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bear56bear Member Since October 19, 2009

Hitchhiking

bear56bear on Taboo Stories

     It's early fall and the days are getting shorter as I stand in the street hitch hiking to a friend of mines house. I had just stuck my thumb out when this big chevy pulled over. I open the door and ask if he was going to Kingshwy. He said he was so I hoped in. The man was a pleasent looking person. Black hair freshly shaved big smile and sat tall in the driver sit.

    As we drove we chatted. He asked why I was going to kingshwy and I told him about my friend. Then he asked me how old I was and I told him. Then he says a boy like should have a girlfriend, do you have a girlfriend? I told him

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no I didn't but there was this girl I liked. Oh really he says. Yes but she doesn't know about it. He says thats too bad. So then he asked if I had ever seen a naked girl and I said I had. He says, Who was she. I told him my sister. He asked does she have a nice body and I told him I didn't know. Then he asked if I had ever seen any of my friends naked. I told him that I had in gym. then he asked if I had ever seen my daddy naked. I told him I had. He then asked had I ever played with my daddy's dick. With a shocked look on my face I told him no way. He asked did I ever think about it. I told him no. Then he asked me if I had ever seen another mans dick. I told him no I hadn't. He asked me if I'd like to see his, which I said I didn't know. He said that he'd show me his and I could show him mine if that would make me feel better. I thought about it for a few minutes. I wanted to see his cock. I had seen my friends dicks and we had even played with each other in the basements of their homes. So I thought it would be nice to see a grown man dick. So I told him ok. He said great, now let me find a nice dark spot to do this.

    So we drove for alittle bit more when he spotted this strip mall. He pulled in behind it and it was very dark back there. He parked in the darkest spot and turned off his engine. He then turned to face me and asked if he could see my dick. So I said sure then unzipped my pants and pulled out my little soft dick. He looked at for a moment and said it was a nice dick. One of the better dicks he had seen. He reach over and took it into his hand and softly started to pump it up and down. Which made me become instantly erect. When I started getting hard he chuckled alittle bit and said that wonderful seeing me get hard for him. I sat there alittel in shock as this man played with me. It felt very nice with him stroking my dick. Then he bent over and took my little tool inti his mouth and started sucking on it. I was so surprised at what he was doing that I just sat there watching him sucking me. I had had a few friends of mine suck me before but this was nothing like what they had done. He sucked me and played with my tightly drwn up nut sack as he sucked me. He kept sucking me and in about 2 or 3 minutes I was having my first orgasum. It made my whole body tremble giving me a wondeful feeling. I had never had anything like that happen to me before. I didn't cum because I was still too young. My nut stack hadn't dropped yet. But if felt excellent the way it felt. He sat up and asked me if I was alright and I told him yes. Then I asked him if he was going to show me his dick like he had promised. He said he was.

     He then unfastened his trouser and pulled them down a bit. I could then see his boxer short which had a large bulge in it. He took ahold of my hand and placed it on his bulge and had me stroke it alittle. It felt hot and very large. he sat back alittle and enjoyed me rubbing his dick in his shorts. As I stroked it I could feel it pulsing with every novement of my hand. I stroked him for a few minute then asjed him if I could take it out of his short so I could see it. He nodded his head yes so I grab the waist band of his short and started to pull them down. As I started to reveal his dick, it was pulsing and jumping to get out of it confined space. When his shorts where down his dick was standing straight up and pulsing back and forth. I was in total shock looking at this monster I had unleashed. It was at least 10" long and 3" around. The man sat there with a smile on his face as he seen my surprised look on it. He asked me if I thought I could put it into my mouth and suck on it. I told him I didn't think so. But I would try to. With that I leaned over and put the tip of his monster to my lips. Some pre-cum had formed on it, so I licked it off my lips, It was very salty and kind of tasted of nuts. He moaned when licked his tip. Then he put his hand on the back of my head and slowly applied pressure forcing me down on his dick. I opened my mouth wide and took his monster in as deep as I could. The deepest I could get into my mouth was only his head. I licked and sucked it the best I could trying my best to make his feel nice. I took my mouth off his dick and slid down the side of it making the whole monster wet and making him moan somemore. I sucked and played with his dick for about 5 or 10 minutes. I felt his dick get harder and suddenly my mouth was full of the warm creamy spunk. He told me to swallow it. I tried to swallow as much as I could. But he kept pumping load after load into my mouth some of it start to drizzle out the sides and down his cock. When he finially stopping loading me up. I kept sucking and licking his cock of all tasty spunk he gave me.He then patted me on the head so I sat up and faced him. He told me that was wonderful and he had never had suck a good blow job from such a young boy.

