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You are here: Home / Virginity sex stories / The New Boy Ch. 06 by Samhain35

The New Boy Ch. 06 by Samhain35

Adult story Editor July 14, 2024 Leave a Comment

Ginger and Skip poked their heads through the doorway to the main group room. A room the size of a double master bedroom in a normal house, with sheeted mattresses on the floor from wall to wall. Inside a couple dozen swingers were distributed throughout the room, mostly two by two with some exceptions. A number of people, including Ginger and Skip, gathered by the door to watch the activity.

The two girls that Skip talked to earlier squeezed by him through the doorway to enter the group room. “Hey you come looking for us?” one of them said to Skip. Skip laughed. “No, just a coincidence”.

“We were just going in, want to join us?”

“I have to keep Ginger company”

“Cool. If you’re gonna play some more let us know so we can watch.”

“Roger”

The girls entered the room, and found a spot by the wall to watch. They made sure Skip could see them from where he was standing at the doorway. They whispered back and forth to each other.

When Skip looked over to Ginger she was talking with an older couple. Ginger saw the girls watching Skip. “Go over and sit with them. I’ll be right here talking.”

Their faces lit up as Skip looked over and walked into the room towards them. He asked if there was room and gestured between them. They moved apart and Skip sat down on the floor between the girls.

“Hi I’m Skip”

“Hi I’m Becky and this is Michelle”

Both girls were mid-20’s. Becky was a heavier set blonde with C-cup tits. Michelle was a small blonde with a very small chest and narrow hips.

They all sat back watching.

“We like to watch” Becky said. Michelle agreed.

“Is that all you do?”

“No, we play sometimes. Depends on the night. Recently, we came to one of these parties and we both fucked the daylights out of a cute guy with a big dick.”

“Really? When did that happen?”

“Ask me tomorrow” Becky and Michelle laughed and snuggled up against Skip with Becky undoing his belt.

Skip moved his arms up around the shoulders of both girls.

Ginger came over and knelt down to Skip. “I’ve got something going on, can I borrow you?”

“Sorry girls. Enjoyed meeting you”

The girls pouted and watched as Skip redid his belt and walked out of the room with Ginger.

“Did you see the couple I was talking to? Well, turns out she’s really cool and we hit it off. She asked if she could go down on me in a private room while her husband just watched. I told her it’d be OK if you could be in the room, too. Is that OK?”

“Yeah sounds good”. Ginger took his hand and followed the older couple downstairs into a medium-sized unoccupied private room. The four of them entered and locked the door behind them. In the room was a king-sized bed and a couple of chairs and a couch on the far wall.

“Skip this is Bob and Jennifer. Bob and Jennifer, this is Skip.”

Jennifer and Ginger wasted no time. They kissed lightly while undressing each other. Bob went over to sit in a chair to watch. Skip sat on the couch. This was going to be hot, he thought.

Jennifer was a classic cougar, in her late 40’s Skip guessed. Obviously well to do, every available display area for gold or diamonds was so equipped. Jennifer obviously took good care of herself, and it made her palpably confident. She had a flawless tan and expensive clothes. Naked, she was even more impressive for her age, with a very neatly light trimmed brown bush with a prominent mound, and firm perky natural C-cups. Her body was the taut, appreciative recipient of enthusiastic free weight training and aerobics.

Ginger’s eye contact with Skip was unwavering as Jennifer worked on Ginger. Skip had a ring-side view of a live sex show starring his new friend. After a few minutes, Ginger motioned for Skip to come over. Bob, sitting partially in the shadows, gave Skip a thumbs’ up.

Ginger told Skip to undress and to leave his clothes in the corner. After undressing, Skip climbed back up on the bed next to Ginger’s head, kissing her and rubbing her breasts as Jennifer continued down below.

Ginger raised her head to whisper in Skip’s ear: “Skip. Get behind Jennifer her and fuck her.” Skip shot Ginger a questioning look. “Trust me” Ginger mouthed.

Skip didn’t want to disappoint Ginger, and his cock has been hard since they walked into the Club. The atmosphere of the swing club was a real turn on for Skip. All the women looking at him and rubbing on him as he passed them in house’s narrow hallways. It excited him that the people in the Club thought he was a pornstar too because he was with Ginger. He could act as if he were Skip Byron.

Skip rubbed Jennifer’s tanned raised ass, but she did not acknowledge him, continuing to concentrate on pleasing Ginger. Skip was not used to stepping up behind women he had just me to have intercourse with their unmonitored hind quarters, but circumstances would indicate she was cool with this. And Bob had given him a thumbs up. And Ginger had asked for his trust.

Skip took his penis in his hand and sought to penetrate Jennifer from behind. Skip couldn’t see between her legs from this angle in the dim room. Despite his repeated attempts to enter her, he was unsuccessful, and the embarrassing story of Tom Byron’s own screen debut dominated his thoughts.

