The light piercing through the blinds awoke Jackson at quarter after six in the morning. The second his eye lids parted he let out a massive groan. He had at least another half an hour before he had to get up, and he was hoping to savor every moment of sleep before he had to face the day. It was the first day of his last year in high-school which already felt like a process that would never end.
Compounding that was the fact that he was older than most of his peers; the result of being held back a year during the more turmoil filled period of his childhood. The extra year age difference between him and his classmates had never bothered him up until this point but for some reason with his anxiousness to be done and free from the chains of his education institutional growing it was something he thought about often now.
Jacks begrudgingly made his way to the bathroom and standing over the sink splashed water onto his face hoping that the shock in temperature would wake him up. He had no such luck. Back to his room he went to throw on some clothes. September in the northeast still felt like August and it would probably be weeks before the weather began to shift into Autumn, so basketball shorts and a tee was the outfit for today. Finally, he made his way out of the room and out to the kitchen. His mother, Heather, and him lived in a rancher.
After his parents' messy divorce Jackson and Heather moved around a lot before settling into this house. The time since they moved in was the most stable he had experienced since prior to their separation when he was ten. Heather was already in the kitchen. She sported a grey plush robe which did very little to hide her voluptious figure, but Jackson and her had understandably grown very close without his dad in the picture and she didn't think much of it.
Jackson on the other hand sometimes wished that there a bit more modesty in the house. He wasn't a prude by any means, but he was a young man, and his hormones were on overdrive on a daily basis. The most mundane things could instantly set off a chemical reaction within his eighteen year old body that would leave him in an excited state and this included, occasionally, the way his mother was dressed.
Heather was hard to miss in that way. Like anyone with age she had rounded out in some areas that she was not satisfied with. She would often complain aloud to Jackson that "her ass was too fat" or "that she missed how slim and tight her tummy used to be". On the flip side of the same coin, Heather had always been top heavy and with some of the extra weight gained over time a fair share of that poundage had made its way to her bust line. Some women would see this as a gift and some as a curse. Jacks wasn't sure how his mother felt about it, but he sure knew how his friends felt. They were, in his opinion, overly cheery to see his mother when they came by. They'd often delay departing the house in order to spend a couple extra minutes speaking with Jack's mother. Yes, he knew that his mom was cool and kind to all his friends, but he also knew from some of the comments that they made that their intentions were not always pure.
Luckily, the plush robe his mother was sporting today wasn't as revealing as what she'd sometimes wear around the house. It still did nothing to hide her massive curves within, though. A robe could only do so much. "It's your first day of school, and that's what you're wearing," heather called to Jacks as he took a seat at small kitchen table. She tossed her red long red hair over her shoulder and shot what was a half joking but half menacing look Jack's way.
"Mom, it's hot out, and honestly who cares about the first day of school. I just want to be done already," he retorted as his six foot two frame slumped into his seat. Heather brought over a cup of coffee and a bagel already smeared with cream cheese and placed it in front of her son. "You know Jacks, I get it, I really do, but you should try to savor this time. Before you know it you'll be longing to return to this time," she paused, sighed, and added "trust me on that." Gesturing at the coffee and bagel Jackson smiled shot a "thanks" his mother's way.
"Mom, I believe you, but for now it's just annoying. That's all."
Jackson ran his hand through his short cropped strawberry-blonde hair contemplating the day ahead and finishing his breakfast. "Oh!" Heather said abrupt and loudly suddenly startling Jacks. "Don't forget I have my first massage appointment set up today at four," his mother announced.
"Oh thanks for the reminder. I would have forgotten," Jacks replied. Heather worked as an administrative assistant at a real estate firm in town, but everyone was feeling the effects of inflation, and she had decided to start working as a masseusse out of her home. She used to be a massage therapist when she was younger, and figured this would be the easiest way to pick up some extra cash on the side with little overhead involved. She even had a functional massage table still.
"Yes, now I've given the client direction to come through the back door, and I'll be set up in the den. I'll need privacy during the appointment so the den is off limits, but on the plus side you shouldn't have to see any strangers in the house."
