19.
Tess, Jennifer, and Marcus, made their way upstairs to the girls room.
Apparently, Will had been with Jennifer for a few minutes, but was called away to tend to some incident concerning one of the guests.
Tess apologized repeatedly for leaving her alone, and hoped that bringing Marcus for some private fun would cheer her up.
Back in their room, Tess took charge. She helped Jennifer out of her skin tight dress and told her to sit on the bed.
Next, she stood behind Marcus, unfastened his belt, and pulled his pants to the floor.
Reaching around, Tess grabbed his half erect cock with both hands, and started stroking it slowly.
This was Jennifer’s first good look at Marcus and she was impressed. He seemed very fit. His body was hard, with well defined muscles that weren’t bulky, and the way the candlelight shimmered off his ebony skin made her tingle.
Jennifer followed the movement of her friends hands as they moved up and down his now, rock hard shaft.
“Marcus?” Tess said.
“Hmm?”
“Isn’t Jennifer beautiful?”
“She is. Very beautiful,” he replied.
“Jennifer,” Tess said, “doesn’t this hard cock look magnificent?”
“Yes it does,” purred Jennifer.
“You should feel it,” Tess said as she squeezed him. “I don’t think I’ve every felt anything this hard before.”
Accepting the invitation, Jennifer rose and moved closer to Marcus, standing right in front of him.
She placed a hand over her friend’s hand, and together they stroked his shaft.
“I bet you’d like to fuck this thick, hard cock, wouldn’t you?”
Looking him right in the eye Jennifer said, “I certainly would.”
“Did you hear that Marcus? She wants this thick… hard… cock. Would you like to fuck her?”
“Yes I would.”
“Then go ahead and tell her.”
They still hadn’t broken eye contact when he said, “I would love to fuck you Jennifer.”
“Hmmm. And what is it that you’d like to fuck? My mouth?”
Jennifer dropped to her knees, running her tongue from the base of his cock to the tip and back again. She sucked on one of his balls, rolling it around in her mouth, then let it pop free and said, “Is that what you want? You want to fuck my mouth?”
Jennifer ran her tongue around the tip of his cock before grabbing his ass and pulling him forward, taking most of him in.
Very slowly, she pulled her head back, until he slipped from her warm mouth. He tasted like Tess, and she told them so.
“Or would you prefer my very wet pussy?” Jennifer asked as she stood again. She ran a finger through her slit, then licked it.
“I taste good,” she said before turning and walking towards the bed.
She stopped half way there, and bent at the waist.
“Maybe you’d like my tight pink ass. Mmmm. I know which one I’d like,” she said, looking back at him.
Jennifer spanked her left cheek, then crawled onto the bed and lay face down, her legs spread wide.
“I guess it’s been decided for you,” Tess said to Marcus.
He approached the bed, his eyes roaming over Jennifer’s naked form, while Tess took a seat on a nearby chair.
Marcus started at her ankles, and ran his hands up Jennifer’s long legs, grabbing her ass with a firm grip and spreading it open.
Her pussy was literally dripping from excitement, and it was oh so tempting, but his target was just above that. The tiny pink asshole seemed to wink at him in anticipation.
He dragged her closer to the edge of the bed, getting her in the right position. Gripping his cock at the base, Marcus tapped her back door, “Knock, knock,” he said.
Jennifer giggled. “Who’s there?”she said, and pushed back against him.
Marcus wrapped her ass around his cock, and slid back and forth between her cheeks making Jennifer purr, but when he readjusted in an attempt to push it in, she stopped him quickly.
“Whoa, it’s not going in dry.”
“Sorry, you’re just so fucking hot, I got carried away,” he said. “What if I do this?”
Grabbing her by the hips, Marcus pushed his cock between her wet pink lips and deep into her pussy. He pumped her a few times and she moaned, rocking her hips.
“Oh, fuck Marcus, that’s good. I wouldn’t say no to a bit more that, but I want you in may ass. Just remind me to have you do that again some time.”
“Any time you’d like,” he said, thrusting harder a few times.
When he pulled out of her, his cock glistened with her juices.
His second attempt at her ass went better. Pushing gently, he was almost able to get the head if his cock in.
“Stop! Stop!” Jennifer exclaimed.
Marcus pulled back.
“I don’t think it’s going to work,” she said dejectedly.
“Hang on, don’t move,” said Tess, as she sprang from the chair and ran to the bathroom. She returned quickly, with a very large bottle of lube.
“I just remembered this was in our gift basket. It should do the trick.”
Tess put some lube on her fingers and smeared it liberally over Jennifer’s ass. Pressing against the tight ring of muscle, she slipped one finger in easily. Jennifer jerked involuntarily at the intrusion, but moaned softly when Tess wiggled her finger around. Tess pushed a second finger against her hole, reminding Jennifer to relax. Taking a deep breath, she exhaled, arching her back, and moaned much louder when the second finger broke the barrier, stretching her open.