Skip felt Jennifer’s hand on his leg, as she had been reaching back for him. Her hand found his leg, and traveled upward to grip him. She backed up and and enveloped him with her eager cougar pussy.

Something changed in Skip as his view is this older woman’s big tanned ass in front of him with his cock going slowly in and out, her toned and tanned back and shoulders, her highlighted brown hair, and Ginger’s eyes looking for his as the woman’s head shifted to the side. Ginger smiled at him and made a hammed up “oh yeah!” face that made them both chuckle.

Skip’s balls flapped against Jennifer’s pussy as he thrusted in and out. Jennifer had been moaning since he entered her. Soon Jennifer’s mouth came off Ginger long enough to announce that she was going to come, and she gasped for air like she just came up from underwater to say it. Jennifer’s hand reached back to cup Skip’s ass and encourage him to go harder and faster into her.

Jennifer’s big ass and muscular tanned legs began to tremble and shake. Jennifer’s orgasm is loud and obvious as she fell forward on Ginger and disengaged from Skip, still twitching. As the woman regained composure, Bob brought over a handful of towels.

“Skip, I’ve got a small confession. This is Bob and his wife Jennifer. They’ve been in the industry for years and live a couple towns away. They’re financing my new production company. Jennifer a taste for young males, as you can see, so she wanted to meet you. And Bob wanted to see how you performed. And he loves to see his wife have sex with young guys”.

Bob handed Skip a towel as well, and Jennifer got dressed. Ginger noticed Skip was still standing there semi-hard, and she reached down to trace the edge of his rigid member, still glistening from being inside Jennifer, with the tip of her index finger. Ginger was impressed that Skip hadn’t climaxed, despite Jennifer’s sexual fireworks display right in front of him.

A naked Ginger stroked a naked Skip’s hair while Jennifer finished dressing.

Jennifer said “He’s def a keeper Ginger. What are you thinking?”

“I want to put him in that movie I’ve been shopping – the summer party movie with Tommy Byron – see the resemblance?”

“Totally!! Same look. He’s got a great thick prick too. And that head! I had trouble getting it in. Can I see it? Didn’t actually get a look at it during” she laughed. Ginger moved away so she could check Skip’s equipment out. Bob walked up to look closely, too, and both bent over for a close look. Still wet from Jennifer. Still sticking out from his hips. Still semi-hard.

“That’ll do very very well. He’s cute too Ginger. And he fucks good. Well we have to run. Babysitter wants to leave by 2 a.m. Very nice meeting you!!” Bob and Jennifer closed the door behind them.

“We should get dressed before we walk out otherwise we’ll get groped.” Then Ginger got a sly look. “Or maybe that’s a good idea?” and squeezed his dick.

Ginger kissed Skip’s neck affectionately. She led him back to the bed and lay back, spreading her legs for Skip, who started to kneel down to go down on Ginger. “Uh uh”. Ginger motioned for him to get on top of her. As he did so, she reached down to guide him inside her.

Ginger let Skip set the rhythm, and kissed him as Skip thrust inside her.

“Oh Ginger, this is great.”

“Call me Mary….that’s my real name”.

“This is great Mary. You are so gorgeous. Even more so in person. Is this really happening, Mary?”

“I think so.”

Hearing her real name caused Ginger to writhe in new ecstasy, to a place not normally reached by her many partners. Her legs wrapped tightly around Skip like a python, her arms around his neck as she encouraged him.

Skip heard Mary in a way that she never sounded in her videos. It wasn’t the least bit fake. This was authentic and real.

Mary imagined that she was having sex with her real boyfriend. Something that hadn’t happened since she left Rockford, IL.

“Stop Stop” Ginger said, and Skip did. She pulled him in as tight as possible.

“Just hold still like this and see if you can just not move”.

Skip paused to feel everything. He felt Ginger’s thighs around his hips. He felt Ginger’s hair. Smelled her perfume. He felt Ginger’s breasts against his chest as they continued to kiss, and could feel her breath entering and leaving her body.

He felt the length of his penis in Ginger’s warm soft vagina, where she wanted him to be. It felt incredibly close and intimate. It felt warm and wet. It took all his willpower to stay still and not thrust. He could feel Ginger squeezing him inside.

“Feel that?”

“Yah”

“OK let’s go again”

Mary wanted to climax together with Skip. Mary squeezed him tight between her legs. Skip grimaces.

“Come inside me. And call me Mary while you do.”

“I’m coming Mary” – she buried her head in his neck.

Hearing that sent Mary over as well. “I’m coming Skip” she moaned into his ear as she came. As Mary came. For the first time in a long time she was Mary from Rockford.

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