Late Night Confessions: A Steamy Older Man Younger Woman Romance

by Mia Madison

  “I’m going to make this night the perfect first time.”

  “I know you will,” I said, moaning a little has he found the clasp on my wrap dress.

  “Is this okay?” he whispered, and in answer, I reached down and unfastened it.

  TJ slid his hand up and down my stomach, with each stroke, he pushed the edges of the dress further apart until he was touching bare skin. Then his large hand slid up to my breast, palming it, surrounding it.

  “That feels so good.”

  “I’m glad,” he whispered back. “But just tell me if something doesn’t, or if you want me to go slower, or to do something different.”

  “Okay,” I said, “but this seems perfect.”

  “Good” he murmured, kissing me tenderly, squeezing my breast gently. “I want it to be just right for your first time.”

  “It is,” I said, arching my back, pressing my breast against his palm. His light touch tickled a little. His other hand was in my hair, stroking gently. Lovingly. “Not,” I added.

  He froze and leaned back to look at me. “It is or it isn’t?”

  “It isn’t,” I said before my brain could catch up with my mouth. “I mean, it feels wonderful to be in your arms. And in your bed. But you’re treating me like a Princess or something.”

  “You are a Princess to me,” he said, and he lowered his lips to mine again.

  I wedged my hand in between us, pushing on his chest. “You’re treating me like I’m this delicate, breakable thing. I’m a virgin, not a China doll.”

  TJ frowned. “But this is your first time. I don’t want to take things too fast.”

  A grin formed on my face before I could stop it. “Too fast? We’ve been waiting five months for this.”

  “True. But I want this to be amazing for you.”

  “And it will be. But that doesn’t mean it has to be so… gentle. So tender. Remember the kind of things we used to talk about online?”

  “Vividly. It used to shock me how someone so inexperienced could want the same things I wanted.”

  “I still want them. To be taken, to be overpowered. To have you take control.”

  TJ stared at me in the low lighting of his bedroom. “But what if it’s too much? How do you know you’ll like that?”

  “Only one way to find out,” I said, and I grinned up at him. “You’re my advisor—teach me what I've been missing.”

  TJ

  “Are you su—”

  Maya interrupted my one last attempt to be a gentleman by reaching up and grabbing my side, trying to tickle me.

  Instinct took over. Hell no if she thought she was going to get away with that. In a flash, I had her hands pinned above her head against the pillow. I wedged my knee in between her legs, until she spread them wider. She stared up at me, her chest rising and falling under me. Her eyes were wide with longing. She really did want to be treated like this.

  Mentally, I laughed at myself. After all the depraved things we’d done last fall, making out in study rooms, going down on her in my office, and after all the fantasies we’d shared online, I should have known that my beautiful girl would have a wild streak in bed. Now the only question was how well it matched my own wild side.

  “Leave your hands there,” I said gruffly, pressing her wrists even harder into the pillows until she nodded. Then I let go, feeling a bolt of satisfaction shoot through me as she obeyed me.

  I pushed my knee toward her center, causing her to part her legs even more. Her blue dress fell open, and I could see the black lace bra and panties she wore. They were pretty, and they suited her fair skin. Too bad, because I bet she’d cream if I ripped them off her.

  Instead, I ran my hand over the cups, teasing them down, slowly… until I yanked on them, baring her breasts to me. God, the way her creamy white flesh jiggled—it made my cock twice as hard.

  Her nipples were now exposed to me, and I wasted no time putting my mouth on one, my fingers on the other. Maya’s moan was almost as delicious as her rose-colored tips. I sucked her nipple deep into my mouth, and her hand closed around my head, holding me closer to her.

  “Bad girl,” I said and I pinched her nipple, causing her to shriek. God, she was so responsive. Her little gasps… the way she was grinding her hips against my knee… there were so many things I wanted to do with her. She was right, there was no time for starting slow.

