Chapter 7: Riding Out the Gail

It took but a few minutes to walk there. You would only have to look at the outside of the building to say with some confidence, ‘students live here’. But it was reasonably clean on the inside, no unpleasant smells, the walls in good condition.

“Third floor. You need an oxygen mask?”

“I’m good, I think. I’m part Sherpa on my grandmother’s side. Lead the way.”

She shared it with another girl and a guy. He was gay and very gregarious and domestic, so they got along well enough, but he spent a fair amount of time at his boyfriend’s so they hadn’t seen much of him recently.

She led me to the back of the apartment. “This is my room.”

Even if she hadn’t told me, I would have known immediately she was an art or art history student. It was everywhere. There were lithographs of famous paintings on every surface, the books on the shelves were over-sized volumes of art prints, there was an easel and brushes and an unfinished painting.

“Wow,” I offered.

“Yeah, it can be a little overwhelming. Art people have a lot of books. It’s kind of a prerequisite. And we spend a lot of time in museums, too.”

She was rummaging around under the bed and pulled out a small wooden box. “Here we go. This’ll fix what’s wrong with you.”

“I have a lot wrong with me. It might require repeated applications.”

“We’ll figure it out, I’m sure.”

She lit a joint, sat on the edge of the bed, took a hit and passed it to me. I reciprocated. We continued in that fashion for several minutes.

Weed doesn’t do a lot for me. It makes me feel mellow, and a little sleepy. I don’t usually get the munchies. I don’t start to find everyday things hilarious. I don’t find profundity in my comments.

She got the giggles when she smoked. And she got a bit touchy-feely, too. And I have to say that watching her laugh was contagious, so I started laughing, too.

I lay back on the bed and watched the ceiling, which she had decorated with those tiny Christmas lights in long strings. It was fascinating. And they were reflecting in her eyes which gave the lights a green tint, so I pointed it out to her.

“Do you like it?” she asked.

“I think you have beautiful eyes, and if we turned off the ceiling lights I think your eyes would still sparkle like that.”

“That’s very poetic.”

“Well, if math doesn’t work out, I’ll be a poet then. Will you buy my first book?”

“I wouldn’t miss it.”

“Let me look at the lights in your eyes.”

So she brought her head closer so I could see her eyes better, and before long we were kissing and exploring each other’s tongues. I changed the sensitivity in her skin to subtle rushes of pleasure when parts of us touched. The kiss became a little more demanding.

We were wrapped around each other now, sliding our bodies together, and both of us were breathing heavily.

I pulled myself away and said, “God damn, I don’t know if it’s the weed or it’s you, but it’s like electricity sparking. That’s really remarkable. When I saw you on the dance floor, I wondered what it might be like to kiss you. I had no idea.”

“I don’t think it’s the weed,” she said, “because I was feeling that buzz before we lit up, but maybe the joint enhances it. Yeah. sparking sounds about right.”

“Listen, Gail, right now I want to kiss every inch of your body. But I’ve got this rule that I don’t hook up with people who aren’t fully conscious of what they’re doing. And we’ve both had a few beers and a joint, and I don’t know if you’re feeling a hundred percent.”

“That’s very enlightened of you, Mr. Carter. Most guys would skip over that step. But to answer your question, I only had the two beers. And the one joint. And if we’re being completely honest, I’d half made up my mind on the way home to hump you dry. And that was pre-joint, so I think your standards remain uncompromised.”

“Good. I’m glad that’s settled, then. Where were we?”

“Somewhere around here, I think.” She leaned in and bit my lip gently, then stuck her tongue in my mouth. I ran my hands down her back while we kissed and squeezed her butt, while linkcasting a sense of warmth and arousal radiating from her ass throughout her body. She caught her breath and attacked my tongue with renewed vigor.

I moved my head to the side and pulled her earlobe with my lips, then leaned in and started kissing my way slowly down her neck. I left a feeling of erotic sensitivity in those places. If I touched it again it would send a little shiver through her.

