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This story involves sex amoung consenting adults, if it is not legal to read this type of material where you are located that proceed at your own risk.
My goal is to provide you some sort of sexual contact in every chapter, some will be masturbation but mostly it will involve two people who either love each other very much or are on their way to falling in love. The story of Broken Hearts Boys came to when I was riding my bike through a collection of mountain bike trails and seen a clearing and thought, what a great place to have sex.
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Chapter 10 Tyler
Oscar left and headed back to his apartment around 1:00 pm and we had made plans to meet back up at his apartment later for dinner, some movies and probably some cuddling on the couch. I decided to take this opportunity to do some laundry and straighten up my apartment since we had been gone for the past two days. After starting my colors, I logged into facebook and read some posts to see what was going on in the world, then checked my email. There was not much going on, so I moved on and started taking care of some much needed dusting and vacuuming. Don't ask me why but because I was wearing my last pair of clean underwear I decided to remove them and put them in the wash and do the housekeeping naked. I find doing housework naked to be very liberating and exciting, almost like I am breaking some rule even though I really am not. I get that way of thinking from my rather modest parents. I started in the bedroom and then moved into the hallway and then into the living room. As though he knew what I was doing Oscar texted me.
Oscar: What are ya wearing?
His text caught me off guard since I was actually not wearing anything at that very moment. I texted Oscar back after thinking of the perfect thing to say, the truth which I decided was probably the best thing.
Me: Nothing, I needed to do some laundry and was wearing my last clean pair of underwear.
Oscar: Wow I would love to see that.
Me: Illicit image of myself cleaning the house naked.
Oscar: I am going to need to go rub one out real quick, thanks for the
material.
Me: Wow, I will see you in a little while.
It was a brief text exchange but it was fun, I couldn't help but laugh a little after thinking about the conversation in detail. So I placed my phone on the floor and used the timer to take a picture of me from that angle and sent it to Oscar. He replied and I intentionally did not answer him. Our relationship has gotten really fun like that. I went on with the dusting and vacuuming and then moved on to clean the bathroom. Since I had a small apartment the entire endeavor took me about an hour. The next thing was to fold and hang up the now clean laundry and then I needed to run get some groceries and a haircut. I didn't really need much groceries because only cooking for me most of the time I opted to eat out most of the time. I did need some milk, cereal, coffee and bread. I opted for the haircut first since the milk wouldn't keep in the warm car. I called my friend Trent to see if he was busy at his Salon. Trent answered right away and told me it was slow and to come on over.
I arrived at Trent's Salon and like he stated it was dead, only me. Trent stated his clients are a bunch of old ladies who married rich men, so they come through the week. Trent motioned for me to have a seat and I did as suggested. Trent has been cutting my hair for the past five years and I don't usually change much, I guess you could say I am set in my ways. Trent was looking over my hair and said "have you ever thought about going with a messy look." Trent proceeded to tell me it would look great on me and I should think about it sometime. I thought for a minute and said you know what Trent, let's go for it. Trent acted like I had just kicked his puppy and then laughed and proceeded to cut my hair. Trent only cuts with scissors so even though it's sometimes time consuming he is amazing with hair.
Trent asked how things had been going and I told him about the past few days and camping with Oscar. Ofcourse I left out all the sex and the handjobs from Lee and James. Trent stopped abruptly and stepped around in front of me and said "wait, your gay, how have I known you for 5 years and not known." I giggled and said I guess I really didn't know and told him I had been curious and messed around in high school but that was a while back. Trent proceeded to ask tons of questions about Oscar and insisted he know all the ooey gooey details about our weekend. Again I kept it PG and told him I think I really like Oscar. I have known Trent was gay for years, but we never talked about that sort of thing. Trent proceeded to tell me he wished he could find a man, but all guys are only interested in sex or drugs and sometimes sex and drugs. I laughed and said I guess sometimes all you have to do to find the right person is to stop looking.
It was about 3:00 when I left Trent's Salon and headed to the grocery store. I ran in and grabbed exactly what I needed and headed back to my apartment because I needed to get the groceries put up and then off to Oscars so I could be there by 6:00 pm. By the time I arrived at Oscar's apartment he had already ordered pizza and had gone out and picked up The Notebook, since we both loved a good heart ripping story. Oscar noticed and commented on my haircut immediately and said he loved it. Oscar kept his hair very short, as he says it is 1" on the sides 2" on the top and faded in to look good. I am not a fan of hair that short on my but it did look pretty good on Oscar, but I think he would look good no matter what he did to his hair.
We sat and ate pizza and watched the movie cuddled up on Oscar's futon couch in the living room. Both Oscar and I are big cuddles as it turns out and even after the movie we lay on the couch and relaxed while talking about anything and everything. We talked about mountain biking, working out, our jobs and even the weather. I guess one could say we were getting a routine going like an old married couple, except for the fact we had great sex almost every time we were together at some point and time durring our visit with each other. At one point Oscar got up and asked if I would like another glass of water. I said yea sure I will take one. Once Oscar had turned the corner into the kitchen area of his apartment it came to me how much he seemed to enjoy the picture I had sent him earlier and I seen his vacuum was in the coat closet, which for some reason had the door opened. I saw the vacuum and giggled inside and immediately stood up and stripped completely naked and grabbed the vacuum. When Oscar came back into the room with our waters I was pushing the vacuum around pretending to vacuum his floors while I was naked. He let out a little laugh and set our water on the end table and walked over to me. Oscar got behind me and wrapped his arms around me and asked if I needed any help. Oscar placed his hands on the vacuum like we were both controlling the motions of the vacuum.
