Chapter 4 - College and Bondage

Time sure does fly by fast, it's only been a few days, but he now has to head back to college, while he did have fun, especially with his mom and former friend now girlfriend, it's now time to head back and complete his studies. John lay on his bed, most of his stuff has been packed up to allow him to move into a dorm, he'll probably have to find a roommate to help with the cost, but overall, he should mostly be fine. Now that he thinks about it, what else has changed? Are any of his old professors now different, what sort of sports are there now, and what form of education is now popular? And how many new women will he get to meet and fuck. 

As he got up and began to take his stuff downstairs, his mom came by to help out.

"Do you need any help with carrying your stuff to the van?" His mom asked

"Yeah, could you go get my spare clothes," he said, "it's in a white bag."

For several minutes, they packed up the back trunk with his stuff, from clothes to electronics, to school supplies. 

In the middle of it, Ashley stopped by.

"Hey, are you leaving already?" She asked as she saw the bags.

"Yeah, time sure does fly by, huh?" John responded as he placed a bag inside.

"I'll go get the rest of the bags sweetie, I'll be right back." His mom said as she walked to the house.

When his mom went inside to get the rest of the stuff, John and Ashley locked into one more kiss, as they made out, John slid his hands under Ashley's shirt and groped her decent-sized boobs, giving her hard nipples some playful pinches. 

"Goddess, I'm gonna miss this." Ashley said as they broke the kiss.

"Well, while I would like for you to come with me, I doubt the college would like to have strangers on campus." He said

They both looked at the front door as his mom came with the rest of the stuff, they both departed as John went to pack in the rest of the stuff. Ashley, meanwhile, had a thought, a mischievous little idea that might work, if John is willing to cooperate that is. 

After they finished, the two family members got in and began to drive off to the college he will be staying in for a few years. Most of the ride was uneventful, with not much happening as they drove away, though John did notice that there was a lot of advertising that would be considered explicit back in his world, from half-naked women to taboo concepts being used as normal.

As they pulled up to the college, they saw several other cars already parked there, after a bit of navigation and asking for directions, they found the building with his dorm room. He remembered his roommate said she will be out for today, so he would still need his mom's help to carry all the stuff up to his new room.

"Alright, we're here!" John said as they entered a room with a small kitchen, living room, bathroom, and two bedrooms.

"It sure does look cozy." His mom said as she dropped off the bags. "That should be everything."

John looked around the room, seeing that he already had a bed inside.

"Whew, I need to sit down for a bit." He heard his mom say as she sat down on the couch.

"Hey mom." John said as he sat down beside her.

"Yes, sweetie." 

"Could we…do it one more time." He said, "since I don't know when I will have enough time to meet up again, so can we."

Martha looked at her son, her big boy wanted to fuck her one last time before she leaves. She couldn't say no to him before, and she can't say no to him now, if he wants to fuck mommy, he can fuck mommy.

"Okay, but promise me that you- keep!" She squeaked as her son grabbed her pants and pushed her on her back on the couch, she then helped him unbutton her pants as he took out his dick and lined it up with his mom's cunt. She felt him enter her as he pinned her in a mating press position. While she still had most of her clothes on, she still enjoyed her son fucking her wet cunt, John also enjoyed it as much as he could, enjoying the distinct feeling his mom had. The two went at it for several minutes, risking getting caught in the living room, but at the moment, they didn't care, all that mattered to them was getting one last fuck out before they departed.

"Fuck fuck fuck, cum in mommy again sweetie, please!" She moaned

John obliged, driving himself deep into her and cumming inside.

"Fuck, I'm cumming!" He howled.

"Yes sweetie! Fill mommy up! Hah!" She said as her own orgasm washed over her.

The mother-son pair collapsed onto each other, basking in the afterglow of their shared orgasm.

"Okay sweetie, mommy needs to get going now." She said after relaxing for a few minutes.

But instead of getting up, John began to fuck her again, keeping her pinned in her current position.

"Sweetie, mommy needs to leave, and we don't want anyone catching us like this." But despite her vocal protests, she was still getting wet at the thought of it.

Eventually, after some pounding in her pussy, she relented, and they continued their sexual intercourse for about another hour before Maria was allowed to leave. 

-

Maria walked to her car, trying to avoid anyone noticing her hard nipples poking through her shirt; she didn't have any underwear on, as it was in her purse at her son's request. As she entered the car and sat in the driver's seat, she looked around to make sure no one was around, after checking the area and seeing she was alone, she quickly unbuttoned her pants and frantically fingered her wet cunt, trying to relieve herself as she sat there.

John, meanwhile, was unpacking his stuff and setting up his side of the dorm, such as posters, clothes, and his computer. As he finished up, he decided to explore the college and see all the changes that occurred in this new world, and how his classmates and professors will look. For now, though, he should probably wait for his roommate to return to give him a runup on things.

