Melissa lay on her bed, still quivering from the force of her orgasm. She bit her lip and replied to the account of the picture she had been viewing. “I thought you might like to know I made myself cum while looking at your picture. 🙈”

The reply came instantly. “That’s so hot.”

“You have a really nice dick. Are you going to cum to my pic too?”

“I can’t. I need to wait until tomorrow. I want to so bad but I can’t yet.”

“Ohhhhh one of those, huh? I bet you are just about to explode.”

“OMG yes. It’s been way too long. But I’ve made it this far, I can’t quit now.”

“I bet your balls are so fucking full. Too bad I can’t help. It would be so hot to watch your cum cover my entire body. I bet you would explode so much.”

“I’d love that. Seems a shame to waste all this cum.”

“Would you let me watch?”

“Maybe. We could video chat tonight. But I would rather come over and give you a front row seat to the show.”

Melissa giggled. “That sounds fun, but you are probably on the other side of the world. I’m in a hotel in NYC right now.”

There was a pause.“You are going to think I’m messing with you but I am in the city too. I go to college here.”

“Wow. Are you serious about meeting in person? I’ve never met a guy from here. I never thought I would, but…”

“Yeah I guess I am. That’s not what I was expected when I messaged you. But if you invited me over I couldn’t say no.”

“I need to think about this. I’m not rushing into anything while I am horny. I would want to meet in a public place first. And I am not guaranteeing you anything, even if we were to meet.”

“Totally understand. Just let me know the time and place and I’ll be there. If you decide not to, we can still be friends online. My name is Tyler by the way.”

“You can call me Em.” Melissa was not keen to give out any identifying personal info.

Melissa took a long shower, trying to relax herself. She prepared for work, her head spinning with the events of last night. After putting on her bra and panties, she admired herself in the mirror. She had to admit the attention she was receiving online was a major confidence boost. She hadn’t felt this sexy in years. She took a cheeky underwear pic and sent it to her new friend. He quickly responded with one of his own, his athletic body wearing only boxer briefs, generous bulge hard to miss under the tight fabric. She put her phone away, forcing herself to focus before her dirty thoughts took over.

The rest of the day went by in a blur. She blushed the first time she walked into the conference room, remembering her dream. She wondered how many of these men would fuck her given the chance? Luckily work kept her occupied, yet every time she had a break she found herself opening her phone in secret, looking for the next flirty text from Tyler. She was getting more and more turned on, and the secrecy was only adding fuel to the fire.

Alone in the work bathroom, she pulled her pants down and took a picture of the damp spot forming on the front of her panties. “See how wet you make me at work, naughty boy?”

“See how hard you make me in the school bathroom?” He replied a few minutes later and her heart raced at the sight.

Finally the day came to a close. She chose a bar near her hotel and set a time to meet.

She ate room service and prepared, shaving and showering and putting on makeup. She hadn’t packed any “date” clothes, so she settled on black slacks, modest heels, and a white blouse that she wore with her best push up bra and an extra button undone. She figured it would work well enough. She doubted Tyler would complain.

She was right, because as soon as he saw her in the bar his face lit up and his eyes darted quickly to her cleavage before moving back to her eyes. She pulled him in for a hug. “I’m glad you came.” She said sweetly.

“Well, I haven’t yet. But I’m hoping to change that shortly!” he replied and she felt her cheeks redden. They took a seat and made quick introductions. He explained that his lean athletic frame came from years on the swim team on high school. He was majoring in finance, which was close enough to her own background to make for good conversation. She explained she was divorced and new to this strange new dating world. He asked some polite questions about her and her background but didn’t press when she gave vague answers. His fingers touched her knee and slid slowly up her thigh, sending a shiver down her spine. She swallowed by last of her drink as her body responded to her touch. “Should we move this party to my hotel room?” He quickly agreed.

As they entered the room, she poured two glasses of wine. She could tell he was nervous, which she found endearing. “So what made you decide to do this silly challenge anyway? I think I’d lose my mind if I went that long without an orgasm.”

