Eventually, we settled with Jacque's, and returned to the condo. It was about ten o'clock. If I read Jerry correctly, he was interested in some sexual time with Carrie; however, that wasn't going to happen with Emma around.
Carrie changed all that in a minute. She came up to me. "Jim ... Honey ... I need you to do something really special for me β for us β especially for my younger sister Em."
"Yummmm." I wondered where she was going; this was unusual, and if I read the tone of her voice correctly, her request involved something sexual.
"I want you to make love to Emma. She's a virgin the same way I was. She likes you β a lot, and would like to ... well, she'd like you to be her first lover, even though you're my fiancΓ©, and I know you just met today. I think that'd be so special, so I'm hoping you'll really do it. I can be with Jerry, but also be close by. Would you ..."
"I interrupted, "Carrie! Sleeping with your sister is not something I imagined I'd have to do to win her favorable report. Is this really something you want me to do or is this some pressure that you don't understand from your sister?"
"I want this to happen." Carrie kissed me passionately. She explained, "I love my little sister. Until we grew apart because of being apart for university and other responsibilities, we were so close. I look at this as bringing us back together again with you being a special bridge between us. I do have a sort of kinky request, however."
"What's that?"
"I want to watch β to be in the same room as the two of you, maybe even beside her when you ... what'd you call it, take her cherry. Would that be too much to ask?"
"I'd like that, and if you're there it would be comforting to both of us. I want to be sure you're one hundred percent on this. I don't want to find I lose you because I fucked my future sister-in-law."
Carrie chuckled, "More than that, maybe you'll get to keep fucking her into the future. I know how that kinky little fantasy just might really appeal to your inner man-slut."
"It does. What will you do?"
Carrie smiled and then moved to Jerry who'd just returned to the living room; she planted a kiss on him that melted his shoe leather. As he returned the kiss, he ran his hands up her sides and under her designer top, obviously feeling her breasts.
Emma watched the pair with fascination, as though she'd never seen anything equivalent.
I said, "Never saw your sister making out with someone?"
"Never."
"Come here, Emma or can I call you Em like Carrie does?"
"Em, yes; call me either." She flowed into my arms, and I tilted her head up to me and kissed her. I thought, this is the second princess I've kissed in the past two months ... and soon it would be the second princess I'd initiated into the sexual part of her life, and the second princess I'd made love to.
Beside us, Jerry slowly pulled up Carrie's top, tossing it onto the back of the sofa. Her bra followed in seconds, leaving her sexy breasts open for him to feast on. Jerry was a breast man. He lunged forward and kissed Carrie, and then slid down her body until his mouth could totally engulf a breast, even including her large areola.
Emma shuddered next to me. I slowly ran my hand up he side, and then forward until I gently cupped her right breast in my hand. I massaged slowly, feeling the nipple harden under my palm.
Emma looked over her shoulder at me. I leaned in and kissed her neck, turning her slightly so we made better contact.
Em whispered, "I really like you. You and Carrie will be so good together."
I kissed her again.
Em said, "It doesn't bother you that Carrie is hooking up with Jerry?"
"No. I like that it makes her happy occasionally. He's not trying to steal her away, and I believe her when she tells me that I'm her only lover. He may make love to her, but she'll be mine in the long run."
"Oh, God, that is so sexy. You let her fuck someone else."
"I get off on it, actually. I like watching the two of them when they're together. It's impressive. I get a little jealous, and it makes me especially attentive to her afterwards. She tells me she reacts the same when I'm with Marjorie, even though we're a threesome."
"Does Marjorie fuck Jerry?"
"She does. She introduced him to us."
"I like him too, but right now I really want my brother-in-law-to-be to do me in every way he can. Just so you know, Carrie and I talked about it this afternoon and again at the restaurant. She said you are such a perfect lover, and are so attentive and imaginative about how to make her cum."
I slid my hands under her top and lifted. Emma put her hands up, and the top disappeared. Her bra followed an instant later.
I sucked in Em's left breast, enjoying the swell and how I could feel her breathing change to a different gear. She whispered, "My nipples are very sensitive. I can have an orgasm from you doing that ... but I'm still a virgin. Thank you for being willing to stretch your boundaries and do me."
"Oh, it'll be my pleasure. You are so pretty and sweet."
As we talked I'd unbuttoned and unzipped her designer slacks, and pushed them down her legs. Emma stepped out of them. I then toyed with the lacy knickers, until I pushed those too down her legs and helped her step out of them.
"You're beautiful," I whispered as I moved to kiss her.
"My breasts are small," she opined.
I sucked a tit into my mouth, and while I held the suction, I flicked her nipple with my tongue. Emma went wild, and ground her bare pussy into my leg.