The following story is fiction. Any likeness to real persons or places is purely coincidental. If you are under 18 or if it is illegal to read this in your region, please leave now. Otherwise, I hope you enjoy. This is my first attempt at writing erotica. Any feedback would be greatly appreciated. I am also very open to new ideas, characters, and places to take the story, etc.
A boy Finds Out 2
The next thing I know I was sitting at a stop light with horns honking behind me, I don't remember leaving or getting dressed. All I knew was two things I needed to please Mr. Jackson and I needed to cum badly. My little dick was hard as it had ever been and I needed to rub it. The feel of the panties against my hardness was too much I was leaking cum in to the panties. I needed to rub myself like me Brunner had taught me. I headed home, my Mom was out at work or with neighbor Rita and I know I can cum quick and clean up and by 9pm Mr. Jackson will never know. I raced home trying to miss every light. I parked in from barely taking time to close the car door and ran into the house stripping my cloths as I ran to my room. I was in my panties only when I reached my room rubbing myself as I went through the door. That is when I heard the scream, it we our neighbor MS Rita and my Mother. They were in my room and there I was naked except red girl's panties, bulging from my hard on and wet in front. Neither of the said anything they just stared - I turned t leave and heard my Mother. Stop right there Greg and turn around and tell me just what the hell is going on. I couldn't think I was in shock, Rita stated laughing and said well he's a pretty one, look pretty good in those and they yours Marge or does he have his own. You know they are not mine Rita I would never wear anything as disgusting at that and looked he has stained them in front already. I am afraid it was I told you about Rita he plays with himself all the time and he has made himself into a sissy, I knew it would happen. I kept seeing the stains on his underpants and I figured he would outgrow it, but no. You know he doesn't date girls so it's pretty clear to me he made himself a queer by playing with himself. I tried everything: I spanked him, I gave him enemas like you suggested, and checked his room for those nasty magazines. We Marge - you have yourself a real sissy as a boy as she continued to laugh.
I just stood there frozen, at least I wants hard anymore my dick had shriveled up to nothing as the two women stood there talking about me. We get those disgusting thing off Greg - right now. What I can't take them off in front of you and Ms. Rita, well you can and will you disgusting sissy. Now quick give them to so I can get rid of them they are stained anyway with that disgusting cum. In that way you were just like that pervert Father of yours - he used t be so proud when he came in me - it was disgusting and you are the result of that. You men are all the same, well men are I am not sure you are one. Now quick I am tired of waiting- Rita and I are going out tonight and you are grounded and can just stay in your room tonight. But Mom I have to go to a fraternity meeting tonight, really I have to or will be in trouble. Well maybe you should have thought of that. Now off with those panties. I slid them off and handed them to her. There I was standing naked in front of my Mother and Ms. Rita, quickly I put my hands to cover myself. Now move your hands Greg let's see that disgusting dick of yours. Wow Rita said - I think my clit is bigger than his Dick and he hardly has any hair. I know Mom said, he never had much down there. Marge laughed, well doesn't look like it matters I can't think of any woman who would want that or even know it was in her. I was mortified they just laughed and pointed. Well Rita said I have to go and get ready, pick you up at 8 and I can't wait to get you on the dance floor Marge, it's going to be great evening if you know what I mean; and Greggy I would try black panties the boys will like them much better, your Mom does ha-ha. With that she left the room and it was only Mom and I - well son I guess we know what you are, now spend this evening thinking about this and what we need to do. Tomorrow I want to know how you ended up with panties and you better be ready to tell me everything. With that she left the room and slammed my door. What a mess, the panties were gone, if I didn't show up at Mr. Jacksons' at nine in them I would be done at school. I knew I had to obey Mr. Jackson, but meant disobeying my Mother. I don't know what to do, but thinking about my afternoon with Mr. Jackson and everything was making me hard again. I needed to cum I just had to - so I laid down on the bed and started rubbing like Mr. Brunner had taught me, I went faster and faster and felt it building up and finally I shot a huge load all over myself it felt so good, I could even taste a little that had landed on my mouth.. I remember how Mr. Brunner had taught me to eat my cum when I was done and then to clean his up after I had rubbed him. God I love the taste of that stuff, It was like I could get enough.
