Dorsai - Friends and Lovers

While Nadia sat there looking like she was still trying to get her mind wrapped around the idea of what Jade had asked, I looked over at Sis. Without having to say a word, I was able to ask her to help.

Jade turned to look at Sis when she began to say "Jade, I understand why you're asking Danny to do that – I really do. Before I gave him my virginity, I asked him to do it to me, too." Nadia looked dumbfounded at hearing that as Sis went on "Both of us know that Danny would be as patient and careful as you could ever want, and that you'd probably be okay with it. But what it sounds like to me is that you want to be able to make love with him that way more than just the one time. Have you really thought about what it might be like if that happens?"

That wasn't quite the kind of help I'd wanted Sis to give, and listened closely as Jade answered "Of course I have. I know that it might be okay the first time, and maybe even a few times after that; but that I *might* decide I don't like it. Except that I know that even if I only wanted him to do it the first time, it would be okay -" I know he wouldn't expect to do that to me every time, and that if I told him I didn't like it as much as I thought I would, he'd understand and not be mad or anything. Like I said, I really have thought about this, and I'm sure that I want to at least try it. If it isn't as good as I think it'd be, then we don't have to do it again; but I'm almost positive that I will like it – I *like* the idea of having Danny in me there."

When Sis turned her head to look at me, she gave me the tiniest of nods, letting me know that she thought I should do what Jade wanted.

I'm not going to deny that the idea of having my cock between the cheeks of Jade's ass didn't have a definite appeal; it was the 'what happens after' that concerned me. All three of them sat quietly (though Jade was far more attentive) as I rolled her request around in my mind. When I finally got things worked out, I looked into Jade's eyes and told her "If you're THAT sure you want to, then I'll agree to at least try. But dammit, Jade, don't let me hurt you just because you want this too bad!"

Solemnly, Jade answered "I promise, Danny, I won't. If it hurts too much or doesn't feel good or anything about it doesn't seem right, I'll tell you."

I wasn't too happy about that 'hurts too much' bit, but had to figure that Jade had enough sense to decide how much discomfort she was willing to accept to get what she wanted.

Sis spoke next, asking Jade "You said you'd like help from me and Nadia. What can we do?"

I could see that relief and a trace of embarrassment on Jade's face as she answered "I – um – I get excited when I think about Danny doing that, but I'd like it if one of you could maybe help me get more excited. You know, to help make it easier. And I, uh, brought some baby oil -" it's in my purse -"

Nadia spoke first, saying "I'd like to help you, Jade", leaving Sis to smile and say "I'll get the oil, then."

By the time Sis got back, Nadia was stretched out on the blanket with Jade, the two of them already tonguing each other's slits. When Jade realized that Sis was back with the oil, she raised herself so that she was kneeling -" but still low enough that Nadia was able to continue her oral efforts. Jade accepted the oil from Sis, then said "Danny, if you'll stand in front of me, I can get you hard and put the oil on you. Then you can put it on me, and we can, uh, try to – you know, see if your penis will go in me okay."

I didn't bother saying anything; I just got up and moved as Jade had suggested. Sis moved to kneel behind Jade and reached under Jade's arms to begin playing with her tits while she started kissing Jade's shoulders and neck.

As I stood in front of Jade, I couldn't help but watch as she used her greatly improved fellatio skills to get me erect. Watching as her lips slid up and down my manhood while her tongue was busy massaging the underside helped get me going tremendously. When she was satisfied that I was not only hard, but likely to stay that way for some time, Jade pulled her warm mouth off of me. After squirting a generous dollop of the baby oil into her hand, she quickly began to apply it to my erection -" making sure that there was sufficient oil on all of it. When she was done, she wiped the surplus off on her belly before looking up at me, handing me the oil, and saying "Thank you, Danny. I really DO want to do this."

I squatted down long enough to give her a kiss, then started to move behind Jade. Sis quickly moved out of the way, and then went on to help Jade move to her hands and knees again. That accomplished, Sis straddled Nadia so that she was right in front of Jade before reaching out to gently hold Jade's ass cheeks apart for me. Looking down, I could see that Jade's small labia were darker and thicker than usual because of her arousal about what I was getting ready to do to her. Nadia was able to look up at me, and I could see that she was eagerly anticipating the show she was about to witness. Moving my eyes up, I found the crinkled sphincter of Jade's anus seeming to wink at me.

After getting a healthy puddle of baby oil in my palm, I set my hand at the top of the crack of Jade's ass and carefully poured the oil out so that it would run down to her pucker. When my hand was empty, I gently and patiently made sure the oil was well distributed before beginning to carefully work it into, then through, Jade's rectum. I heard her breathing pick up while I was doing that, and it began to settle into my mind that Jade might actually enjoy having my stiff dick in her ass.

With Jade and I both lubricated, the only thing left was to see if she was comfortable about having me sodomize her. I got the head of my cock against the ring of Jade's anus, and carefully applied just enough pressure to make sure she knew I wasn't trying to enter her yet. When I put one hand on Jade's hip, Sis stopped hold her cheeks apart and moved back a little before reaching underneath her friend -" apparently so she could start playing with Jade's breasts again, from the soft sound Jade released.

Holding myself in place, I told Jade "You can feel that I'm ready to try this. I'm going to push against you, but I'm*not* going to force my way in -" it's going to be up to you to let me in, if this is what you want to do. I'll stop, or back up, or do whatever you want me to, for as long as you say. Jade, I don't want to hurt you, so if you really love me, don't let me, dammit."

In return, I heard Jade tell me "Please, Danny – I want this."

Sighing internally, I began to push the head of my penis against her most intimate opening -" gently at first, and then slowly increasing the pressure. As I did, I could feel Jade's sphincter clench a little, then relax; it took a bit before I realized that there was more relaxing than clenching going on. Only then was I really sure about how serious she was about what I was trying to do, and I was more willing to increase the pressure I was applying. It didn't take long (from my perspective, anyway; Jade's may have been different) for me to feel the tight ring of her nether opening begin to expand. At that point, I chanced a look around and saw that Sis had lowered her head and was softly talking to Jade, offering words of encouragement and support, I figured. Both of Jade's hands were fists, clenched around small folds in the blanket we were all on. When I looked to where Sis was talking to Jade again, she saw me looking at them and gave me a small nod to let me know it was okay to continue.

I'd started to press myself into her again when I heard Jade tell me "Danny, I know you don't want to hurt me, but I really do need you to push a little harder. I promise, if you start to go too fast or hurt me, I'll tell you."