     He then asked me if I had ever fucked a guy or had been fucked. I told no I hadn't. He asked me if I would like to try it. I told him no I wouldn't that he was too large for me and it would hurt alot. He said ok that was fine with him. So he reach over and started to play with my cock again which felt nice the told me to slip my shorts off so he could lick me good down there without them getting in the way. I pulled them off and let them fall to the floor of the car. He took my tool into his mouth thenstarted to suck and lick me every where around my dick and balls. as he licked I felt him push his hand under my ass massaging my cheeks as he sucked me.

    Then suddenly he grabbed ahold of me and flipped me on to my belly and held me down with his stronge arms. I started to protest when I seen his reach under his seat and pull out a jar of vaseline. He opened it and took out to finger of the lube and smeared it into my cheeks then I felt hism jam his hard finger into my opening forcing them in deep. He started to pump them in and out as I lay there protesting. When had me good and lubed he took his finger out of my ass and then positioned his body over mine. He took some more vaseline and smeared it over his dick head making it really slick. Once he was ready he told me to grab my ass cheeks and pull them wide open. When I refused to do it he started smacking my ass cheeks hard many time making me cry. He stopped spanking me and told me to grab my cheeks like he said before. So I slowly reached back and pulled open my ass. He then positioned his dick to my tight little brown opening and stat to apply his weight. I felt the pressure and he was forcing his dick to myu opening. He started slow at first but I was clinching my cheeks tight Forcing him to put more pressure to me. It was starting to hurt alot as he kept up the pressure. I couldn't take it anymore so I relaxed and he rammed his monster dick deep into my ass. The pain shock wave was so awsome that I screamed bloody nurder I start to plead with him to take it out that he was ripping me apart. But he ignored me and kept up with his onslaught of my little asshole. He was deep thrusting his cock into me laying everything he had into it.I laid there crying with each thrust.  He steady fucked me for what seemed like hours but it was really about an hour. I ass stopped hurting so badly and began to feel good. the deeper he push it into me the more I wanted. I start to trust back to meet his. When he felt me joining in he said that I was a good boy and kisse my ear. I just smiled as he kept fucking me.

      Then I felt him get hard again just like when I was sucking him. So I knew he was about finished with me. He started to ram into my ass hard and stronge forcing every bit of his dick into me when he hit bottom. I had this warm feeling all over my tummy as he released his spunk deep inside me. He laid there pumping load after load of his creamy wonderment into me. When he was spent he layed on top of me panting and trying to tell me I was wonderful. He told me I should of been a girl because I was that good.  I kind of thanked him but didn't really understnd what he ment.

      I felt his dick slip out of me ass and he got off me, I sat up and looking at his half hard monster wondering how I ever got that thing up my ass. He placed his hand behind my head again and toldd me to suck his cock clean.  I kind of hesitated for a minute then remembered the spanking he gave me. So I bend my head down to his lap. His dick smelled like shit and was smeared with it and some of my blood when he ripped me open. I started to lick it timidily at first but it didn't tasted bad. I took the head into my mouth and found because it had shrunk some I could take more of it in. I began bobbing up and down on his dick clean every inch of his cock. Sliding my mouth up and down the side licking it clean. By the time I had finished clean his dick he was hard again. He looked me in the face and kissed me. He told me he wanted to meke me his girlfriend. I told him how was he going to do that because I'm a boy not a girl. He said tha he would dress me up like one and treat me as one. I would have everything I needed. I told him I didn't know about that.

      If you want to know what I did. Then let me know what you thought of this part of my true story. Contact me at bear56bear@yahoo.com  Then Look for Part 2 of Hitchhiker

Hitch Hiker 3

bear56bear on Taboo Stories

     My boyfriend and I had been going at it hot and heavy for accouple of months. every weekend I would spend my time with him as his neice, We would go out to places every week, He never seemed to worry that someone might recognize me a preteen boy. He always dressed me in short skirt and dresses. Making sure I either wore stockings and garters or pantyhose with ankle or knees socks. He taught me how to tape my dick and balls between my thighs  just in case someone got a look up my dress. They wouldn't see the shape of cock and balls but a mound of what was suppose to be my pussy. It was alittle strange at first, but he would love to put his hand under my dress and feel my mound. Sometime i

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t would start to get hard and it would hurt because of the restraints. But I was his girl and I could take it.

     This weekend I was with him in his home and he reminded me that he had invited some of his buddies over to play cards and would I mind being the hostess. You know serving snacks and getting them drinks and just doing what ever they ask, I told no I didn't mind being the hostess. Anything to make you happy. He told me I was such a good girl to do this for him. He picked me up and french kissed me carring me to the bed room. He laid me down on our bed and told me I deserve a reward for being so good. I snuggled up nest to him when he laid next to me in the bed.

