I HAD TO RESUBMIT THIS BECAUSE THE FIRST TIME I HAD A CUT AND PASTE ISSUE AND THE STORY WAS DOUBLED. SORRY ABOUT THAT.
*
Jake woke up the next morning to an empty bed. He replayed the previous night in his head and was soon growing hard. He then looked over at the clock, assuming he had woken up early but then saw that it was almost 10AM. His mother was his alarm clock and she hadn't woken him up for school. He sprung out of bed and put on some shorts and went looking for her.
He found her in her bedroom bathroom. She was at the sink with just a towel wrapped around her and drying her hair. She had clearly just gotten out of the shower. She saw him in the mirror and turned around to greet him with a huge smile and walked towards him.
"Well good morning sleepy head! I was wondering when you were going to get up."
She put her arms around him and gave him a lingering kiss that turned into a brief makeout session, during which she reached down and grabbed a hold of his cock and gave it a playful squeeze. She smelled fantastic thanks to the body wash she used.
Jake broke the kiss but held onto her and said, "Mom, it's almost 10AM. I'm super late for school. Why didn't you wake me up?"
"Don't worry baby. Mommy called the school and said that you weren't feeling well and needed to stay home today. But that doesn't mean you get the day off. We are going to do some home schooling," she said as she reached down and squeezed his cock again.
"That sounds, uh...really awesome!"
"I think you are really going to enjoy this. Now go shower up and meet me in the living room for your session."
"My session?"
"Yes dear. You'll see. Run along now," she said as she shooed him away.
Jake took a shower and tried to think of just what exactly she had in store for him. The possibilities had him incredibly excited and hard. When he was done in the shower he put on some shorts but remained shirtless, and walked to the living room. And once again he was in for a surprise at how she looked.
Sherry was waiting for him which is what he expected. But what surprised him was that she was wearing her doctor's white coat from her hospital days when she worked as a psychologist. Only it appeared that the coat was all she was wearing. It looked like only the middle button was fastened, which made her breasts almost spill out of the coat. Her fantastic, tan legs were crossed and he wasn't able to tell if she had bottoms on, but it didn't look like it. On her pretty feet she was wearing open toed white slip ons with not outrageous, but still sexy three inch heels. She was staring down at a clipboard.
"Wow," Jake exclaimed, causing her to look up.
"Hello there Jacob. I was just going over your chart. Let's get started," she said without cracking a smile.
She had taken on her doctor's voice, which Jake recognized from whenever he visited her at work or when she used to talk to patients or colleagues on the phone. It was a very serious, very professional tone. Not the incredibly fun, outgoing person that she was outside of work.
"Jacob, during this session we are going to work on your stamina, and give you the tools you need to take more control of your body during intercourse. Do you understand?"
Jake nodded, feeling extremely excited. From his experience he knew that she was in her no nonsense mode. But he was also aware that there was an obvious roleplay element going on. The air in the room was full of sex. Not sexual tension but just sex. He was sure this 'session' was going to involve getting inside of her again.
Sherry continued, "This session will take approximately forty five minutes, and will involve several types of sexual activity between me, your psychologist, and you, my patient. This sexual activity will include full intercourse. Are you comfortable with that Jacob?"
Jake broke out in a wide smile, "Of course I'm comfortable with that mom."
"Please refer to me as Dr Richards, Jacob," Sherry replied with a stern look.
Jacob's smile dropped.
"Sorry, uh...Dr Richards."
Sherry kept her stern gaze fixed upon him and then said, "Now, your goal during this session is to hold off on your orgasm until the forty five minutes are up. Do you understand?"
Jake thought that she was asking the impossible. She looked so sexy in her white coat and heels, with her tits falling out and her incredible legs on display. But one look at her serious face and he knew he was going to have to try, so he said yes.
"Good. I will be deploying various techniques in order to help you last. Now let's get started."
She got up and his jaw dropped. She was indeed completely naked underneath the white doctor's coat. Her pretty, fat pussy was just barely peeking out from below the hem of the coat. She reached into the pocket of the coat and brought out her smartphone. She turned it on to the stopwatch feature and set it for forty five minutes.
"Jacob, please remove your shorts and lie down on the couch."
Jake did as he was told and Sherry stood beside him.
"We are going to begin by orally stimulating each other. The slang for this is to sixty nine. Now what I want you to do is focus all of your concentration on my pus....er, my vagina, and to not think about what I'm doing with my mouth to your cock."