Tess enjoyed fingered Jennifer’s hole for several minutes, enjoying the little moans and whimpers she made, all with the pretence of making sure the lube was evenly distributed.
“Mmmm, Tess. That feels amazing,” Jennifer moaned into the sheets.
Satisfied Jennifer was as ready as she’d be, Tess collected a generous amount of lube into the palm of her hand, and slathered it on Marcus’s hard shaft. She probably squeezed him tighter than she needed to, pumping his cock, but she was sure he didn’t mind.
“Okay, that should do,” announced Tess.
The third time was the charm. It was still a bit of a struggle, and Jennifer had to remind herself to relax, but Marcus managed, inch by inch, to push his cock into her tight ass.
*continued in comments *
Source: reddit.com/r/Erotica/comments/zu7rwc/pleasure_island_a_jennifer_stokes_story_ch19
“Oh my god, that feels good,” said Jennifer, through clenched teeth as he hit bottom. “Now go slow, please, until I get used to it.”
Marcus pulled out slowly, until just the head was still in her, then sank back in. With each thrust, she encouraged him to go slightly faster, until he had a nice smooth rhythm going.
He certainly wasn’t pounding her like he had done with Tess, but Jennifer was taking all he had, deep in her ass.
With her face in the sheets, Jennifer moaned each time he pushed into her. Her long awaited fantasy finally coming true, it was more than she could have hoped for.
The way her ass gripped him tightly, Marcus knew he couldn’t last forever. This position however, just wasn’t quite right.
“Jennifer?”
“Y-yes?”
“I’d like to try something. Could you sit up?”
“Okay, I’ll try.”
“Alright, that’s good. Hang on,” he said. Putting his hands behind Jennifer’s knees, Marcus stood up with her still impaled on his cock. He was incredibly strong, holding her in the air, as he turned around and sat on the bed.
He pulled her knees to her chest, legs wide apart, exposing her completely.
Jennifer rocked back and forth, forcing him deeper.
“Oh fuck! Sooo… deep.”
“Ungh, ya, that feels amazing,” he said. “I don’t think I can keep this up much longer though.”
“Then fuck me Marcus. Fuck me till you cum.”
“I like that.”
“Ahh…you like w-what?”
“I like when you talk dirty like that.”
“Oh yeah?” she said. Jennifer also loved dirty talk, and she was good at it. “Okay then Marcus, push that thick, black cock deep into my ass.”
“Mmmm”
“That’s it, fuck me harder! Use my tight hole for your pleasure!”
Tess had a front row seat to this amazing spectacle, and it was unbelievable. Marcus was now pumping Jennifer in earnest, and she was egging him on.
“Yes! Faster! I want to feel you cum deep in my tight ass.”
“Oh… I’m close, so close,” he said, breathing hard.
Tess couldn’t just sit and watch any longer, she had to be a part of this.
Jennifer’s eyes were closed, her head leaning back on Marcus’s chest.
“Ohhh… Yes!… That’s it! Fuck me baby!”
“Ungh… Ungh.”
“Bury th-that fat cock deep in my ass! Fill me with your hot…unnghh…sticky cum!”
Neither Marcus nor Jennifer, noticed Tess creep forward to stand directly in front of them.
She watched Jennifer’s firm tits bounce with every thrust. She stared at Marcus’ hard cock driving in and out of Jennifer, and saw the juices dribble from her friend’s bright pink pussy.
In that moment, Tess knew exactly what she would do, and stabbed two fingers into Jennifer’s sopping cunt.
Jennifer’s eye flew open at the sudden intrusion, a look of complete shock on her face. Tess leaned forward, grabbed her friend by the back of the neck and kissed her hard, while her fingers pumped in and out.
“Fuuuck!” Jennifer moaned, when Tess pulled her lips away. “Yes!…. Fuck my holes!”
Jennifer grabbed Tess’ hand, forcing the fingers into herself.
“Ungh… Ungh,” Marcus grunted from under her. “Gonna…. Gonna…”
“Yes! Cum in me!….. Arghhhh!” Jennifer screamed.
Her ass clamped down on Marcus as she came, only a moment before he exploded, shooting stream and stream of warm thick cum, deep inside her.
Jennifer nearly fainted, the sensations overloading her mind and body. Marcus held her close as she rode out an exquisite orgasm. When it was over, she slumped back against him, and sighed heavily.
“Thank you,” she managed to say wearily.
“Like I said, any time.” He gently rolled her on her side, where she lay motionless, trying to catch her breath.
He had pumped so much cum in her, it was trickling out of her gaping hole and onto the bed, but she was too exhausted to care.
Tess and Marcus sat and talked for awhile afterwards. Jennifer lay on the bed, completely spent, but very, very happy.
Marcus asked if he could grab a shower before he left.
After checking on Jennifer, who was now sleeping soundly, Tess joined him. It didn’t take much encouragement on her part before he was fucking her silly, her face pressed against the tile.