     He leaned over and started kissing me and running his hands all over my body. I loved it when he did this, it made me feel femmenin. He started to unbutton my blouse and reached in to play with my nipples,He opened my blouse so he could suckle my little nipples and making me horny as hell. As he suckled me I reach down between his legs and run his monster. He was as hard as a rock. I loved it everytime I knew I was able to make his monster hard. It made me feel like I had a power over his monster. To be able to make it stay hard. As I played with his monster he reach under my dress and started playing with my mound making me hard. I was wiggling as he rubbed me thru my silk panties. He was turning me on I wanted him to remove the tape so my dick was free. But he told me no, he wanted me taped when he fucked me. He did that alot, so I continued rubbing his dick as he rubbed and suckled me. He pulled my panties off of me and threw then to the floor. I reached into his and pulled his monster out. I played just with his dick head. I could feel it pulse the more I teased it.

     My boyfriend then got up on his kneels and reached into the night stand and brought out the KY Jelly. When he did that I brought my knees up to my chest and pulled them under my arm forcing my ass into the air. I then waited for him to pour the jell in my ass. He started to pour the jell and insert two of his finger in me to make sure i'm well lubed. Then he coated his dick jacking it off to make sure it slid smoothly. He didn't want it sticking causing me pain. He always worried about hurting me seriously with his 10" monster. So far the only time he ever hurt me was the very first time when he raped me. Since then he was as gentle as he could be with his monster entering my tight openings.

      As I am laying there waiting patiently for him to mount me. I insert my finger into my boy pussy. It feels so nice with two of my fingers pumping in and out of my hole. He watches me play with my up turned ass as he jacks his dick. He moans "MMMMMMMMM" your one hot lady. I dearly love making love to you. I tell him he is my only love and for him to mount me NOW I'm ready. I take my fingers from my boy pussy as he leans over me. 

      He positions his dick over my boy pussy and aligns it to the opening. He applys his weight to me as he slowly starts to enter me. It is hurting again as he starts to enter me. I bite my lip and moan. He takes it slow til he has his head inserted into me then he slides it all the way in til he bottoms out on me with 3 inches still out of my pussy. When he hits bottom I let out a little grunt. He rests for a minute or two to let my open adjust to massive monster. then he slowly draws his dick out of my opening til just the head is in me. He pushed it deep into me again getting faster and faster. He is now pounding my opening for all its worth. I am doing everything it takes to hold on to him in his frantic thrust of desire. He is pounding me into the bed springs with every thrust. I am enjoying every bit of it. The more he pounds me with his monster the closer I come to my orgasum. He can usually tell when I'm about to go off. He pickes up his thrusting even more so he could go with me. Just as I'm start to orgazum. I feel my tummy getting warm as he deposits his sweet load into my boy pussy. He then burys as much of his monster in me and lays on top of me til he is spent. We lay together for a short time til  he rises off me kisses my lips. He gets off the bed leaving me panting from the thrashuing my poor little boy pussy took. As he walks away he tells me to take a shower and get my shortest party dress on with all the frills. His guest would be here within an hour. Hearing that I jump off the bed and fall to my knees as my legs ae week from our session. I pick myself off the floor and stumble to bathroom to get ready. With my boyfriend laughing at my antics.

     The door bell rings I run to the door to be next to by my lover when he greets his friends. He opens the door and his four friends are standing there poking and joking each other. My boyfiend greets the all with hand shakes and the he turns his attention to me. He tells them this is my neice Lisamaria. She will be our hostess tonight. Anything you you want just tell her she will take care of you. They look at me giving me compliments on my short dress and how lovely I look. I thank them and they enter the house and head for the game room. I have already set the table with sandwiches and snack. I ask them all what they want to drink and they all tell me beer. So I scury to get to serve them. When I am not waiting on them I stand next to my boyfriend and watch him play.

