Be My Sailor: A Single Dad and Virgin Romance

by Lauren Wood

  “You think that I’m not a woman of my word. I will gladly take that ride with you, but only if you really give it some thought. We can both get what we want and I won’t have to settle for second best. I won’t have to worry about catching anything, because I know that you get yourself tested every year without fail. You always wear protection and that’s something that a girl doesn’t take lightly. In a day and age where chivalry is dead, there might still be room for a guy like you to open my door and show me the kind of manners that will make me want to give you something that no man can say that they will ever have again” “I wasn’t expecting him to follow me down the road, but I guess I really did get to him. For some reason, I envision him pulling my hair and spanking my ass. I may not be into rough play, but maybe I don’t know what I’m into until I finally experience it for myself.”

  “Get in this truck, before you have a horde of men running down the sidewalk about ready to commit adultery. There are a lot of guys that would sell out their own mother for the chance at somebody’s virginity. To feel that tightness for the first time and experience a woman’s orgasm like that will be hard for any moral man to step away from. You’ve opened a can of worms that you can’t close. I could make it easy on you, but I’m reluctant to take that step.” Mitchell watched her settle in beside him and the way that her thighs spread slowly brought that skirt up to show her silky white alabaster thighs.

  “I think that maybe you’ve given this a lot of thought already. You probably thought that it was wrong to even think of me in that way, especially since you and my mother were close friends back in the day. The only thing that I’m looking for is a physical relief. I’m not looking for a commitment or a ring on my finger. The money will allow me to start a new life without Helen getting in my way. I could take the money and I could invest it, or I could go down to a tropical island with a drink in one hand and a bronze body on the other. I’ve dreamed of finding that paradise and planting my flag there for the duration of my life. I don’t want to get caught in the mundane existence of going back and forth from a 9 to 5 job like Helen does every day. She works too hard and I never want to be in that position. I’d rather have my freedom than to experience a life of hell doing one job for the rest of my life without any end in sight.” Lynn was consciously spreading her legs a little wider until she was now showing off the cleft of her bald mound. “I see him pulling at his tie and there’s a trickle of sweat running between his eyes. He can’t stop looking at me and I believe that I have one on the hook and I just need to find a way to reel him in. This all began with Helen forcing my hand and I think that I have found something that is worth fighting for. I don’t think that I could ask for anything more. He’s huge, but I’ve heard through the Grapevine that any woman can accommodate such a girth.”

  “I know this sounds foolish under the circumstances. If I were to agree then this would have to remain between the two of us. It can never get out that I stooped so low as to pay for it. I’ve never wanted anything to do with women of the night. It’s the oldest profession in the world and my father tried to make me lose my virginity by going to a house of ill repute. I felt dirty sitting in the waiting room and I walked out before I even had a chance to choose from those that were willing to let me stick it to them. I guess I don’t want that same thing for you and I have more than enough experience to show you a good time. I’m going to ask you to sign a nondisclosure agreement. I’ll have one written up. I’m going to give you $1.5 million. That is my final offer. Take it or leave it.” Mitchell had no earthly idea that this was going to happen today. It was quite unexpected, but a welcome addition to an otherwise boring day.

  “I would say that we should shake on it, but I think I can do a whole lot better than that.” She reached out nervously and she manhandled the goods through his pants. He swerved and she probably should have warned him before doing something so out of character. She felt alive for the first time and it was like a certain part of her had lain dormant for too long. It was time to let her inner woman free. She had found the right man to make that happen. “I know how men like to have their cocks played with by other hands besides their own. I’ve done my fair share of research on the Internet and let’s just say that I’ve seen things that had me wondering why anybody would even consider doing something like that. A couple of those acts I would like to commit to memory. I think that you can help with that. I’m sure that you have tricks that you’ve learned over your years. I agree with your terms and I believe there’s no reason to go searching any further than you. When do you suppose that we should do this? I believe that Helen will be out of town for a while and that leaves that whole house unoccupied. I’ll be alone. We can find something to do other than to talk about our feelings.”

  “Look what you’ve done to me. I thought that those girls that I picked up in the bar were enough for me. You changed my mind and now I want to show you what it feels like to be with a man and not some little boy pretending to be one. I’m the genuine article and when they say that Texas comes with everything big they are referring to me. I’m quite happy with what I have and I’ve had several guys comment about it in the gym. I never thought that I was anything special, until I went to school and saw that all the other boys were not exactly the same. They ridiculed me, but I soon realized that there were women that considered themselves real size queens. The rumor of what I had got out and I couldn’t beat them off with a stick. I was grateful that I didn’t give my virginity to those girls in that whore house. I had my pick of the litter when I got the high school.” Mitchell considered himself to be worldly, but the one thing that had escaped his bucket list was that woman with a purity that was very hard to find.

