Tara’s Filthy New Adventures: 4

Book:Crazy Pleasure (Erotica) Published:2025-2-5

———— ——————–
A week later . . .
———— ——————–
Tara and Keira were sitting on the balcony, sucking down hot chocolate and a beer respectively. They had finished up early and were enjoying the last night of the voyage. Tomorrow, the ship would dock and the passengers would all go away. The ship was going to stay in port for a couple of weeks for its annual inspection and for maintenance, then they were off on a month long cruise to the Pacific islands. A bunch of the Lounge Gang, as they were calling themselves, rented a house the whole year round, and they had invited Tara to crash with them. Tara had made about six hundred dollars from her nightly visits to Karen and Sam’s cabin. That, combined with her pay and lack of places to spend it, had made this a fun and profitable first outing. And to think she had been considering quitting.
Her visits with Karen and Sam had been . . . well, eye opening to say the least. She had gone back a couple of times. Once Karen had been the one tied up while Sam had his way with her. He had cum in her womanhood and then eaten her out. Tara had found the entire scene arousing and had brought herself to orgasm twice while watching. The time after that, Karen was back on top. But each time, the session ended with Karen sticking the money in Tara’s panties, followed by a pat on the ass. She hadn’t been over for the last few days, but she had found a note for her from Karen when they had gone to clean up the room. In it, Karen had told Tara that they “would be needing some towels again that evening.” Keira had made fun of her for the rest of the day. Something about redefining “room service.”
When the call came from an amused-sounding supervisor that a certain cabin was out of towels AGAIN, Tara hugged Keira and was on her way. She got to the room, but the door opened before she had a chance to knock. Karen opened the door and pulled her inside. “Took your sweet time, didn’t you?” she said smiling. Sam was sitting on the bed, already undressed while Karen was still in her evening gown. It was almost identical to the first one she had seen the woman in, but it was a glittery red rather than black. Neither of her hosts was tied up this time. Tara assumed they were going to have a wild night. Little did she know . . .
Things started as they previously had, with Tara sitting on the chair and the couple on the bed. Karen’s lips were looking particularly red that night, and she licked them as she took her husband’s member in her hand and started stroking it. Tara was expected for the woman to start sucking on it soon. But what actually happened . . . it was something Tara HADN’T expected.
“He’s really hard tonight,” Karen said, looking straight at their guest. “It’s so big and thick and full of cum,” she whispered throatily. “Doesn’t it look wonderful?” she asked, running her index finger and thumb up and down the shaft. She waited, and Tara realized that she was supposed to answer.
“Yes,” she said, “it looks wonderful.”
“Doesn’t it look delicious?” Karen asked, leaning forward and given Tara a good view of her chest.
“It looks yummy,” Tara responded, suddenly feeling even warmer than usual. She already had a hand in her panties, but she pulled it out. Apparently, they had a different role for her to play tonight.
“Wouldn’t you like to taste it?” Karen asked.
Tara’s mouth switched off. ‘She’s not asking me if . . . No, that would . . .’ She couldn’t even complete a thought. Then Karen got off the bed and sat on the arm of the chair beside her young friend. Tara was given an up-close look at those bosoms she had been staring at for a week.
“I wouldn’t mind,” Karen said softly. “He is a desirable man, and I’d be happy to share him.” She touched Tara’s cheek and ran her finger down until it was under the girl’s chin, which was promptly drawn up until Tara was staring up at the older woman. “And he’d be happy to share me, if you’d like.”
“I’m not . . . I don’t know if I should,” Tara whimpered. This was a lot further than she’d ever planned on going. Her reservations weren’t about financial compensation either. She was just scared, and it showed.
“There’s nothing to be scared of. Sam’s had a vasectomy . . . Oh dear. That isn’t really very erotic, is it? But wouldn’t you like to try what you’ve only gotten to watch? To touch these,” Karen said, taking one of Tara’s hands and sliding it into her gown and on to one of those incredible tits. Almost in spite of herself, Tara squeezed, causing Karen to gasp a bit. Karen pulled that hand out and pulled a very compliant Tara over to the bed. She took Tara’s hand and placed it on her husband’s cock.
Tara’s brain was trying to come back on line. This was so . . . sluttish. But there she was, with a hot piece of man-meat in her young hand. It was the first one she had ever held.
“Doesn’t it feel good?” Karen whispered in her ear. The older woman pulled the back of Tara’s skirt up and firmly grabbed Tara’s ass.
Tara knew she should stop this. But the shaft in her hand felt so good, and Karen’s breath on her neck was causing her skin to get goosebumps. And that hand on her posterior . . . she found herself wishing it were a little further down.
“Go ahead,” Karen whispered. “Stroke it.”
Tara gripped it lightly and pumped it a couple of times. It was thick . . . so much so that she could barely get her hand around it. But then, she had small hands. She gripped it with both hands and then . . .
