Craig
Craig was my driving instructor. I already knew a little about him as he was also the instructor for my brother who was 2 years older than me. I remember my brother making comments about Craig being creepy. I was told he lived him his mom and was in his late 40s."I bet hes gay. he must be" my brother would say. I didn't think nothing of it. 2 years later it was my turn to get my permit. Go figure i got picked up by Craig. He seemed very nice and professional. He was slightly heavier set but not by much. He had a mustache and shorter curly hair. First day i did not get creepy vibes. But day 2 things changed a little. We talked a lot throughout the drive and he asked a lot of questions. It was when we stopped at a gas station and he asked me if i needed something to drink. I said no thank you. He asked if i was a cactus and laughed when i said yes. His hand slapped my thigh as he exited the vehicle. I thought that was weird but i tolerated it and did not think too much of it after that.Conversation continued into the drive. " So how is school, you got a girlfriend?" no...no girlfriend. " Why not i would think girls would be all over you?" Well not really not sure why. I started to blush a little and he eased up. He got a call from his mom and said he would stop by. He asked me if that was ok and i agreed. He directed me to his house which wasnt too far from mine. He asked if i wanted to come inside and i hesitated but he insisted." come on its no big deal...this is my moms house she wont bite." I stayed in the kitchen while he went upstairs. She was confined to a wheel chair and needed help. after We left he told me how he was the caretaker and lived in the basement. He pointed to the door saying thats his front door so he can leave as he pleased.
I eventually finished the test and passed, He said he would deliver the certificate to my house so i wouldnt have to worry about it. The day he came he was nicely dressed. I answered the door with just my basketball shorts on. He was eyeing me up and down and stuttered a bit when he handed the certificate. " You did really good and i enjoyed our times together. Make sure to study for your license. I provided my contact info phone and email if you need any help or have any questions. Take care and stay in touch." I thought that was odd. My brother was nearby and started laughing saying that i charmed old Craig and he wanted me. Im like maybe but thats creepy. "what did you do to have him so into you to drop off the certificate? " he asked. Nothing i did not expect that i said.
At this point in my life i already had secrets that i kept inside. A lot was going on with me inside with all the things that had happened. A lot of it was friends of my brother who were about a year or 2 older. Sometimes i just hung out with them. I fooled around with a few of them but always kept it secret. Long story but i already had some confidence issues and cravings that i was embarrassed about. I lived in a constant denial. Those manifested in dreams over time. I remember one i had where i was home alone and there was a lady naked cooking in the kitchen. I wanted to fuck her but she wouldnt let me. She said " The men are going to be fucking you...they know about you..." I started denying it and asked how would they know." they can smell it on you" she said. I woke up horny. I jerked off and felt horrible after. I started reading self help to try and deal with the issues i was facing. I did not want to be gay. It was when i read something that kind of changed my perspective. It mentioned how having sex with people connected you to them and that you took on traits from them. could fooling around have caused that? i figured it did.I turned 18 and was still a virgin. I hated my self for it and the cravings got worse. I was tired of fighting what seemed like a losing battle. I had a sensitized butthole from all the playing around and i was going through different objects. I had already worked up to a cucumber and realized my hole would never be satisfied
Another dream took place. It was Craig. He came to pick me up for the driving test late at night. My parents were not around but my brother was attacking me over it. I told him i had to go and it was not what it looked like. I drove with Craig and before i knew it we were at his house. I saw the door to the basement. It was dark and i was scared. The door opened and he carried me in. His eyes were dark and i could not see them. The rooms was strange like it was dim lit made of tile and appeared to be a bathroom but looked more public. Next thing i know i was butt up on the toilet. His cock was thrusting in and it felt good...too good. The walls came down and it was daylight outside. People were walking by and seeing me. I wanted to stop because i was embarrassed."its too late" someone said...Craig was gone and my hole wouldnt close. I hurried home trying to find my clothes. My butthole was gaped and i had to sneak back into my house to find clothes. My brother was there and said" it will never close...he will always be there." I woke up horny and this time i started fingering my butthole. Over the next few weeks the ideas came through to fuck Craig. Once i decided i would do it i became so horny and excited. I thought if im not gay i wont like it and that will settle that. If i am then i will know. Now i just needed a plan.