  “I’m enjoying this a lot, but I do believe that I’m going to refrain from going any further than this. I want to open my present on Christmas Day and not a moment before that. By all means, if you insist on surprising me then maybe a red bow around the very thing that I’m holding in my hand would go a long way to helping things to go more smoothly. I don’t want any awkward moments and what I’m looking for is that passion that burns within the both of us.” “I could tell him that I want to suck his cock and that wouldn’t be a lie. I’m looking at him. The way that he looks at me back is under the pretense that I have no idea that he has become trapped by his own sexual needs. This is the kind of guy that could put me through my paces and hopefully go all night long. This kind of money opens me up to anything that he requests. I have every right to say no, but how can I when he is supplying me with the one thing that can make my life more palatable.

  The roar of the engine as he sped down the road was whipping her hair back like that of some movie star. He saw that the cold air had affected her nipples. They were poking obscenely against her shirt. He wanted to turn and bite them through the material, but that would’ve been too much of a risk of getting into some sort of accident. “I’m going to need a couple of days. I don’t want this to be just another experience for me for me. This has to be something that goes beyond all others. I need some time to go through some details. You might even find yourself getting some gifts to make the evening that much more interesting. I have a few ideas and believe me I am not opposed to using toys in love play. I find it not only enhances, but it sexually excites me. Some guys might feel like they are less than a man, but I don’t feel that way.” He was losing his composure and his chest was constricting like that of some kind of attack.

  “Oh, my…that is not something that you experience every day. You have an amazing capacity to withstand just about anything that I do. That brief jerk was a good way to spell the end of this moment between two consenting adults and I could easily make you cum inside your pants and believe me the idea does put a smile on my face. It’s not like you will be able to fight me and seeing you go off inside your own underwear will be the icing on the cake for today.” “I need to finish this. I want to see that look on his face that I’ve seen only in movies thus far. I’m beginning to
think that there’s more to sex than just the grunts of approval that I see on screen. There were some positions that seemed almost unfathomable to complete, but I’m willing to give it the old college try.”

  “Damn you…for making me feel this way. I can’t say that I’m not enjoying what you’re doing and a hand job has only scratched the surface. I never knew that there was a girl out there that could even come close to some of my better conquests over the years. Most girls are shy and make me initiate and I want you to be the other way around. When I come to you in the next couple of days, I don’t want to have to be the one to take you by the hand. You’re going to have the show me that you are ready. You may not know what I mean by that, but I think that you’ll come to your own conclusion in the nick of time.” Mitchell was rubbing her leg and his fingers began to sneak up to find that her pussy was well lubricated. “I take it that this is the first time that you’ve touched a man in this way. What exactly have you done?” He was trying to make conversation while keeping that sensation between his legs from going off.

  “I have had my pussy eaten, but by someone that really didn’t know what they were doing. I went down on the same guy and it was probably the blind leading the blind. He was a bit of a hair trigger and I had to pull away before I took any of that nasty stuff in my mouth. It was only after I was looking on the Internet that I found it quite fascinating to blow a guy all the way to the finish line.” “He’s fighting that instinctual need and he’s making me work for it. He’s circling the neighborhood and purposely staying away from my house for as long as possible. I can only assume that he doesn’t want to take anything away from what he’s feeling. I’m not going to leave him, until I take him to the point of no return.”

  “I don’t know what you…expect me to…say.” Mitchell thought that there was no pressure, but this girl was not about to stop. He had no idea what he was afraid. This wasn’t the first and it wouldn’t be the last time that he had done something with a woman. It would be the first time that he ever shot his load inside his underwear and that very kinky act was now fueling him to the end of his willpower. He had no idea what he was doing. If anybody saw him doing something like this with Lynn they would consider him to be some kind of pervert. At this moment, he didn’t care. “I can’t believe that I’m letting you… Oh fuck… oh yes… Oh fuck yes… YESSSSSS.” His fingers had turned white on the steering wheel and his eyelids fluttered for a moment, as he filled his underwear with a fair amount of his seed. It wouldn’t be long before it was soaking through the material and leaving a very noticeable wet stain at his crotch.

  “That’s what I wanted. Remember that when you come over in the next couple of days. I don’t want you to treat me like a docile little lamb being led to the slaughter. I want you to treat me like a woman and believe me I plan to treat you like a man.” “I was intending to make everybody inside that church realize that it was my life and not theirs. It started with a dare to myself, but now it has turned into so much more. I’ve wanted to get rid of this feeling of being the only one that hasn’t gone all the way. I just never fathomed that I would have the chance to be with Mitchell a man that was considered a catch amongst any available woman looking to get into his pants.”

  “You really are…hell bent on getting what you want. I suppose I could consider it a service and that what I’m doing for you is keeping you from throwing yourself at any available man that is willing to throw money at your feet. I want something more for you than that. Let’s not consider this a business transaction. Consider the money that I’m giving you a gift that is not predicated on performing to my expectations. I do want to make one thing perfectly clear. It goes without saying that I’m going to please your body. I will make you scream and that’s a given. You may think that I’m blowing smoke up your skirt, but trust me I know my around down there. I’ve learned what it takes. I’m just trying to make sure that you’re fully informed before going forward.” Mitchell saw that she was nodding her head yes, but her mouth was about to say no. He swung around to her house and stayed a block away in case of nosy neighbors that saw that they weren’t exactly platonic.

