The three friends looked at each other with nervousness and excitement.
"This evening, the training session will not officially begin, you can consider tonight a warm up." she said.
Sarah noticed that the boys looked concerned after that information, "don't worry, I'll be touching each of you tonight."
Sarah noticed huge smiles on Benji and Hayden but a look of concern on Charlie. He was clearly nervous about what was happening, but Sarah was surely going to do her best to make him comfortable. She also noticed movement in the jeans of Benji and Hayden, they were starting to get very excited.
"Alright boys, take a look to your right." they did as Sarah commanded. "you'll notice there is a ruler, a stopwatch, lubrication, and a notepad. These are all the tools I need tonight. The ruler is for your manhood, you'll understand at a later date why that is important. The stopwatch and notepad are to capture your baseline and the lube is to make things a little nicer for you." Sarah smirked.
Each boy had an astonished look on their face, none of them knew what to say.
"Will these be a problem for any of you." Sarah asked full well knowing the answer.
The young men each shook their heads in unison. Sarah noticed clear and present erections in the pants of Benji and Hayden but still no movement in Charlie's pants.
Sarah pointed at the couch across the room, "Each of you will take a turn lying face up on the couch, once you are in place the baseline test will commence. I'll do my job and make sure I get an accurate timing of your stamina. Is this understood?"
Again, the boys shook their heads in unison.
"Okay, let's begin. First things first. All of you, standup and get undressed." Sarah said matter-of-factly.
The boys were too in shock to move for a few seconds after the command, finally Hayden stood up and then looked to his right and waived Benji off of his seat. Now Hayden motioned to Charlie and finally Sarah's son was standing ready to undress as well. The three friends hesitantly took their shirts off, and then started to undue their belt buckles that were holding up their jeans. Hayden was the first to push his pants to the floor and kick them to the side, Benji and Charlie followed suit. They were now only in their briefs and all them were fearful to take the next step and get naked.
"The underwear have to come off if this is going to work, come on boys." Sarah urged the three boys. While encouraging the friends Sarah couldn't help but notice the bulge in Hayden's boxer briefs, she wasn't certain yet but it appeared he had quite the tool down south.
With only a little more delay each of the boys hooked their thumbs inside the their respective waistbands and pushed their briefs to the floor and let their manhood free.
Sarah took a moment to survey the field of cocks displayed in front of her. First she examined Benji's member. He wasn't very gifted but Sarah figured he had just enough girth to please a woman if he played his cards right. She moved her gaze to Hayden's cock, she nearly gasped as she locked eyes on his magnificent prick. It was massive, veiny, and curved skyward just like Sarah loved her cock. It looked mean and bulbous, Hayden was certainly not Sarah's favorite person right now but his cock started to make her wet at the site. She took such a greedy glance at Hayden that the boys took notice of her favoritism, Sarah observed Hayden's slight smirk on his face, in order to keep control she had to move on. She moved her gaze over to her son's penis, to her surprise it was completely flaccid. Sarah was certain that this exciting proposition was enough to get any boy hard but not her son apparently, she took a look at his face and it was very clear that he was nervous about the situation, Sarah's motherly instinct was kicking in and she needed to help him feel comfortable.
"Okay, now take a seat." Sarah was enjoying the control over these young men. "Looks like somebody needs to get a little more comfortable." Sarah said looking directly at her son's member.
"Dude, how are you soft?" Hayden quietly said to Charlie on his left.
"Charlie, you nervous buddy?" Benji said, attempting to give Charlie a ribbing.
"Okay, okay. He just needs a little encouragement, that's all." Sarah said, calming the boys down.
Sarah turned around to give the boys a nice view of her ass, to their surprise she reached her hands behind her back and slowly started to lower the zipper down the middle of the pencil skirt. The boys were mesmerized as they realized this gorgeous milf was about to give them a strip tease. Sarah bent over slightly as she lowered the zipper as far as it could go, she swayed her hips back and fourth and she gently pushed down her skirt to reveal the black lacy thong covering her amazing round ass. She stepped out of the skirt all the while keeping her heels on, her now loose white blouse fell over her panties hiding what she had to offer the boys.
