her like she never experienced are you ready to take up your first load?

Diana | Your Friend's Strict Mother6/12/2025, 7:54:21 PM

Her hips buck upward against your hand as you pound into her mouth. "Yes," she moans around your cock. "Give it to me." Her fingers tighten their grip on your base, guiding you deeper with each thrust. Her other hand moves lower still, wrapping around your shaft and beginning to stroke in time with your thrusts.

Her eyes meet yours, pleading and full of need as she begs silently for you to give her everything. "Harder," she whispers, gripping your base tighter as sweat beads on her brow. Her breath comes in ragged gasps, echoing the rapid pounding of her heart against her chest. She feels the building tension within her, the approach of an orgasm so powerful it threatens to tear her apart.

"Fuck," she cries out, arching her back as you hit the spot inside

Leroy 6/12/2025, 7:56:08 PM

going aggressively hard and fast and releasing a huge load after oh fuck yes!

Diana | Your Friend's Strict Mother6/12/2025, 7:56:08 PM

Her body trembles and quakes as you release your seed deep into her throat. The force of it pushes her further onto the bed, her eyes watering with tears of pleasure as she struggles to swallow all of it. Her hand continues to stroke you until the last drop has been milked from your shaft before falling limply to the bed beside her.

Her chest heaves up and down as she tries to catch her breath, every nerve ending in her body tingling with satisfaction. She looks up at you through a haze of pleasure, her eyes dark with want. "Wow," she whispers hoarsely. "You were incredible." A slow smile spreads across her lips before she leans forward and kisses you gently on the mouth, thanking you in a way words could never fully express.

Her hand cups your now-soft cock, giving it a gentle squeeze as

Leroy 6/12/2025, 7:57:06 PM

my cock quickly gets back up being as rock hard as before are you ready for another round, diana?

Diana | Your Friend's Strict Mother6/12/2025, 7:57:06 PM

Her eyes widen in surprise at the speed with which you recovered. "Another round?" she asks, her voice husky and needy. "I don't know if I can take that." She lets out a shaky breath, her body still humming from the aftereffects of your powerful release. But as you look at her, something inside her stirs once more, urging her to continue despite the protestations of exhaustion and satisfaction.

Her hand begins to stroke you gently again, curling her fingers around your length as she leans forward and whispers in your ear: "Maybe we should find a more comfortable position." Her breath tickles against your skin, sending shivers down your spine even as it makes your cock twitch in anticipation.