I moved to her throat and started unbuttoning her blouse, kissing and licking my way down as the blouse fell open. When it was partway done, it exposed her bra and the tops of her breasts and I had to marvel for a moment. They were truly impressive, so I leaned in and kissed the exposed part of each. She was making sounds now, little catches of breath, tiny moans, her eyes closed.

I undid the last button and pulled the blouse out of her jeans. I sat up, then pulled her to a sitting position. Sliding the top off her shoulders, I pulled the cuffs one by one and slid her arms out of the sleeves and let the shirt drop onto the bed.

Leaning down, I kissed her hard while I fumbled with the clasp of the bra. It came loose and I slid it over her arms and her tits fell free.

“Jesus,” I told her, “I had no idea. I kinda knew you had a nice body, but this ... This is breathtaking.”

Guys are so predictable. A little boob showing and they get a hard-on. But damn, I challenge anyone to remain immune when looking at those tits. She was a petite woman with a small frame, and those boobs just stuck right out and made a statement. They said, “Look at me.” They were full and really firm, they didn’t sag at all, and were so large that I couldn’t fit my hand around one.

I had to kiss them all over, squeezing the nipples, rolling them between my fingers. As I did I sent pleasure signals that ramped her arousal level up slowly until she felt like it would take almost nothing to get her off.

When I thought I had teased her enough I reluctantly started moving my way downward. When I reached her navel I said, “Gail, I have to see the rest of you. Right now.” I worked the button on her jeans loose, and pulled the zipper all the way down. When I reached the bottom, I heard her make a little choking sound.

I moved off the bed and unlaced her shoes, pulling them off, then reached up, took hold of the waistband of her jeans and pulled them downward. She raised her butt off the bed to help, but they were still tight and resisted until they finally slipped past her ass cheeks, then came off easily.

She was lying back on the bed, resting on her elbows, looking at me and breathing rapidly. She still had on her white panties, and I could see the swelling underneath. I kissed the inside of her knee and licked my way slowly up her thigh, leaving little electrical charges in its wake. I channeled a finger gently stroking her G-spot and heard her say, almost to herself, “Oh, Jesus!”

When I reached her crotch I leaned in and kissed her pussy through her panties while she whispered, “Yes, yes, yes.” I could just make out her slit through the fabric of the panties and ran two fingers up and down the slit and she gasped.

I couldn’t wait any longer, grabbed the waistband and pulled the panties down. She had to raise her butt off the bed before they could slide down her legs, but in a moment they were on the floor.

She was watching me almost fearfully, so aroused, I could see, that almost anything would get her off. I looked into her eyes as I leaned in and kissed her pussy. “Oh, my God,” she said. She was trimmed, her labia shaved and a little triangle of hair above her pussy. The labia were a little puffy and shining slightly.

I kissed it up and down, then gently ran my tongue down the slit. “Oh, Jesus, Tom, I’m so close, that feels perfect.” It felt pretty good to me, too. But her pussy lips were still together, and it wouldn’t get really sensitive until they opened, so I put my thumbs on either side and pulled them gently apart, exposing the pink interior.

Her butt was bouncing on the bed, just a little, anticipating what she thought was coming. I moved in and kissed the interior, and when I moved up and kissed her clit she said, “Oh, fuck, yes! Right there!”

I wanted to avoid the tongue for a little longer, to see how long I could make her hover on the edge, so I nibbled on her clit with just my lips, sometimes pulling it and letting it snap. Each time I did she would moan, “Oh, yes!”

I think I mentioned that I’d eventually worked out that women seemed to prefer a series of small orgasms that left them feeling relaxed and happy, contented, building up to larger orgasms until the final release left them in a state of collapse, sated, fulfilled and complete.

That was actually harder to achieve in practice because they were subtle differences and it was too easy to make the orgasms too big. So I would make the first one as small as I could and build up from there.

