Chapter 19

As she ran her hands over the big girl’s neck and shoulders, whispering to her and kissing her ear, I leaned over and began massaging her back. I traced all up and down the long muscles, just as she had taught me. As I felt her gradually relaxing, I leaned over and kissed the nape of her neck. Jackie grinned at me over Delaney’s shoulder, and I grinned back, and then I began kissing all the way down her spine, hands still working those muscle groups.

I traced the entire length of her spine with soft, tender kisses and little, unexpected licks. I heard Jackie whispering about how gentle I was and how well I was going to take care of her between deep, probing kisses. Delaney crouched there on her elbows and knees, all of the tension gradually leaving her as we worked.

By the time I was kneeling behind her, she was very relaxed and passive. Her normally tight pussy lips gaped a little and glistened with dew, and her huge clit was beginning to grow, peeking out from its hood. Just as I had earlier with Jackie, I began teasing her with the pads of my thumbs, working one up and down her wet slit while circling that clit with the other. I waited for a few minutes, letting her get turned on by the pussy play which she was used to, before leaning in and beginning to kiss her ass cheeks.

She tensed just a little at that, clearly worried about some sudden, painful penetration, so I stayed like that while Jackie made out with her and whispered soothingly in her ear. She was breathing heavily, clearly very turned on, her long, dark nipples poking prominently down into Jackie’s pale, fat, pink ones. When I felt her relax again, I moved on to licking her ass crack.

This new contact made her tense again, but only for a moment before she eased back into the pleasure she was feeling. I licked the length of her crack, concentrating on her little rosebud. By now my right thumb had fully penetrated her pussy and had found her g spot. With my left thumb I avoided direct contact with her clit, but continued to circle around it, letting the pleasure build.

Gradually I penetrated her anus with my tongue, getting it as wet as possible, trying to duplicate the feelings she experienced when Jackie had done the same things to her a few hours before. There was no tensing at all now, just moaning. She was totally relaxed as I continued to tongue fuck her.

With both of us playing with her, things were moving fast now. Since I couldn’t lube up my cock in the same way I had with Jackie earlier, I quickly reached over to the bedside table and grabbed the Glide bottle. It took some coordination, but in a few moments I was kneeling behind Delaney again, with my tongue back up her ass, one thumb back inside her pussy, and jerking my hard, lubed cock off with the other hand.

I was already plenty excited and I didn’t want to bring myself off too soon. I also didn’t want Delaney to cum from the attention I was paying her pussy, so I pulled out, sat up, and drizzled some Glide over her asshole. I slowly began to work one thumb in all the way, then the other, over and over, until she was loose and relaxed enough to take both thumbs at the same time.

By this time she was quivering from head to toe, just vibrating with the need to cum. Jackie was no longer soothing her, but revving her up by whispering how great it would feel once my cock was up her ass. Telling her that she was about to become a lifetime ass slut, that after this she’d need to have something hard up her ass to feel safe and secure and loved. My lovely wife was nothing if not creative, and her girlfriend was eating it all up, nodding, her mouth gaped open, panting and moaning with each sentence.

With both lubed thumbs deep in Delaney’s loosening anus, I began separating them as I pulled them out. I pressed them in together, and pulled them out apart, gaping her as much as I could to get her ready. When she started thrusting back onto my thumbs I knew it was time. Just a bit more lube on my dick, and I stood and centered my cock on her wet pucker.

Jackie knew it was time, and deeply kissed Delaney again. She was still holding the younger girl’s head between her hands, and she said, “Open your eyes!” loud enough to get the response she was looking for. The big girl’s attention was totally on her. “You look into my eyes, don’t blink, don’t look away. I want to see the moment my husband begins fucking his slut in the ass.”

Delaney could only gasp and nod, staring into my wife’s eyes, as I began pushing. My cock slowly penetrated her sphincter, then popped in and I felt the tight ring of muscle close around the head. I wanted to just keep going, bottoming out as quickly as possible, but I had to fight it. She might have been a big, strong girl, but everybody’s rectum is a pretty delicate place. I gave her a few moments to get used to having me inside her, then pushed forward another inch.

Jackie was still coaching her, telling her to push out to make it easier, and each time I felt her relax I withdrew a bit and then pushed in another inch. Taking my time also allowed me to keep myself under control, so that when I finally pushed in that last inch I was nowhere near cumming. I marveled at how good it felt, and I was a bit ashamed to realize that part of what felt so good was that my cock was deep in another woman. Another woman, and one I really cared about. It was a little like experiencing anal for the first time for me, as well.

“You heard what he said earlier, about how he feels when he’s fucking me in the ass, right?” Jackie asked, looking right into Delaney’s eyes. Her tone was encouraging and supportive. She was guiding and shaping her submission. “That’s what he’s feeling now. He feels like he’s taking you, owning you. You’re his property now, just a submissive hole for him to fuck. Beg him, tell him how much you belong to him!”