Jackson smiled and looked at his mother with a mouthful of bagel and said "Cool." She loathed when he talked with his mouth full of food, and he knew it, but they both shared a laugh before he was finally off to school and her off to work.
After what felt like an eternity Jacks was finally making his way back home at half past three. How on earth would he keep this up till June? First-world problems he thought to himself. By the time he made it home he could only see his mothers car, so he assumed her client hadn't arrived just yet. Perfect, he thought to himself. He raced to get into the shower, so hopefully he could finish before anyone arrived at the house. He respected his mothers wishes and did not make his way towards the back of the house where she'd be meeting with her client. He swiftly washed in the shower and toweled made his way back to his room. He laid for a while on his bed in his towel before briefly dozing off.
When he woke up at half past four he quickly realized that his young cock had also awoken. He was greeted from his nap by his stiff wood making a tent in his damp towel. As he often did post school he began to surf some of his favorite porn sites searching for additional inspiration and subsequent relief. With his mother administering a massage in the back he was sure he wouldn't be disturbed.
However, the thought of the massage gave him an idea. He wasn't sure why this crossed his mind but he recalled the dog-nanny cam that had been set up in the den. It sat on a bookshelf in the back room and they had used it to keep tabs on their late dog when they had to leave the house for long periods of time. The sound microphone no longer worked, so there was no audio, but he was fairly certain that it was still connected. The camera most likely would still be operational then. He brought up the app on his phone. He had to dig through old apps to find it but sure enough he did. Once the app located the camera via Wi-Fi he clicked the power button on. It was almost a perfect vantage point. The massage table had been stood-up perfectly parallel to the camera.
On the table was a portly man. Even through the low resolution Jacks could make out the mans back hair. Gross, he thought to himself. His mother was not in frame but soon returned. She was wearing just a sports bra which Jacks found odd. It's attire she would wear around the house, but he assumed she would be dressed more modestly for this type of work. She lathered the mans back in oil and continued to work on his back. Something about watching his mother in the skimpy outfit massaging this man excited him, and his cock twitched slightly. Her hands continued to work on the back half of the mans body, but soon she seemed to give the man a pat on the back. Her mouth moved, so she clearly she was saying something to him. By his response it appeared as though she had directed him to turn over. The man complied, but quickly Jackson noticed something odd. The man was sporting a tent under his towel similar to the one Jackson had currently. He could make out through the grainy video what seemed like a giggle-face from his mother, but she didn't seem upset.
Heather lathered her hands in more massage oil and began massaging this man's chest. Jackson doubted by the man's build that he had any muscle there to be massaged, but that was neither here nor there. The entire time Heather worked on his front the tent remained. Heather leaned over to rub the mans hip on the far side and Jackson noticed the man use this opportunity. The strangers hand swiftly made it's way to Heather's sports bra where he quickly cupped one of her giant breast. Jacksons pulse raced.
Should he interrupt? Was his mother going to need help? His fist subconsciously clenched while his hard-on oddly remained intact.
Jackson found himself cursing the fact that there was no audio. His mother's body language seemed to change, but it was so hard to make out through the grainy video quality. Heather ran her hand through her red hair flipping it over her shoulder and then her hand quickly removed the towel covering the client's hardened member. Her face seemed filled with shock and awe as the man's penis became exposed. Her hand gestured to his cock standing stiff in the air while the man continued to fondle her large breast through her sports bra. There appeared to be some sort of back and forth. Heather briefly disappeared and then reappeared just as quickly with the gentlemen's pants.
Good, Jackson thought to himself. She was ending the massage and telling him to cover up, but that was not the case. The man took his trousers from her while she stood there waiting. As she waited she appeared to begin to massage her own breasts through the straining sports bra. The man took something from his pocket. It appeared to be a wallet. This was soon confirmed as he withdrew cash and handed it over to Heather. Heather took the money and placed it on the near by table, a coffee table that had been moved out of the way to fit the massage table. As soon as she set it down she turned back to the man, gave a coy smile, and lifted the sports bra over her head. Her big round tits fell out immediately.