As much as Sherry was committing herself to the doctor roleplaying, she just couldn't bring herself to call Jake's wonderful pussy hammer a penis. It just seemed too ridiculous a word for something so magnificent.
Sherry lifted her leg over Jake's head and very slowly, lowered herself down onto his face. Jake stared at her beautiful box as it got closer and closer. It was already glistening with her juices.
She then said, "Let's begin," and hit start on the stopwatch just as she sat on his face.
As her pussy pressed into his face, Jacob felt her take hold of his throbbing dick in her hand, and then place her mouth on it and begin to suck up and down. It felt incredible and he felt his excitement starting to boil over. He remembered her words and he tried to focus all of his attention on the very wet pussy that was sitting on his face.
After a few minutes Sherry came on her son's face. The orgasm forced her to spit out his cock and rotate her hips, grinding her pussy into his face. Jake struggled to breath but loved the feeling of her dripping box rubbing all over his mouth. He knew it meant he was doing a really good job. Her inability to continue to suck his dick also helped him to keep from blowing his load.
As her orgasm faded, she put his dick back into her mouth and started to suck as much as the shaft as she could handle into her mouth. It felt incredible and soon Jake felt like he was going to be a goner. He began to stiffen up and then all of a sudden she grabbed hold of his balls and squeezed.
"Mmmmnnnphhhhh....," he moaned into her pussy, losing all focus on his orgasm.
Her grip wasn't enough to put him into too much pain. Just enough to refocus his attention away from his orgasm in order to hold it off so that he could continue. Once his hips settled back down into the couch, Sherry released his balls and continued to suck on his cock.
It went on like this for several minutes and twice more Sherry had to squeeze his balls to delay his orgasm. Finally, she got up off him and stood looking at the stop watching.
"Thirty seven minutes left. You're doing really well Jacob. Now go sit in the chair."
Jake got up and moved to the chair and his mother got on the floor between his knees.
"Jacob, I'm going to continue to perform oral sex on you. I'm going to try and make it as pleasurable as possible in order to challenge you. Your job is to focus on anything other than what my mouth is doing to your cock. That focus can be anything. An object in the room, wrestling statistics, your classes, anything. Do you understand?"
Jake weakly nodded his head, and Sherry plunged her mouth down onto his cock and proceeded to give him an incredibly sloppy blowjob. She worked up lots of saliva and made sure to keep her tongue firmly pressed against his dick as she slurped away on him.
"Oh Christ, this is gonna be so hard," said Jake as he tried to not look down at the bobbing head in his lap.
Soon the room filled with the wet sounds of her mouth sucking up and down on his prick. The combined sensation of her orally pleasuring him along with the sounds were too much and his hips started to buck. Sherry pulled off of his cock and once again squeezed his balls.
"Jacob, you must focus!"
"This is impossible mom, er...uh Dr Richards! You're too damn good at this!"
"You must try to focus Jacob," she said sternly, and then plunged back down on his dick.
Jake squeezed his eyes tight and tried to think of anything other than the wonderful, wet sucking mouth on his cock. He started to tense up and knew he was a goner. Sherry must have felt it too because she stopped her sucking and once again applied pressure to his balls, staving off his orgasm again. And then went right back to sucking.
Finally she stopped, stood up and looked at the stopwatch.
"Twenty seven minutes to go Jacob. You're doing really well. Now we are going to move to full intercourse."
Jake was excited and nervous at the same time. He couldn't wait to feel his cock inside of her amazing pussy once again, but at the same time he had no idea how he was going to hold out from this.
Sherry turned around and slowly sat down on his cock, with her back facing him. As she settled her pussy onto his massive dick a huge moan escaped her lips. She may have been playing therapist, but she forgot that her pussy had a mind of its own and had refused to get into character.
"Aaaaahhhh.....UNHHHhhhhhhh....mmmmmmm....."
She grinded on his dick as an orgasm shot through her from the penetration. She breathlessly tried to explain her actions in professional terms.
"Jake...Jacob....I need to....ahhhhh.....I need to...oh...get used to...mmmmm...your size. AH! Mmmm.... We'll start regular intercourses in a moment."
Jake grinned to himself. He wasn't the most sexually experienced guy but he was getting very good at reading his mother, and he knew that she was trying to maintain composure through an orgasm that he had given her. In other words, she was full of shit. He loved it, and it had the added benefit of taking his mind off of the wonderful pussy that his dick was inside of.
