Fwb First Experience

When I was 19 I lived in a small city, used to run around with some friends, mostly straight, so I had plenty of chances at straight sex, but something was missing.

In the city was an area where gays would drive around and pickup mostly young men, being 19 I was old enough to cruise and so one Friday night I decided to give it a try.

I just walked along like I was going somewhere and a number of cars slowed down and took a look, I smiled and continued walking around the block. Finally a big Cadillac stopped and asked if I would like a ride, he was a tall balding man but very nice looking, I said sure and hopped in.

He drove off and after a little chatting he was rubbing my leg and asking if I was interested, my cock got hard very fast. He took me to a place that was sort of deserted and backed into a spot that looked like it was made for this, he turned off the engine and unzipped my pants and took my cock out, he started licking the head and when he put it in his mouth I almost lost control,, but held on and enjoyed him licking and tonguing my cock. Now I had been sucked by girls before but it never felt like this and I soon started to cum, he gulped it up and cleaned me with his tongue.

He said he hoped I enjoyed it and I told him I did very much. He told me if I would like he would be back again next Friday, same place same time, I smiled and said I would be there and he dropped me off. As I was walking home, it wasn't real late, the more I thought about it the more I started getting hard, so I decided to go back and take another shot at the circuit.

I was just turning up the street when a car stopped and asked if I would like a ride, I said sure and off we went, this time to a different place but with the same results, but while he was sucking me I could hear him masturbating, I was watching him and he noticed and asked if I would like to help him, I said sure and grabbed his cock, I started stroking him and he was breathing heavy, soon I could feel him shooting all over my hand, he continued to suck me, it was longer this time but I soon came again. As we drove back he said he had never seen me on the circuit before and I told him it was my first time. He asked if I enjoyed it, I said yes both times, he looked and said you had another blow job, I smiled and we got back, he said he hoped he would see me again, I told him probably.

This was exciting and I was really looking forward to going again, but I ran into a couple of guys who warned me about police and to be careful, that kept me from going every night, but I ventured back a couple of times with no success.

When Friday rolled around, I went down and just as he said my Cadillac man rolled up and told me to get in. He was rubbing my cock before we even got out of town.

When were got to his spot again, he unzipped me and started to suck me, so I reached over and rubbed his leg, he got the message and soon unzipped his pants and out popped the largest cock I had ever seen, at least 10" and it was rock hard and I could tell he was excited about me stroking his cock as his precum was already on the head. I stroked and he sucked, then he stopped and asked if I would suck his cock, now I had done it before but never with one so big.

I said OK and he pulled my head over to his cock, I looked at it and then tongued the outside, I could taste his precum and it was very tasty, I soon got the head in my mouth and licked and sucked, he told me how he liked it and I tried to oblige, he suddenly pulled me up and said he was going to cum but didn't know if I wanted him to cum in my mouth, I immediately went back down on him to give him my answer and he unloaded a very big load of tasty cum, I had never swallowed before but it was so much I couldn't help but swallow some and found I liked it. He then went down on me and finished me. When we were done he said if I was in next week he wanted to take me to his house where we could enjoy it even more, I was very excited about that and said I would meet him next Friday.

When Friday rolled around, I had given him my address so I could have some clean clothes if I was staying the night. He rolled up and I got in and he said it was going to be an exciting night and hoped I was prepared. I was very ready but not real sure, I had never stayed overnight before.

He drove me to a small town about 20 miles east of my place and when he pulled into the garage, I had noticed there were other people here. I asked him about that and he said they were out of town friends and they wouldn't be a problem. When we walked inside there were 2 men about mid 30s walking around nude, I was a little taken aback, he told me they were just show offs. One of them looked at me and said how he would like a little taste of me, I think I blushed but they sort of laughed.

My friend came over to me and said he was anxious to get me into bed so we went to a room a the end of the house, it was pretty large and had a big king size bed, the TV had some gay porn playing on it, I was sort of staring at it and he asked if I liked what I saw, I said yes. He came up behind me and was rubbing his big hard cock from behind. He quickly undid my pants and they dropped to the floor, my cock was standing at attention, he continued rubbing me and stroking me and I could then feel him taking his clothes off. He quickly stuck his cock between my legs under my balls and the head was sticking out in front of me.

I had anal sex before but never with someone so big. I got a little tense, and he told me not to worry, if we had anal it would be when I was relaxed. He turned me around and pushed me to my knees and told me he wanted me to suck him and lick his balls. I obliged and he told me lay on the bed. He pulled me to the edge and slowly pushed his cock into my mouth taking very small strokes, he then asked if I was ready to take a little more, I shook my head and he put a little more in, I was struggling a little and he eased off and talked to me trying to relax me.

He then pulled out and had me lick his balls, i was going to town on them when he asked if I had ever eaten ass before. I said no and he then swung me around and told me he would show me and see if I was interested. He lifted my legs and started licking and tonguing my ass, I was enjoying it immensely. He then stopped and grabbed both our cocks and stroked them together while asking if I would like to try rimming. I was so hot now I said yes.

I rimmed him for a while and then we went back to sucking each other, his cock was really dripping precum, and I was enjoying it immensely. He then started breathing heavy and I knew what was coming and he unloaded, think this time I handled it all and it was a lot. I continued sucking him and he laid there with a huge smile on his face. I was a little worn down so I laid on my side and relaxed, he got up and went out of the bedroom.

I head him come back in and was just ready to turn over when I could feel him putting something on my ass, think it was Vaseline and he used his fingers to get it in deep, we hadn't talked about anal and I tensed up thinking about how huge he was. He pulled me the edge of the bed and quickly told me to relax as he rubbed the head of his cock on my ass, he guided it to the entrance and started to push, he was very gentle for a man with a huge cock, gradually the head popped in, it hurt some but he just waited and let me relax, it then became a different feeling.

He talked to me, keeping me relaxed and told me that I was very tight, I told him with his size everyone would be tight. He asked if I wanted to try some more, I said OK and he gradually put in a little more, it was a tight fit and I found it very sensual, soon I found my self pushing back against him taking some on my own. Soon about half was in and I was feeling very excited. He gradually stroked some with about half in and I could tell he was getting a little more in with every stroke, soon his balls hit my ass and I was amazed how it felt.

He stroked very gently at first but soon I was pushing back and tightening my ass and he started going faster, telling me he was not going to last very long at this pace so he slowed down, he pulled out and shifted me so my legs were on his chest and shoulders, when he got it back in this time it felt like he was even deeper, I was all in at this point, I then looked and his friends were both watching, which was an extreme turn on. He started fucking me harder and I was pushing with his rhythm, soon I could feel him unloading in my ass. He didn't pull out but stayed in and I could feel him getting soft.

He pulled out and I saw one of his friends come over and started sucking his cock right out of my ass, something new again. Soon I saw him starting to get hard again. As I watched his one friend sucking him, his other friend asked if he could get into the action, I said sure and he slid up and started sucking my cock and I started sucking his. This went on for some time and before I knew it he came in my mouth, I then came in his and just watched as my friend also came.

After that we all showered and were just sitting around chatting in the nude talking about how amazed they were that I got into him fucking me so much, I responded saying I hope there would be more. They all said they were game and the night continued with much more fucking and sucking.