Chapter 6
Jill says:
Corresponding with Maq was causing me to think of things I’d never expressed out loud before. I was starting to plan a time when we would finally meet.
So, edited for readability, here’s our chat that occurred that afternoon:
He said, “Hi. I’m here.”
I said, “Hi Maq.”
“Wow.”
“Yes. Wow. I can’t believe the things I told you. I’m blushing.”
“No need to be embarrassed. You did cure me of my shyness.”
“Good. Am I terrible or what?”
“If that’s terrible, I’m terrible. In fact, as long as I’m no longer being shy, I’ll tell you. Remember how I told you I masturbated to the thought of you and your cousin spreading your legs and showing me yourselves?”
“Yes. It made me hot.”
“I didn’t tell you that I also imagined you both on your knees, reaching back and spreading your ass for me. I told you some time ago I’m an ass man. I really, really am.”
“Hmmm. That makes me hot right now. Thinking of doing that for you. I am an actor, after all. It’s my job to be seen.”
“This moment of silence caused by the vision in my head.”
“Oh, you’re thinking of that are you?”
“Of course.”
“Okay. Embarrassing question time. Have you done that? Licked a lady there?”
“Yes.”
“Tell me about it.”
“<blushing>”
“No more blushing. Remember? Tell me about the first time you ever did that. Unless you really don’t want to.”
“No. I don’t mind. I hereby will no longer worry about being too kinky to be your friend.”
“Good. And I will be the same.”
“Okay. The first time was to reciprocate. What I mean is that I was with a lady who was really into ass play and her freedom allowed me the opportunity to explore as well.”
“Good go on. Don’t be distracted by the fact that I’m playing with myself.”
“Really?”
“Yes. I’m naked and you’re turning me on. So I’m playing with myself just a little. So, tell me about this lady into you playing with her ass. Was it Marie?”
“No. Not Marie. Although she also enjoys it. Plus, I was with her for quiet a while, so we had more opportunity. But, the first was an acquaintance, Carol.”
“Okay. Tell me a little about Carol.”
“She was a friend. A social acquaintance. I have tendency to occasionally say too much in social situations and one night at a party I said something about I love the taste of a good wine from a lady’s body. Everybody listening laughed politely, but she made a sound of appreciation that the others did not.
“She made a sound like she’d caught the scent of something delicious. And, I noticed her looking at me intently. Have you noticed there’s not much eye contact in the world today?”
“Yes. In fact in an acting class, we once spent thirty minutes doing nothing but making eye contact.”
“Well, her eye contact was intense and I got the impression there was something intriguing behind it.
“I called her the next day. She was surprised to get my phone call, but I’d been attracted to her for a while and thought I’d test the water.”
(Maq says: Dear readers, to avoid the awkwardness of using single quotes to indicate my conversation with Carol within the double quotes context of my conversation with Jill, I will begin here to use quotes to indicate the conversation with Carol. Things said by and to Jill in our chat will appear in parenthesis until further notice.)
“Carol. Hi, it’s Maq.”
“Maq. Hi. I enjoyed the party last night.” She sounded a little nervous. A little inquisitive. I would find out later, she was hoping we’d find a way to talk privately. She was hoping the phone call was it.
“Yeah, me too.” There was a pause. I took a deep breath and made the leap. “It sounded like you enjoyed the idea of wine being tasted from your body, too.”
There was another long silence here. I started to envision myself ostracized, or shot.
“Yes.” She said in a small, quiet voice. “I can’t believe you called and said that.”
“I’m sorry. Should I hang up?”
“No. I’m just surprised. Just like it surprised me to hear you say that last night. It gave me goose bumps.”
“Ah, good goose bumps or bad goose bumps?”
“Good. I’m a little jealous. Nobody ever offered to lick wine from my body.”
(In our chat--Jill said: “Another interesting thing I’d like to try some day.”
“Actually, you asked me if my first time to enjoy someone’s bottom was with Marie. It wasn’t, but the first time I did run my tongue there with Marie, it was to chase a sparkling stream of champagne flowing down her back.”
“More on that later, please, but now, back to
Carol. Go on. I’m still playing with myself, by the way.”
“Groan.”
Okay, back to the conversation with Carol….)
“It’s the best way to enjoy fine wine.”