  “I don’t have anything to complain about. I want you to make me scream and to show me all those things that I have been missing out on.” “I don’t want to tell him that I had this crush on him for as long as I can remember. I know what he already had with Connie. I’ve never heard him speak of her name in public. It’s possible that that wound is still fresh, even though a few years have passed since she left him. He got a postcard a few weeks later from the French Riviera of her holding onto two boys that were barely out of their teens. She said that life was too short to be chained to one man for the rest of her life and that she apologized for getting his hopes up by taking his ring. Amazingly, he actually got the ring back. She did not try to pawn it as if she had any right to have it in your possession after the engagement was cut short.

  “You can’t talk about this to anyone including friends. You might feel this need to over share. You and I will be the only ones that know, unless I otherwise state to the contrary. I’ll be by in two days at exactly 7:00 PM. The gifts I send to you, I will expect you to wear in accordance to the agreement that we have set fourth.” He didn’t mean to make it sound boring, but he also didn’t want there to be any misinterpretation. He wanted this to be something they both wanted. He wasn’t sure how serious she was about this, but there was only one way to find out. He was happy to make that sacrifice.

  Chapter 4

  Two days later and being a woman that had enough, Helen had indeed left on a cruise to the Bahamas for the next month. They didn’t talk about it and Lynn did not offer to take her to the Airport.

  Being alone was not all that it was cracked up to be. Lynn didn’t like the eerie silence in the house, the ticking of the clock or any strange noises that made her jump practically out of her skin. Tonight was the big night and she received a couple of gifts along with the agreement that she eagerly signed on the dotted line. She was close to telling her friend Shelly about all of this, but at the last second she stopped herself from revealing too much.

  The gifts consisted of lingerie that were very risqué. This was not the type of stuff that she would have bought on her own. It was time to get dirty, but she also wanted to show off her virginal status. She had a choice of five different outfits and she had a feeling that before the weekend was over that she would be in each and every one of them. To start, she was going to take on a more pure after the wedding kind of outfit. This was a white widow with matching garters and the cups were literally flowing over with the abundance of her flesh. She put on the silk see through robe and heard a door slam in the backyard.

  The headlights were shining through the back door and then they were extinguished before she heard the telltale stomping of his cowboy boots. She flung open the door and got an appraising glance with him leaning down, so that she could grab him by his short dark hair. She shoved her tongue down his throat and decided that if he wanted somebody that was going to show initiative then she was damn well going to do that. She wiggled her tongue up to the roof of his mouth and could feel the presence of his member taking notice. He was wearing the same blue jeans and they were tight over his body like they were meant to accentuate the positives of his manhood.

  “I was tempted not to go through with this, but then I realized that I would never be able to look at myself the same way again. It was a tug of war between what was right and what was wrong. You drove me mad with desire these last couple of days. I wondered what you were doing at night. I’m happy to report that I didn’t do anything to satisfy myself. I’ve been saving it for you and there’s quite the buildup from the last couple of days. I’ve had a couple of women from my past come calling and I somehow denied them their request at a late night booty call.” Mitchell knew that this was different and he wanted to get everything done in a hurry. “I’ve taken the liberty of putting half into your account. That’s just a down
payment to the gift of 1.5 million coming your way. I would say that I was only waiting to see if I was getting my money’s worth, but I think that I have already learned that I’m getting more than I bargained for.” Mitchell pulled down the cups and was quite fascinated to see the silver dollar size nipples staring back at him.

  She was about to fall on her knees when he did the exact same thing before she even had the chance. He had a hold of her around the waist with his head pressed up against her stomach.

  She cradled his head and held him close to let him hear her heart beating wildly inside her chest.

  “I’m glad that you don’t consider that a part of the transaction. It’s so much better that you mentioned that it was a gift and not some kind of payment for services rendered. I know that I mentioned that this was what I wanted, but maybe I have been having second doubts. I don’t want my first time to be on the premise of money exchanging hands. I probably wouldn’t care with anybody else, but with you I’m beginning to learn that there’s a lot more to you than the playboy that everybody else sees.

  “I want you to know that you took the hammer to my walls of defense. You took my memories and dragged them away for something more pleasant than the haunting images of my nightmares. I wake up screaming every night for her, but the last couple days the only thing that I have been able to think about was you. I’m not just saying that and I do mean every word. I would like to think that she’s looking down from where she’s at with approval. She may think that it’s a bit distasteful to talk about money, but this was a promise and it’s not one that I’m going to renege on.” He lifted her onto the counter and found her white underwear already quite stained with her juices.