Mission Sylvia: Motherlode – Chapter Three: Friend of the FamilyMission Sylvia: Motherlode – Chapter Three: Friend of the Family

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I stared out the car window as the houses and the shops and the traffic signals slid by. Mom left me to my silent reverie as she drove us across town to the Raleighs’ house. What I was about to do, I knew, could possibly—would very likely—destroy what tiny chance still might remain for a future with Sylvia. I quailed at the prospect of fulfilling my promise to my mother, the impossible, the unthinkable thing I knew had to, was going to happen. I had my mind made up that I would do exactly as told, whatever the cost—unfathomable as it surely would be.At one and the same time, I was thrilled with excitement, ardent anticipation to follow every step of my instructions to the letter. In the theater of my mind, I rehearsed the scene to come. It seemed as otherworldly as science fiction, though I knew that in little more than an hour the event would have passed into history. Never in my life could I have imagined what this Tuesday morning was about to bring.Mom parked the car at the front curb, and we made our way to the front door. She rang the bell. My heart was throbbing and my stomach churning as we waited for Mrs. Raleigh to open the door. My mother had assured me that she had told Mrs. Raleigh nothing of what had happened the day before, and especially no clue of the actual reason for our visit. Still, they had known each other well for over two decades and had volumes of history. They surely understood each other extremely well—and so, maybe a good deal went unsaid.When the door opened, there stood the luscious Anne Raleigh—wearing the very same deep-scoop, bust-displaying blouse. What could I do? There was no way my eyes were not zeroing in on that phenomenal cleavage. I knew Mrs. Raleigh’s eyes were up higher, but that was the point of a décolletage, to make you look.So, I looked with obvious lust but did manage to bring my gaze up higher, to her lovely face. By her expression, she was pleased with my reaction to her bountiful bust. My cock was straining against the fabric of my jeans to stand upright.“Hi, Mrs. Raleigh,” I chimed cheerfully. “It’s nice to…gulp…see your… I mean to see you.”“Nice to see both of you, as well. Come in, please.”It had to be said, especially as I couldn’t keep my eyes away, “That’s a very beautiful blouse you’re wearing.”“Thank you, Martin. I’m very glad you like it.”We followed her to the kitchen, where a wonderful aroma promised something delicious was about to emerge from the oven.“The scones are just about ready,” she said. “Martin, will you take the tea tray into the living room?”I complied and set the tray on the coffee table, where three sets of teacups, saucers, and tiny plates already lay waiting for us.I returned to the kitchen, where she and Mom were chit-chatting. Mrs. Raleigh was smoking hot as always, though with an unassuming air. She gave off a sweet and innocent vibe, which would be easy to mistake for naivete until you knew her better. You might think her the stereotypical “blonde” despite her luxuriant raven hair, but she was the opposite of an airhead—a brilliant and capable woman.At her direction, I brought jam, marmalade, and clotted cream to the table, and finished setting out the spoons and napkins. Moments later the ladies joined me there. Mom and I sat on the sofa on one side, while Mrs. Raleigh sat across from us in an armchair.“Sylvia isn’t here, today,” Mrs. Raleigh said to me.“Oh, I know. She told me about her plans the other night, her semester abroad in Europe.”“Yes, she left yesterday morning. She called last night to say she arrived safe and sound in Paris.”“I’m glad to hear that. I’m sure she’ll have the time of her life over there.”“No question about it, though we’ll all miss her. I know you’ll miss her most especially, Martin. I’m glad you two got to spend a romantic evening together before she went away.”“Yes… well, I admit our date the other night has weighed on my mind since then.”“She hasn’t mentioned anything about it to me, I’m afraid. I admit I was hoping you two had reached an… understanding, they used to call such things.”