Anyway, to get to the stuff you want to hear about. We had some sexy chats, Carol and I. Eventually, she had to make a trip out of town and asked me to join her. I did. She picked me up after work. I was in a suit.
“You look nice but uncomfortable. Would you like to stop so you can change?”
“You’re driving. It won’t be difficult for me to change. If it won’t bother you.”
“ummm It might distract me, but it won’t bother me. Before you do, can I do something, I’ve been dieing to do?”
“Sure. What’s that?”
“This.” And, she reached over and, for the first time she touched me. She stroked and rubbed my cock through my suit pants. It had been semi-hard and that pushed it to full inflation.
I leaned back and let her rub me. We were in a parking garage. I leaned over to kiss her. My hand went to her leg, high up on her thigh. She was wearing blue jeans. Her legs spread and I moved my hand between her legs to feel her there for the first time. I love to feel the heat between the legs of a woman in jeans. She moaned and pressed against me.
“I should have worn a dress,” she said.
Anyway, after some very nice kissing, we hit the highway.
Once we were out of the city, I pulled some comfortable pants out of my bag, making sure I had a pair that afforded easy access.
I slipped out of my dress pants. My shorts were tented by my erection. She told me to wait a minute and while she drove she reached over to caress me through my underwear. I turned toward her slightly and spread my legs to let her enjoy whatever she wanted. She made sounds of appreciation.
I reached over and caressed her breasts. She moved her arm to make it easier for me to touch.
She said, “If we keep this up, we might not make it to where we’re going.”
“We’ll just take our time getting there.”
“Okay, but before you put on your pants . . .” She reached into the leg hole of my shorts and grasped me, her hand cool on my erection. That is such an erotic feeling, a cool hand on my cock, especially the first time with a lady.
We fooled around while driving. My first blow-job from Carol was in a rest area at which we spent a while. She is the all time best blow-job giver I’ve ever enjoyed.
We spent the night in a hotel and did the usual sexy things that healthy, horny adults do. Several times. Finally, I was relaxing on my stomach. She started to rub my back. It was my turn to make some appreciative noises.
She rubbed my shoulders.
“Would you like me to use some massage oil? I have some that’s not too oily.”
“Sure.”
She got a bottle of sesame seed oil out of her bag and worked on my back. Her hands moved lower, taking exquisite time with each part of my back. She shifted on the bed and started to rub my ass. She squirted oil on me and rubbed it into my skin. I started to get erect again.
I got the impression that she was squeezing and rubbing in a way to separate my cheeks. I thought she might be trying to get a look at me there. That was a turn on to me, that she might have such a kinky little desire. I raised my ass off the bed for two reasons. One was to allow me to adjust my growing cock. The other was to see if I was right that she was really extra interested in my ass.
“Ummm,” she said. And she rubbed me harder as I held my ass up off the bed. “I like that.”
“It feels good.” I moved my ass under her hand, encouraging her to take greater liberties if she wanted.
“Do you like this,” she asked.
“Oh, yeah. Feels nice.”
She squirted some oil right in the crack of my ass and started to rub me there. “How about this?” she asked.
“Oh, yeah. Feels real good.”
She reached under me, between my legs, and started to stroke my cock, her hand slick from the massage oil.
I spread my legs, and rose up a little higher. I wasn’t quiet on all fours.
She leaned down and with the fingers of one hand rubbing over my anus, she dipped her head down and took the tip of my cock in her mouth.
I was making no pretense. I was on all fours, raising my ass up for her to pleasure, giving her room to suck my cock. The eroticism of a new position, the tension of her pulling my cock back between my legs for access, and the slick stimulation of my ass all combined to make it the best blow job I’d ever enjoyed up to that moment.
She was kneeling on all fours, her head between my legs. I stretched to reach her and she twisted as much as she could. I stroked her pussy. She spread her legs. I ran my finger up the crack of her ass. She moaned.
Taking her mouth off of me for a moment, she said, “You like this don’t you?”
“Yes.”
“Then we’re a lot alike.” My finger pressed against her anus. “Ummm,” she said, “That’s exactly what I mean. I like that.”
After enjoying me touching her for a few minutes, she went back to work with her mouth on my cock. She had to move away from me and I lost contact with her ass. I just enjoyed her enthusiastic attention to my ass and cock.
“Stay in that position,” she said, “I want to do something. If you don’t mind.”
