I said, “Sally, I’m so sorry.”
She said, “But Tom, I want you to know that I’m pretty much leaking all over the place thinking about you. Um, let’s go for a quick walk, I want to show you something.”
She stood up and pulled me to my feet and looked around. She took us toward the hotel, into the gardens, and then dragged me behind a bush where it was hoped that no one would see us.
She hugged me and whispered, “Be very quiet.”
Sally took my right hand in hers and slid it under her tank top and pressed it against her pubic mound. She positioned my middle fingers right along her slit.
Whispering again, she said, “Tom, go ahead. Slide them in. I want you to see.”
I pressed my fingers against her and rubbed up and down just once, and then my middle finger slipped easily into her moist vagina.
Sally said very quietly, “Oh man, that’s nice. Oh Tom, keep going,” and she spread her legs a bit wider.
I held her close and pushed two fingers into her and pumped them in and out slowly as I felt for her G-Spot. And I placed my thumb at the area just above the head her clitoris and very gently rubbed there too. Sally climaxed on my fingers a minute later. When she was done convulsing, I removed my hand from under her clothes. I looked at her and slowly put the fingers in my mouth and sucked some of the juice off. She grinned and took my hand and put my fingers in her mouth and did the same.
I said, “Sally, that was really nice. And, trust me, I don’t have any trouble finding you attractive. Where the hell is this Cupcake woman? I want to be with you!”
Sally smiled and arranged her tank top so that she was covered up, and said, “Tommy, that wasn’t even sex. That was just me showing you how I feel about you. The fact that I had a great orgasm was entirely coincidental. Nice technique, by the way.”
We started walking back to the pool where Ashley would expect to find us when she came back.
Sally said, “So, that was all ten years ago. And after that, I kind of swore off men. And women. And then I met Robby and the ladies. Ash, Dee, and I were living in a little apartment. I’m not a pilot, but Dee and Ash were flying low paying jobs doing mail runs at night and finally got a job with a big delivery service, flying bigger cargo planes. I worked in the office doing planning and stuff. One day, I got a call. A woman named Marilyn said that she needed a crew for a private jet gig and asked if we were interested. The rate was about three times what any of us were making at the time, so we took a few days off work and flew this beautiful corporate jet from Portland to San Diego. It was for Robby. And the next day, the woman we call Peach, her name was Claire back then, she sits us down and asks if we want to be his backup-crew, full-time. She offers to set us up with a company structure and give us a retainer to be on call and sets it up so some kind of agency calls us with other jobs once or twice a week. It’s like a dream. But even on that first flight, I see something in Robby and the ladies that makes me really uncomfortable. Not their relationship, well, yes, their relationship, but not because it was creepy, but because it was beautiful. It made me uncomfortable because it felt like my life had been going in the wrong direction and I wanted more from life than I had. I wanted a man like that. And I wanted to be a woman like that. Not rich, but at peace. They were so, I don’t know, substantial. Like the first truly real people I had ever met. But Tommy, I knew that Robby wasn’t right for me. I knew then though, that if I ever did meet the right man, that sex would not be a problem.”
Sally and I sat back down at the table that we had been at before and held hands across the table.
I said, “It’s taking Ashley a long time. Sally, I love you.”
She said, “Yeah, I know. I don’t know how I know, but I do. And we love you. It’s all we talked about last night. Should we get some lunch?”
I said, “Oh, yeah, lunch. That’s a good idea. I didn’t eat breakfast.”
The two of us took the menus that were in the middle of the table and looked for something that we might want. The place where we were, the poolside bar and grill, was really casual. They didn’t care if you sat and didn’t order anything. They were part of the resort, so it didn’t matter if you bought something or not. When we picked up the menus though, a waitress noticed and came to see how she could help us. We asked for iced tea and some fresh pineapple and fish tacos and a club sandwich. I asked Sally about ordering for Ashley, because the next appointment at the spa was coming up, but she said that she would take the next slot and Ashley could take as long to eat as she wanted. Ashley did come back before the food arrived.
Sally said, “Ash, we just ordered. I’ll eat quick and take the next appointment and you can sit with Tom and eat what you want.”
Ashley said, “Here, I brought your swimsuit. But I’ll take a bite of your sandwich and I’ll take this appointment. I’m late because I remembered we have to be shaved. You’re going to have to go do that before you go to the spa.”
Sally said, “Oh that’s right! Hey, I’ll run up now. You stay and eat. Um, I told Tom about my first husband and all that. He knows everything. I’m not really hungry. I’ll be back. Give me my suit.”
Ashley handed Sally a little bag with her swimsuit and Sally kissed me on the cheek and ran off to get ready for her spa treatment.
Ashley looked at me and said, “Tom, last night Sally said that she was afraid that you might think that she isn’t going to be interested in sex or be any good at it once you heard about her first husband. It won’t be like that.”
I smiled and said, “I have no fears in that regard, believe me.”
Ashley said, “I really want to make love with you. I mean really. And I guess you could be afraid that I’m pretty broken too. Only having sex once, and it being awful, and the guy dying right afterward.”