Jackson was in disbelief, but any anxiousness or anger he felt quickly dissipated and was replaced with arousal on a level even the young hormonal Jackson had never felt before. He watched as his mother's bountiful mammaries that once provided him nourishment became completely exposed to and sexualized by this man. Her areolas were large in diameter which was no surprise given the tremendous proportion of her breasts. For all his mothers complaining about her body it was astounding how much lift there still was to her incredibly large pair. Most women would have killed for the gifts she had, Jackson thought.
She leaned over and took some more massage lotion in her hand. As she leaned over the client leaned up towards her and took one of her breasts in her mouth. He was suckling at her nipple. Jackson could make out the face that Heather was making and it appeared to be pleasurable for her. He wondered if she was really enjoying this, or was this a simple business transaction, or perhaps a bit of both. Her now oiled hand moved to the mans stiff penis. Her hand delicately wrapped itself around him and began slowly stroking. Her motion was simple at first. She took jerked him up and down the length slowly.
As Jackson watched he found himself almost unconsciously start stroking his own hard cock which was throbbing so badly it nearly hurt. He looked down at himself and couldn't recall a time he had ever been this engorged. His bright red head glistened with precum and began to stroke himself quicker.
The man on the video clearly became more and more excited. Heather's hands began to twist as she stroked his cock applying extra emphasis on the upswing as the palm of her hand made contact with the man's tip. He squirmed on the massage table and hungrily put as much breast in his mouth as he could manage. The man clearly couldn't withhold his excitement any longer and his legs began to buck. Jackson could see his mother saying something to the man, but soon the man began to expel cum with great force that shot into the air and on to his belly. Jackson could feel himself on the verge and watched as his mother used the man's ejaculant as additional lubricant to stroke the last bit of cum out of the man's now weakened cock, and with that Jackson shot his own load all over the floor of his room. Jackson had nearly cum in unison with the man who was just feet away in a separate part of the house.
The rest was mundane by comparison. Jackson watched as his mother used a towel to clean the man. When it was all said and done the man disappeared out of frame and Jacks soon heard the back door close behind him. Jackson fell backwards onto his bed nearly out of breath. He stared wide eyed at the ceiling wondering to himself. Was this what his mom intended? Are these the sort of massages his mother used to give when she referenced being a massage therapist in the past? Did she enjoy it or was this just about the money the man clearly forked over.
He was operating with way too little information, but either way his perspective of his mother was changed. Additionally, he felt the guilt his mother being the inspiration for one of the most intense orgasms he had ever experienced. Jackson soon fell asleep again, but was awoken by his mother's voice. "Honey, its nearly dinner time," she called behind his bedroom door.
Jackson soon made his way back to the kitchen where his mother had already plated their dinner which consisted of roast beef, roasted carrots, and mashed potatoes. This was one of Jackson's favorite meals. His mother appeared to be in great spirits as she beamed a smile at Jackson while taking a seat. "Well? How was the first day? Don't keep me in suspense," she teased.
"It was uneventful," Jacks lied to his mother. Well, technically school WAS uneventful, but his late-afternoon certainly wasn't. He paused briefly. "How was your first appointment?" he asked after a moment of silence.
Heather smiled and Jackson noticed her playing with hair twisting it around her finger. "It went well I think. It's kind of like riding a bike."
"That's good mom. You know, if you're going to be doing the massage therapy regularly now I may have use for your services."
Jackson wasn't sure if this was the right path to explore, but instinctively the words left his mouth. His mother looked briefly concerned. "Oh no baby. Are you sore? Did you hurt something?" she asked sincerely.
"Now that you mention it my back has kind of been bothering me. I think I may have pulled a muscle playing with the guys last week."
"Well, you let me know baby. If you're still in pain and think you need the muscle rubbed out we could certainly manage that," she said beaming a smile at Jackson as she took another bite of her food. The rest of the dinner was like any other night, really. However, Jackson was lost in thought. He viewed his mother differently now and couldn't get the images from earlier out of his head. He found himself glancing at her chest, and tried to avoid his mother noticing.
They watched some shows together before Jackson returned to his room where he spent a few hours playing games with his friends online, but preoccupied in his mind still. He signed off earlier than most nights and made his way to his bed. He brought the dog-nanny app back up and replayed the footage from earlier as he stroked himself to the sensual moving images of his mother and after an orgasm nearly as explosive as the one he experienced earlier in the day, fell fast asleep.