“We saw it online and a few of my friends decided to do the challenge as a dare. Basically a challenge of self control. It’s supposed to help you focus or something. All it made me was horny.” He was sitting on the hotel lounge chair as he spoke. She approached slowly and straddled him, knees on the arm rests. She leaned in and gave him a long lingering kiss. He kissed her back, his hands on her back. They made out for a long time, savoring the touch of each other. She finally pulled away. E Slowly she unbuttoned her blouse as he watched intently. “Do they look as nice in person as they did on Reddit?” He nodded. “Good. You can take my bra off then.” He unclasped her bra and tossed it aside. His eyes lit up at the sight of her bare breasts, nipples hard and prominent. Faint tan lines distinguished the soft creamy skin of her breasts from the darker hue of her chest. She leaned forward and gave him a smile. That was all the encouragement he needed and he sucked her nipple into his mouth. She moaned as he flicked his tongue along the tip of her nipple. She arched her back in pleasure. It felt so good finally feeling a man’s touch again.

Her nipple stiffened in his mouth and she pressed her chest into him. He shifted to the other breast and began to suck her other nipple greedily. She was running her fingers through his curly hair as she reached one hand between his legs. He was already growing hard and she could feel his stiffness through his jeans. It filled her hand nicely. She groaned. She tugged his shirt up and slipped it off. She ran her hands along the muscles of his lean chest, tracing the outlines with her fingertips. No dad bod here, Tyler was ripped. She felt a twinge in her pussy as her fingertips traced his abs and at the same time he gently bit her nipple, making her gasp.

“I’m so wet for you,” she moaned as his hands roamed her skin.

“Prove it,” he said, only taking a short break from sucking her tits.

She stood, leaning forward so he could continue to squeeze and suckle her tits as she pulled her leggings down. She kicked them away and guided one of his big hands between her legs. “My panties have been soaked all day,” she moaned as he rubbed her through the thin fabric. She gasped as he slid a finger into her easily. Her hips rocked into his hand, guiding him deeper. She looked down into his eyes and he could see how turned on she was.

He picked her up as he stood, and she squealed as she wrapped her legs around him. He carried her to the bed and laid her on her back before ripping her panties off. She spread her legs for him, bare pussy glistening with wetness. He lowered himself between her legs and she moaned as he began to lick her eagerly. She took his head in her hands and guided him to where she wanted him. He was inexperienced yet eager and she was happy to show him what she liked. “Put a finger into me while you lick my clit. Yeah just like that baby. Don’t stop, just like that. You are doing so good. Oh fuck that feels so fucking good.”

She gripped his hair and pressed his handsome face into her wet cunt. “Two fingers baby. A little lower. A little faster. Yes, just like that. Don't stop. Don’t stop! Oh fuck!” She came hard. He held her down as he made her explode. Her entire body was shaking and writhing, she saw stars as she rode a wave of orgasmic bliss. He was strong enough to easily hold her in place through all of it, his tongue glued to her clit no matter how she moved.

Finally she collapsed onto the bed and he looked up at her, grinning. “How did you like that?” He said.

“That was incredible. I can’t remember the last time I came like that. I think it’s your turn though.” She looked at the clock which had passed midnight. “Let me take care of you baby. You made it past the finish line, you deserve a reward. Lie on your back.”

She pulled his pants down and off. His cock tented his boxer briefs as she pulled them down, his shaft bouncing as she freed it from the waistband. “You have a really big dick,” she said, giggling as she leaned down to lick it slowly from the base to tip. He was already breathing hard and she knew he wasn’t going to last long. She ran her tongue slowly up the sides of his shaft, taking her time, savoring it.

His cock was throbbing. “Your poor balls are so full.” She swirled her tongue down his shaft to his balls. She licked them slowly and softly. Her hand stroked his cock very slowly as she licked his scrotum, tracing it with her tongue. She popped one into her mouth and sucked it gently as she looked up into his eyes and released it with a pop. Then repeated the movement on the other side. “I love your big thick cock.” She said as she licked her way back up to the head. He was leaking precum and she licked it up, the taste salty on her tongue. He gasped and almost came as she took the swollen head in her mouth. She stopped, not wanting it yet.

“Where do you want to cum, sweetie? You can cum anywhere you want. You deserve it. All Over my body, all over my face. Down my throat.”

“Where do you want me to cum?”

She kissed his head again and looked up at him. She wasn’t sure which answer was best so she decided to tell the truth. “Inside me.”

“Oh. I mean, I wasn't expecting - I’ve never…” he trailed off.

“Are you a virgin?” She asked. “It’s OK if you are. You can cum in my mouth or on my tits if you want.”

He bit his lip. “I really want to cum inside you. I want it so bad.”

“Okay baby.” She scooted up onto the bed and lay on her back. She was rubbing her throbbing clit again. Fuck, she was turned on. Was she really about to pop this guys cherry? The thought was exciting.

