Date: Wed, 9 Mar 2011 19:50:37 -0800 (PST) From: Victoria Subject: Natalie's Pride and Joy 2 I tried not to look into the eyes of Dick Worthington when I walked into the living room. Mama had called me to join her after her conversation with our neighbor. They sat across from each other on a pair of loveseats that we have facing one another. Even though I kept my eyes down, I did look up once to see a look of shock on his face, shock that melted into what looked like quite a wicked smile. "Ah there you are Timmy! Come in and sit beside me, don't be shy! You've met Dick of course, and he's not here to judge you....or your attire." "That's right, son. Come over and sit by your mother." I sat down, and realized my legs were a bit spread. The skimpy pink satin and lace high cut panties did little to hide my little package, and I also wore a black and pink garter belt and black stockings. I was nude otherwise. I felt a bit silly and wondered what was in store for me. "You see Dick, Timmy has been dressing up, and it's becoming quite a habit!" "I see, Margie. As these your clothes?" "Heavens know! They are far to frilly for me I assure you! You see Timmy has been stealing delectables from unsuspecting women!" "Oh my! That's very bad, Timmy! Aren't you afraid you'll get caught? Why do you dress this way?" I just shrugged, and felt my mother's anger rise at my indifference. I guess I could be kind of a brat. "Answer the man, Timmy! I want to hear what you have to say!" "I um, I like it." "What's that? You like it? Like what Timmy, like dressing like a little sissy, or do you like being a girl?" "I dunno" "You look like a little sissy faggot. Is that what you want?" I just shrugged. I felt my mother's frustration boiling over, and she lost it! "I can't take any more! Can't take the pain of thinking my son is running around like a little faggot, breeding like some kind of animal! Look at him, Dick...he's so young! Oh where did I go wrong?" This whole scene was getting way out of control! I froze, and couldn't speak. I couldn't look up at anyone. The only thing I could think about was that my cock was getting awfully hard in my skimpy panties as I was so totally humiliated! As my mother started sobbing, it was Dick who broke the silence. "Timmy – I want you to look at me and maintain eye contact! Good! Now I want to ask you a few questions, and please be honest, OK?" "Yes" "Very well. Do you masturbate?" "Yes" "Do you do while you are dressed in some kind of female undergarment?" "Yes, yes I do. I dress up a lot, and only cum when I'm dressed like this." "Are you gay?" My mother gasped and stopped sniffling long enough to look at me, waiting for my answer. "I don't know if I'm gay, Dick." Mother seemed relieved and relaxed a little for a moment. She was the next to speak. "Timmy I would really like to know the answer to that question. What if you decide to date and marry a nice girl someday, then break her heart by revealing your true nature? That would be very cruel and unfair! Dick this is why I asked you here today. I count on your understanding and your discretion in this matter, and I really didn't know what man I could ask to help us." "That's quite all right Margie, I get around you know. I'm not shocked to see Timmy dressed this way." "You're not?" "No I always though Timmy was probably a homosexual!" "Dick! Why would you say such a thing?" "A man can tell, Margie, it's in the way he walks, the way he stares at a man's crotch when he thinks no one is noticing. How many boyfriends have you had Timmy?" "None, and I'm not a homo!" "Oh as a mother I wish I could believe that! If there was only some way to tell?" Dick stood up and stood right in front of me, seated facing him on the couch. He started to unbuckle his belt and loosen his slacks. I looked up at him with shock! "You see Margie, there's only one way to tell if your boy here is a queer or not! I'll pull out my penis and we'll do a test right here and now. Would that help?" "Oh yes Dick, that would be so neighborly of you! I'll have to make you a bundt cake and drop it off later for you." Mama's bundt cakes are delicious! I looked up into Dick's eyes as he lowered his pants and pulled down his boxers. I didn't look at his cock, I didn't want to, I was afraid to show my interest in front of my mother – I could feel her staring at me, but I could smell it. I inhaled deeply. I didn't know if I was gay or not, I had no idea! I of course had memories of Natalie and how she would tease and tickle me and then of course I remember witnessing her getting royally fucked right here in our very house by that big black man. Think that doesn't make a boy wonder? "Dick, I can't thank you enough for assisting in this matter! You have such a nice, manly penis. So big and thick, and uncircumcised too! My, but it's a fine specimen of manhood!" "Thanks Margie, but I'm more concerned about what Timmy thinks of it! Here, I'll put the head right up by her lips, I mean his lips." My