Jackson awoke with now found energy. No, he wasn't excited to go back to school, but the night before his mother had detailed her schedule for the rest of the week, specifically as it related to the massage therapy. Heather had a full slate. She had one appointment each day Monday through Friday. Jackson also found this curious. He didn't know much about that industry, but with his mother having taken a nearly two decade hiatus since the last time she was a massage therapist, what were the odds that she would have a full slate of clients this quickly again? Regardless, he wanted to power through his school day so he could tune in and see if this session would be like yesterdays.
The school day dragged on and on. History, which was the last class of the day, felt like an actual eternity as the teacher droned on about the Byzantine Empire. Who cared? Not Jackson. He had other things on his mind. Specifically, he kept replaying the image in his head of his mother's reaction when she undraped the clients cock from yesterday.
Finally the bell dinged. Jackson avoided his buddies and was out the door as fast as he could so he could get home. He'd follow the same schedule as yesterday. He got home even earlier this time around. He went and cleaned himself in the shower getting excited about the impending possibility that he got to see his mother administer similar services today. Once the clock hit four he was eagerly tuned in to the dog-nanny app to see the show.
Much to his chagrin the show started late, but at five past four someone came into frame. It was another male. From what Jacks could tell he was in much superior shape to the man from yesterday and significantly younger. He could make out the mans muscular body in spite of the poor picture quality. His mother also seemed even more enthusiastic in her massage duties, but of course, perhaps this was in Jackson's mind. It was so hard to tell through the video anyway. Everything seemed pretty normal for the first fifteen minutes or so, but then his mother made her way to the top of the table.
The man was still laying on his stomach but she stretched out over his head to reach his back which Jackson found odd. It was clearly not the optimal position for the area she was trying to massage. Her sports bra containing her large breasts began to graze the mans head.
This must be intentional Jackson thought. His mother was at least playing a part in instigating these activities by teasing these men. Before the man could even turn over she had lifted her sports bra off again exposing her perfect tits. Soon the man was on his knees on the table kissing her neck and making his way to her nipples while she stroked his all too eager cock. Just like yesterday Jackson finished nearly in unison with this man. It was becoming all too clear to Jackson that he wanted to experience what these men were fortunate enough to.
Jackson wasn't sure how he'd make it happen, but this was clearly his sole focus now. After he cleaned himself up Jackson made his way to dinner. It was another good meal filled with more glances at his mother. Both frequency and brazenness increased. He felt differently about his mother. It was more primal now. He wanted her the way these men had had her and more.
At dinner he continued to lay the ground work for what was the best or only plan he had at the moment. He grabbed at his back and continued to complain "Oh mom. I really think I messed up my back bad last week. I may take you up on the offer to rub it out if you can?" he inquired between bites of food.
"Honey, I'd be happy to, but it may have to wait until the weekend. I'm swamped with clients during the evenings this week," she replied with a smile.That's fine, mom. I completely understand," Jacks quickly got out. He was disappointed slightly that he would have to wait even that long for his first chance. First chance at what though? He really didn't have a plan past getting on the massage table in front of his mother. How would he escalate the situation. Surely his mother wouldn't dare cross that line on her own. Regardless, this school year would fly by if he could look forward to watching his mother every day after school.
Rinse. Wash. Repeat. That was Jackson's routine for the rest of the week, but it all culminated with his afternoons where he'd watch his mother's masseuse escapades.
After school on Wednesday he rushed home again, but this time he was greeted by his mother in her sports bra. His eyes immediately fell to her bountiful tits, and this time he suspected she may have clocked his eye movement.
"Hey.. mom, shouldn't you be getting ready for your client?" Jacks inquired with much concern.
"Oh, yeah, well no actually," his mother let out disappointedly "the client let me know about five minutes ago that they were held up at work and weren't going to be able to make it."
A lightbulb in Jacks mind turned on and shined so brightly he thought for a moment he might illuminate the whole living room. "Ahh, I'm sorry mom, but I do have an idea," he paused "my back was bothering me so much at school today I could barely sit in my desk. Do you think I could take their slot?" he was so hopeful and excited he could feel his the blood rushing below his waist just at the thought.
