Unforgettable Weeks - Cover

Unforgettable Weeks

Copyright© 2015 by Jay Cantrell

Chapter 66

Drama Sex Story: Chapter 66 - Two people from vastly different worlds shared one crazy night two months earlier. Regan Riley learned that life is sometimes serious and Andy Drayton learned that life can sometimes be fun. Now they've decided to see if they can overcome their differences and forge a relationship. This is the sequel to "Unending Night."

Caution: This Drama Sex Story contains strong sexual content, including Ma/Fa   mt/ft   Consensual   Romantic   First   Oral Sex   Exhibitionism   Slow  

1 a.m. Sunday

Andy and Regan weren't surprised that they were the first ones back into the living room.

"We'll give them 10 minutes and then go watch," she said with a wink as she took a seat on Andy's lap. Despite the fact that they had taken the edge off the other in the bedroom, Regan still reveled in the feeling of Andy's erection pushing through his silk boxers.

She had put on the looser bloomer-type shorts at first – until she realized that the legs gaped open far enough that everyone would be able to see her pussy.

She had changed into the thong version – and realized they were so small that her pussy was evident either way.

"Maybe you're supposed to wear them together," Andy had told her.

"The point of this outfit is not to wear it very long at all," she had said with a meaningful glance at his crotch.

"Good point," Andy had replied, giving her midsection the same salacious look that she was offering his. "Well, if you wear the loose ones, I can diddle you in front of everyone. If you wear the smaller ones, I'm going to play with your butt and boobs in front of everyone. Your choice."

Regan had raised a single eyebrow at her boyfriend.

"And if I wear neither?" she had wondered.

"Then we're not going to make it out of the room until morning," Andy had offered.

Regan had nodded and peeled the thong down her thighs. She had laughed when Andy grabbed her around the waist and tackled her back to the bed. They had play wrestled for a moment until Regan managed to get astride him again. She had pinned his wrists to the bed with her hands.

"If I still had the top off, I'd smother you with my boobies," she had giggled.

"I'd die a happy man!" Andy had stated.

"Are you really going to play with me if I wear the shorts?" Regan had asked.

"Not if you don't want me to," Andy had replied as though the answer was obvious.

"And if I do?" Regan had wondered. "What would you do if I wanted you to play with me in front of our friends?"

Andy hadn't been certain it was a serious question but figured it was in his best interests to answer as though it were.

"I don't know," he had admitted.

"I'm going to tell you a secret," Regan had confided.

"OK," Andy had replied warily.

"The reason we got the lingerie was because none of us were really interested in going back to the school tonight," she had told him. "We ran into Elizabeth at the mall this morning – but I guess you've figured that out. We were talking about last night – you know, about being naked around each other. Andy, until last week, I'd never really looked at another naked girl. I mean, yeah, we had showers in gym class but you kept your eyes straight ahead. You know?"

Andy had nodded. It was the same way in the boy's locker room.

"It was ... exciting," Regan had continued.

"Sunday or last night?" Andy had interrupted.

"Both," Regan had said. "Last Sunday was ... erotic. I mean, it was sexy because I know both of them and they were doing things that I never thought they'd do. Last night was the same way. I got a look at Elizabeth and I understand why you're always sneaking peeks at her butt. I also saw the second and third dicks I've ever seen in my life."

"OK," Andy had replied.

"So, we got to talking about what we did after we all sort of split up," Regan had continued. "We all pretty much did the same things. I mean, no one had time for the main event. So they did what we did. They just exchanged oral sex."

Andy hadn't seen the point but he had nodded anyway.

"I asked why we had to split up to do that," Regan had said with a touch of embarrassment. "I mean, Elizabeth and I had already done that in front of the other. Joy and Ruth had sex in front of me. We finally figured out that we went to different places so we didn't risk embarrassing you, Paul and Chris. Would you have been embarrassed if we'd have done that with the others in the room?"

"I don't know," Andy had admitted. "Maybe. I wasn't embarrassed last week because I knew that no one could see what you were doing."

"Elizabeth could," Regan had countered.

"Well, I guess I was more worried about a guy seeing you do that," Andy had acknowledged. "I don't know if I'd be comfortable with Paul or Chris watching you have sex."

"That's what Joy said," Regan had replied with a nod. "She said it was more about the way you and Paul feel about me and Elizabeth than anything else. You're like Chris. You don't want anyone thinking anything bad about me."

"I'm sure Chris feels the same way about Ruth and Joy," Andy had responded.

"No," Regan had corrected. "They're going their separate ways in a few weeks. Yeah, in 10 years, when Chris is with the New York Philharmonic and Ruth is at Sloan-Kettering Hospital or Joy is working at a Madison Avenue ad agency, they might pick things back up. For now, they're just going to enjoy the time they have together. When Bryce starts to come around in a couple of weeks, they're going to spend time with him, too, I think. But they're not developing anything serious."

"OK," Andy had answered – although he didn't believe a word of it. He wouldn't be the least bit surprised to learn that Ruth had transferred to Columbia or NYU in December.

"So, tonight, I want to push things a little," Regan had told him, the blush extending from her forehead to the tops of her breasts. "I ... I think I'm part exhibitionist and part voyeur. I got hot watching Elizabeth's boobs bounce when she was sucking Paul. It was crazy with Ruth and Joy and worse when they were watching me play with myself. So, if you're comfortable with the idea, I'd like for you to be ... willing, I guess ... to go farther than we usually do in front of others. I don't want to do anything with anyone else. That's not it at all. It's just ... illicit ... to know someone is watching us."