I said, “Ashley, are you afraid of that?”
She said, “Kind of. You can never really know, right? I could think whatever, and I could promise you and myself whatever, but you can’t really know for sure. I’m so in love with you, so I don’t think it can be a problem, but maybe I can’t guarantee you anything. Except that I will love you forever.”
I said, “Ashley, for Pete’s sake, I hate to say this, and I hope you take it as a compliment, not as evidence that I don’t have any self-control, but I’m semi-erect all the time around you and just want to go somewhere with you and get fully erect and make love with you. I get it. We’re going to wait. But we are married. The license and name-change and everything is in process. The only thing missing is the rings and whatever this Cupcake woman is going to do. Yeah, I trust Honey and she says we want to wait, but it’s getting harder by the minute. And yes, I mean the situation and my penis. I’m so sorry that you didn’t have a good time when you had sex the first time, and I swear, I’m going to try to make up for that every day of your life from now on.”
Ashley smiled and said, “We didn’t get you a bathing suit.”
I was surprised and looked at her as if she had just changed the subject in the middle of an important conversation.
She grinned and said, “I was just thinking about how if you had a bathing suit, that you and I could go down to the beach and go out in the water, and kind of hold each other and let the waves bob us up and down, and well, maybe things could happen below the water that might help our frustration a little. Yeah, we could just go back to the room and fool around, but if we were just swimming, and some things happened under the water, I might feel like it wasn’t as much breaking our promise to wait. I mean, we’d be in public, so nothing could really happen, right? Except maybe some inevitable contact below the water, because we’d probably have to hold each other to keep from floating away from each other, right?”
My eyes went wide, and I said, “Ash, we forgot to get me a bathing suit.”
Ashley smiled and said, “I need to go to the bathroom for a second. You run up to the gift shop and get yourself a suit really quick and I’ll meet you back here in a few minutes.�
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She got up and I watched her walk away in her polka dot two piece, carrying her tank top and another bag that she brought with her with the suit for Sally. I offered to let her leave it with me, but she smiled and told me that she needed it. I called the waitress over and told her that we were stepping away for a moment and asked her to hold our food until we came back.
She said, “Of course sir. I didn’t know until I ran your card that you were a guest of Mr. Jensen and one of his relatives. There’s no charge of course. And no tip required. I’ll have your food ready when you want it.”
I said, “Um, I might want to go for a swim before I eat, is that OK?”
She said, “Absolutely. Just let me know when you want your food.”
I rushed away, around the pool and up the stairs to the upper levels where the lobby and shops were. I went straight to the gift shop and grabbed a pair of swim shorts my size. I hurriedly checked out and rushed back to the pool. I could see Ashley sitting at the table and I waved and ducked into the changing room to put on my suit. A minute later, I was outside again. I had made sure to pick a suit that had a liner that would help contain my genitals a bit. When I got to the table, Ashly was wearing her tank top again and as I approached, she stood up.
Without a word, we walked quickly across the sidewalk and then across the lawn toward the ocean. There weren’t that many people at the resort right now, it being a slow week, but we walked to a spot on the beach that had as few people nearby as we could find. I pulled up a beach lounge and put my pants and shirt on it, and Ashley put down her bag. She grabbed the hem of her tank top with both hands and pulled it up.
Oh wow. Ashley had changed suits and was wearing a black bikini that left most of her bottom, as well as most of her breasts uncovered. Like she had said, it would have drawn looks if she were just a few feet away at the pool, but here at the ocean, it seemed fine. It wasn’t a thong, but it sure left a lot of her buns exposed.
I said nonchalantly, “Hey, do you want to go for a swim. If we’re going to, we should do it before we eat.”
She smiled and said, “That sounds nice. You might have to hold me up though. I might not be a very good swimmer.”
Chapter 20 - Not Doing Anything We Shouldn't
We held hands and walked into the water. There weren’t many waves. The bay was protected and shallow and we had to walk out quite a way before the water came as high as our chests. When we were deep enough, Ashley grabbed me and put her legs around my waist, and I hugged her mostly naked chest to mine. I didn’t want to go farther than she wanted, but she did suggest this, and I was willing to take some chances.
As Ashley held her arms around my neck and slowly slid her body up and down mine, just a few inches at a time, I cupped one naked butt cheek with one hand, and with the other I reached down and pulled my penis free of my bathing suit. It was completely engorged now, and it felt great to let it just float in the warm salt water surrounding us.
I said, “Hey, Ash, my penis popped out, so be careful. You might bump into it. It’s not a fish or anything, I’m just having trouble with my bathing suit.”
Ashley grinned and said, “Oh, I understand,” and she leaned back and pressed herself lower onto my body.
Suddenly, she had me between her legs, more or less sitting with me in the space separating her buttocks. She made an adorable ‘ooh’ noise and then reached down and grabbed my shaft.
She said, “Oh, I see why you’re having trouble. You’re too big. See, I bought my suit a little big so that it wouldn’t be too tight. It stays on just fine, and it looks great if you ask me, but see, it even has enough room for me to pull the crotch aside if I need to. Look.”