  Switching sides, I took her other nipple into my mouth, sucking a little bit gentler since I’d just pinched it hard. But the way she gasped and arched her back told me she could take more. That she wanted more.

  Turning my head, I let my short beard scratch against her sensitive skin. She moaned and writhed, but she didn’t move her hands. The way she followed orders made all the blood in my body reverse course and pool in my rock-hard cock.

  I kissed my way up her throat to her mouth again, where she eagerly took my tongue into her mouth. Her eyes closed and she moaned as I deepened the kiss, snaking my hand down between our bodies until I reached her panties. Teasingly, I ran my finger under the waistband, stroking her skin, but also getting a feel for how strong the fabric was. Answer: not strong at all. This was going to be fun. And if she objected to having a favorite bra and panty set ruined, she’d get over it. I’d buy her lots more.

  Sitting back, I swung my knee out from between her thighs, and sat at her side, taking a firm grasp of her panties. When I ripped them off, her resulting gasps at suddenly being nearly naked made my cock strain my pants.

  Bringing her panties to my face, I breathed in deeply. There was that scent I hadn’t experienced in almost half a year. But now I could indulge all five senses, and I planned to.

  Teasingly, I trailed the edge of torn panties over her bare stomach, enjoying the way she flinched from the ticklish touch. I trailed the edge of the panties up to her breasts. It was so hot the way the bra cups pushed her breasts up higher.

  When I got to her throat, I stopped. “Your mouth or your wrists?”

  She blinked at me for a moment, looking as if it was hard to focus after the onslaught of sensations. “What?”

  “Where do you want your panties? I’m either putting them in your mouth to gag you, or I’m tying your wrists together with them. Choose.”

  Her eyes lit up at that. Holy hell, she did like it when I indulged my natural preference for dominance. For being rough in bed. She really was my perfect match.

  “My wrists,” she whispered.

  “Good girl.”

  Moving quickly, I tied her wrists together but refrained from fastening them to the headboard. We could try that later.

  I leaned down and kissed her, then bit on her earlobe. “Spread your legs for me.”

  She complied, looking a little apprehensive for the first time, but she had nothing to worry about. She was gorgeous. Her legs were so shapely, her thighs toned yet soft. Her mound, when I cupped it, was hot to the touch. Her heat made me want to generate some heat of my own.

  “You're a wanton little virgin, aren’t you?” I growled. “Spreading your legs like that. Have you ever had a man finger your pussy?”

  Her eyes shone as she answered. “Yes. You did.”

  “And I will again,” I said, making good on my word. Her folds parted easily, she was quite wet. She groaned as I slid my index finger along her slit, circling her clit but not giving it direct contact. Not yet.

  “And has any man ever buried his face between your sweet thighs?”

  “Yes,” she said again. “You have.”

  “Trust me, I remember.” I moved down and knelt between her legs, one palm on either thigh, pushing them even farther open. And then I kissed my way up one leg, making sure to brush against her sensitive skin with my short beard.

  I let my warm breath caress her thighs. Maya squirmed but held her position. I could see that her wrists were still against the pillow above her head. “Stay still,” I ordered, and then I tested her, running my tongue up and down the outside of her folds.

  S
he moaned and lifted her hips but settled back down. At least until I dipped my tongue inside her slit and zeroed in on her clit. This time, I attacked it, making tight circles around it and then flicking back and forth across it. Sixty seconds later, she was thrashing around on the bed, very close to coming.

  And that’s when I stopped.

  Her groan of disappointment shot straight to my balls, turning me on even more. I’d make sure she wouldn’t stay disappointed for long, but I for right now, I was enjoying teasing her, making her wait.

  I replaced my tongue with my fingers and teased her, circling the tip of my index finger around her tight opening. Catching her eye, I licked my lips, showing her how much I enjoyed her taste.

  And now, for the final question. “Has any man ever sunk his cock balls deep into your tight pussy?”

  “Yes,” she said, causing me to do a double take. “You.”

  I grinned at her sass. “For an English teacher, you don’t have a very good handle on verb tenses.”