I confess. I had a moment of fear that she was going to pull out a dildo and try to use it on me. I wasn’t ready for that. But, what she did was shift so that she was behind me. I was still on my hands and knees and now she was kneeling behind me between my legs.
She pulled my cock back so she could suck the tip. She licked up the underside of it. Her finger was now just resting against my ass, not really moving, just sitting there, stimulating those sensitive nerves.
Her tongue moved up to my balls and she licked me there. She sucked my balls into her mouth one at a time, swirling her tongue around each.
Then, her tongue moved on up my ass. She pressed it between my cheeks. She moved her finger from where it pressed against me. Using both hands, she spread me and her tongue began to lick me there. It was exquisite. Something I’d wanted to feel for some time. Pressing against me she used one hand to stroke my cock while she licked up and down my ass.
It was very intense. Very erotic. Very stimulating. I was close to coming when I finally pulled away from her. Carol is tiny. It was no problem for me to bodily flip her over.
“My turn,” I said.
Using the massage oil I began to rub her back. I straddled her so that my cock lay along the length of her ass. My cock, still slick from the oil, moved against her as I leaned forward to rub her shoulders. I rocked as I massaged her back so that my cock would slide against her. She made delightful noises and moved her ass underneath me, adding to the stimulation.
I was not as patient as her. I moved pretty quickly to rub her bottom. She moved her hips sensuously, moving her ass beneath my hands. She was making sexy noises of appreciation.
I spread her cheeks.
“Yes,” she said, raising up to her knees.
I looked at her, enjoying the view of her pussy from behind, it’s moisture readily apparent, and her asshole. I licked her there, starting as far down the slit of her pussy as I could reach and tasting her wetness, feeling her warmth as I moved my tongue up her. My tongue pressed a little ways inside her as I passed her opening. I continued on up, my tongue making its way between her cheeks and over that secret part of her.
When it touched her there, her hands gripped the sheets in fists and she moaned, saying, “Oh, yes. That feels so good.”
I continued to lick her there and, while I did, I pushed my thumb into her pussy and used my fingers to stroke her clit. She came like that.
A few minutes later we were laying spooned together on the bed. Her bottom pressing against my erection, my hands caressing her nipples.
“Did you like that?” she asked.
“Oh, yes.”
“Is that your first time to do that?”
“Yes.”
There was a moment of silence. She reached behind her back and took my cock in her hand. She stroked it against her, pressing its tip between her cheeks.
“Have you ever had anal sex?” she asked quietly.
“No.” I hoped she would say what she said next.
“I want you to do that. I want to give you something nobody else ever has. I really enjoy it and it’s been a long time. Will you fuck my ass?”
“Yes.”
And so—she got up on her knees. I used a generous portion of our massage oil and, for the first time in my life, I enjoyed feel of my cock spreading and sliding into the heated tightness of a lady’s ass.
(Maq: Okay, back to the chat between Jill and me-)
She said, “That is so hot.”
There was a long pause, and finally she said, “Maq, are you still there?”
“I’m sorry. Of course. I was just hmmm day dreaming, I guess.”
“About what?”
“I think you know.”
There was a short pause, and Jill said, “Were you thinking about what it would be like to fuck my ass?”
“Yes.”
“Are you stroking yourself while you think about that?”
“Yes. As a matter of fact, I am.”
“Good, because I’m rubbing myself, too.”
“While you think of being fucked in the ass?”
“Yes. By you.”
“Oh, my.”
“I’m laughing. Yes. Oh, my.”
“So, that’s another thing you are curious about? Anal sex?”
“Yes. Another thing I could ever do with anybody I’ve ever had a relationship with. You know me.”
“You’ve given up a lot of freedom. I know.”
“Thanks for giving some back.”
“My pleasure. You’re welcome.”
“Okay, that was nice and polite. Now, back to you thinking about my ass, please.”
“Laughing. It is exquisite in my mind.”
“Good. I work-out a lot to keep it exquisite.”
“So, are you still rubbing yourself?”
“Yes. That’s why all the pauses between typing.”
“If you’re thinking of that, are you going to touch yourself there?”
“Yes. I will. I’ll do it now.”
There was a pause and then she continued.
“I scooted forward on my chair and slid my finger down between the cheeks of my ass and touched myself there.”
“Have you ever fingered your ass while masturbating?”