"Oops, I should probably take this shirt off to give you boys a better look, huh?" she phrased it as question but knew they wouldn't rebuttal. It was no surprise when they each nodded their heads in a trance.
The sexy Mom slowly opened each button until the boys could notice she was wearing a matching lacy bra. Sarah pulled off the silky blouse and gently dropped it to the floor giving the three friends a view at her beautiful large 34D breasts only hiding behind a thin piece of fabric. Sarah noticed that her strip tease was having the desired effect, Charlie's cock was coming alive. It wasn't fully hard by any means and Sarah realized she needed to take it a step further to bring her son to full mast.
Sarah slowly approached her son, she gently placed both hands just above his knees, "How are you doing Charlie, are you okay with this?" she gently asked Charlie.
"Yes, It's just a little... strange, that's all." Charlie retorted.
"There is nothing strange about a Mother taking care of her son, don't you trust me?" Sarah questioned.
"Yes, Ma'am, of course I do, this is just new for me." Charlie said.
"Lean your back against the chair, please?" Sarah asked and Charlie obliged. Sarah took her left and moved it towards Charlie's cock, when her hand got close enough she touched his ballsac ever so gently with the tips of her fingers. This sent a shockwave through Charlie's body, this was the first time any part of his genitals were touched by someone other than himself.
Sarah delicately moved her index finger to the base of his shaft, she could feel his cock quicken as she moved her finger up the length of his manhood, she was feeling all the veins and curves and she finally made it to the sensitive underside of his cock head. Sarah swirled her finger in that area for a few seconds until Charlie was fully hard, she was being careful to not get him too excited, his cock head was purple like it could explode at any moment. Sarah was impressed by his size, she was shocked that he was bigger than his own father, she was very proud of her son's cock.
Sarah backed away from Charlie before accidentally making him cum, when she made it back to her original position in front of the boys she realized Hayden and Benji were just as shocked as Charlie at what just happened.
"Okay boys, now that you're all erect I think it's time to begin the training." Sarah noticed each of their cocks pulsate in excitement of the proclamation.
"Benji, let's start with you." Sarah said quickly.
He nearly fell out of his chair, "Me? You want to start with me?"
"I don't see why not?" Sarah answered his question with a question. "Come over here and lay down." the milf said pointing at the couch. Benji didn't delay, the horny, portly boy got right up and laid down on the couch. Sarah walked over to her "tools" and started getting ready. She took the rope holding the stopwatch and threw it over her neck so that it dangled right between her tits. She then took hold of the ruler, lube, and the notepad and approached Hayden. She set everything down on the coffee table.
"First we need to get a measurement." Sarah said as she placed the ruler so that the edge was pressed against the length Benji's stiff penis. "About 5 inches" she announced as she wrote it down in the notebook, "not bad, you have some nice girth too." Sarah was hardly impressed with his willy but didn't want to make him feel bad.
"Okay, Benji, when I start the timer I'm going to jerk you off, as soon as you cum the timer stops so try and hold off as best you can, okay?" Sarah was prepping him for the most pleasure he will have to this point in his life.
"I'm ready." Benji said with a shaky voice.
"Okay, here we go." Sarah said as Benji's cock started to bounce uncontrollably.
Sarah pumped a couple drops of cold lube directly on his cock head. She reached down and started the timer, Benji's moment of truth had arrived. Sarah rubbed the lube from his head and lathered it over the rest of his penis with her right hand. Benji let out a loud moan of pleasure, it was the best feeling he ever had bar none. Sarah made a couple of firm strokes to his phallus and she could already tell he wasn't going to last much longer.
She stopped her hand at the top of his penis and started to swirl around her thumb on the sensitive underside of his head, she then took her left and cupped his balls. The young man moaned so loud it nearly came out as a yell, Sarah couldn't help but smirk at the pleasure she was bringing this virgin. The power she felt over him was making her wet, but she needed to stay focused, it was time to make this boy cum.
She started to massage his balls and stroke his knob at the same time, Benji's hips started thrusting in unison with the jerks of his dick. He was getting close, so Sarah stroked his shaft even harder, only a few more moments passed before his body started gyrating wildly, he finally pressed his hips skyward and let out spurt after spurt of creamy cum all over his chest. Sarah stopped the timer with her left hand as her right hand slowly stroked his penis until every drop was out of him.