Through Oscars jogging pants I could feel his erection poking into my bare ass and I moaned. When Oscar has an erections it's hard not to feel it, it's almost like he has a slightly shorter 3rd leg. Oscar started massaging my ass cheeks and running his hands to my front and grazing my pubic area but not quite touching my cock. Which by the way was at full mass, because I was still alive and that was usually the only requirement for me to be hard was to be breathing and have a pulse. Oscar was slowly running his hands up and down my leg as well. It was like he was trying to touch every part of my lower body and see if he could fire up every nerve ending in that region of my body. Oscar asked if I could vacuum in a certain spot because it looked like a flight as he pointed to a patch of carpet directly in front of me. I started to move forward and he said, No reach for it. I think I am getting the idea, he wanted to see me bend over a little. As I bent over, Oscar slowly dropped to his knees and pulled my ass cheeks apart and started running his tongue up and down the crack of my ass. Oscar's tongue felt amazing so I continued pretending to vacuum that specific part for a few more minutes. While Oscar was eating my ass he was also tending to me balls with his hands by grabbing them and rolling them around and softly massaging them. At one point Oscar stood up and said "I sure would like to fuck that tight little white ass of yours." I was immediately caught off guard, I had anyone inside of me before. Not that I didn't want to, but I was afraid it would hurt. Oscar placed kisses on my ear and repeated himself.
Oscar then said I will be gentle and if you don't like it I will stop. I trust Oscar more than anyone else in the world so I said Okay. Oscar grabbed my hand and led me to his bedroom where I lay on my back with my legs in the air. Oscar proceeded to eat my ass only coming up from my hole long enough to lick my balls or shove my cock in his mouth. Oscar's mouth was like a hot tub in the winter time for my cock, cold and hot at the same time, and I could feel sensations on every side and every inch of my cock. This went on for about ten minutes before Oscar reached over into his night stand and pulled out a bottle of lube. Oscar began applying lube to his fingers and then to my tiny hole. Oscar applied a generous amount to my hole and then with short slow motions he started to put the end of his index finger inside of me. I felt a little pressure but it was not unbearable. Oscar continued until I could feel his knuckles of his other fingers touching my body around my ass hole. Oscar pulled complete out, then applied a little more lube and then started pushing back in with his index and his middle finger. Again it was a little pressure but not unbearable and I actually liked to think of a part of Oscar inside of me. About that time Oscar hit something inside of me that brought my ass off the bed and made me jump and moan. It was a feeling like I had never felt before, a feeling of fullness with a tickle to it. I know this must have been my prostate but no one had ever touched me there before. Oscar smiled and kept going, Oscar hit that same spot about four more times and I told him if he hit me there too many more times I was going to explode.
Oscar pulled both of his fingers out of me and moved back to the nightstand and grabbed a condom. With the anticipation of what was coming next it seemed like it took him four hours to open the wrapper and unroll the condom onto his shaft. Oscar applied some lube to his cock over the condom and moved to a position where his dick was lined up with my hole. Oscar held my calves in his hands and just massaged my hole with the head of his penis before finally setting my calves onto his shoulders and moving his hands down to help with aligning his cock with my ass hole. Oscar was very gentle and pushed the head of his dick into me and then stopped and told me to get used to that for a second. While we were in this position Oscar placed kisses on to my knees and shins. Oscar then pushed in a little further, it was like Oscar was taking cues from my face to know when he needed to give me a break from pushing his cock inside of me. This lasted for about ten minutes until Oscar said Okay I am all the way inside of you. I called him a liar and told him to take a picture and show me. Oscar grabbed his phone and pointed the camera to our bodies where they joined and snapped a quick photo and then showed it to me. Sure enough Oscar's pelvic area and pubic hair were almost touching me.
It was strange because I didn't feel like Oscar had tapped my prostate yet but he was in further then his finger would have been. About that time Oscar applied pressure forward and then started moving his cock around inside me and he hit that spot. Oscar hitting my prostate with his cock nearly sent me into convulsions it felt so amazing. No having the first cock up my ass was not a dream come true because it did feel tight and it did sting a little but every time he touched my prostate I forgot about all the tightness and all the pressure I felt inside of me. Oscar said I am only moving a little because you are so tight I will cum in just a few strokes. I nodded as I gave him the go ahead. Oscar said no, I want you to cum with me inside of you because it's the most amazing orgasm you will ever have. Oscar grabbed my cock and started stroking my cock and at the same time applying little bits of pressure to my prostate. Oscar was very right; it only took about thirty second before I shot cum all over my stomach and chest. I shot cum so hard some of it actually landed on my face. Oscar then started taking slightly longer strokes and shot his cum into the condom he was wearing.
Oscar slowly pulled out of me explaining that sometimes coming out hurts more than going in. Once Oscar was completely out he went to the bathroom and discarded the condom in the trash can by his toilet and came back into the room. Oscar grabbed my hand and said let's get you showered that lube will make you feel all sticky. We moved to the shower and got cleaned up, my head was spinning with complete and utter confusion of how getting fucked by Oscar could feel so good. Having Oscar inside of me made me feel vulnerable and for some reason I like it. It was like I was allowing Oscar to have all the control over my body for a brief time. Like his cock was a joystick that could control my every thought and movement based on how much pressure he applied or which direction he pointed it while inside of me. Oscar and I hopped out of the shower and I looked into his eyes and asked him if he thought it was too early in our relationship for me to be falling in love with him. Oscar smiled and said absolutely not, because I have been falling for you Tyler since the day we met.
Thank you for reading my story, please provide feedback. I do not mind people being critical of my work. I would prefer someone to be honest with me about my work. I am working on a few other stories and would love some insight to my character development and the general flow of my stories.