  She smiled back. “You will. Once you’re done teasing me. You will sink your cock balls deep inside of me, and I can’t wait.”

  “You’re right. You have waited long enough.”

  “Thank God,” she said, and I laughed as I reached for a condom.

  Once I was sheathed, I hovered at her entrance. I was dying to slip inside her, but I couldn’t resist the temptation to tease a bit more.

  “Pinch your nipples for me.”

  She blinked up at me. “My hands are tied together.”

  “So? You’d better find a way to do it, or I’ll do it, and I guarantee I’ll be anything but gentle.”

  Maya bit her lip, coloring flooding her cheeks. She was getting off on this, big time. She lowered her bound wrists, gingerly as first. Then she brought her hands to her chest, reaching her fingers up to her nipple. The angle was a little awkward, but she managed to make her peak even harder. Then she moved to the other side.

  “Don’t stop,” I said, and while I watched her tease herself, I stripped off my clothes. Her hands faltered as she watched me unbutton my pants, but I wasn’t about to complain that she found the sight of me distracting.

  “Good girl,” I said. “Now raise your hands up in the air.”

  She did so, and I lowered my head, making it seem like I wanted her to wrap her wrists around my neck. Widening her arms, she made a circle for me to poke my head through, but at the last moment, I dodged to her left, grabbing her wrists and pulling her up. When her stomach hit my shoulder, I straightened up, taking her with me. A moment later, I was standing next to the bed with Maya slung over my shoulder, her legs against held tightly against my chest, her head against my back, her hot little mound pressed against my shoulder, and her sweet ass bare and sticking up in the air.

  “Put me down!” she shrieked, but I had no intention of doing that—yet. Not without teasing her first.

  With my free hand, I reached up and squeezed one cheek and then the other. Her firm flesh jiggled enticingly each time I let go. I couldn’t resist giving her a few smacks on the backside, then, each one causing her to yelp.

  “What are you doing?”

  “Manhandling you.”

  My matter of fact answer made her giggle.

  “See? When you tell strange men in naughty chatrooms that you’ve always fantasized about being overpowered, half a year later, this is what happens.”

  She laughed some more. “Guess I’ve learned my lesson,” she said, her voice muffled.

  “Do you remember what else you told me you wanted to try?”

  “Yes.”

  “Tell me,” I growled, and when she didn’t immediately comply, I thrust my fingers into her slit, pinching her flesh the way I’d pinched her nipples before.

  “Ouch! I said I wanted to be thrown on the bed and taken.”

  “Yes, you sure did. Do you still?”

  “God yes,” she said, and that was enough for me.

  In a flash, I bent forward, and she tumbled a few feet through the air, landing on her back on the bed. Her legs were splayed deliciously, her breasts bounced, and her bound hands smacked against the mattress above her head. She was absolutely perfect.

  Before she could even catch her breath, I was on top of her, my cock between her legs. “You ready for this?”

  Her eyes sparkled as she looked up at me. “I’ve been ready for years,” she said. “I just didn’t know I was waiting for you.”

  God, what an angel. An angel who wanted to be defiled—those were the best kind. “Hold on,” I said, but as her hands were tied, this was more of a figurative, not literal, command. And then I guided my cock into her tight channel, not fast, but not slow either.

  Her eyes widened as I pushed my way in. Her expression of shock mixed with pleasure was so fucking sexy that I almost came right then. But I held it together, sliding deeper into her.

  Holy shit she was tight. Halfway in, I eased back, and then pushed forward again. I did that a few more times. The way she moaned each and every time was sexy as fuck. She was ready. She wanted this. So I gave it to her.

  With a groan, I pushed all the way in, and she cried out. Mostly pleasure, a little pain, I judged. But the look in her eye said that the former far outweighed the latter. Her words confirmed it. “Don’t stop,” she begged.

  Drawing back, I pushed into her again, more forcefully again. Her sweet moan was music to my ears. Her tight channel was heaven to my cock. I leaned forward and grasped her wrists in one hand, pinning her to the bed as I moved inside of her.