“Yes. I have. Not often, but I have.”
“Tell me about one time. What were you thinking about.”
“Before you?”
“Yes. As unbelievable and exciting as I find it that I’m getting a role in your fantasy, tell me about a time before our chats. What got you there, so to speak.”
“The first time ever I was reading the book Presumed Innocent. You know the one?”
“Yes. Movie. Harrison Ford and Greta Scacchi.”
“Yes, that one. Have you read the book?”
“Yes.”
“Then I suspect you remember the part in the book where the character played by Greta has the guy take her in the ass.”
“Yes. I was so disappointed when they left that out of the movie.”
“Me, too. When I read that, it turned me on. You know, as a forbidden sex thing I could not enjoy. I fantasized about doing that and played with myself. That is the first time, using some convenient lotion on my nightstand, that I pushed a finger into my ass.”
“Okay, now you’re about to make me come.”
(There were longer and longer paused between typing. We were both busy.)
“Good. Me too. Getting close.”
After some mutual silence:
“Hold on, I have to clean up,” I said.
“Was it good for you, dear?”
“Laughing. Oh, yeah.”
“Me too. I just came. Maq, I’m sending you a picture. Okay? It is my pussy. I took it after I got all wet playing with myself just before we started chatting. Would you like to see?”
“Hell yes.”
“Thought you might. Hold on. Enjoy, and give me a moment. I want to do something.”
The chat program advised that Jill was sending a file and I accepted. It took a few minutes to download. I opened it.
It was Jill, on her bed. I have it here in front of me now as I write this. She is on her back. Her face is securely out of view. Her knees are raised and her legs are spread. The lighting is natural and nicely illuminates her pussy. She has a small, trimmed patch of hair. The skin around her pussy is smooth, glistening with her moisture. Her labia are parted slightly. The crack of her ass disappears into the sheets beneath her.
After a moment of savoring the photo, I typed, “Very nice.”
There was no response for a while.
“Hold on Maq. I’ll be back in a few minutes.”
“No problem.”
After a short time, she came back on-line.
“Maq, still there?”
“Like I’d leave.”
“I want to send you three more pictures. I just took them.”
“Okay, I’m ready.”
The first of the three pictures is one of her on her bed on her knees and elbows, her hands clasped behind her head. She is naked, her legs together and tucked beneath her in a way that raises her bottom up. You cannot see anything other than the smooth, toned expanse of her back. It widens at her hips to flare into the sexy, tight, roundness of her bottom. Her bottom is well rounded, each cheek symmetrical, separated by the cleft between them.
In the second picture, she has spread her legs and more of her is visible. The crack of her ass widens between her legs to where her sex is slightly parted, her labia smooth and the color of coral. There are two small points of reflection that makes it obvious she is wet. Her other opening remains recessed and hidden, its presence suggested by a slight difference in the color and texture of her skin.
In the third photograph, she has reached behind with both hands and spread herself, showing me her ass. You can see the crinkled texture of her anus. It, too, glistens where she has rubbed it with the wetness from between her legs. In the decades I have spent perusing photographs of naked women, those photographs are the sexiest I have ever seen. If I just think of them I get hard.
I continued the chat: “Those are without a doubt the sexiest, most erotic pictures I’ve ever in my life enjoyed. And, I’m sure you know, other than knowing that I’m looking at one very well built lady, your identity is safe. I will use those later.”
“I hope so. It turned me on terribly to take them.” There was a short pause before she continued. “Maq, I wish I could send you one with my face, but, well, you know.”
“Yes. I know. The pictures would turn on a dead man as they are. Yes, it triples the effect for me knowing they are of you. And triples again knowing who you are. And quadruples knowing that you took them just now, for me.”
“Use them well while you think nasty thoughts of me.”
Our chat continued for a while in post coital friendliness until we had to disconnect, leaving each of us with our thoughts.
Maq says: I left thinking of how incredible it was that I’d just shared what I’d shared with whom I’d shared. The idea that she’d said several things that led me to think we might actually get together some day was overwhelming.
Jill says: I left thinking how lucky it was to have stumbled across Maq, a guy who seemed capable of allowing me the freedom to interact about such taboo subjects. I was planning on seeing him. As soon as possible. I know that real life does not compare to fantasy, but I also know that nothing is really better than real life.