Working the first finger inside her, paint particular attention to her pussy walls before switching focus to her clit, I continued to gently stretch her asshole. Skye stayed where she was, not even trying to get up into her previous position. When she’d gotten used to having one finger in, I added a second. Feeling the slight squeeze as it slipped in. Though it took only a couple of strokes for her to get used to that too, the sweetest moans coming from deep inside her.
Wetting my thumb I pressed it hard against her asshole as I slipped a third finger into her obedient little pussy. Skye was stone still and silent for a long moment, processing the shock of the sudden stimulation, a deep long moan soon slithering its way out of her. That was exactly what I wanted. It would be not good for her to go through such feelings as I was taking her virginity. I wanted her first time to be special and a good memory she could carry with her. Getting er properly ready would go a long way in achieving that.
When her pussy adjusted to having all three fingers in it, I started to pump them inside her. Finger fucking her the way I planned to do with my cock when the time came. I started off slow, really letting her feel it. Then a bit faster, building up the tension. Finally, my thumb pressing down as hard as I could without going in on her asshole, I pounded her sweet little cunt, making her cum hard. Though not as fast as she had with the vibrator, even after she started trying to control her orgasms.
Leaving her how she was I went to her bathroom to clean off and get a cloth for her.
I could tell she still wanted more so, sliding a pillow under her to lift her ass up to the right height, I gently ate her pussy, making nearly explode with orgasm. I wold have used the vibrator on her too and possibly even the nipple clamps but it was getting late.
Leaving her in the same position, I cleaned her up and lay her down flat. Her ass still looked pretty bad, and we had to get into work, the time just flying by. Easing her on her belly, I stroked lotion into her ass and dressed her in a way I thought would be least likely to aggravate her. While also keeping her relatively warm.
Scooping my darling up into my arms, I carried her out to my car to drive us both to the office. More lovely surprises in store for her.Chapter Twenty-Two - SkyeI felt like a spy, trying to avoid detection by the enemy. Even though Amber was the closest comparison to the Soviet Empire I had, which seemed like a bit of a stretch. I tried to imagine her wearing a crown but it just didn’t work. Still, I kept my head down.
Simon had draped me off in roughly the same place that had worked before with basically the same plan. While it might have been unusual if I showed up a bit late, it wouldn’t be enough to raise any serious suspicion, particularly if we went in separately. Besides which, Simon was my boss and was hardly going to chew me out after having just recently eaten me out. It just wasn’t his style.
Two gifts weighing in my pockets I headed into the lobby right at the duly appointed time.
“Morning, Sam,” I nearly sang.
“Morning,” he said with a tip of his hat.
I signed in and, were it not for the slight pain still in my ass would have danced a little jig to the elevator.
“Someone’s happy,” Inga said, as I passed her desk.
“Indeed I am,” I confirmed.
I knew it was going to happen. It took a while for me to put it together, partly due to my lack of previous experience, but his intentions were clear. Simon was getting me ready. I should have known that because he’d said as such, but I didn’t really make the connection between him stroking and stretching and things and me being better able to take things. Not until he got three fingers inside. I tried to remember how thick his cock had been when I blew him and the size was comparable, his cock even bigger. I didn’t know exactly when he was going to finally bless me with his cock, relieving me of my virginity but figured it would be soon. I knew he wouldn’t try until he was satisfied I could take it but I’d come further than ever I thought I could.
Careful not to get them mixed up, I left the gift Simon on got me for my Secret Santa recipient, I sipped back to my own cube before anyone had a chance to notice me. I’d seen him wearing the tie pin the other day, and it made me feel good that he seemed to like it. It had been a bit of a risk but seemed to have turned out well. Part of me wished I knew how to get along better with people. I saw how Simon interacted with everyone and was just a little jealous of his charming ease. As far as I could tell there wasn’t anyone in the office who didn’t like him, well beyond the fact he was the one who signed their paychecks. I was pretty sure Inga had a crush on him and knew Amber did, which made her potentially dangerous. My train of thought squealed to a halt when I saw the gift on my desk.