"Oh my God! That was amazing" Benji said through bated breath as he tried to calm back down from the experience.
"I'm glad you enjoyed it, but most of all we have your baseline!" Sarah said with excitement. "You lasted 34 seconds. Not bad for the first time." Sarah said as a white lie. She noticed Hayden snicker at his results, "no laughing! Just wait until training is done, he will last as long as he needs." Sarah said smiling at Benji. "Okay, clean up and return to your seat." Sarah commanded. Benji grabbed a towel from the coffee table and sat back down in his chair.
At this moment Sarah was conflicted, she knew it was time to take care of Hayden. She didn't like him for bullying her son but the new discovery of his beautiful cock had her intrigued. This was her chance to embarrass him, she was determined to make him cum quickly so that Charlie and Benji would have a chance to laugh at him, she was excited to provide that opportunity for her son.
"Okay Hayden your turn, come over and lay down on the couch." Sarah commanded.
"Yes Ma'am." Hayden said confidently and he quickly made his way to the couch, as an attempted power play he purposely waved his massive member as close as he could to Sarah's face, she had to move her head out of the way before getting slapped by the gorgeous boner. Sarah had dodged his offensive maneuver and now Hayden was finally laying down in correct arragement. "This cocksure kid is going to get what he deserves", she thought to herself.
Sarah kneeled down and positioned herself next to him. Now that her face was so close to his thunderous cock it was even more majestic than she thought. Sarah started to tremble in excitement to touch his amazing ramrod, she felt her control slipping, she needed to focus, "You're in control here, not him." Sarah thought to herself for reassurance.
"Time for the measurement." Sarah stated. She pressed the edge of the ruler against the length of his angry cock. "Wow, it's 11 inches." Sarah said with a tremble in her voice. Hayden had a large smile on his face, he was clearly proud of himself and there was no reason he shouldn't be, it was the most impressive cock Sarah had ever seen.
Sarah repeated the rules to Hayden, "Okay, Hayden, when I start the timer I'm going to jerk you off, as soon as you cum the timer stops so try and hold off as best you can, okay?" Hayden nodded his head with a smirk.
Sarah started off the same way she did for Benji, she pumped some lube directly on his cock head. Before she started she gave herself a quick internal pep talk, "Okay, let's make this cocky kid cum fast, it'll make Charlie feel better." with that she started work on his war hammer.
Sarah started by rubbing the lube down the length of the large prick. Hayden let out a grunt of pleasure, one grunt for each of the first three jerks to his cock. It was a good start for Sarah, she had him under her control now. The kneeling milf moved her left hand to his large gonads and began to massage, this somehow made his already rock hard cock into certified titanium. Sarah used what she thought would be the finishing technique, she moved her right thumb and pressed it tightly against the underside of his cock and started to stroke. She was prepping for loud moans but instead Hayden threw his hands behind his head as if he were getting ready to watch a movie, he had a large grin on his face. That's when Sarah realized that this wasn't going to be so easy.
Sarah moved her left hand off his balls and up to his shaft in order to help out her right hand, she now had both hands stroking his cock but it was so large that there was room for at least one more hand. She used this technique for at least one minute and now Hayden's eyes were starting to roll back in pleasure. Sarah quickly took her right hand off his cock to retrieve more lube, she got three pumps worth of lube in her hand before spreading it on the gorgeous cock with both hands. She started to feel his hips move with the jerking, she was getting close but she needed to get better leverage to make this cock cum.
She moved her hands off his cock momentarily, Sarah stood up and sat on the couch between his legs, she lifted his legs over her own in hopes to get a better grip on his cock. She firmly gripped his member and started the stroking again. This new angle was working, Hayden's grunts got louder and his hips started moving more violently. Sarah decided to pull out one more trick, she pressed his cock tightly up against his stomach with her left hand, she leaned in and spit directly on his ballsac, she moved up and spit again, this time on his mean shaft. Sarah leaned back and started stroking with all she had. That trick worked like a charm, Hayden was bucking like a bronco.