His mother contemplated it for a second. "Well, I am already set up.. Sure," She said with a beaming smile. "Why don't you go shower and then come back to the den with a towel. I'll go warm the oil and prepare for you, and we'll see if we can sort this back out."
Jackson rushed to his room and then the shower. His cock was like a rock the entire time he washed himself. He couldn't contain his excitement, but hoped he could reign it in at least momentarily. Once cleaned off he made his way back to the den with only the towel wrapped around his waist.
As he entered the den his mother jested with him. She waved her hand in front of her face like a fan. "Look who's showing off," she boomed. Jackson stood in the door way with the towel draped around him showing off his well defined chest and abdomen. He was active and it showed. He had finally gotten his cock to settle down enough that it wasn't too obvious how excited he was beneath the towel, however, the outline of his slight bulge was surely noticeable to the wandering eye. "Oh stop mom," he replied bashfully and laughed.
His mom laughed "Why don't you lay face-down for now. We'll do the whole kitten caboodle, but let's focus on that back. Where is it bothering you the most?"
Jackson turned around in his towel and pointed to his lower back right above his buttocks. "That's the biggest problem area right now."
Jackson laid face-down as directed by his mother. She briefly adjusted his towel so that it was covering his buttocks and everything else in that area. She lathered her hands with the warmed massage oil and began. She started with his shoulders and it felt amazing. God, mom was good with her hands Jackson thought to himself. He nearly had to stop himself from moaning. "How does that feel baby?" his mother inquired between kneads on his shoulders and now his upper back.
"It feels amazing mom," Jacks replied in a voice that clearly stressed his enjoyment. "I can see why you have so many clients. You're so good at this."
"Aw, thanks Jacks. You're a good client. You have so many muscles on your back. Makes my job easier," she chuckled. Jacks blushed a bit with his face buried in the massage table. "Okay, lets get to the root of the problem," Heather said to Jacks, and as she did her hands glided down towards his lower back repeatedly making contact with the towel. His mother let out a groan eventually and he could feel her grab at the top of the towel.
"I'm going to fold this down just a bit so I can get in there." She folded the towel halfway down his buttocks exposing the top part of his ass. "Nice tush," she joked with Jacks. "Its been a long time since I've seen it," Heather added.
Jackson was now, all of a sudden, feeling bashful. "Well, hopefully there's been some improvement over the years," Jackson chuckled as he said it.
"You always had a cute tush Jacks," his mother giggled "but there's certainly more muscles now," she added as she continued to massage the area where his back met his muscular buttocks. Was his mother flirting with him? She proceeded to massage the problem area, and sometimes Jackson thought, made her way further down towards his ass than needed based on his description of the issue he was having. Whether or not his back was really bothering him his mothers soft hands lathered in oil felt like pure ecstasy. In the refuge of the massage table he could only see his mother's big tits being contained in the dark grey sports bra she was sporting. He wanted to reenact what he saw on the camera so much. His mind drifted to his mother raising the sports bra over her head and letting her massive boobs fall out while her bright red hair lay on top of her cleavage.
He gathered himself long enough to realize he was rock-hard again. It was actually becoming uncomfortable. Fifteen more minutes flew by in what felt like two. "Okay, I think you can turn over now and we'll do some work on the front," she called out taking Jackson from his dream-like state.
What was the move here? He was so stiff. Jackson knew from the video feed that he was much more well-endowed than the clients his mother had had in the days preceding this. If he turned over there would be know hiding his excitement. He tried not to think. He let his body take control and simply flipped over beneath the towel. His mother's tits were right there in his face bound by the sports bra that was straining at every seam. His mothers crimson hair draped over her shoulders and her black yoga pants hugged every curve including her little tummy she often complained about. Sure enough, when he flipped on the table the towel immediately tent poled in the region of his raging erection.
Once in a while the tent would sway as his cock twitched beneath it rapidly pumping blood from other regions of his body through his cock light a lightning rod. Heather had briefly turned to lather more oil on her hands and when she turned back her eyes immediately found Jackson's crotch. To avoid it or act like it wasn't there would be insanity. The height of this particular tent was far too noticeable. Her jaw dropped as her eyes fixated on it and all she could get out was "Oh Jacks..."