“I guess we have an understanding of sorts. Anyway, she made herself clear and made sure I understood.”“Oh, one of those things, is it?”“I’m sorry to say so. Yes.”“I’m bursa escort sorry, too, for your sake. I think you two look good together, and you know we and your parents are the closest of friends. It always just seemed right that you and Sylvia would end up together. In any case, I’ve always rooted for you.”“Thank you, Mrs. Raleigh. That means a lot.”“So, how are you handling everything, if I may ask? I’m sure the disappointment is terrible.”I felt this was a cue. “Well, masturbation helps.”No question my answer caught her off guard. She looked beautiful with surprise and mild shock on her face. She was only flustered for a moment, however. “Well, if you can’t be with the one you love, love the one you’re with,” she replied, with a wry smile.“Oh, that’s good,” I said back. “I have a nice collection of photos of her… that I use. Mom was looking through them yesterday.”“Yes,” agreed my mother. “Sylvia is quite photogenic.”“Maybe I could contribute a few we have here. I’m sure Sylvia wouldn’t mind. I don’t know if you have any of her modeling shots. Have you seen the lingerie one? No? I have a feeling you’d like it. A guaranteed erection, no question there.”I was amazed at the direction our conversation was going, but I liked it.“Thank you. I definitely would like that.”She looked at me thoughtfully. “I can see you’re hurting. Why don’t you come over here and let me sit on your lap.”I couldn’t believe my ears but definitely did as asked. She stood up for me, and I sat down in her seat. Then she sat down on my lap sideways, her arm over the back of the chair. It loved the feel of her butt on my lap, and of course, it placed her bosom right in front of my eyes.“Are you comfortable?” she asked. “I’m not too heavy for you.”She was so petite; no way was it a problem. “Yes, I’m perfectly comfortable. You?”“Hmm. My cushion has a bit of a lump in it. You don’t have a banana in your pocket, do you?”That one floored me. No question my cock was rock hard. And there it was, pressing against her pussy, through our clothes.I swallowed, hard. So far, things were going well. I had already mentioned masturbation in passing. Time to return to the topic.“Speaking of masturbation, we had an interesting day yesterday, Mom and I.”“Really? Interesting how? Tell me about it.”“She caught me in the act.”“That is interesting. One of these accidental things, no doubt.”“Yes… kind of embarrassing at first, but it ended up being a nice moment for us.”“By the way… happy birthday. How do you like being a grown-up?”“So far, it’s working out really well, with the exception of Saturday night.”“So, this nice moment with your mother… you two consenting adults… it seems like you came over here to tell me about it for some reason. I take it by ‘nice moment’ that the two of you ended up fucking.”“Oh, Anne. No, I didn’t have sex with my son.”“Not exactly, anyway,” I said. “She did help me to pleasure myself… and got to see me ejaculate.”“Did you enjoy that, Caroline?”“Very much so.”“Sounds like you two did have a fun day together. And I’m glad you came over to tell me about it. Only, I’m still not entirely sure why.”I looked at my mother. She gave me the slightest nod. It was time.“I’m pretty sure I can explain everything to your satisfaction. Would you mind, however, if I ran to the restroom for just a moment?”“Of course.” She stood up to let me up. I hated having her climb down from my lap, but I had instructions to carry out.I went to the guest bathroom, the one where I regularly jacked off for Mrs. Raleigh. First, off came my shoes. Then my socks. I pulled off the sweatshirt I was wearing, and then the polo shirt underneath. I undid my belt and unzipped my jeans before sliding them to the floor and stepping out of them. That left only my underpants, which I quickly removed.I was naked, standing in the Raleighs’ guest bathroom. I took a deep breath, steadied my nerves, and turned the doorknob.With complete nonchalance, I returned to the living room, to Mom and Mrs. Raleigh. Totally nude. I looked at her face, that delicious look of utter surprise. Clearly, she could never have expected I would perform this act in her living room. This was the moment, I knew, when everything could blow up. She bursa escort bayan and I had been flirting, enjoying some “consenting adult” interaction, but what was happening now, took everything to an entirely different level. What on earth would her reaction be? I was about to find out.There was a hushed silence in the room, as I walked straight over to Mrs. Raleigh and stood in front of her. My cock was pretty much at her eye level, and after looking my body up and down a couple of times, she fixed her gaze directly at my steel-hard upright member.