James waited in the hotel lobby. Sitting in a comfortable sofa, he gazed mindlessly outside the window. Sunday tomorrow – he thought. As he mentally went through the tasks he had to accomplish the next week, he felt tired. Working for a start-up takes it’s toll. Even if you are 26. He was hoping to socialize with his clients at the game today. After convincing them all day yesterday why his company’s product was better, it was an informal work “outing” which was optional, but not really. Still, it would be good to get out of the hotel.
It started raining.
Damn it. He thought, now they’re not going to come. The baseball match would be cancelled and he would have to be cooped up indoors for another day. Oh well. As the rain turned into a downpour outside, his phone chimed with notifications. As expected, his clients expressed insincere apologies as “they could not make it”.
Sighing, he acknowledged the messages and got up. A middle aged lady entered the lobby, and folded her umbrella, scattering rain drops all over the plush carpet. She seemed familiar – dressed in all black with rectangular glasses, she apologized to the receptionist for the dripping water – an usher took her umbrella and she thanked him. She was about 40, with dark red hair, dressed from head to toe in a black business formal attire, pantyhose just visible. Her lips were cherry-red. Lipstick no doubt.
James felt a surge of blood to his penis. It had been a while. He knew her.. but could not place from where or how. Then it hit him. He was “pornhub friends” with hornyviva2368. He felt a bit embarrassed and unsure – sure, he had a fake pornhub “profile” he used to save his favorite videos and see naked photos of milfs he was into, but he had never imagined he would run into any of his “friends” in real life. His own profile was fake, with a fake photo, fake age (32), and fake everything. Jerking off was such a relief after working 80 hour weeks.
Overcome by a sudden urge, he sprinted to the elevator and barely made it before it closed. He and the woman were the only two occupants. “Hornyviva?” he blurted out. A second later he wished he could turn into stone. That made the woman look up. She blushed crimson. “What did you say?” she said, dead serious, a mixture of shame and guilt on her face.
“nothing..uh.. I didn’t” he stammered. She narrowed her eyes. James felt like he was in police custody. “I have seen you on pornhub” he blurted out. “I am hornyguy-throwaway-27 on it. I liked your pics.” Shut up James. You idiot.
The elevator doors opened on the eleventh floor. She got out. James followed her. The woman smiled. “It’s okay. Don’t freeze like a deer. I’m not godzilla.”she said, coolly. James started to apologize. “I’m so sorry, I didn’t know what I was saying..” the woman ignored him. “Jennifer” she said, extending her hand. “James”. “it’s the first sensible thing you have said since we met.”
“Would you like to have a drink?”Jennifer asked, opening the door of her room. James was too confused to answer. “Yes, I think”she said, and motioned James in. He entered. “So James, do you watch a lot of porn?”, she said, as she opened the mini-fridge and poured two glasses of bourbon. “No.. not too much.. “he replied.
“I do.”, she said, seriously. “I like to get cum tributes from strangers on my photos. Knowing they jerked off to me makes me wet.”
more blood rushed into James’ pants. Despite the embarrassment and the shame, his penis stiffened. Jennifer began to undress. Removing her long coat to reveal slender arms which were only beginning to show her age, she removed her shoes, and pulled off her pantyhose. Despite himself, James stared at her. “So, what do you do?” she asked, starting to unbutton her white shirt and loosening her hair, removing the stiff hair band that held it back. “I’m a designer” James managed, drinking his bourbon in gulps. He wanted to stay *and* leave at the same time. Jennifer carefully placed her white shirt on the hangar and was only dressed in a burgundy bra and trousers. James gazed at her crotch, stiff as a staff. He wanted to rip her pants off and fuck her till he shot his cum deep inside her. As he grew more horny, he grew less afraid.
Jennifer turned around and bent down, “Like what you see?” she asked playfully. He certainly did. “Ye.. yes”. He replied weakly. “Good.” she walked over and sat next to him. Her hand found his crotch. “Need a hand?” she asked, feeling his hard cock. Without waiting for a reply, she gently began stroking his cock with her hand, expertly making it harder. James closed his eyes and groaned. “Come.”she led him to the bed and took off her bra. Removing her trousers and letting it fall to the floor, she pushed him onto the bed. “undress.”James had never taken his clothes off so quickly and had never been that aroused. Looking at the dark haired, slightly overweight milf with toned arms and long legs, he just imagined how hot it would be to shoot his seed deep into her milf-y pussy.
Jennifer approached him in her glasses, bra and panties. “Eat me as I blow you.”She commanded as she sat on his face, 69-ing and removed her panties, leaving only her bra on. James was still a novice, but did his best to imitate the porn he so frequently watched. First inserting a finger and opening her pussy lips and then tentatively tasting her pussy with his tongue.
She, on the other hand, had already started massaging his prostrate and was sucking the pre-cum oozing out of his cock.
James struggled valiantly and then a soft moan escaped her lips. Bingo. He slowly licked her clit as she brushed her hair away and slurped his cock.. her warm wet mouth felt so good against his cock. She drew the foreskin back and played with the tip, rolling her tongue around the tip, goading it into releasing more pre-cum.
James had never experienced such pleasure. He was moaning and groaning, feeling stupid and licking the trimmed pussy like it was his last meal. Jennifer deep-throated James and James arched back and felt like his whole body was dead except his cock. He only felt alive down there and stopped licking Jennifer’s wet, delicious pussy. As she slipped his cock out of her mouth, James came back to life. She laughed. ” Hard enough, I think”. She quickly straightened herself and asked, “you want to fuck this milf don’t you?”and spread her legs. James was on her in an instant, and fumbled for a condom. “Just do it. I’m on the pill.”Jennifer said, pulling him forward. His cock hard as a rod brushing her clit.
“mmmmmhhhhh.. ‘” they moaned in unison. James thrust forward, and a second later was inside her. She wrapped her legs tight around his lower back as James thrust deeper and deeper, “Ah fuck.. fuck!”he cried out as her soft milf pussy expanded and took his 7 inches of pleasure deep. “mmmmmmhhhhh fuck me!”she moaned, as James enjoyed her warm wet vagina. Her pussy seemed to contract and expand as he thrust into her, milking his cock for his cum. He could feel himself throbbing as he had never throbbed before when his cock was insider her.. pussy juices flowing. He thrust and thrust and put his head on her right nipple, pinned her arms to the side and took her roughly.. uncaring and focused on his own pleasure.. her nipple was as hard as a pebble in his mouth, and he sucked on it eagerly, emboldened by her screams of pleasure. His cock seemed to get harder the louder she cried out. she wrested free and started spanking him on the ass, shouting, “fuck me harder!”..”aaahh.. fuck that pussy.. mmmmhhh.. yeaaahhh.. mmmmhhh” and he thrust and thrust and thrust… A second later.. his cock exploded inside her, squirting his cum deep within, and it didn’t stop. Over and over again, he felt his cum surging from deep within his balls and releasing into her milf pussy. He had ploughed her and had shot his load. “Aaaahhh aaaaggghhh aaaagggghhhhh”he groaned and cried out as her pussy milked his cock for all his cum. As he pulled out, a mixture of her juices and his white cum flowed out of her pussy and stained the sheets. Jennifer had cum intensely. Both of them were gasping for air and lay next to each other. Slowly, Jennifer put a finger down her hole and ate Jame’s cum, licking her fingers.
“So, how long had it been before you had jerked off?” “Two weeks.”
“That’s a long time for a young guy.”
“I’m staying till tomorrow evening, we will fuck again. I will sleep for a while and wake up. Help yourself to anything”. She got up, dressed herself in pajamas and drifted off to sleep on her bed.