I was summer i was about to go to community college. I had a car and i had Craigs email. I sent him a message to check on him to let him know i also passed my test and had my license. I wanted to thank him for all his help. He replied and had a lot of questions. We conversed back and forth for hours. It got more and more comfortable. At times i started hesitating but the conversation kept me on course. We decided to meet up. I let him know i remembered where he lived and could come by to say hello in person. He agreed. I still had fears he would reject me. at the same time i was convinced he wouldnt. I decided to make things easier and obvious i would wear a white laced thong that fit my white little bubble butt perfect. IT was a size small and perfect for my frame. I was 5'10 and weighing 145 lbs. I skipped dinner and food that night. And the next morning i was in the shower cleaning everything out. I had enough experience playing with cucumbers to know things felt better when i was empty. over the thong i put on cargo shorts with a black leather belt that i liked to wrap around my waste when i was naked and playing. It always felt kinky like someone could use it to grab a hold of me. A white t shirt and shoes and i was good. I headed out around lunch time that saturday. I was so nervous. I actually almost chickened out.
I got there and knocked on the door. Hey he said as he opened the door wearing a blue robe..."you didnt bring your girlfriend?" no i dont have one i said....never did. "oh no why not. girls love guys with a car" yeah i know i just never could find anything in common. He invited me in.He had a small living area with a couch and tv. A small bedroom in back and a bathroom. The bathroom brought that dream up. Mind if i check your place out? i asked. sure go ahead. I went to the bathroom to get in front of the mirror. I pulled up the straps and my thong and let my pants sag a little to show the whale tail. I turned around and saw it was visible slightly with the tighter white t shirt. Holy crap i thought i am actually doing this. I was shaking slightly from nerves. I walked back out and I looked at him. He was studying me close so i made sure to walk in front of him and leaned into his bedroom. "Do you have a boyfriend yet?" he asked. I was silent for a few seconds. My back was turned still and i said "well not yet..." He had come over to me and put his hands on my shoulders. "I think you need one...you are so tense....are you nervous?" yes...i am. His robe dropped. HE started kissing my neck and lifting my shirt. I dropped my pant and stripped to my thong. " you do know i always wanted to see you naked...I am so happy you came by." I turned around and dropped to my knees and began to lick and suck on his dick. It was a short curved dick about 6 inches and veiny. Perfect for a first time dick.HE was already leaking and i tasted his sweet precum. I was less nervious and had let go of myself.He brought me to the coach and told me he would eat my ass. I bent over the back of it and with one hand opened my cheek. "Holy F*** that is just beautiful...: he said. I just smiled back. His face buried into my ass and began licking and tonguing my hole. It felt euphoric. The more he did it the more i wanted him to fuck me. Before long i couldnt contain the words" you wan want to do it? Im a virgin..." where do you want to do it? I walked in to bedroom and went full spread eagle on the bed. His mouth buried again into my hole. "you taste so good boi" I was moaning from pleasure. He got up and pressed his cock onto my hole..."you ready?" yess...go slow please."
it was painful at first but i was tenseI could not get it to go in. He told me to breath and relax. My breathing was erratic and so were my moans. "push your asshole out" he said. I did and as that happened the head of his dick popped through my hole. It took me by surprise and i felt opened up and infiltrated like he was completely inside me in more ways than one. I load out a gasp for air. My body filled with good bumps as my hands pushed back against his hips. "you ok?" he asked. " Oh YES that felt fucking amazing.! I felt a rush of energy pulsating and running down my body towards my hole. I felt like I awoke from something. I relaxed more and pushed and as i did he would slowly sink in and then id stop him to catch my breath and ease him in."im almost all the way in sweety so relax and let me sink in and then ill hold it there." I took 3 big breaths and closed my eyes. I pushed gently on his cock. The deeper it went the more i wanted it deeper. I felt his balls rest against my crack and then he stopped. "im not going to last this is too hot" he held it in place and breathed deep to try to contain himself. "ok im good for now" I pushed his dick out a little and then pushed my butthole out to swallow it back. "ok ok thats going to make me blow my load if you keep it up." My cock started to get hard as i thought about him blowing his gay seed inside my virgin ass. " oh so you want me to blow my load in your virgin boy butt?" oh yes i said. FUCK ME! fuck me till you cum inside me!" He began thrusting and humping. His skin slapping against my butt was such a turn on. It was less than a minute and he started to get red and blow his load. I paused and focused on my asshole. I felt light warm squirts deep inside. The hormones subsided as his load filled me and it was like i was dropping from my prior state. His cock slowly pulled out and it felt uncomfortable.