     As the night gets long, everyone is getting drunk. I have been getting them what they wanted. When I deliver I feel hands going under my dress as I stand next to them. They run their hands up and down my legs. I blush as they play with my legs. My boyfriend sees me turning red. He askes whats he doing to you sweety. I not know I was suppose to be getting that and more, I just nothing. He asks me are you serveing him like I ask you to do. I tell him I think I am serving him ok. But his friend says no she isn't. My ,mouth drops open and i try to speak. when my boyfriend askes what hasn't she done for you Willy. He blurts out "She hasn't given me head yet". I just stand there dumb founded. My boyfrind askes me"why haven't you given him head yet. I stumble getting the words out I didn't know you mean that. He then tellme he ment that and more. He says if anyone of these gentlemen want to take you to bed you go with them. DO you understand? I tell him know. I thought I was your girl only. He then tells me that I am, but I am the hostess of the party and it was my job to amke sure everyone left happy. I felt dejected I hung my head down. I crawed under the table and found Willys lap. I reached up and unzipped his pants. I reached in and took his soft dick out of his pants. I started to stroke it trying to get it hard. it started to grown a little bit. I then leaned in and took his dick into my mouth. As soon as my mouth went around his tool it got bigger. it wasn't as big as my boyfriends. I was able to take it all the way down my thraot. I sat there deep throating for about two minutes when I was swallowing his cream down my throat. I sucked him til I drained him. Then I put his dick away and crawled out from under the table. My boyfriend asked Willy how was she? He told him I was excellent. My boyfriend smiled and says I could of told you that.

      I servesed his other buddies under the table taking them all down my throat. I was now heading for my bed room with Willy. He wanted to fuck me. So I grabbed his hand and lead him to the bed. He was standing next to the bed where I undid his cloths and let them fall to the floor. He had me bend over the edge of the bed. He then lift my dress and dropped my panties down my legs and on to the floor were I stepped out of them. I opened my legs wide. I told Willy where then lube was, but he just spit in his hand and rubbed it on the head of his cock. He then put his cock to opening and shoved his cock Deep, into me with such pain it buckled my legs. I screamed bloody murder as he got all his cock inside me. He didn't stop for me to get accustome to it. He just went to pounding my ass. I was crying and whimpering as he had his way with me. He would reach around and pinch me hard on my nipple making me cry out more. Every time I cried out he would chuckle to himself. I was not enjoying this at all. As he kept pounding me another one of the player came into to see wht all the yelling was about. He seen what fun his friend was having and took off his close and got on the bed in front of me waving his dick in front of my face. He took me by my hair and told me to open my mouth. When I opened my mouth he immediately shoved his cock all the way into my mouth that he made me choke with surprise. I was being pumped from both ends at the same time. Thrusting deep into my opening. I was choking from the blow job I was getting and bleeding from the ass beating Willy was giving my por boy pussy. The guy in my mouth took me by my hair as he got close to cumming. When I felt his first spurt of cum he jammed his cock all the way down my throat and held me there choking and gaggling. I got it all down my throat but this time it kind of burned as it went down from the rough treatment it had been getting. When the guy in my mouth finished he went out and told the rest of the players what had had done to me.All I hurt was loud laghter. Willy was pounding my ass just as he was about to shoot his load. He pulled out of my ass and told me to turn around and suck his cock. I turned and he shoved his cock into my throat then let me have all of his spunk. I drank it down then I clean his cock of my shit and blood. When he finished  he turned me around again. he lifted my dress then he spanked me very hard I started to cry. He beat me for about 5 minutes making me to cry hard and turning my ass cheeks into firng red heated. He pushed me on the bed and left me there.

    I laid there for a few minute when the other two men came into the room. They dropped their clothes and crawled into bed with me. The taller of the two started to kiss my lips. He told me that I was going to take both of their dicks into my ass at the same time. I pleaded with them not to do this to me. He just laughed and said sorry it has to be this way. I started to cry again as I laid there waiting for this undeserved punishment I was going to get. He rolled me to the edge of the bed and shoved my legs off. He then went to the night stand and got the lube out. The two ment oiled each other up then the first man entered my sore bleeding ass. I let out a moan. Then the other man entered my ass, I screamed from the pain of having two big dicks up my ass. Even my boyfriends wasn't that thick. They were splitting me open. Once both were inside me. They both started to thrust all of their meat into me. I was crying and whimpering as they laid into me. One of the men grabbed my hair forcing me to meet their thrust as they drove themselfs into me. It didn't take long for the tall man to start to unloading his spunk into me. This caused the other man to start his off. They loaded my ass with so much cum. It was running out of me like a faucet.The tall man pulled out of my ass and came around to my face and pushed his cock into my mouth so I could clean him. I sucked him clean and waited for the secand man to pull out so I could clean his too. While I was cleaning the second man he told me I did real good. He said he could hardly wait for the next card night so he could be with me again. With hios cock in my mouth all I could do was whimper at the thought of another card night.

     I cleaned myself up and went and stood by my boyfriend til the night was over. When the men left my boyfriend took me to the bedroom. Where I broke down crying in the middle of the bed. All I could say was "WHY? WHY? WHY?

      Hope you like this. This is the end of the Hitch Hiker. I might come out with more in alittle bit. Let me know if you want more and different stories...