I linkcast an image of a small wave approaching the shore and breaking on the beach, an old standby that worked pretty well, and as I did I stuck out my tongue and flicked it against her clit.

I could feel her tense, her body arched, and she groaned, “Oh, fuck, YES!” Her body relaxed into the bed, while I continued brushing my lips on her pubis. She would be sensitive.

“That was really good,” she said. “It just washed over me really nicely.”

“Glad I could help. You’re fun to watch. I like how you just give yourself over to it completely.”

I was rubbing her pussy lightly with my open hand now. It was getting damp and felt nicely slick.

“I’m still pretty sensitive,” she cautioned.

“I’ll be careful. Anyway I just realized that I still seem to have my clothes on. An unforgivable oversight.”

While she watched, I took off my shoes and everything else followed in order. By the time I was finished, she was staring at my dick.

We worked our way up onto the bed, running our hands over each others bodies. “I never got to check out the rest of you,” I said. “If the back’s half as good as the front, I’m going to be busy for a while.”

She lay on her stomach, her head resting on her folded arms, and I started nibbling my way down her back. She had a narrow waist and the way her hips swelled out from there was very erotic. Her butt cheeks were rounded and also firm -- she’d said she was a runner -- and I admired it for a short time, fondling it, squeezing it.

I noticed that her breathing had gotten quicker, so I leaned in and kissed her ass while checking in to her epicenter. I saw that she liked the feeling of hands and lips on her ass, that she responded to it, but there was also a little trepidation there, too, because of where it might lead. She was still afraid of things in her ass, had been reluctant to try it because it might be painful.

I decided to try some reinforcement. “You have a gorgeous ass, Gail, I don’t know if anyone’s told you that before, but you do. It’s so round and firm, it’s just perfect. I love the way it feels under my hands.”

Yeah, she liked to hear that, and she liked the hands and the lips. What would she think of this?

I spread her butt cheeks and ran my tongue down the crack and she gasped. She hadn’t been expecting that. It was arousing but unexpected and she was processing the feeling. I linkcast a sense of warmth and pleasure radiating from her butt that would increase the closer I got to her asshole.

I could feel her tense as I went lower and when my tongue finally probed her anus she groaned and said, “Oh, fuck!” I took my thumb and stroked her perineum while I tried to force my tongue into her ass, then linkcast another small wave breaking on the beach. “Oh, my GOD!” While she was cumming, I slid my index finger an inch into her ass and was surprised to find that she got off again, and this one had been hers!

“Oh, fuck, ohmigod, ohmigod!” Her butt was vibrating, and she finally twisted around enough to pull my finger out of her ass.

She lay facedown on the bed trying to recover. Eventually, her eyes still closed, she said, “No one’s done that to me before, Tom, because I wouldn’t let them. I don’t know why I let you do it. And I don’t know why I came so hard just now. Twice, I think. I’m confused. I feel good, but I’m trying to figure this out.”

“Ah. I wasn’t sure. You seemed to like me squeezing your ass, and I thought you were responding when I licked it, so I kept going. I won’t do anything you don’t want me to, but you didn’t say anything.”

“That’s what I’m trying to understand. I’ve always been a little scared of things in my butt. When I was a kid I hated when my mom had to use a rectal thermometer. So why did I cum when you stuck your finger in there? And why didn’t I say anything?”

“I’m not sure, but sometimes when we’re a little afraid of something, we worry about it until the fear of it becomes much worse than the reality. Like people who are afraid of injections, or afraid of getting on airplanes. Then when we’re forced to do it we find that it’s nowhere near as bad as we thought it was going to be.”

“Maybe. I’ll have to think about it some more.”

I lay beside her stroking her back and occasionally kissing her arm, which was closest to me. I thought about what she said and wondered if it were possible to overcome that kind of fear. I thought that I could compel her to accept things in her ass by making her feel like she needed something there in order to cum.

