Going For It

Playing with my dildo and my anal beads was stimulating but I craved more. I continued to barrage my queer friend with endless questions about him being gay. I became obsessed with being a bottom. My friend suggested that I might want to try doing both before 'classifying' myself as wanting just anal sex. I wasn't into the club scene, drinking, doing drugs, and while I found watching guys do stuff behind the adult bookstore next to a dumpster very erotic...the guys were pretty rough looking. My friend one day got so tired of my questions that he got very upset and told me to,"just go out there and do it!!" He said this as we were on campus so many people heard it. He stormed off, walking briskly away. We didn't talk for some time.

He was right! I was a pussy! I kept talking myself into it and not. I thought I needed to plan the whole thing out instead of just jumping in and learning to swim. I made up my mind, I was going to do it.

It had been a couple of weeks until my friend and I were on speaking terms. I told him I wanted to go through with it but needed his help. There were places to hook up but it was best to bring a friend. My friend suggested that I join him and his partner as they were going to a nude beach that weekend. He said that if we walked to the northern part of the beach, where it was more rocky, I would find what I was looking for.

We took off in the morning. I was shaking nervously as two of them poked fun at me. I chose to wear a tight fitted tshirt and a pair of jeans that I had cut down into very short shorts, socks and tennis shoes. I also had a backpack to put my clothes in with a beach towel. Once we got close we hiked down this long steep trail to the beach. We stripped down and I put on sunscreen. We kept our shoes and socks on. There were several naked couples laying out. Their tan bodies looked amazing. I couldn't help but get aroused. It definitely showed this was my first time. I was walking with a hard on. My seven and half inches bounced up and down as I walked. My friend and his partner made fun of me as I semiconsciously tried to cover it. I really enjoyed being naked outdoors but was starting to have second thoughts as we moved north on the beach. I asked them if we could lay out where other people were enjoying the sun on their naked bodied. They pushed me along making me lead them.

We made our was past some rocky terrain. There were three guys going at it. One giving oral bent over with a older guy licking his ass. My mind was racing and it helped seeing these dudes having sex to take my mind off of my worries. We walked on a bit further. The wind had picked up.

There standing up against a large rock was this older man. He was tan all over. A very nice body. He had sunglasses as he looked up at the sun. He had dark hair and thick moustache. He had a serious expression and was very handsome. He had this slab of meat that hung between his legs. I froze! He stood up and looked at us. Then his focused moved to me. He walked up to me and placed his warm strong hand on my ass. I jumped a little. He cupped my left ass cheek and pulled me into him. I was like warm butter to his hot knife. Without a word spoken he kissed me. A flood of sensations drowned my fears. His moustache tickled a little. I never expected a man's kiss to feel so good. Our bodies melting into each other as placed his other hand on my ass. He massaged my cheeks as we continued to make out. He then led me to a sandy spot between four large rocks. I took off my backpack and laid my towel out as he slowly rubbed his cock. It just kept growing!!! Then he spoke. It was deep and masculine in tone. "Lay down on your stomach." I did knowing the pain was going to be intense. He straddle my legs and opened up my pale white ass cheeks. Spitting and rubbing down into me. He jammed fingers roughly. I grunted hard. It hurt how forceful he was. "Your ass is really nice and tight!" he sounded pleased and surprised. I looked around for my friend but they were gone. I knew I had to follow through. My bag was within reach and so I grabbed it finding my vaseline. I passed it to the man. "Call me Chad." Before taking it he told me he preferred raw anal but since my ass was so tight he amused me by prelubing my ass and his monster cock. As I looked back at Chad, I told him that I had never done anal with a man before. He smirked telling me he already knew that by fingering my hole. Chad spent the next several minutes probing my ass with his fingers. Then he moved over me sliding his heavy warm meat up the crack of my ass. I wiggled and moved my ass around to show my approval. Then he pressed his tip into my tight hole. I puckered my ass up as best as I could. There was no way I could hold him back. When he plunged through my outer defenses, I yelled out. Swearing mostly. His cock was huge! The sensation of having a cock was deminshed by the incredible pain I was feeling. I wanted him to stop. I cried out even though no one could hear me. Chad sensing this just told me it will get better but led me on by not telling me when. What I assumed were deep strokes were in reality just past his thick tip into my ass. I felt my ass getting stretched. I switched from crying to moaning, swearing, and telling him how fucking good he felt in my ass. Everytime I commented on his cock he went a little deeper. No matter how hard I tried to push him out, Chad moved inside me deeper. He took longer harder strokes into my virgin ass. It was tough!!! The pain was excruciating! I tried to focus on anything else. Like the way he felt inside me. It did help when he told me how good my tight ass felt. He was breathing harder as he throttled my ass. The now long hard pounding made me cry out," keep fucking me!!!" It spurred on Chad to drill his cock deeper. I was thankful he never saw the tears streaming down my face. In order to mask the ripping my inner sanctum apart, I screamed telling Chad how good his monster cock felt in my virgin ass. Finally, he pressed his entire body down on me. Then in grand fashion, Chad grunted hard. His ball sack now grinded up against my shaved balls. I felt the heart in his chest beating fast. The stench of his breath and body sweat filled my nostrils. He cock throbbed inside me as he dispersed his seeds into my ass. Chad pumped cum loads into me five times until he had no more to give. Chad thanked me kissing the back of my shoulder then he withdrew himself from my once tight ass. I let out a weird sound from my mouth as if I hadn't taken a breath in sometime. Chad rested over my legs admiring my newly formed ass hole. My ass throbbed something fierce. I was left with this empty feeling, longing for his cock to implanted back into me. Chad watched me slowly push his white milky cum from my hole. It oozed down over the underside of my smooth balls. Chad stood up and I rolled to my side since my ass was so tenderized from the beating that had just taken place. His long thick pole hung between his strong tan legs.. He was so sexy. He just radiated this animalistic sexual vibe. I was in lust with this older man who had just bred me. I asked, no I actually begged for him to fuck me again.

Chad didn't expect me being so enthusiastic after barebacking me on the beach. He laid down behind me. I moved my hand to touch him. I leaned back into him and we kissed. It felt different, I felt different. His cock throbbing as it began to penetrate me. I looked at him and told him he could fuck me whenever he wanted....so he did it again!