Simon, Book 2
Copyright© 2025 by Krosis of the Collective
Chapter 1
Erotica Sex Story: Chapter 1 - Simon returns (or is that cums back?).
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Blackmail Consensual Lesbian BiSexual Heterosexual Fiction Cheating Incest Mother Son Sister FemaleDom Light Bond Harem Interracial Black Female White Male Oriental Female Hispanic Female Indian Female First Lactation Masturbation Oral Sex Pregnancy Sex Toys Voyeurism BBW Big Breasts Size Small Breasts
Vesper gasped as she pushed her favorite vibe inside her overheated pussy. The slim blonde was laying back on the couch in her college’s green room, her short skirt pulled up as she pleasured herself, the ‘vrrm, vrrm’ of the vibe and the squelches of it penetrating her the only sounds in the quiet room that was normally used by the acting class, but empty at this time of day. “Umm,” she moaned as she sluiced the sex toy inside herself again and again ... she’d been so horny for weeks and had to find quiet places to take care of herself while she was sans boyfriend.
There was a thunk at the door ... she stopped, quickly dropped the juicy vibe onto the couch, and rushed it. Ripping it open, she looked down at the young man who fell back, startled.
“What the fuck are you--?!” she began, but then her eyes fell on the sizable cock snaked out through the crotch hole of his blue coveralls. Jesus, she thought, that had to be at least nine inches long! It wasn’t thick, but that was actually a good thing, as a proportionately thick nine-incher would probably be scary.
“Um, sorry miss!” the slim, dark-haired guy apologized, “I was just relieving pressure.”
She pulled her phone out of her B-cup bra to snap a pic of the guy laying there with that trouser snake out. “What’s your name, perv?”
“Simon von Trocken, miss.”
He still hadn’t put his hard cock away, and she realized from his vantage point on the floor that he was looking up her short skirt and her panties were still on the couch. However, she fought the urge to pull her skirt down or retreat; she had the upper hand here. “How old are you, Simon?” The kid looked to be in high school.
“Twenty.”
Her age. She glanced at the school crest on his coveralls; he was a janitor at the college. “Gimme your phone number ... yer ass is mine now, Simon.”
“You want my ass?”
She looked down at him. “What?”
“Nobody’s done that before. Would that make me gay? I don’t wanna be gay ... I like women too much.”
She stared at him ... he wasn’t smiling, so was he serious? If so, this guy was not the brightest bulb in the box. “I mean you do what I say when I say it, shrimp.” She looked back down at his still-erect flagpole. “Jumbo shrimp.”
“Can you help me?” he asked, pointing to his turgid dick.
“I just found you whacking off while peeping on me and you want me to finish you off?”
“Yeah ... please?” He gave her a winning smile.
“I ... uh...” She had been interrupted during her masturbation, and that huge dick was compelling, but she didn’t have any condoms. “Do you know how to lick pussy?”
His face brightened. “Oh, sure! Couple ladies from my home town taught me.”
“All right, get in here, jumbo shrimp.” She made way and he got to his feet to slip past, his bobbing dick leading the way while she closed the door behind.
He picked up the vibrator and gave it a sniff. “Mm! You smell good, miss.”
She blushed a little. “Lay back.” He complied and she got on top of him in the sixty-nine position, marveling at how long his dick was before she gasped upon feeling his tongue licking at her nethers. She took as much of his lengthy member as she could into her mouth, moaning into it ... he was actually pretty good with his tongue. She’d already been rushing toward her release when she caught Simon peeping at the door, so redoubled her efforts on his cock, using her dainty hand to stroke up from the base as she sucked on the top half.
“Ohh, miss, I cum a lot, so be ready.”
She could feel his cock throbbing and pulled back so only the head remained in her mouth. She knew she’d cum the moment his hot stuff filled her...
Simon pushed the vibrator inside her very wet pussy and turned it on.
“Hllkk!” she screamed into his dick as she came hard.
“Ahh! Cumming!”
His first burst of seed spattered her uvula and she struggled to breathe while a powerful orgasm blew through her. She gulped, breathed through her nose, and gulped again as another splash of salty cum followed while her body shook in pleasure. “Hnng! Nnh!” she groaned. Another spurt ... another...
Finally, both of their orgasms wound down ... she let go of his dick and collapsed forward. “Fuck,” she moaned.
“Thanks, miss ... you’re pretty good at that.”
“You too ... my name’s Vesper.”
Vesper opened the door to allow Simon into her room. Her dorm was co-ed so nobody cared about who came and went. It was after classes and she’d been horny again, and since Simon had said that he needed ‘help’ multiple times a day, it seemed that they could help each other. Her roommate was out somewhere so she figured they had some time to play. “You’re just a dick to me,” she told him as she fished it out of his jeans, “so don’t get all possessive, okay?”
“Okay ... ohh...”
She’d sucked half of his length into her mouth, though she quickly realized that the guy didn’t need any foreplay and, reaching down between her legs, she found that she didn’t either. “Put this on.” She gave him a condom.
“Oh, I hate these things.”