Jacks quickly replied, "I'm sorry mom I couldn't help it. The massage felt so good and I was just so relaxed," he let out slightly ashamed. He hoped his mother wasn't upset by his excitement, but he legitimately couldn't help it. His eyes fixated on her sports bra again and with it came a sway of the towel.
"It's okay.. Jackson," she let out slowly "it's actually completely normal and happens a lot during massages. You have nothing to be ashamed of, but it looks uncomfortable. Do you want me to stop?" she asked him sincerely almost concerned.
"I'm okay if you are mom. It feels so good I don't want to stop now." This was the truth. He by no means wanted this to stop right now. His eyes went up and down his mother. Her pale skin looked so soft and inviting. Her curves sent shockwaves through his body all the way to his engorged cock.
"Okay, but if you want me to stop at any time just let me know and we can break," his mother urged him. He nodded in approval and she began to apply her oiled hands to his pectorals. He looked at his mother for any sign that she was disgusted by him and what had unfolded, but to him she just looked flush with red. It was hard for her to hide any signs of blushing with her pale complexion. Every once in a while it seemed as though she was taking a quick glance towards the southern region of the table. Jackson wondered if she was staring at the flagpole beneath the towel. The idea only served to further stimulate him.
Eventually his mother was finished with his torso. She told him she'd finish with his feet and legs. As she made his way to the end of the table her eyes surely lingered on the spot where his penis resided under the towel. She made her way to his calves "You know that's pretty impressive Jacks," she let out. "It's been like that this whole time," she added.
Jacks craned his neck and looked down at his mother who was now at his legs. "I really am sorry mom, but I think it only got worse once I turned over," he said sheepishly.
"Oh?" his mother seemed inquisitive. "Why is that do you think?" she followed up with.
This was definitely a fork in the road moment. Jacks acknowledged that in the moment. This could go very well or very poorly. There literally wasn't enough blood in the right head at this moment to properly consider how to respond and so his mouth went ahead on it's own. "Well, I mean," he stammered "It's just that you are very beautiful and you know the way you are dressed doesn't leave a ton to the imagination." How would this be received? A moment felt like an eternity.
Heather's cheeks were painted red at this point. "Oh, I see," and the words hung in the air for what felt like forever. "What excites you the most?" she followed-up with as she continued to work his legs.
She was pushing the issue. There was no doubt. Jackson thought about how to respond. As he panicked and tried to think of the right response his mothers hands drifted up his thighs. The application of pressure here felt so good, but the proximity to his crotch only further exacerbated the issue at hand. With each stroke she drew closer to his inflated manhood. The last few passovers brought his mothers hand in brief contact with his full testicals. Surely from the right vantage point she could glance and see at least some of the commotion going on under the towel.
"Well," he hesitated "I'm a bit of a boob-guy," he felt stupid saying that aloud to his mother.
She laughed "Yeah, that'll do it. So I guess you're a bit like your dad in some ways.." she trailed off and continued to massage his upper thighs and the last passover brushed against the bottom of his shaft. This sent shockwaves through him. "But you are not completely like you father clearly," she added to her original statement. Jackson looked down his body to his mother who was clearly biting her lip. She pulled her hands away. "How about we finish with a scalp massage then?" she asked of Jackson. This would give him a front row view to her busty chest.
He could barely get the words out, but responded "Uh yeah, that sounds great."
His mother made her way around the table and as she did her forearm bumped against his tent. His cock did not budge. She made her way around and stood over Jackson's head. He could barely see his mother's face unless she craned her neck past her massive tits. She began massaging Jackson's scalp and it felt so good he fought to keep his eyes open, but he also had a view he had long been hoping for and that kept him alert. He could see his mother's hard nipples poking against the fabric of her sports bra.
His mother craned her head again and would have made eye-contact with Jackson if his gaze wasn't fixated on his mothers chest. "So, you like mommy's big tits, huh?" she questioned.
The words shocked Jackson. The way with which they were said drew that primal feeling out of Jackson. "Yes, mom. They are amazing," he responded earnestly. In almost a flash his mother took her hands from his head and like he had seen in the days leading up to this on camera ripped her sports bra up and over her head. They fell and for a second seemed like they would fall nearly directly into Jackson's face.