You ok"? he asked. I dont know i said i feel weird and dirty and vulnerable. I need my clothes. Hey its ok that can happen your first time.i dont know i said i just gotta go. I got my clothes said by and left i decided not to go home. I didnt want to raise questions and decided it was best to head to the park to clear my head. I couldnt beleive i did what i did and that i enjoyed it. I felt disgusted. Then i thought back to the book on how you take on other peoples traits and connect via sex. I had just taken not only his raw dick but his semen. His sperm was swimming around deep in my hole. I pulled into the park and as i got out I felt the load began to pool near my hole. I kept it in so it wouldnt come out. The feeling went away so i went to the dock near the river. I had been at the park before and surprisingly there werent any people. It had rained so that was probably the reason. I felt the cum again begin pooling at my asshole. I walked towards the bathroom knowing this could be a problem. It was empty so i took off my pants and realized i forgot my thong. I looked at my asshole in the mirror. It was slightly more red. "you just got fucked" i told myself in the mirror. I began to get horny again seeing myself in the mirror. I pushed as i looked back and watched the cum dribble out onto the floor. A spurt or two of clear cum and farting at the end with bubbles. I felt even hornier than before. I began to scoop the cum back into my hole and began pushing it back out on my hand. then back in. I started fingering my hole. It was too much i wanted to fuck.I wanted to fuck so bad i didnt care anymore. To be continued
I eventually finished the test and passed, He said he would deliver the certificate to my house so i wouldnt have to worry about it. The day he came he was nicely dressed. I answered the door with just my basketball shorts on. He was eyeing me up and down and stuttered a bit when he handed the certificate. " You did really good and i enjoyed our times together. Make sure to study for your license. I provided my contact info phone and email if you need any help or have any questions. Take care and stay in touch." I thought that was odd. My brother was nearby and started laughing saying that i charmed old Craig and he wanted me. Im like maybe but thats creepy. "what did you do to have him so into you to drop off the certificate? " he asked. Nothing i did not expect that i said.
At this point in my life i already had secrets that i kept inside. A lot was going on with me inside with all the things that had happened. A lot of it was friends of my brother who were about a year or 2 older. Sometimes i just hung out with them. I fooled around with a few of them but always kept it secret. Long story but i already had some confidence issues and cravings that i was embarrassed about. I lived in a constant denial. Those manifested in dreams over time. I remember one i had where i was home alone and there was a lady naked cooking in the kitchen. I wanted to fuck her but she wouldnt let me. She said " The men are going to be fucking you...they know about you..." I started denying it and asked how would they know." they can smell it on you" she said. I woke up horny. I jerked off and felt horrible after. I started reading self help to try and deal with the issues i was facing. I did not want to be gay. It was when i read something that kind of changed my perspective. It mentioned how having sex with people connected you to them and that you took on traits from them. could fooling around have caused that? i figured it did.I turned 18 and was still a virgin. I hated my self for it and the cravings got worse. I was tired of fighting what seemed like a losing battle. I had a sensitized butthole from all the playing around and i was going through different objects. I had already worked up to a cucumber and realized my hole would never be satisfied
Another dream took place. It was Craig. He came to pick me up for the driving test late at night. My parents were not around but my brother was attacking me over it. I told him i had to go and it was not what it looked like. I drove with Craig and before i knew it we were at his house. I saw the door to the basement. It was dark and i was scared. The door opened and he carried me in. His eyes were dark and i could not see them. The rooms was strange like it was dim lit made of tile and appeared to be a bathroom but looked more public. Next thing i know i was butt up on the toilet. His cock was thrusting in and it felt good...too good. The walls came down and it was daylight outside. People were walking by and seeing me. I wanted to stop because i was embarrassed."its too late" someone said...Craig was gone and my hole wouldnt close. I hurried home trying to find my clothes. My butthole was gaped and i had to sneak back into my house to find clothes. My brother was there and said" it will never close...he will always be there." I woke up horny and this time i started fingering my butthole. Over the next few weeks the ideas came through to fuck Craig. Once i decided i would do it i became so horny and excited. I thought if im not gay i wont like it and that will settle that. If i am then i will know. Now i just needed a plan.
I was summer i was about to go to community college. I had a car and i had Craigs email. I sent him a message to check on him to let him know i also passed my test and had my license. I wanted to thank him for all his help. He replied and had a lot of questions. We conversed back and forth for hours. It got more and more comfortable. At times i started hesitating but the conversation kept me on course. We decided to meet up. I let him know i remembered where he lived and could come by to say hello in person. He agreed. I still had fears he would reject me. at the same time i was convinced he wouldnt. I decided to make things easier and obvious i would wear a white laced thong that fit my white little bubble butt perfect. IT was a size small and perfect for my frame. I was 5'10 and weighing 145 lbs. I skipped dinner and food that night. And the next morning i was in the shower cleaning everything out. I had enough experience playing with cucumbers to know things felt better when i was empty. over the thong i put on cargo shorts with a black leather belt that i liked to wrap around my waste when i was naked and playing. It always felt kinky like someone could use it to grab a hold of me. A white t shirt and shoes and i was good. I headed out around lunch time that saturday. I was so nervous. I actually almost chickened out.
