Note: Part 4 is short, but it came to a natural stopping point. I am working on part five.
*
With that, Jen walked me back over to the side of the bed and had me kneel down. She tied one hand to each bedpost, then sat lightly behind me. Even through her jeans, I could feel the warmth of her ass against the back of my knees.
"I know, this isn't exactly what you were expecting when I said you'd get to fuck me, but you should have figured out by now to expect the unexpected." I felt Jen's breath on my neck as she talked, but was soon distracted from that feeling when she shoved what felt and tasted like a piece of rubber in my mouth. She quickly strapped it around my head, and a second later, I heard her squeezing a pump, and the gag in my mouth started to inflate! Fortunately, she stopped before my mouth was in pain, but I was still unable to get any sound out that wasn't a moan.
"I love this gag," Jen said, still behind me. "If I were more of a tease, I'd just spend all day with you helpless like this, doing this like this to you." With that, she nibbled at my neck, right above the collar, biting and sucking hard enough that I knew it would leave a hickey. I moaned.
She worked her way up to my ear, sucking on the lobe and lightly nibbling it. "I bet your cock is straining at the cage, isn't it?" Even if I could talk, I couldn't deny it.
"This is a dual-purpose gag," she said, still straddling my legs. "There's also a nice little clip on the front." With that, I felt her attach something to the front of the gag, adding some weight.
Jen got up and removed my blindfold, and I could see that she'd attached a dildo to the gag. It looked large, but since I could only roll my eyes down to see and had a bad angle, I couldn't be sure.
I heard her remove her jeans, and she promptly sat down on the bed in front of me. Her panties were already unzipped.
"Now, let's see how well you can fuck me." With that, Jen slid forward, and the dildo slid right into her pussy. All I could do was move my head back and forth, so I got to work. The view, of course, was amazing, and each thrust brought the dildo out glistening with her juices. After a few minutes, Jen groaned in pleasure.
"That's one orgasm, sweetie. Let's try to hit three."
Three? My neck was already getting sore, and no matter how hard I tried, I knew that I was pumping a lot slower than Jen liked.After a few minutes, she sat up in frustration.
"Fine, I guess I'll have to do some of the work." WIth that, she grabbed two fistfuls of my hair and started pumping. Even as the pain of the hair pulling distracted me, I realized that Jen was doing to me what every guy had done at one time or another during oral sex. Just as I'd grabbed the hair of a partner or two as they were blowing me, Jen was doing the same to me. I didn't doubt for a second that it was deliberate.
After Jen came -- much more explosively this time -- she sat fully up again and attached a small leash to my collar. She pulled it forward, extending my head as far as it could go. Without letting the dildo slip all the way out, Jen slowly shifted around, lifting her leg over the leash in the process so that she was now kneeling in front of me. Still pulling on the leash, she started grinding backwards, effectively letting me fuck her doggie style with the dildo.
She started slowly, sliding her pussy about three quarters of the way down the dildo, then pulling back so that it was barely in her. The panties only unzipped on the front, so I had a view of the red leather perfectly covering her ass. As she continued to pleasure herself, she slid further along the dildo, and soon, she was ramming her ass right into my nose! With the leash still pulled tight, there was nothing I could do. I suspect that this was deliberate, too, but Jen was far enough along on her way to her third orgasm that I couldn't be sure.
Fortunately for my nose, she finally came and collapsed on the bed, sliding off the dildo and letting go of the leash. Not that I could go anywhere, of course.
After a minute, she moaned happily. "That was nice, lover. You probably should get a reward, but since I did so much work there, it's got to be a small one. She stood up and removed the bra from my chest.
Jen then removed the gag from my mouth.
"So, since you failed me, you also probably deserve a punishment. But I'll give you a choice. I'll put three objects on the bed, and you can select whichever one will get used in your punishment."
She got her bag and slowly placed three objects in front of me. The first was a flogger made out of leather. The second was a strap-on dildo, clearly larger than the one Lydia had used the day before. The third was a pair of black pantyhose.
It wasn't a hard decision. I had no tolerance for pain, so the flogger was out. Likewise, I knew that the dildo would be too much for me to handle. That left the pantyhose. I'd been through more then enough crossdressing over the last two days, and a little more wouldn't be a big deal. Some part of me suspected that this was rigged, too, but I also suspected that Jen would have been just as happy to use the other items.
"So, which one will it be?" Jen sat on the bed and looked in my eyes. She'd put her jeans back on.
"The pantyhose."
"I'm sorry? I don't think I heard you?"
It took me a second to catch on.
"I mean, the pantyhose, Goddess."
She smiled, which only confirmed that this was what she'd expected. "Excellent choice!"