-

After what felt like hours of unpacking and setting up his stuff, he laid down on the bed to rest, the only thing that kept him awake was the front door opening and hearing someone enter the room.

"Holy shit, was I reversed robbed? I don't remember any of this being here?" He heard a feminine voice say out loud.

"No, it was just me." John said aloud as he slowly got up from his bed. "Your new roommate."

As he walked toward where he assumed where his roommate was, the two immediately locked into each other's eyes. He definitely was expecting a nice, curvy-looking woman to be his roommate, but the woman standing before him blew away his unfamiliar expectations, a pale white figure, with thick thighs, a trimmed tummy, and H-cup tits. Any of those by themselves would be impressive, but what really caught his eye was how she was dressed, a yellow tube top that showed a lot of her cleavage, a mini skirt that just barely covered her butt, he wouldn't be surprised if he could see her ass if she bent over, and a simple pair of slippers, which was probably the tamest part of her dress code. Though he couldn't tell if she was wearing panties, however, based on those bumps on her top, she definitely wasn't wearing a bra.

"Uh…hi, um… I'm John, what's your name." He said as he tried and failed to tear his gaze away from her massive tits.

"Roxanne, Roxanne Ray." She said as she stretched out her hand for a handshake.

He shook her hand and felt how soft her skin was, it was akin to marshmallows. Looking up to see her score, as he had done with several other women, he saw her score was 0, not positive, not negative, just zero, he just entered college and he already had a great target for his lust. While as much as he wanted to dick down his hot roommate, his mom had already sexually satisfied him, though he wasn't going to let those tits walk away without copping a feel first. Using the handshake as leverage, he stepped forward and gently tugged Roxanne towards him.

"Woah, what are-" Roxanne was cut off by John as he locked their lips together, it wasn't long when she felt a hand slip inside her top and groped her left breast. It didn't surprise her as she knew how nice her tits were, but he should at least warn her next time when he kissed her.

The two roommates broke the kiss after a while and started into each other's eyes again, with John still groping the soft boob in his hand.

"At least you're not a bad kisser." She said with a smile as if ignoring the fact that John was currently massaging her breast.

"You're not bad yourself." John said back as he let go of the soft orb.

"So, what else do you enjoy doing, besides kissing?" Roxanne asked as the two walked into their shared bedroom.

"Well, I enjoy playing games on my computer, as well as listening to music on my phone." He responded as he checked Roxanne's new score was at… zero…what!? How was her score still at zero!? Does she have some kind of resistance to the watch's effects? Did he do something wrong? Was the watch…broken? No. There has to be some other reason for this odd phenomenon with Roxxy and the watch. Perhaps he just needs to kiss her again and it'll work this time.

"Hey, are you listening?" Roxanne said as she leaned in front of John, showing off a lot of her cleavage in the process.

"Uh…yeah, what were you saying?" John said as he tried to compose himself.

"As I was saying, I enjoy reading, masturbating, watching anime, and juggling." She said as she sat on her bed on the other side of the room. "And if you want to know how I learned to juggle, it was a bet at middle school, turns out I was pretty good at it."

"Okay," John said, still curious with a few other questions. "May I ask, why are you dressed like…a-"

"Whore?" Roxanne said, cutting him off

"No, not like-"

"It's alright, this is intentional." She said as she lifted off her top, revealing her wonderfully soft tits. "I don't even wear a bra."

John gawked at his topless roommate, staring at those bouncy breasts, even if he had held them in his hands just moments earlier, the sight was still amazing. He looked down at her mini skirt, wondering if the same was true down there.

"So, are you wearing any…panties?" He asked, slightly embarrassed at the fact that his roommate is essentially stripping in front of him, despite her score not being in the negative.

"Hmm, yeah I got panties down there, y'know, the dress code and all." She said as her tits swayed with her motions.

John sat there, nodding away, despite being in this world for a few days now, there still seems to be a lot of new stuff for him to learn.

-

Maria pulled up on her driveway, parking her car as she got out to greet her lovely wife waiting for her at the front door. The two milf embraced each other, sharing a deep, lovely kiss between them, however, as Adriana felt up Maria's chest, she broke the kiss to reveal a cheeky smirk.

"No bra?" She asked, clearly enjoying the situation her wife was in.

"Let's head inside." Maria said, embarrassed at being caught by her wife.

But despite the suggestion, the couple didn't move, Adriana held her there before moving her hands to the front of Maria's shirt and was beginning to unbutton it.

"Adriana!" Maria mumbled, attempting to cover her exposed cleavage.

"Oh come on, you are so submissive, it's adorable." Adriana said as she continued to reveal those lovely tits out in the open, and despite Maria's protests, she hardly struggled against her wife's actions.

"There they are." Adriana groped Maria's soft globes.

"Aaahh!" Maria squeaked as she felt her wife pinch and twist her nipples, she squirmed from her wife's touch, getting a smile from Adriana.