She kept her eyes on that wonderful dick as she pulled off her skirt and panties. Could she...? She’d been on the pill for a couple months after her depo shot wore off, but it wasn’t just about birth control ... she’d just met this guy, so needed to trust him more before going without physical protection. “It’s that or we sixty-nine again.”
“Okay.” For a moment, the twenty-year-old looked much younger with that boyish moue of dissatisfaction on his face as he fished the prophylactic out of its package. She pulled off her shirt and bra and enjoyed the look of desire on Simon’s face as he beheld her slim, sexy body. He fumbled with the condom a bit, but then rolled it down his length, after which he removed his clothes and joined her on her bed.
“Go easy,” she advised him as the skinny young man fisted his cock and nudged it at the entrance of her womanhood. After a couple of swipes up and down between her vaginal lips, he pressed it inside. “Ohh...” she moaned. It had been a few months since she’d broken up with her last boyfriend. “Oh fuck ... that’s good. Deeper ... yes ... oh wow ... Simon, how are you this ... ugh ... gooood?”
“Some nice ladies ... ugh ... back home gave me regular help after I turned eighteen ... they showed me what to do.” He was most of the way inside her now, thrusting slowly but surely into her wet depths.
“Fuck ... oh fuck ... gonna ... nnngghhh!” She was already cumming.
Simon felt her insides grip him and then relax, her orgasmic fluids lubricating his length and allowing it all the way inside.
“Fuuck ... soo ... deep...” She was gasping, her body still shaking as he continued to thrust into her. She gasped again as she felt him take one of her B-cup breasts in hand to suck on her hard nipple.
Simon was happy to be having sex again ... after leaving home, he’d only been able to use his hand and he was starting to chafe. Vesper’s breasts were the smallest of anyone he’d been with, but breasts were breasts, and he loved them. He nibbled lightly on her small nipples and felt her pussy squeeze him again. “I’m gonna cum,” he told her.
She instinctively locked her legs around his midsection. “Yes ... yes...”
“Unhh-OHHH!” His orgasm blossomed from his loins, rushing up his lengthy shaft before filling the tip of the condom. “Uhh! Ugh...”
“Oh!” Vesper came again as she felt Simon’s cock throb inside her, deeper than anything had ever been in her life. Inside her, the head of his condom-covered cock rubbed along her cervix. “Unh! Ohh!”
Simon lay atop her as they breathed heavily, coming down from their pleasurable releases. He carefully pulled out, tied off the condom, used some tissues to wipe, and then balled the whole thing up before tossing it into the trash bin by her desk.
She’d pulled most of her clothes back on by this point. As she pulled up her panties, she told him, “I’ll meet you tomorrow in the green room, same time as today, okay?”
“Okay!” He re-dressed and opened the door, almost walking into another woman, an attractive and voluptuous brunette as tall as his 5’9” frame. “Hello, miss!”
“Hello,” she greeted him with a confused look before making way. Then he was gone. “Who was that?” she asked Vesper as she closed the door behind.
“A friend.”
“Not your usual type.”
“I said a friend, Stevie, not a boyfriend.”
“Hmm...” Stevie could smell sex in the air, and from what she’d seen, the little guy had a good-size dick in his pants.
“I’m heading off to eat,” Vesper told her and left.
Stevie went to the trash can, found the used condom, gave it a squish, and smiled.
As Simon headed back to his apartment, he thought back to the sex with Vesper. When he’d pulled out, he’d found that there were a few drops of his stuff on the outside of the rubber, so had quickly balled it up in some tissues before she got upset. He wasn’t great at using those things, so assumed he’d put it on wrong. He still incorrectly assumed that condoms were to keep from making a mess, and hadn’t seen anything dripping out of the hot blonde’s vagina, so hadn’t mentioned it.
As Vesper chewed her burger, she thought about her relationship with her best frenemy Stevie, which had been topsy-turvy since high school, with the brunette stealing Vesper’s boyfriend just before prom. Of course, she’d said that was revenge for Vesper asking the guy out months before, when she knew that Stevie liked him. Well, you snooze, you lose, Vesper had told her, but stealing him just before prom was overkill. They’d patched things up afterward, Stevie having dumped the guy for having a small dick, but in the last couple years at university they’d been getting back at each other in little ways. Even with the fights, the two bitches really understood each other -- who else would? -- so they remained close.
She recalled how Stevie had been looking at Simon and felt her slut-sense tingling, or was that her pussy from the royal fucking the slim young man had given her a few minutes prior? Either way, something would have to be done.
“Ugh! Ugh! Ugh!”
“Yes, Simon! Yes! Oh, that fucking huge cock’s pounding my cervix! Ahh, cumming again!” Vesper wrapped herself around the slim young man and ground her pelvis up into him to multiply her pleasure as they fucked on the green room’s couch. “Uhh! Ohmi ... UHH!” The blonde’s sexy young body vibrated in pleasure as she came hard.
“Urgh! Cumming...” he moaned.
“Yesss...” she gurgled as she felt his lengthy rod throb deep inside her, additional sparks of pleasure emanating from her cervix as his ejaculating prong bounced off of it. “Nngh...”
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