“Obviously,” she said, “you’re happy to see me.”“Oh, yes,” I replied, smiling at her. “Though I’m really happy for you to see me.”“From where I’m sitting the view is fabulous. Has anyone ever told you what a gorgeous cock you have?”“Mom did. Yesterday.”“And she didn’t fuck that thing? How did you manage, Caroline?”“It wasn’t easy, I have to admit,” replied Mom with a chuckle.“You used the word accident about Mom catching me in the act. It kind of was, but mostly not. She helped me realize it was what I wanted, that I arranged for it to happen.“He exposed himself to me,” explained my mother.“And the reason we came here today, was for me to expose myself to you.”“I’m not sure what to say. Do I say thank you? Or am I supposed to make some sort of scene?”“I’m not opposed to a scene,” I answered, “but there is a reason why I particularly wanted to show you my cock.”“Because it’s a work of art. Noblesse oblige. You are… clearly… an exhibitionist.”“Yes, I am. Mom helped me to understand that, too.”“I understand being an exhibitionist. I’m one, too,” said Mrs. Raleigh.“No question about it. I can’t begin to tell you how important that fact has been in my life. That is, yes, I could tell you, but this is not the time to go into those things. One thing I don’t have to tell you because I am certain you’ve experienced it yourself. That surge, the exhilaration, when you are naked and exposed—especially when other people see you. You do know what I mean, don’t you?”“Yes. I’m feeling it now, in fact. It feels like… a kind of power. I know this sounds strange, but like both vulnerable and invincible at the same time.”Mrs. Raleigh nodded. “That’s an interesting way to put it. Of course, you’re not really invincible, but yes, it’s the sense of your inner strength becoming unrestrained, your potential freed for you to be everything you are meant to be. For people with our particular gifting, concealing our bodies holds the expression of our sexual energy in check. Sexual energy, that’s what you’re feeling. It is more important than you can possibly imagine. Getting naked has the opposite effect; your sexual energy is heightened, intensified.”“I’m not sure I understand all that, but I’d like to.”“Oh, you will in time, I have no doubt. For now, all you need to know is being nude is a good thing, and very, very good for you.”“Wow! That’s… like that best thing I’ve ever heard. It definitely was good for me yesterday. I was completely naked when Mom ‘caught’ me.”“Good for you.”“Also, she caught me right in the middle of stroking my cock and thinking about Sylvia.”“Good boy.”“Only, I’m afraid I interrupted him,” added my mother.“So, I didn’t have an orgasm for Sylvia. But I did have an orgasm a bit later, with Mom’s help.”“Caroline, did you suck his cock?”“No, obviously I was tempted to, but no, he came by his own hands.”“But she let me ejaculate on her breasts.”“Wow. Lovely.”“You see, Mom found out I had other pictures. Pictures of other women, which I use. Including pictures of her.”“Of your mother? Oh, you are a good boy!”“I have to admit, I get off looking at her pictures. I think she’s hot.”“She certainly is,” replied Mrs. Raleigh. “You have excellent taste.”“I believe I do. Including one other woman in particular…”Mrs. Raleigh seemed to understand. “Oh, is that so?”I looked over at Mom, and she pulled my manilla envelope out of her bag and handed it to her. Mrs. Raleigh looked through my little cache, smiling at my collection. “These are some nice shots of me,” she said. “Though, I dare say I have a few items even nicer to add to your collection.”“I gave him a copy of my Playboy issue,” my mother said.“You’re going to be very escort bursa busy, Martin.” She continued to flip through the photos of herself. “I don’t know what to say, Martin. What an enormous honor—to know I’ve been the object of your erotic desires all these years! May I kiss you?”