Loosening Up - Book 9 - Fantasies Among the Weeds - Cover

Loosening Up - Book 9 - Fantasies Among the Weeds

Copyright© 2020 by Wolf

Chapter 34: Pledge Trip

Erotica Sex Story: Chapter 34: Pledge Trip - The Circle and everyone who has or is in the process of loosening up continues their adventures and lots of sex, centered on Dave. A number of parties results in a swelling of the Circle ranks and the addition of beautiful people. Some trips are planned. A fan club develops. A key man has to disappear and leaves behind a worrisome threat. Mystery author appears. Another star joins. Another child is conceived. The saga continues.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Teenagers   Consensual   Romantic   Sharing   Wife Watching   Incest   Group Sex   Orgy   Polygamy/Polyamory   Swinging  

Penny’s hot body nestled against Dave’s equally nude body on Sunday morning. They were the last ones left in the master bedroom in Dave’s home; everyone else was up and out. Dave would have normally been doing omelets for the Circle, but he’d happily arranged for Odessa to assume that job this morning so he could stay in bed with Penny.

Penny stared at him with those smiling eyes, and even broke into a smile that lit up her face. A jury of a thousand spectators would have been unanimous in judging that her look signaled nothing but unbounded love for the man beside her.

Penny said, “I’ve never been so content, felt so loved, or felt so complete as I do right now. What you did to me was amazing. I loved you before, but now I LOVE YOU!” She deepened her voice as she spoke.

Dave said, “You know I can’t be monogamous or...”

“Whoa! I said nothing about that, only how great you made me feel and how I feel about you. I know about you and the Circle, and I have no plans to change any of that or to have you change. I just want ‘in’. I promise I’ll be a good little Circle slut, fuck all the men, eat out all the women, and give more than I get. I’ll be the best pledge EVER.” She laughed, proving to Dave that her statement was largely facetious. She did have a wicked sense of humor.

Penny added, “I got a service job from Tan mid-week. I’m going to be a cocktail waitress during the happy hours three or four days a week. Tan said that with this job I’d get to meet lots of other men and women in the Circle and make more friends. I am anxious to begin; I start this afternoon. I’ll be here again for Circle 101 after dinner on that night, too. I’ve watched so many of the sessions, or parts of them, on television, I feel like I’ve been going to them for over a year.”

Dave told her about Chet, Misty, Mitch, and Jocelyn, and how he thought they might or might not show up for the Circle 101 class. He said, “I don’t think any of them are convinced that the Circle is in their future, the way you and the other pledges are. Any help you could render to help get them more enthused about being members would be appreciated, certainly by Matt, Rose, Toby, and Danica. They handpicked each of those individuals because of chemical attraction.”

Penny looked thoughtful. “I’ll think about how I could do this. I don’t suppose fucking the guys and eating out the girls would sway them, huh?”

Dave laughed, “Anything that works.” Penny laughed, too.

The pair showered together; an event that turned erotic again. They were grateful for the tankless hot water system in the house that never ran out of hot water since the shower lasted twenty minutes.

Dave tossed on athletic shorts, sneakers, and a Nike singlet, and went for a five-mile jog. Penny dressed in the monokini she’d brought and headed out to the patio with her laptop. She’d planned to log into the server at work and do some business work.

Later that day, Dave reported for his weekend bar duty. As he was setting up with Megan and Ron, Penny appeared in one of the cute and sexy waitress outfits. She curtsied to the bartenders, and in doing so revealed she was commando. After a grin, she started to circulate to those sitting at some of the tables to get their drink orders.

Ron said, “Who is THAT? She’s sexy as all hell.”

Dave chuckled, “THAT is Penny Amore. She is a new pledge. She came on to me at the RSC Christmas Party. She already knows a heck of a lot about the Circle, so for her this is closing the loop. I really like her. She’s very outgoing ... and has the requisite nymphomania to belong here with the rest of us.”

Ron rubbed his hands together, “Oh, boy. Great.”

As they worked, Dave watched as Ron turned on his flirt with Penny. Penny gave Dave a wink as things started, so he knew he wasn’t forgotten. He applauded her for maintaining an old lover as she expanded her horizons with a new man.

She instantly realized that Ron desired her and started to play to his overtures. She proved she was better at flirting than he was. She brought him all her drink orders, often touched him in some way as they moved around behind the bar together, and then suggested that they get to know each other better by having dinner together.

At dinner, instead of sitting across from each other, Dave noted how Penny orchestrated that they’d sit next to each other – very close to each other. By dessert the kisses had started, and by the time Ty announced a new dance playlist after dinner, they were a couple, at least for the rest of the evening.

Monday night, to Dave’s surprise, thirteen attendees for the Circle 101 class showed up. In addition to the nine who’d been present the week before, Misty, Chet, Mitch, and Jocelyn were there. They continued to look uncertain about the group and their participation, but they at least honored the requests of their friends to give it a fair shake.

As Dave started the class in the classroom, he caught a glimpse of Matt walking by the door and looking in at the class. He was checking in on who was there.

After introductions, Dave summarized a few of the points about relationships from the previous week and then posed a question to get the discussion going. “Last week, we agreed with the statement that consenting adults could do whatever they wanted about relationships and about sex. As you all know, the Circle is a landscape of very fluid relationships. One of you mentioned in my presence that they weren’t sure whether a relationship in this milieu would ever have ‘roots’ or sustainability. Do you agree with that person’s supposition?”

Dave saw Misty’s smile at having her idea picked as a discussion topic.

