CLIENT: Jocelyn
A few weeks went by for James and nothing much new happened until he got a call on his cell phone from an older woman. She said her name was Jocelyn and she is the professor of Stacy’s American Literature class. James thought it so strange that a professor would be calling him on his cell phone.
Jocelyn went on by saying, “I have a proposition for you and your umm services.”
James queried, “My services?”
“Yes, I’ve heard from a very reliable source that you give special lessons.”
“Oh you must have talked to Stacy.”
“She’s one of the only students I can trust.”
“I see,” he replied with a widening grin.
“Well, I never thought this would become a business. I just tried to help a friend out by showing her how to give a good blowjob,” he said matter-of-factly.
“Well, I desperately need your help James. As you know, I am not a very popular person. I am very cranky and know it. I don’t generally like being around a lot of people. However, I’ve begun reading a lot of erotica and it made me come to the decision that I am really missing out by – well being a virgin.”
“Still?” James replied in complete shock.
“Don’t get wise with me dear. I was kissed behind the barn at home but that’s when I was a child.”
“What kind of money are you prepared to spend?” he asked.
“I have a huge inheritance so price is no object. I want hot sex from a young athletic man like yourself and I want it right now.”
“But you’re sixty-seven years old!” he cried.
“I’ll pay you one thousand dollars an hour to be at my beckon call whenever I want sex. If you tell anyone about this, I will make your life a miserable hell.”
“Where do you want to meet?” he asked.
“My beach house at 397 Oceanside Parkway in El Condido. Be there in an hour.”
The phone line went suddenly dead.

James knocked on the door and Jocelyn answered wearing a summer dress with purple floral designs. She wore horn-rimmed glasses and a lot of silver necklaces. Her hair was up and she had wrinkles on her neck and cheeks.
“Come in.” she said taking a step backwards.
She escorted me into her bedroom overlooking the ocean. The windows were open and breeze filled the room in gushes.
“Take your clothes off,” she stated firmly.
She sat in a Colonial chair and reached for her glass of gin. James felt her eyes focusing on him like a laser.
“I need to see you up close so come closer to me,” she commanded.
He pulled his t-shirt over his head and she seemed to have a half-smile on her face upon seeing a muscular, lean upper body.
“You are a beauty my dear. Come closer still.”
He stood with his surfing shorts and sandles directly in front of her as she reached up and stroked his chest. Her hands clasped onto his hips and kissed his chest warmly. She felt him arms and shoulders as if she had never seen a man before. She rubbed his biceps and let out a quiet gasp of joy.
He crouched down and gave her a soft kiss on the cheek. Her skin was soft and warm. She began to moan lightly and he kneeled in front of her and kissed her neck. She arched her neck back to allow me more access to her throat. Their lips connected. He felt her grab the back of his head and they kissed for a long while. She began to develop the coordination to breathe while kissing. Her tongue was warm. She took to tongue kissing right away although she occasionally had to stop to breathe. As he kissed her, he began realizing that he started to become erect. He was shocked. In fact, his biggest worry coming over was that he wouldn’t get excited. His cock was beginning to press against his shorts. She looked down at his hard-on and saw a small damp spot. She sat back and said, “I have to see it.”
James looked down at her eyes and saw the desperation and pain that she had been feeling for decades.
“Why don’t you pull my shorts down?” he asked quietly.
She reached her hands up and slipped her warm hands underneath the back of his shorts. She cupped her hands over his ass and pushed his shorts down exposing his manhood. She looked at him and admired the vein that pulsing in his growing shaft. Her hand reached up and gripped his hardness firmly.
“Beautiful,” she moaned.
She began to stroke him and loved how his skin moved with her hand. She brought her hand all the way down his penis to his scrotum. She moved her hand up and down each time moving closer to his crotch with her face. She noticed a tiny clear drop formed at his tip.
“As that what they call cum?”
James explained, “No, that is pre-cum. It helps to lubricate the inside of my cock.”
She broke the bubble of pre-cum and smeared it over his cock head. His head became very slippery. The pre-cum continued to trickle as she stroked. She cupped his balls and stretched his sac upwards and let it settle back down.