eyes were locked onto Dick's face as I felt the hot sticky head of his cock touch my lip. He poked at my mouth then grabbed the shaft and slowly guided the shaft so that it ran across my lips leaving a thin layer of wetness. It was like I was applying lipstick! I tried to fight it, really I did. I was in so much turmoil! I opened my mouth, extended my tongue, and quickly licked the tip of the big cock! Dick gasped, my mother shrieked, and I instinctively took the entire head into my mouth! "Oh no, my son is a homosexual!" "Not so fast Margie, just sucking a bit on a cock does not make a boy a homosexual! I believe further testing is needed! Watch the teeth there sweetie" "What kind of testing, Dick?" Mama was starting to cry again as I began to work my mouth up and down Dick's shaft. The taste was odd, but not unpleasant, and I found myself wanting to suck more and more of it. It just seemed right to me, sitting there dressed up like a femmy sissy giving a blow job, even in front of my mother. It was liberating!" "Well Margie we have to see if he enjoys swallowing a man's cum, among other things. This is a matter that may not be decided quickly." They carried on this conversation as I continued to suck and slurp on Dick's cock. Mama was right, it was a really nice big cock. I liked the fact that is was uncircumcised and I played with the skin on the shaft, pulling it backward and forward over the shaft and pulling the excess skin into my mouth where I found I could put my tongue underneath it.. I found it fascinating, and Dick took note of my interest. He had begun holding me by the back of the head and forcing me to take more of the monster. It had to be a good ten inches long, and veiny. As I sucked and applied pressure to the underside of it I was rewarded with it pulsing in my mouth! "Yes Dick please continue but I'm afraid this is all getting me a bit moist! I must excuse myself, Dick. Please carry on with Timmy here and let me know your thoughts when you're finished with him. Please be gentle with him, he is so sensitive. Timmy you be a good boy and do what Dick tells you honey. I'm going to my room for now." As soon as Mama left, and we were alone, Dick pulled me off his cock and pulled me up from the couch. Taking me in his arms, and wrapping them tightly around me, he pulled me close for a kiss and I instinctively parted my lips for his tongue. His kiss was dreamy, so totally overwhelming me with submission that I felt weak! As he kissed me I could feel his hard cock poking against me and it made me so excited I couldn't stand it! He pulled off my lips and spoke to me. "You like this Timmy, don't you?" I hesitated, afraid to admit my unmanly desires. "Timmy, I already know the answer...and so do you, don't you? You're a cock sucking little sissy fag aren't you? I can tell how much you love having my cock in your mouth and I'll bet you can't wait for me to break in your asspussy, can you? That is, assuming you haven't been fucked before." I didn't know what to say! All I could manage was a meek little "Yes, I want it, and no Dick, I'm a virgin" and as soon as Dick heard it he laughed! He pushed me down to the floor, on my knees before him. His cock was harder than ever, and I wanted to eat it again! "Timmy, I can't take your ass here and now, but I will, you can bet on that! I'm so hot and close to cumming that I want you to finish me off with your mouth! Start sucking, bitch boi, and do what comes naturally to you!" I sucked as much of his cock as I could, stroking the part of the shaft I couldn't swallow with my hands, trying to urge the cum out if it! God it was big, and he had such a thick brown bush it tickled my hands. I found that I loved having a cock in my mouth, and couldn't wait to earn my reward! I'd been shooting goo for a few years now and to be honest I've eaten my own more than a few times. I was anxious to see if his tasted different! He was getting close and was stuffing more and more cock down my throat. I guess at this point I had a good seven inches of dick down my hungry throat! "Oh yeah, sissy! Suck my big cock, I'm gonna feed you my load, just like I used to feed Natalie!" Huh? "That's right sissy, I used to fuck your father once in a while when he was all femmed up and horny! I'm the one who named her, and broke her in!" "And I'm gonna be the one to break you, too. You sissy fags need to learn your place! Now get ready for my load, Timmy because I'm going to feed you a big one!" As Dick jerked his cock began to spurt and I swallowed. There were five or six big bursts of his cum which exploded deep in my throat. He was so deep I can't say I could even taste it, but the smell of a virile man ejaculating permeated the room! After he came he pulled out of my mouth. As I digested his sperm I thought about the fact that he had known Natalie, that he had a past relationship with her, and encouraged my father to explore his femmy side. "Like father like son, isn't that the saying