The discussion took off like a rocket. The four new guests were amazed at how fast the debate started. The rest of the group actually got defensive about Misty’s surmise and worked hard to dispute the supposition. Penny went so far as to state how she had fallen in love with Dave, and then met Ron, and within a few hours felt the same about him, but not to the detriment of how she felt about Dave. She got challenged about the short time-period she knew either man before declaring she was in love with them.

The group debated whether there were limits on how many people you could love at one time. Greg posed, “Why should there be a limit? Who says a marriage has to limit itself at two people? Look at Dave with ten wives and then many others he loves. Is that wrong?”

“‘Wrong’ turned out to be a trigger word for some because it implied a judgment. There was a side discussion about moralistically judging others. The group seemed to decide they didn’t like judgments about relationships and sex practices, but were stuck when Dave asked them whether ‘discernments’ were any different.

At one point the discussion was like watching a tennis game with thirteen players hitting the ball over as many nets to each other in a rapid volley. Heads were swinging from side-to-side to keep up with the discussion.

Class came to an abrupt end at 9:15 when Dave held his hand up to stop the session, and simply said, “To be continued next week. I hope to see you all then, at a minimum. When you’re around the Circle and see me, please come and say hello.”

The group reluctantly broke up. A few people left quickly for home or whatever was coming next. Dave noted that Penny went over and talked to the younger students, blessing them with her winning smile and laughing eyes. Soon, she had them nodding and agreeing with her about something.

They left together, and Dave folded up his notes and fielded a couple of after-class questions from Tina and Elaine. He kissed the two of them goodbye so they could head out together in their carpool back home.

When Dave walked across the patio to cut over to his home, he was surprised to see that Penny had Chet, Misty, Mitch, and Jocelyn sitting at the bar as she served them soft drinks from behind. Dave waved and kept going. Only good could come from that conversation.

Dave thought about how fast Penny was catching onto how the Circle operated. While the bar only had bartenders during the cocktail hour, at other times anybody could easily serve themselves a soft drink from the dispenser, or open one of the under-bar refrigerators and get a beer or wine. They still didn’t have enough beer drinkers to justify a chilled keg and tap.


Dave had one of those déjà vu moments on Wednesday morning. He awoke to the wonderfully enjoyable sensation of his cock in someone’s warm mouth. The blowjob was sincere and erotic, and doing its job to bring him off.

Before that happened, Penny appeared in his line of sight as he squinted his eyes in the morning light. She mounted Dave, and slowly sank her velvet-lined pussy around his cock until there was nothing left to sink. Dave filled her completely. She mewled softly as he bottomed out in her sheath.

Dave looked around the bed. He’d gone to bed holding JR in his arms. They’d made love, and Julie had even happened by on her way to bed and cleaned up the two of them.

JR was still beside Dave with her eyes open and a smile on her face as she watched Penny start a slow move atop her husband. Dave thought she was keeping things smooth so she wouldn’t disturb the others still in the bed, including JR. Soon, as JR watched, her hand went to her crotch and she started to rub herself in pleasure.

Dave whispered to Penny, “Didn’t we just do this a day or so ago?”

She smiled after she kissed him, “Yes, and I will never get tired of doing this with you. I really do love you. What’s that expression: truly, deeply, madly?”

“Where were you last night? I detect some previous ... occupancy,” Dave teased. Penny still had the remnants of sloppy seconds for him. He felt glad that was the case. He didn’t want her to be solely focused on him.

“Errr, sorry. I was with Ron, Matt, and Toby.”

Dave teased further, “You already knew them.”

“I know, and I like them a lot. The night before I was with Evan and Kellie, and then Jaxon and Andrea. I did two threesomes. God, they wiped me out, it felt so good.”

“Good. I want you as a member, not a pledge. YOU need to meet more of the people and be sure you like all of us – or nearly so.”

Penny got a little too energetic as she moved up and down over his body, and his cock slipped from her juicy pussy. JR was on the shaft in a flash, sucking Penny’s girl juice and whatever else was inside her from the rod. After a few seconds, with Penny watching, she steered his cock back into Penny’s slit. Penny again allowed the penetration as she lowered herself down the smoking cock.

JR kissed Dave, and then went back down to where he was coupled with Penny. This time she pulled his cock from Penny as she reached the top of one of her slow oscillations. The cock went into her mouth and after cleaning off the surface flavors, she moved her mouth to Penny’s gaping slit with her tongue going right inside the younger woman.

Penny gasped, “Oh, fuck; she’s good. Long tongue and on target.” She squirmed in Dave’s arms.

After a minute, JR put Dave’s cock back into Penny and moved to where she could kiss her. Dave enjoyed watching their tongues dance together. Dave felt there was some kind of transformation taking place, right before his ogling eyes.

Penny had her orgasm as JR massaged her clit with the fingers of her right hand. By that time, there was pussy juice about everywhere. Penny had one of her hands rubbing JR’s pussy trying to return the favor she was getting. The spasms around Dave’s cock got to him, and he blasted the first dose of cum that morning into Penny.

Penny fell to Dave’s chest and then rolled to the side where JR had slept. JR instantly latched her mouth on Penny, doing what Julie normally did – cleaning every molecule of cum from around, on, and inside Penny.

As JR eventually slowed and stopped, she came up and romanced Penny some more. Dave said softly, “Wow, JR. Nice work. You seem really motivated.”

She rolled and kissed Dave, some of the wetness on her face transferring to his. “I am. I am suddenly and completely in love with Penny. I mean like my brain can only focus on her. Last night, when she joined us you were sound asleep, but she gave me such a loving kiss and told me that she loved me. I guess that thought gestated overnight because this morning I’m hers, and I want her to be mine.”

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