James crouched down to eye level and said, “Well now that I’m comfortable how bout if we get you more comfy?”
Jocelyn leaned back in her lounge chair as the breeze floated in lightly. James lifted the strap on her shoulder and released it to past her elbow. He did the same with the other side.
Jocelyn murmured to herself, “I can’t believe this is finally happening.”
James buried his lips into her luxurious neck. She makes a point to take excellent care of herself, exercising religiously everyday. The feeling of his hot tongue on her neck made her to become moist. The front of her dress began to slip downward exposing her bare breasts. Her breasts were full and shapely. Her nipples were pink and erect. Her nipples hung down just a bit but were still amazing to look at. James couldn’t help sinking his face into her breasts. He raised her shapely tits upwards with strong hands. He latched his lips over one of her nipples and sucked it inside his mouth. He felt his mouth fill up with her breast. He massaged his face in between her boobs until he felt his own saliva covering his face. He rose from his kneeling position and placed his cock between her tits. She knew enough to cup her tits and squeeze his manhood between them. His hips began gyrating and her was titty fucking her. He pushed his balls into her chest time and time again until they were both ready to explode.
“Carry me to the bed. I want you to fuck me,” she sneared.
James picked her up in a swoop and delivered her to the bed.
James couldn’t help himself. He tore her summer dress of her lower half. She had a beautiful brown bush. It was about an inch thick and he saw her red clit swollen and popping out from her pubic hair. She laid back in her bed and he pulled her knees apart. He stuck his tongue out and slowly moved his face into her crotch. She watched him with anticipation as the tip of his young tongue moved closer to her clitoris. She closed her eyes when he got within an inch and as his tongue touched her clit, she felt her entire abdomen tighten with pleasure. He continued to flick her swollen clit with his tongue until her hips began to buck on their own. He reached up and pulled her legs apart further. Her pussy spread with ease and he saw a trickle of womanly wetness trickle down towards the back of her ass. He ran his tongue through the folds in her pussy and up until he reached her now red hot clit. She shouted with pleasure and arched her back splaying her vagina widely for him. He pressed his face against her widened pussy. Her juices were running at a maddening rate. He loved how his face became slippery with her wetness.
James reached up and began massaging her clitoris and his thumb slipped inside her with ease. In fact, he didn’t realize he was inside her until he looked down. Her insides were even warmer than her pussy lips.
James murmured, “Oh my God,” under his breath causing Jocelyn to widen her smile.
“I just can’t wait anymore hunny,” James whispered in her ear.
“Please go easily James – I’ve never done it before,” she said coyly.
“Really?” James queried.
“I thought you were joking.”
“No I am really a virgin. Make love to me James.”
Jocelyn reached up and pulled her knees back towards her meaty breasts.
James assumed a mounting position. The tip of his cock was so swollen it hurt him. Pre-cum had been dribbling down his shaft and dripped off the base of his sac. He braced her hips with his hands and moved his straight-as-an-arrow prick to her opening. The mattress was soiled with a huge wet stain already. He lined his cock up carefully and pushed forward slowly with his athletic hips. Her vagina gently parted as he entered. He felt his penis stop for a moment. He pressed a little bit harder and felt a resistance. He had never had intercourse with a virgin.
“Keep going my dear. Keep going. Keep going.” she begged.
He held her ass cheeks and pushed harder.
“Ohhhhh Yesssssssssss!” she screamed in half pain and half ecstasy.
James was shocked to see a gentle trickle of blood spouting from her opening. The mattress quickly began bleaching red. James was slightly unnerved to see his cock covered in blood when he detracted it from its place.
“Keep going – fuck me James – pleaseee.”
He drove his penis back inside her to the hilt and felt her hips buck violently towards him. Jocelyn stopped suddenly and coiled her body slightly only to let out an enormously loud moan.
“Oh my Godddddd!” she cried.
“I’m cumming!!!!!!”
After she came it only took a few minutes for James to erupt. He squirted what seemed to be a half-pint of sperm inside her warm opening. Her body seemed like it could continue to receive his surges of cum.