Next thing I know it was 8pm I was lie in my bed covered with cum and only an hour to figure out what to do. I had to be at Mr. Jackson's. I knew Mom and Rita wouldn't be home until late, they never were when they went dancing. But what about the panties, I ran through the house looking everywhere I thought Mom might have put them, but they were nowhere, now what I knew I had to have them. In a last resort I looked in her panty drawer, they were not there, I rifled through all of her drawers I didn't; find them but I found this big plastic penis with belts attached and with it some black thong panties. Not knowing what to do I took a pair out, they were almost see through, I smelled them to make sure they were clean, they weren't but I liked the smell it was musty and earthy like Mom smelled sometimes when she came home from her dancing. Those were the best nights, she would crawl in my bed and cuddle with me all night letting me sleep with my head between her big breasts. I always felt so safe there. Anyway, I thought I would have to try these, I don't know what I would tell Mr. Jackson, but I knew I had to have on panties and these were really nice and smooth and made my little dick hard again as I put them on. It was time to go, I through on my shorts and t-shirt and was out the door. At least I was cleaned up there was no way he would know I had jacked off. I would explain the panties somehow. I am sure he will let me go home after the meeting so there is no way Mom will find out I disobeyed.
I found the note with the address. It was a small house in a nice neighborhood. It was set way back from the street. I went to the door, scared but feeling drawn to this place, like a place I was supposed to be. I rang the bell. There he was at the door, Mr; Jackson now wearing a leather vest and leather pants and smoking a cigar. Well boy I knew you would be here. You know why boy, because you a sissy and a queer boy and its time you learned you place. If I had any doubts they are gone now and we will be showing you that place tonight. But I thought - you thought what boy? You don't need to think boy I will do that for you, so now come in and meet the gang. He pushed me forward into the den, there were three other guys about my age sitting around on leather couches. All facing the center of the room where there was what looked like some gymnastics equipment, a vaulting horse, but lower and with chains and belts attached. Ok boys here he is - tonight's prize. Guaranteed to be a cherry ready to be popped. I started to leave and one of the boys blocked the way - he pushed me down to the floor and they all started laughing.
Now boy, Mr. Jackson said you are going to get what you need tonight, I brought these boys along to break you in, and you are way too tight there for me - so they will stretch you out for me. First things first let's see you strip to those red panties. I didn't know what to do, I was laying on the floor at their feet there was no escape. Slowly I sat up and took off my shirt. Nice nips boy can't wait to give the tweak said the one blonde boy. I want to see that ass I hear its nice and firm like a girls said the red head, and yes I heard he has a clit not a Dick the boy who had pushed ne down laughed. Pants boy and quick I heard Mr. Jackson yell. I pulled down my sorts and they all stared. Say boy what happened to the red panties, Mr. Jackson demanded. I shuddered I a la la lost them, what do you mean boy lost them. What's more boy I can tell you jacked off - didn't you. I looked down I don't know how he knew but he did. Well boy that is going to get you some extra punishment but since you so much like to jack off you can do that for all of us right now. Take those panties off put them in your mouth and jack off. I was frozen I dint know what to do - my dick was soft I was scared. Well boy let's see you jack off you like it so much I am sure you want to show these boys how you do it. Slowly I took off the panties and now standing naked with panties in my mouth as they all watched I started stroking my dick. The one boy I recognized was Rick the star tackle on the football team. He walked behind me and reached around and took my dick and said here let me help you little one. I want to get this over so I can beat these other guys at poker and be the one to pop that cherry. He held me tight I could feel his hard dick pressing into my ass I was getting really excited and all of a sudden I came more than ever. Rick caught it all in his had placed his hand over my mouth and said here boy eat this it is the first of many you will get tonight, but the last one you will shoot for a while. I fell to the floor in a lump.
Mr. Jackson was laughing and rubbing his dick through his pants the entire time. Nice boy he is right you will get your fill of cum tonight when we are done with you. Now here is how the evening will go. We are playing poker for you. The winner gets your cherry and the rest of us take turns - I am last boy because I will split you a part with a real dick. Now put those panties on and get us some beer so we can start playing.