"Mmm, that's much better," his mother let out before adding "you can touch them if you want." This is the moment Jacks was waiting for. Beneath his mother both his hands reached up grabbing handfuls of his mother's big soft breasts. He massaged them in his hands pushed them together and squeezing her erect nipples between his fingers. She softly moaned in response. "Oh baby, that feels so good," Heather called out. Underneath the towel Jackson's cock was responding in accordance with frequent twitches. "Hold on baby," she said softly to Jackson. Heather came around to Jackson's side. Her big breasts bounced with even the slightest step. Her hand grabbed the towel at the center of the tent. "My god Jackson, you're huge!" she gasped. "It has to be uncomfortable under there. Want to lose the towel?" she asked smirking in his direction.
Again, Jackson nodded his approval and Heather pulled the straining towel directly up. Jackson's throbbing cock was now revealed to his mother. A large vein ran up the side nearly the size of an electrical cord all the way to his bright red tip which was now glistening with his pre-cum.
Heather nearly fell backward. "Wow honey, you're cock is gorgeous." She was now standing equidistant between her son's head and his cock beside him. Her oiled finger traced the bottom of cock from base to tip sending shivers up Jackson's spine. Soon her fingers completely enveloped her son's cock. "It's so thick," she said in a sweet and sultry voice and glancing at him. "Is this okay?" she asked as she began to pump his big thick cock mechanically.
"Yes mom. That feels amazing," he let out. He couldn't believe this was actually happening. He had hoped and dreamed, but didn't think it was actually a possibility. Jackson leaned upward and began to kiss his mom's breasts licking and sucking at every square inch he could get to. He took her nipple in his mouth and lightly nibbled at it eliciting a big moan from his mother. Meanwhile her second hand joined the other wrapped around her son's meaty manhood pumping in unison. Her hands twisted up and down his long shaft until reaching his balls and then continued their journey back upward to his swollen head.
"You look about ready to pop baby. Are you going to cum for mommy?" she asked in a voice that in-fact nearly made Jackson ejaculate on the spot.
"Yes mom I won't last much longer," he said weakly. She stopped immediately. Her hand pushed him down flat on the table momentarily. Her other hand guided his legs so that he was situated perpendicular on the table with his feet hanging off the side.
"I want you to cum on mommy's big tits. Would you like that, baby?" she asked biting her lip and staring into Jackson's green eyes. Jackson had his mother's eyes and he stared back into her piercing green eyes nodded in agreement. He leaned up as his mother got into a half-squat pulling her massive tits together and sliding her son's hard cock between her oily chest. She teased him by shaking her large tits on his pulsating shaft before beginning bringing them back together and beginning to move up and down the length of Jackson. His cock disappeared into her massive cleavage. Only the head of his cock became visible briefly on each pump despite how endowed he was. It didn't compare to the blessings his mother had hanging from her chest. His mother stared into his eyes as she moaned ever so softly "Your big hard cock feels amazing between my tits baby. I want you to cum for me."
Jackson couldn't take it any longer. "I'm going to cum mom!" he cried out. She licked her lips in response which sent him over the edge. He shot rope after rope. The first rope hit his mother directly in her neck, but she repositioned so that his cock rest against her right breast. The head of his cock was pinned against her rock-hard nipple and she pushed it against the bottom of his cock milking each drop out on to her nipple and areola.
He came for what seemed like a full minute while Heather urged him on, "Yes baby come on. Give it all to me."
When the last drop came out Heather moaned and place her lips on the tip while staring up at her son. She sucked lightly withdrawing the most stubborn drops of cum from his cock while Jackson moaned in response. Once the ecstasy faded it was back to reality. A line had been crossed today. The evidence of that crossed-line was painted all over his mother's chest. Jackson wasn't sure what to say to his mom other than, "That was amazing mom."
There was a long pause. His mom finally responded. "You are amazing baby. I love you." Her eyes which had just been filled with lust were now filled with endearing love. Jackson wasn't sure where they went from here, but he was excited.
"I love you too, mom."