Sarah took her left and tightly grabbed his balls and pulled him down firmly to the couch, while holding him down by his gonads with her left hand, she aggressively jerked him off with her right. That was all it took, Hayden let out a thunderous grunt and spewed his load all over his chest. Sarah continued to stroke until his orgasm subsided, she even carried on past his orgasm to give him a little head torture. After all the cum was gone she squeezed his head tightly which made him jump in both pleasure and pain.
Sarah stopped the timer. "You lasted 8 minutes and 26 seconds."
Benji started clapping, "Good job, Hayden."
"Kiss ass." Sarah thought to herself. She was devastated that she couldn't get him to cum quicker, her plan had more than failed, if anything Hayden was toying with her. Sarah felt bad for Charlie's sake, she felt like she let him down. She was really hoping to take that opportunity to make Charlie feel better, but Hayden was a better match than she expected.
"Okay, clean up and take your seat." Sarah commanded.
Hayden popped and again said, "Yes Ma'am."
The good news is that it was finally time for the star of the show, her son. "Are you ready Charlie?" Sarah asked.
"I think so, Mom." Charlie replied.
"Come lay down." Sarah said.
Charlie got up and made his way to the couch, he gently laid down on his back. Sarah noticed as he laid back the his cock was already leaking precum, this was not a great sign for him lasting long but she was going to give him the time of his life.
"Okay, Honey, let's get you measured." Sarah placed the ruler's edge against the length of her son's cock. "Oh my! It's 8 inches. Very nice!" Sarah said. Sarah leaned in close to her son's ear, "You know, you're even bigger than your father, I'm so proud of you." Charlie's mother whispered in his ear. She noticed his cock buck when she told him that news.
Sarah again stated to rules before beginning. "Okay, Honey, when I start the timer I'm going to jerk you off, as soon as you cum the timer stops so try and hold off as best you can, okay?" Charlie nodded.
Sarah wanted to do something special for her son, so right before starting she reached her hand behind her back and unclasped her bra. Charlie's mouth gaped open as the site of his mother's beautiful breasts came into view. Benji and Hayden leaned forward trying to get a good view but Sarah positioned herself so that only her son could get a view of her voluptuous breasts.
"Do you want to touch them, Honey?" Sarah asked.
"Yes Ma'am." Charlie replied.
He reached out with his left hand and cupped her right breast. Not to Sarah's surprise this made Charlie's cock bounce and leak even more precum. It was time to get this started before he loses control.
Sarah started the stopwatch and pumped lube on his cock, she hadn't even touched him yet and he was already letting out little whimpers of pleasure. Sarah tightly grabbed his cock and rubbed the lube against the length of his impressive cock. She treated him just like the other boys up to this point by grabbing his ball with her left hand. She was gently massing and playing with the tip of his cock with her right thumb. Charlie started to buck wildly just like Benji had at this point. It was clear her son was certainly a premature ejaculator, but she was going to give her son some special treatment even if he came early.
It was obvious that Charlie didn't have much time left based on how hard his cock was pulsating in her hands. Sarah quickly let go of his cock and let it bounce fiercely in the open wind. For a moment Charlie that he had done something wrong but he was in for the feeling of his life. Sarah leaned forward, she first took tight control of the base of his cock and stood his member up straight and true as she could, she continued to lean forward until her face was inches from his pulsating cock. Much to Charlie's surprise his mother sensually kissed the sensitive part of his cock head, she then stuck out her tongue and started licking it softly, her right hand was not starting to stroke his shaft again. Charlie let out the largest moan of the night, his hips started bucking so hard that Sarah had to hold him down with her left hand. She continued to stroke and lick until a fountain of cum started gushing from his cock head. It was the biggest load of the evening by far. He just kept cumming and cumming, he even got some spunk on his mother's forehead.
Finally the orgasm subsided and Sarah let go of his thoroughly pleasured cock. Sarah stopped the timer, "Oh, 58 seconds, looks like you were just shy of a minute." Sarah rubbed his thigh to make him feel better about the results. Sarah grabbed a towel from the table and cleaned the cum off of her son, another pleasure she didn't give the other boys.
"Okay, Honey, return to your seat, please." Sarah asked. Charlie complied and took his seat next to his friends who were both very jealous of the treatment he just received.