“Gently,” the older woman interjected. “You don’t want him to cum too soon do you? Why don’t we get you comfortable so you can play with it for a bit?” With that, Karen started undressing the young woman. Again, Tara knew she should resist. But she didn’t want to. She had been watching these two for a week, and had seen the pleasure they brought to each other. Would it really be so bad to feel that way herself, even if just for that night? Tara eased up on her grip and kept with the gentle strokes. Sam was moaning.
“Her hands are so soft,” he muttered.
“They look soft,” Karen said as she removed the last of Tara’s clothing. Tara felt embarrassed all of a sudden. Not because she was gripping a man’s cock, but because they finally saw that she had very few curves. But neither of them seemed to care. As she jerked Sam off, she felt a finger slide between her butt cheeks and slide inside her moist femininity. Tara gasped and she glanced nervously over her shoulder. That was when Karen kissed her.
There are moments in everyone’s life when the world literally seems to come to a complete halt. That was one of those moments for Tara. Things started moving in slow motion as she shared her first kiss. And not only was it a passionate, sweet and loving kiss . . . it was a kiss being shared with another woman. A beautiful, forty-something year old woman. And Tara didn’t want it to stop. She felt Karen’s tongue pushing her lips apart and sliding in. She just followed the older woman’s lead and kissed her back. Karen’s finger started twirling around inside Tara’s sex.
“Her mouth is so tender,” Karen said at last, her cheeks flushed with pleasure. She looked at her husband. “You know where that tender mouth could do the most good?” she asked, turning her gaze back to Tara.
Tara wound up licking her lips. She stared at the cock in her hand. The head of it seemed to be getting closer to her face. “I . . . I don’t know . . .”
“It’s okay,” Karen said huskily. “Just kiss it ‘hello,’ and I’ll talk you through it.”
Tara kissed the head of Sam’s penis. The drop of pre-cum tasted salty to her. Without any further hesitation, she took the fleshy knob into her mouth.
“Good girl,” Karen said. “Try and keep your teeth away from the shaft. Suck your lips in against it. That’s a good girl. Don’t try and take too much. This is a skill that takes practice. Just go down an inch and then pull back up.”
Tara followed Karen’s instructions as best that she could. Over about ten minutes, she found herself growing a bit more confident. She started stroking the part of Sam’s cock that she couldn’t fit in her mouth while Karen played with his balls. Occasionally, Tara would try and take too much, causing her to gag. And on more than one occasion, Karen would reach under and grip around the base of her husband’s dick to ward off orgasm. Feeling hot flesh in her mouth . . . the velvety goodness of his man-flesh . . . it was incredible! And Karen kept fingering the young woman through the entire learning process. Tara felt her climax approaching, so she reluctantly pulled her mouth away from Sam’s cock. She didn’t want to bite it on accident.
Tara realized that she was experiencing her first orgasm at someone else’s hands. She marveled at how nimble Karen’s fingers really were. Her pussy tried to clamp down on them, but the older woman was able to withdraw them and started licking up Tara’s juices. Tara’s body shook for a bit, then came to rest.
“My oh my,” Karen said. “It seems our young friend has a hair trigger.” She nibbled on Tara’s ear. “Did you enjoy sucking my husband’s cock? Tell me how much you loved sucking it.”
Tara nodded. “I . . . liked sucking . . . his cock. Thank you,” she whispered shyly.
“If you think it felt good having it in your mouth, just imagine how good it might feel . . .” Karen paused and stuck her fingers back into Tara’s pussy. ” . . . in here.”
Tara was frightened again. She wondered if she should tell them . . . ‘No,’ she thought. ‘Otherwise . . .’
She crawled forward until she was straddling Sam’s midsection, just like she had Karen do. As she leaned forward, Sam kissed her. It was nice, but lacked the tenderness that Karen had shown. But as Tara was leaning forward, Karen moved in and gave the younger woman’s cunt a nice, long lick. Tara shuddered. Karen took a few more licks, then positioned the head of her husband’s cock at the entrance to Tara’s paradise. And slowly, Sam began pushing inside. Then Sam’s eyes shot open.
“Honey,” he said to Karen while his eyes sought out Tara’s. “There’s something I think you should know . . .”
Before he had a chance to say anything else, Tara sat back. She felt a ripping sensation as her hymen broke, and she remained seating on Sam’s thighs as she waited for the pain to fade.
“What?” said Karen. The older woman looked at the shocked expression on her husband’s face. Then she looked at the pained expression on Tara’s face. “Oh my!” she said at last. “Oh dear! Sweetie, are you okay? Why didn’t you tell us you were a virgin?”
“I was afraid you wouldn’t go through with it,” Tara whispered. “I was afraid that I wouldn’t got through with it.”
“But we could have at least made it a little more . . . comfortable for you.”