Timmy?" Dick gently stroked my cheek and then told me to stand. He then sat back on the couch, his legs spread and his spent cock softening. He looked me up and down, and then spoke. "Turn around sissy Timmy and show me your bottom" "Yes, very nice. Pull down the back of your panties, bend a little and show me your pussy" I gasped and did what he told me. It felt weird, but really exciting to be pulling down my panties and exposing my hole to a man! "Damn! What a hot little hole you have, angel...and how smooth your pretty cheeks are! Now turn around and keep your panties down, I want to see your clit." "My clit?" "Yes Timmy, boys have cocks and girls have clits. Ah, there it is, it's really cute, isn't it...and hard as a rock. " "Yes" "Yes what?" "Yes....Sir?" "That's right. I am Sir to you, do you understand? You will obey me won't you Timmy? I don't suppose you or your Mom want anyone to know about this do you?" "No Sir" "No, how unpleasant that would be, and so few people know about Natalie as well. I don't even have to threaten you to obey me though, do I Timmy? You'll do it because something inside tells you to obey me. Isn't that right?" "Yes Sir" I searched deep inside me, and it was true! I wanted to obey him, he was a man, it just seemed right, especially know that I've swallowed his sperm, like a girl! "Excellent! Now Sweetie I want you to stroke your little cock and make it cum for me. Do it now, right in front of me." I needed to cum, I was bone hard all through this encounter, and my cock was four inches of stiff throbbing boimeat! I stood there before Dick, who watched me with interest from his seated position. As I stroked my cock I could see his own cock starting to harden up again. WHACK...WHACK..WHACK "That's it honey. You're pretty, do you know that? A pretty, pretty girl. Now you stroke that little clitty for me until you make your spermies, and I want you to catch it all in your other hand! I started to gasp as his words, and the remembrance of his cock in my mouth made me start to spurt! I managed to catch it though, and after the first dew volleys it was easier to capture in my palm. I started to relax and come down off the most incredible orgasm of my life. "Now sissy I want you to hold your palm up to your mouth and lick it all up like a good kitten! Go on sweet kitty, lick up your cream!" There was a lot of it, and it was really warm in my hand. As I was told I held my cupped hand up to my mouth and I began to swallow up my cum. I looked at Dick to see him smile at me. When I was all done and I had to expose my stretched hand for his inspection. He was satisfied that I had gotten it all. "Good girl! Now pull up your panties and compose yourself. I'm going to pull my self together. You go get your mother. She doesn't know that I know Natalie, and you aren't going to tell her. You're going to be a good girl for me aren't you angel?" "Yes Sir I will" I went to my mother's door and heard nothing. I knocked and asked her to join me and Dick in the living room. When she returned and sat down she was quite inquisitive. "Well, what happened out here? Is my son a queer?" "Margie, I'm just not sure. The experiment was flawed. I feel Timmy could go either way. I must tell you he did suck my cock to orgasm, and he swallowed every bit of my mancum, but to be honest his mouth was so hot and his sucking so insistent at that point that I'm afraid there was nothing voluntary about Timmy's decision to swallow it..I was rather aggressive I'm afraid!" "Oh Dear, this is just a nightmare!" "Margie here's my advice to you." I would like to spend a great deal of time with the boy. I know that he's been fatherless for awhile now, and I believe I can help." "So what should I do about the cross dressing, Dick?" "Nothing, Margie...encourage it! Why make it forbidden to him, to feed the passion? Let him dress as he wishes and he'll become bored with it. I would even buy him some makeup, let him get it out of his system. In the meanwhile I think he should spend as much time with me as possible, to see what a real man is all about." "I trust you, Dick. You've always been such a good neighbor. I'll heed your advice. Timmy, you give Mr. Worthington a nice thank you for helping you with your personal matter." "Thank you, Sir!" "You're very welcome, Timmy...and I expect you to be at my house tonight after dinner. We'll be watching sports." Margie smiled, very satisfied at how things had turned out. She was uncertain of course about Timmy's sexual status, but Dick would sort that all out. It was probably just a teenage thing, passing. Whatever happened at least she would know, and not be faced with the torment of wondering. Of course Margie could not get the vision out of her mind, the vision of her husband, dressed like a tranny slut and being fucked from behind, right in her own house. She had witnessed that, and now watched her son pleasure a cock in his own darling mouth! She sighed. Life used to be much simpler.