He positioned himself over her. She took his cock in her hand and guided it to her entrance. His cock was throbbing with excitement, she loved how huge it felt with her fingers wrapped around it. He pushed his thick head past her lips and then slowly slid into her. He trembled and groaned as inch by inch his cock slid into her until he was buried deep inside her. He paused for a moment, filling her. Stretching her. If he wasn’t the biggest she had ever had he was very close. After her dry spell, he stretched her nicely. She thought about how much cum he was about to pump into her and her pussy squeezed him involuntarily.

“That feels so fucking good. You are the sexiest woman I’ve ever met. It’s so soft and warm inside you.”

She was very turned on. Her hand was on her clit rubbing furiously as he sat back on his arms and looked down on her. “Fuck me Tyler. Fuck me hard. I want you to pound me.”

He started pumping in and out of her. She knew it wouldn’t be long. His balls slapped against her. Every sensation was ramped up to 11. It was the most intense sexual experience either of them had ever had. Her hips rocked up to meet him as he found a rhythm, pounding her harder now.

“I’m gonna cum.” He was straining to hold back, to make it last, but he couldn’t resist much longer no matter how hard he tried. “Oh fuck I’m gonna cum!”

The thought made her gush. “Yes baby, cum in me. Let it all out. Fill me up. I need it now. All your lovely cum.” He pressed deep into her. She squeezed his thick dick tight as he began to pulse inside her. She could feel it inside her, practically exploding out of his cock. Burst after burst of cum pumping deep inside her MILF pussy. He wasn’t just cumming, he was pummeling her insides with an incredible amount of fertile seed.

The thrill of him cumming inside her sent her over the edge, her legs wrapped around his waist keeping him deep inside her as they came simultaneously. Their bodies were pressed tightly together now, both lost in ecstasy. She was filled to overflowing, cum leaking out of her with each thrust of his big cock. Finally he collapsed on top of her, one arm around her neck. He was still buried deep inside her, savoring every sensation of his first time being inside a woman.

Finally, he pulled out of her with a pop and lay on the bed beside her. He looked over at her. “So how was your first time?”

“That was incredible. I am never going to forget this night.” She felt butterflies and a sense of accomplishment. She loved the way he looked at her like she was the sexiest woman alive.

“You made a mess, big guy.” She crawled over to him, cum leaking down her thighs. Slowly she began to lick his cock, long slow licks from base to tip. It wasn’t long before he was rock hard again and she slowly licked the cum off of every inch of his cock and balls. His eyes were glued to her as she lovingly cleaned his dick. She traced his veins with the tip of her tongue, then swirled her tongue around his thick cock head.

He was very hard and she began to suck him, her head bobbing up and down. She used plenty of tongue, her fingers making a circle around the base of his shaft as she stroked. She did her best to deep throat him, but there was no way she was swallowing that monster. She tried her best, relaxing her throat and gagging slightly as she attempted to take him deeper and deeper. He grunted as he felt his shaft penetrate her throat. His hands were all over her, making her body tingle.

She fondled his balls as she bobbed her head up and down faster. She felt him tense up. “I’m getting close.”

She took him by the hand so she could kneel in front of him. On her knees, she sucked his cock faster, hand moving in unison with her mouth. His balls tensed. “Unh uh uh uh.” She gagged as he thrusted into her mouth.

She felt the first spurt of cum on her tongue and pulled him out of her mouth, stroking. Despite his earlier orgasm, he shot a healthy load all over her face, her tongue out as she waited for his seed. The last few blasts she aimed for her tits, wanting him to coat her. She giggled as she looked up at him, the look of pure satisfaction on his face. She scooped some cum off her nipple and sucked it off her fingers. “How was that baby?”

“Amazing. Incredible.”

She licked the last drip of cum off his dick and headed to the bathroom. She made a futile effort to clean up her cum drenched body with the hotel towels before walking back to him. His eyes were on her the entire time.

“This has been fun but it’s way past my bedtime. I’ve got to work tomorrow.”

“Yeah, I should get back to the dorm.” He quickly dressed. When he was down she wrapped her arms around his neck and gave him kiss.

“Thanks for making me feel sexy for the first time in a long time.”

“Thanks for making me a man,” he replied and she smiled, loving the fact that he would never forget this night.

“Can I send you a message next time I’m in town?” She said as he opened the door.

“I can’t wait” he replied, as the door swing shut behind him and she collapsed onto the bed, exhausted her satisfied.