With that, Ashley pulled the fabric between her legs aside and slid my penis against her naked labia. She put her legs wide around my waist and moved her hips so that her slit rubbed along the length of me, and at the end of each stroke, the head pushed along the folds, threatening to enter her. After a few minutes of this, she reached down, and using her hand, pointed me right at her opening and leaned back so that the slightest movement would force me straight in.
She looked at me seriously and said, “Tom, I love you. I want you so bad. I’m sorry about your boner. I want to help you. But I can’t yet. I know you want it too, but don’t fuck me yet.”
And then she leaned back and gripped me with her legs and forced herself all the way onto my cock! She felt great. And I was so aroused and hard, and she was tight and wet and really warm, and she put her arms around my neck and I held her by her ass.
I grunted and exclaimed, “Ashley!”
She leaned into my neck and said, “Thanks Sweetie, I know you want me, but we have to wait. We’ll just do this for a while, even if we can’t fuck yet. Wow, I just know I’m going to love it. I felt your penis on the plane, and I fell in love. And when you finally put it in me, it’s going to feel so amazing. Well, you have it in me now, but I mean when you really do it and you can finally fuck me like we want to. I’m ready to have an orgasm already. Can you just move a little bit and move it around inside me, just to see where it feels most comfortable like this, even though you aren’t really fucking me right now.”
I used my hands to move Ashley up and down my penis a bit, and I could feel her squeezing me, beginning to writhe a bit on her own.
She moaned and said, “Tommy, I’m afraid of you getting too enthusiastic and fucking me by mistake. I wouldn’t blame you. It’s going to feel so good, and I want it so bad, but if you maybe stay still, and I don’t let you touch me, because of our agreement, then it’ll be OK. Of course, I promised not to let any man touch me, but you didn’t say that I couldn’t touch you I guess, so let’s just be careful. I said I won’t touch anyone but you, but I’m not supposed to have you touch me yet, so just hug me.”
She continued slowly riding my shaft under the water, both of us trying to keep still enough that anyone nearby on the beach couldn’t be completely sure of what we were doing.
She groaned close to my ear and said, “If we were having sex, this would be better than anything I could have ever imagined. Tommy, very soon you’ll have be on my back, fucking my brains out and I’m going to love it. Oh, wow, you’re going to have me on my back and on my knees and face down and in a chair and in the shower and leaning against a tree in the jungle, oh, oh, oh, oh, yes, whoa, yes, yes, Tom, yes, oh, again! Oh, yeah, yeah, oh, that was…oh, oh no, oh no, again! Oh, Tom, oh Baby, oh I love you. Tommy, your poor cock. I made you hard and I’m so sorry, because I can’t do anything about it for you. Oh, oh no, oh yes, oh that’s nice. So, if you want to, I won’t be upset if you just want to like masturbate right here without fucking me, and you could just cum where you are, and I won’t feel upset at all.”
I said, “Right where I am right now?”
She said, “Yeah, you could put your hands on my ass, and just masturbate by sliding your cock in and out of a pussy that adores you and wants to help you be good and wait to fuck me until later. I mean, it’s really your pussy anyway, and I love you and if you want to do that, it’s OK with me. Um, anytime you want to, you know, if we have to wait, you can just use it to masturbate and I’ll just whisper things to you, to help if I can.”
I took hold of Ashley’s rear again and started pulling her hard against me. I grunted in pleasure and said, “Like that?”
She put her lips against my ear and said, “However you like it. I would have had four orgasm by now, if we were making love. Your cock would feel so good, so hard and lovely. Oh, I want to fuck so bad. I want to feel you…oh, oh, um, it would feel like, ah, Tommy! Oh Tommy, just do it, just pretend that you’re fucking my pussy and that you are doing it inside me the way we would want to. Cum in it. Just cum. Oh, yes!”
And I did cum. Hard. Inside Ashley’s nearly virgin pussy.
She said, “Oh, Tom, I can’t wait to have you make love to me. I think that what happened to me that one time wasn’t sex at all. It was like a doctor’s exam and just as
painful. But with you, it’s going to feel so good. I just know it. And, you’re going to be the first one who ever really even had sex with me. Oh, I want that so bad. Damn, I had five or six orgasms, um, imaginary ones, since we weren’t really making love, but in my imagination, I got fucked really nicely. And I loved it. And I can’t wait for it to happen again. We don’t have to tell the other girls though, because it wasn’t real. I just helped you masturbate, but I didn’t even touch you while we were doing it. I just gave you some encouragement. That’s all.”
I said, “Ashley, I love you so much. That was wonderful, and it is going to be wonderful from now on. I think I am starting to understand what Honey, or maybe it was Buttercup, said about loving all of you more than the others. Ashley, I am completely in love with you. I can’t love anyone more than I love you. But I don’t think that means that I will love Sally or Dee any less completely than I love you. But oh Sweetie, I do love you,” and I kissed her on the mouth and hugged her.
Tom vs the Volcano God Page 20