I got there and knocked on the door. Hey he said as he opened the door wearing a blue robe..."you didnt bring your girlfriend?" no i dont have one i said....never did. "oh no why not. girls love guys with a car" yeah i know i just never could find anything in common. He invited me in.He had a small living area with a couch and tv. A small bedroom in back and a bathroom. The bathroom brought that dream up. Mind if i check your place out? i asked. sure go ahead. I went to the bathroom to get in front of the mirror. I pulled up the straps and my thong and let my pants sag a little to show the whale tail. I turned around and saw it was visible slightly with the tighter white t shirt. Holy crap i thought i am actually doing this. I was shaking slightly from nerves. I walked back out and I looked at him. He was studying me close so i made sure to walk in front of him and leaned into his bedroom. "Do you have a boyfriend yet?" he asked. I was silent for a few seconds. My back was turned still and i said "well not yet..." He had come over to me and put his hands on my shoulders. "I think you need one...you are so tense....are you nervous?" yes...i am. His robe dropped. HE started kissing my neck and lifting my shirt. I dropped my pant and stripped to my thong. " you do know i always wanted to see you naked...I am so happy you came by." I turned around and dropped to my knees and began to lick and suck on his dick. It was a short curved dick about 6 inches and veiny. Perfect for a first time dick.HE was already leaking and i tasted his sweet precum. I was less nervious and had let go of myself.He brought me to the coach and told me he would eat my ass. I bent over the back of it and with one hand opened my cheek. "Holy F*** that is just beautiful...: he said. I just smiled back. His face buried into my ass and began licking and tonguing my hole. It felt euphoric. The more he did it the more i wanted him to fuck me. Before long i couldnt contain the words" you wan want to do it? Im a virgin..." where do you want to do it? I walked in to bedroom and went full spread eagle on the bed. His mouth buried again into my hole. "you taste so good boi" I was moaning from pleasure. He got up and pressed his cock onto my hole..."you ready?" yess...go slow please."
it was painful at first but i was tenseI could not get it to go in. He told me to breath and relax. My breathing was erratic and so were my moans. "push your asshole out" he said. I did and as that happened the head of his dick popped through my hole. It took me by surprise and i felt opened up and infiltrated like he was completely inside me in more ways than one. I load out a gasp for air. My body filled with good bumps as my hands pushed back against his hips. "you ok?" he asked. " Oh YES that felt fucking amazing.! I felt a rush of energy pulsating and running down my body towards my hole. I felt like I awoke from something. I relaxed more and pushed and as i did he would slowly sink in and then id stop him to catch my breath and ease him in."im almost all the way in sweety so relax and let me sink in and then ill hold it there." I took 3 big breaths and closed my eyes. I pushed gently on his cock. The deeper it went the more i wanted it deeper. I felt his balls rest against my crack and then he stopped. "im not going to last this is too hot" he held it in place and breathed deep to try to contain himself. "ok im good for now" I pushed his dick out a little and then pushed my butthole out to swallow it back. "ok ok thats going to make me blow my load if you keep it up." My cock started to get hard as i thought about him blowing his gay seed inside my virgin ass. " oh so you want me to blow my load in your virgin boy butt?" oh yes i said. FUCK ME! fuck me till you cum inside me!" He began thrusting and humping. His skin slapping against my butt was such a turn on. It was less than a minute and he started to get red and blow his load. I paused and focused on my asshole. I felt light warm squirts deep inside. The hormones subsided as his load filled me and it was like i was dropping from my prior state. His cock slowly pulled out and it felt uncomfortable.
You ok"? he asked. I dont know i said i feel weird and dirty and vulnerable. I need my clothes. Hey its ok that can happen your first time.i dont know i said i just gotta go. I got my clothes said by and left i decided not to go home. I didnt want to raise questions and decided it was best to head to the park to clear my head. I couldnt beleive i did what i did and that i enjoyed it. I felt disgusted. Then i thought back to the book on how you take on other peoples traits and connect via sex. I had just taken not only his raw dick but his semen. His sperm was swimming around deep in my hole. I pulled into the park and as i got out I felt the load began to pool near my hole. I kept it in so it wouldnt come out. The feeling went away so i went to the dock near the river. I had been at the park before and surprisingly there werent any people. It had rained so that was probably the reason. I felt the cum again begin pooling at my asshole. I walked towards the bathroom knowing this could be a problem. It was empty so i took off my pants and realized i forgot my thong. I looked at my asshole in the mirror. It was slightly more red. "you just got fucked" i told myself in the mirror. I began to get horny again seeing myself in the mirror. I pushed as i looked back and watched the cum dribble out onto the floor. A spurt or two of clear cum and farting at the end with bubbles. I felt even hornier than before. I began to scoop the cum back into my hole and began pushing it back out on my hand. then back in. I started fingering my hole. It was too much i wanted to fuck.I wanted to fuck so bad i didnt care anymore. To be continued
2 years ago