Andy had told her he'd consider it depending upon how the others were. Now they were in the living room and there were no "others" around. Regan figured Andy would be less likely to protest if they were already playing when someone else walked in so she shifted around until she straddled him and faced him.

"Wanna make out?" she asked sweetly.

"With you? Always," Andy replied. Regan had no problem slipping her tongue into Andy's mouth and grinding her crotch against his. She had settled on the thong since it displayed most of her lower anatomy. She had decided that Ruth and Elizabeth would wear the shorts but Joy might come out completely nude.

She heard the door open to one of the other bedrooms but didn't open her eyes to see who was entering the room. Instead she pushed herself closer to Andy to make sure he didn't try to break the kiss. His hands had found their way to her breasts and she wanted to keep them there so she put hers on top of his.

She knew her butt was completely visible to whoever sat down across from her on the couch. She figured it was Paul and Elizabeth but she was enjoying herself too much to verify the identities at that point.

Her enjoyment intensified when Andy pried a hand loose and slid it down her stomach. The front of her thin panties came completely down when he slid his hand inside them. Regan lifted up slightly to give him access, brazenly pointing her ass at whoever sat opposite her. Unlike any time before, Andy slid a finger between her lips and entered her, using the flat of his hand to stimulate her clit.

Regan knew that everyone in the room would know she was getting finger fucked and she rocked her hips against the intruder – the first thing other than her own fingers and a tampon to go inside of her.

Just as in the bedroom earlier, she longed to strip Andy's boxers downward and to get to what she really wanted in her.

She felt her orgasm closing in and reached between her legs to shift the material completely away from her pussy. She wondered briefly if Elizabeth and Paul could see Andy's finger sliding into her and realized that in her haste, she had pulled the thin slice of material from between her cheeks. Even if they couldn't see Andy's finger, they certainly could see her asshole opening and closing in rhythm to her movements.

Andy felt Regan's opening tighten around his finger and shifted slightly to use his thumb to diddle her button. She broke their kiss briefly to gasp for breath but brought her lips to his even more firmly immediately after. She almost forced her tongue down his throat when she came. Andy helped prolong her orgasm when he stopped the motions with his thumb and transferred them to the finger that still rested inside Regan's pussy.

She broke their kiss again with a shudder that seemed to go all the way through her. She was panting when she put her head on his shoulder – her pussy and ass still open for inspection from whoever sat behind her.

"I can't believe I just came again," she whispered. Andy was watching over Regan's shoulder. Paul's eyes were still locked on Regan's splayed openings but Elizabeth was focused on something else – Paul's dick sliding between her lips.

"Elizabeth is going down on Paul," Andy whispered. Regan shifted slightly, being careful not to injure the iron bar that seemed to be growing in Andy's shorts. She saw Elizabeth – dressed in an off-white thong that hid absolutely nothing – down on her knees between Paul's legs. The top of Elizabeth's head was moving in perfect synchronization with the right hand she had wrapped around Paul's stalk.

"Her ass is perfect," Regan said. As Regan had done, Elizabeth's butt was sticking outward toward the opposite couple while she worked.

"So's yours," Andy replied, turning Regan's head and kissing her softly on the lips. "I need my hand back. I'm worried that you might break my finger if you move any farther."

"Oh, sorry," Regan replied. She lifted up gingerly and let Andy's hand come free.

"Turn around and sit facing them," Andy whispered.

"Why?" Regan whispered back.

"Paul's eyes haven't left your pussy in three minutes," Andy said. "I thought he might like to see me play with your breasts, too."

"Ooh, I love it when you play with my boobs," Regan replied. "Are you sure you're OK with this?"

"It's fine," Andy said. In fact, he was enjoying watching Elizabeth's sweet ass in a tiny thong more than he wanted to admit.

Regan shifted around to sit between Andy's legs, pressing her butt tight up against his erection. Andy's hands slid up the silk gown and she realized that he was lifting it as he went. Regan decided to up the ante even farther. She put the backs of her knees on top of Andy's and slid the material from in front of her pussy again.

"Oh, Jesus, Elizabeth," Paul said, his eyes wide. "You have to see this."

Elizabeth didn't change positions but she glanced back over her shoulder. She was at eye-level with Regan's pink opening. She looked there a long moment and then lifted her eyes up to get Paul's attention. For his part, he was focused solely on Elizabeth now, gauging her reaction. She whispered something that neither Andy nor Regan could hear but they saw Paul nod slightly.

Then Elizabeth did something Andy thought he'd never see. She emulated Regan's earlier actions by pulling the thong to the side so that her pussy and asshole were also visible before her head dipped downward to claim her prize again.

Regan slipped her hand behind her back to massage Andy's erection. She was torn. She had given him a blowjob in the bedroom and she wanted to do it again as thanks for what he had done to her only a few minutes earlier. At the same time, she wanted to watch the scene in front of her just as much.

"Just watch," Andy whispered in her ear before nibbling on her lobe. "Do you want me to take off your top completely?"

"No," Regan replied softly. There was something she found exciting about being partially dressed but completely open to view. They watched for several more minutes as Elizabeth worked Paul to the edge and then would back off to prolong the experience. Paul's hands had slipped inside of Elizabeth's top to play with her nipples – and if the rotation of her hips was any indication, she enjoyed immensely.

The tableau was broken by the sound of the final group entering the room. Andy saw them standing off to the side of the room, watching intently but not speaking. Chris' head moved from side to side as he watched Elizabeth Pena giving a blowjob for a moment before turning his attention to Regan Riley's open, wet pussy and firm breasts with pink nipples.

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