“Oh, yes, please.”Mrs. Raleigh held my chin and pulled my lips to hers. Her kisses were tiny but tender, four caresses with her lips, and then one flick of her tongue across my mouth.“I couldn’t be more pleased that you decided to expose yourself to me today. I think, though, Caroline might have something to do with it.”“I admit,” said my mother, “to somewhat… uh, coercive measures.”“I made a blind promise; I had no idea what I was agreeing to. Only… she made me an offer I couldn’t refuse.”“My breasts.”“I understand, and only afterward you found out what you’d promised’” to do.”“That’s right. So, you see, I had no choice. On the other hand, I wanted it. I couldn’t wait to do it, in fact.”“Sometimes we need to be forced to do what we most wish to do.”“I see. Something else Mom told me: she recommended I have something called ‘humiliation training.’”“Did she indeed? She’s exactly right; that would be a perfect complement to your exhibitionism.”“I’m not at all sure what that is, but I have a feeling what’s happening right now is something along those lines.”“Are you feeling humiliated?”“Absolutely, but also… what was your word before? Exhilarated.”“You’re experiencing the humiliation as pleasure? Yes, I’d say you’re learning quickly.”“Not just humiliation training, of course, but an overall erotic education,” said Mom. They say when the student is ready, the teacher appears.”“Do they say that?” I asked.“They do indeed,” replied Mrs. Raleigh.“That’s why I thought of you, Anne,” Mom said to her. “you being a friend of the family.”“Oh!” replied Mrs. Raleigh. “I see. I’m not sure what to say, except… it would be my honor.” She looked down at my long, hard cock. “It would be a pleasure.”Something had happened, though I didn’t know what. Something shifted, at that moment, in the atmosphere around us. It struck me there was some unknown significance to the phrase “friend of the family.” Certainly, both Dr. and Mrs. Raleigh were some of my parents’ closest friends. Why then had Mrs. Raleigh reacted when my mother said those words? I was puzzled, but I didn’t have long to ponder it, as Mrs. Raleigh seemed to take over control of our encounter.“You understand, Martin, you are going to have to masturbate for me.”“Oh, yes. That’s part of my instructions. In fact, there’s one more detail I need to reveal to you.”“Tell me.”“Every time I see you. At least, every time I’m here in this house, I masturbated for you. I always do it, right in there, in your guest bathroom.”“Oh, my goodness. What a thoughtful gesture! Thank you. But you didn’t do it this time when you were in there? When you went in there to take off your clothes.”“No. This time, my instructions are to do it in front of you. That’s why Mom asked you to wear that blouse today, by the way. It all started that night when you wore it before.”“For your father’s birthday, a couple of years ago. Yes.”“When I saw you, oh my god, I got so hard. I couldn’t wait. I needed to give myself an orgasm. So, I did. And it’s been my ritual, in your honor, so many times over the past two years.”“You obviously are into breasts.”“Very much so.”“And older women, I take it.”“Mom taught me a phrase: ‘a mother I’d love to fuck.’”Mrs. Raleigh smiled. “I haven’t heard that one in years. I’m glad to hear you’d love to fuck me. You really are such a good boy—you need to be spanked.”I wasn’t sure about the logic of that, but her words intrigued me.“You mean… like birthday spankings?”“I didn’t exactly mean that, but you make a good point. We’ll make it eighteen for your birthday, but you’re going to be spanked because you deserve to be punished.”“I do? Because I exposed myself?”“Oh, heavens, no. That was something you did right. For that, you should be rewarded. Maybe you should have a spanking as a reward.”I was more and more confused. I figured this was another part of the training—which, of course, it was.“He obviously needs to be spanked. Don’t you agree, Caroline?”“No question about it.”“Only, for what?”“I’m sure we’ll think of something. Do you have something you want to use?”“I have a riding crop in my closet. Do you think you can find it for me?”“I know right where it is.”…

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