"Alright that's enough teasing for now, let's head inside." Adriana said as she released those gorgeous boobs.

Maria, not wanting to be left behind, especially after that salacious experience, raced inside the house, not even bothering to cover up her chest. As Maria closed the door she was met with a quiet house, with the windows covered up, and Adriana waiting for her in the living room.

"Oh my!" Adriana said as seductively sat on the couch, stretching out her body to show off her curves. "It seems we have the house to ourselves, no one to bother us."

Maria immediately got the hint and began to walk toward Adriana, stripping off her clothes as she got closer.

"Now, if you are a good girl, we can -oof!" Adriana was cut off before she could finish, getting tackled onto the couch by Maria, with her horny wife attempting to strip off her own clothes as well. Adriana put in a bit of a playful struggle, as the dom in her didn't desire the bottom position, not that she minded her wife currently tearing apart her clothes to get to her body, in fact, that's why she loved her, so submissive, yet so determined in her lust to get what she desired. The two shared a brief kiss as they got into position, Maria got on top and positioned her ass above Adriana's face, before lowering that thick ass down on top of her, her luscious cheeks covering most of her head alone showed its lovely size. Adriana got to work and began pleasuring her wife's wet pussy, Maria began to rock her hips back and forth, getting a rhythm with that experienced, yet lovely tongue of hers, but she didn't forget Adriana's pleasure as she reached forth and began fingering her cunt, as well as massaged her breasts, this got a lovely response from her wife with a spank on her fine ass. When Maria felt herself getting close, she started to double her efforts to bring Adriana to orgasm. As the two came, they moved from their erotic position and sat beside each other on the couch. Adriana then kissed Maria on the lips, as their tongues swirled together, Maria tasted something familiar, her son's cum. 

"Such a naughty girl." Adriana said as she looked at her wife's shocked and embarrassed face. "Letting your son use you like a sex toy."

"Well…you know…um…" she tried to say something before being pushed with another kiss.

"Mmhhh, I do." She said seductively "now, how about we take this up in our room, where we can discuss an appropriate punishment." Adriana got up and began to walk to the stairs, ensuring her ass shook hypnotically as she did so.

Maria was compelled to follow.

As the couple entered the master bedroom, Adriana brought out some rope, a blindfold, and a strap-on.

"So, how would you like your punishment honey?" Adriana said with a lustful smirk.

Maria got wet at the thought of being tied up and dominated by her wife, but she knew this was meant to be a punishment.

"I would like the strap-on." Maria said

Adriana smiled at that, then she placed the blindfold on herself before handing her wife the rope and strap-on. "You know what to do."

Maria took the rope and strap-on and began to tie up her would-be dom wife, as the last knot was tied, with her arms bound behind her back, her legs tied together with her fine ass raised in the air, ready for a good pounding. Maria had fitted the strap-on on her waist and aimed the erect piece of plastic towards her wife's dripping cunt.

"Do it." Adriana ordered. "Fuck me."

Maria grabbed her ass and plunged the strap-on into her wife, getting a nice moan out of her.

"Yes, fuck me, fuck me till I am a moaning little bitch!" Adriana said as she felt Maria thrust repeatedly into her. "Oh fuck yes!"

Despite Adriana getting most of the pleasure from this experience, Maria was also enjoying it, getting a giddy feeling at being the dominant one for once.

"Oh fuck, I'm close." Adriana moaned out. "Keep going!" 

Maria continued her thrusting, she even fingered Adriana's butt as well, just to make sure her wife got the most pleasure she could give her.

"Yes, yes, yes, I'm gonna cum!" Maria began pounding faster and faster as she heard her wife's moans of pleasure, leading up to the crescendo of her orgasm.

"Oh fuck!" Adriana shouted as she came, her cunt poured out femcum, and clenched the strap-on tightly as her orgasm rushed across her body, Maria relented her sexual assault to allow her wife a break.

"Holy shit, that was amazing…" Adrian said as her orgasm died down.

"It sure was." Maria said before getting off the bed.

"Okay honey, you can untie me now…honey?" Adriana said as she heard her wife rummage through some stuff. After a while, she stopped hearing anything.

"You better not leave me here like this!" She shouted as she struggled against her bonds, silently cursing herself for teaching Maria how to tie a good knot. "If you do you'll-"

*SMACK!* 

"KYA!" Adriana squeezed as she felt a firm piece of cold plastic smack her on her ass.

"Don't worry, I didn't leave you" Maria said as she laid the paddle on Adriana's asscheeks. "Now, how many spanks do you give me again?"

"Come on honey, you know I wouldn't hurt you, right?" Adriana said, testing her wife to see if she was serious with this. "I mean you could just use the safe word and-"

*SMACK!* "Ah!"

"You can too, just say it and you're free, now, how many was it again?" Maria quietly whispered into Adriana's ear.

"Fifteen…" Adriana finally squeaked out.

"Good." Maria said as she lifted the paddle. "Let's start at three."