  In and out, varying the depth and the pace, trying to see which movement made her eyes light up the most. But it seemed to be very much like what she’d predicted—she wanted to be taken.

  And so I did.

  I pushed in her, all the way, and held myself there. She clenched around me, and this time I was the one who groaned. Then I pulled back and plunged in again, giving her long, firm strokes.

  “It feels even better than I imagined,” Maya said, in between gasps.

  “It’s going to feel even better when your tight pussy spasms around me when you come.”

  “Oh yes,” she moaned. “I want that.”

  “You’re going to get it.”

  Moving faster, I thrust inside her. She wasn’t going to break—she wanted this. Even if I hadn’t been able to see the pleasure on her face, there was no mistaking her lusty little cries.

  When her gasps reached a crescendo, I knew she was close. And so was I. She was so fucking tight, I wanted to stay inside her forever, but I couldn’t keep pounding into her this hard without blowing my load soon. But I wanted her to come with me.

  Balancing on one hand, I reached down and pushed my finger into her slit. Her loud gasp let me know when I’d found her clit. She was so slick that I could flick my finger back and forth on her tiny button with no resistance.

  “Oh God,” she cried out as I pounded into her even faster. “Don’t stop!”

  “Not planning to,” I grunted, keeping up the pressure on her clit.

  Suddenly, she was writhing on the bed, her chest rising and falling, her limbs flailing. “TJ!” she cried out, spasming around my cock.

  The sight of her face in the throes of ecstasy sent me over the edge, too. One more long thrust and I held myself deep inside her, crying out as I came.

  She clamped down on my cock, as wave after wave rolled through her. God, she looked gorgeous when she came.

  With a final cry, I collapsed on top of her, and she immediately wiggled her hands out from between us and looped her wrists around my neck. Reaching up, I tugged the panties off, freeing her hands, and then, with my cock still inside her, I rolled over, pulling her on top of me, hugging her to my chest.

  Limply, she rested her head against my neck, and I could feel the aftershocks travel through her body. Gently now, I pulled out of her and then lifted her up a few inches higher so that her face was next to mine and I could kiss her.

  “I’m so glad
my first time was with you,” she said, collapsing against me.

  I kissed her. “Your second time is going to be with me, too.”

  She smiled. “I’m glad, but I need a few minutes to recover.”

  “That's supposed to be my line,” I said, and she smiled.

  A few minutes later, I worked up the energy to move us farther up on the bed so that our heads were on the pillows and we were facing each other. My arm was draped over hers, and she ran one hand lightly up and down my chest.

  “I still can’t believe this is really happening,” she said.

  I grinned at her. “You’re going to be pretty sore tomorrow—that’ll help you remember this was real.”

  “Not that,” she said with a little laugh. “Okay, well that too. But I meant all of this. Your leaving the university. Us being able to be together. The job offer for next year. It all seems like a dream. A really good dream, but a dream nonetheless.”

  “It’s real,” I said, and I was reminded of that first picture I’d sent her saying that I was real. Would we be here now if I hadn’t snapped that pic and sent it off? Probably not.

  “I still can’t believe you did all that. For me.”

  “For us,” I said, rubbing her arm. “Who would have thought that the girl I met on CUNFESHUNZ would be in my arms now. Guess you can take down your confession now. It’s not true anymore. You’re no longer a virgin.”

  “Yeah, I guess I should change it.”

  “We can change them together.”

  “Huh?” Her eyes had been half closed before, but now she was looking at me intently.

  “Mine’s not true anymore, either. I said I’d never been in love.”

  “And now… now you are?”

  I smiled at her. “Now I am. I love you Maya. I want to you in my bed. In my arms. In my life. I never thought I could want anyone this badly, but I do. I want you, and I love you, and I’m never going to stop.”

  The radiance on her face was a gift. “I love you too,” she whispered. “So much.”