But I also thought that would be a bad thing to do because the basic fear would remain, it would just be masked by a greater need. That could be traumatic. It would probably require something more gradual and subtle. I’ll need to think about this some more.

I rolled her onto her back and kissed her for a long time. I could feel her giving herself over to it and stroked her body slowly. I decided to check her epicenter to see where she was, perhaps still working on the ass problem.

But no, I found she was just enjoying the feel of our bodies and the touch of my hands. She seemed to really like that tingly, electric feeling when I’d increased her skin sensitivity, so maybe more of that. I prepared one of the named responses, the one I called Foundation. This wasn’t an orgasm, but rather something I called a baseline image. It would give her heightened pleasure and relaxation, make her skin tingle, and she would become more sensitized, not just to touch but also to sound, smell, and sight. It had worked well in the past, so I linkcast it to her.

It took a few moments, but I felt her respond to my touch now with sighs and whispered words. Certain parts of her body were now more sensitive -- and the specific areas depended on the woman experiencing it -- and when I found one, like Gail’s hip, she gave a little “Oh!”.

I pushed her hip with my hand so that she rolled onto her back and slid my hand up the inside of her thigh until it reached her pussy. Her torso twitched and she gasped. Well, that seemed to be nicely sensitive. I rubbed my open hand on her pussy and she moaned, “Oh, Christ, Tom, it’s like electric shocks.”

So let’s see what happens if I do this. I extended a finger and dragged it in her slit and it was so slick that the finger just slipped between her pussy lips, and she cried, “Oh, fuck, yes!” I slid the finger down slowly, and into her pussy, just a little.

“Oh, yes, like that, more!” With my finger sliding in and out of her cunt she was getting wound up now, her head rolling from side to side. I kept the motion going, but extended my thumb and brushed her clit. Her head shot off the pillow and she begged me, “Do that! Yes, do that!”

“Does that feel good, baby? You like that?”

“Damn you, yes, I like it, more.”

“I dunno, I think we should drag this out a little more. Maybe you should work for this. It shouldn’t be too easy.”

“You bastard, stop teasing me, I need this.”

“What does this feel like, Gail?” I pulled my fingers out of her cunt and slapped her pussy, then again, then slipped two fingers inside her.

“Yes, do that!”

I repeated it, pulling my fingers out and slapping her pussy, then rubbing it and slipping my fingers in again.

“God damn it, Carter, please, please! I’m so close.”

“You want this, Gail? Say it. Say, ‘make me cum’.”

“Oh, damn you. Make me cum, Tom, please, make me cum!”

“Look at me, baby, look in my eyes. You ready? Here we go.”

I took my middle two fingers and slid them into her cunt deep, curling them up and searching until I thought I’d found her G-spot, then pressed hard and vibrated the two fingers, just a half inch either way.

Her eyes went wide and her mouth opened but no sound came out. Her body tensed and her back arched and from down deep she let out a keening wail that I hoped the neighbors hadn’t heard. Her hands were pounding the bed, and she was gasping for breath, until she finally collapsed, flat on her back.

She was out for the count. It could be five minutes or two hours, I didn’t know how she reacted yet. Maybe that was too much too soon. I realized it was a failing of mine. I got such a rush watching women get off and knowing I’d helped them get there, that I wanted to see the big orgasms. But then they got worn out, too sensitive. I needed more self-discipline.

I moved up the bed to lie next to her and watch her. She had such a peaceful look, completely relaxed, her breathing steady, I just admired her for awhile. In my mind I was comparing her to Karen. Karen was beautiful in a different way, not just a stunning woman with a sexy body, but a good heart, a sense of humor and intelligence, and that uncanny thing we had where we seemed to share a single mind when we climaxed. Really quite extraordinary.

Gail certainly had the body and the beauty, and I thought there was a sense of humor there, too. But we hadn’t spent enough time talking, trying to understand one another. Maybe something might develop. We did have chemistry of a kind. Then I felt guilty, like I was cheating on Karen.