David parked his car in the Vallejo Olive Garden parking lot. It was a warm Saturday and he was a couple of minutes late to meet Al, the man he had chatted with online. As he walked up to the front of the restaurant he was nervous. Nervous, not just because he was a couple of minutes late, and Al might have left, but also because Al might actually be there, and that meeting him would likely lead to his first time having sex with a man.
David was twenty-nine years old, and had been thinking about doing something like this for the last 12 years but had only recently found the courage for a few fleeting encounters, all of which had been quick hand jobs given from his car or received in a video booth, but never anything serious; no blow jobs and no anal sex had been involved.
He looked at the bench, and there was a man sitting there wearing a blue shirt, just as Al had described himself. David swallowed his fears and walked up to the man.
"Are you Al?" he asked.
"Yes, you must be David?" Al replied.
Al was older than David. He was in his late forties, but he still looked like he kept himself in good shape. David knew from their chat sessions that Al was married and had children, but that the rest of his family was out of town at least for the day. Al had to stay and work, or at least that is what Al had said.
"Yes, I'm David," He replied.
David had been a little taken back when Al first suggested that they meet in the chat session. David had chatted with a number of men in the past, but rarely had they suggested an actual meeting, and most of those he wanted to come to David's apartment, which David was too uncomfortable to go for. Al had seemed, somehow, genuine when he asked, and added to that, he was open to meeting in public to get to know each other first, and then going to a motel if they wanted to go further.
"I wasn't sure if you were going to make it. So, shall we go find a spot?" Al asked.
For some reason, David had expected a little more chat to see if they were compatible, but he realized at that moment, that there was really no conversation you could have quickly that would tell you if you should go ahead and have sex with someone you just met. That wasn't really how this would work. That realization, plus his excitement, kept David from deciding not to go through with it.
"Sure. We could try the motel six across the street," David suggested.
"Ok. Why don't you go in and get the room. I will wait in the parking lot. Then when you get the room, you can come tell me which one, and I will come up after you," Al said.
"Ok," David agreed. He thought it sounded like a little more cloak and dagger than they needed to be, but if that was what made Al comfortable then he would play along. David drove them his car across the street. They both got out and David went into the lobby. Even though it was only a little after noon, there was a line at the registration desk. David waited his turn until the staff member behind the counter said to the first person in line that there were no free rooms until 3pm. David went back out to find Al and told him.
"We could maybe fool around in your truck, or look for a different motel?" David suggested.
Al refused the truck idea, but suggested a motel over the hills in Suisun that he had stayed at years before.
"It is a cheap little dive of a motel, but it should work, and it wasn't very expensive years ago," Al said.
"I will follow you in my car then," David agreed.
David drove Al back across the street to his truck and they both got on the freeway. It was a five-minute drive over the hills before Al's truck got off the freeway. David followed, and when Al turned into the parking lot next to a motel, David turned into the same parking lot. They parked, and Al said it is the motel on the other side of this hedge. Obviously Al did not want to be seen with David going into the same room.
"I will wait for you here," said Al. "Come tell me the room number when you get the key, and I will come up and knock on the door.
David switched parking lots, and went into the motel's office. There was another line at this motel too, and when he asked, they said they would make up one of the rooms now, if he were willing to wait. David agreed. He paid the $50 for the room, and the key deposit, and then went out to let Al know what was taking so long.
"They just have to have the maid make up the room, and then we can go in," David told him.
"I hope it is quick. I am really horny," Al groaned.
This was the first overtly sexual comment that Al had made so far, other than during their sessions, where Al told him about his preferences and desires. He had been particularly clear that he was into kissing. David wasn't so sure about kissing, but he was open to trying it.
David returned to the motel office and picked up his key. He went to his car and got his backpack and then let Al know which room. David went to the room. His heart was pounding as he went in. There was little chance that he would back out now.
David looked around. The room was large, but not very contemporary. Clearly this was a cheap motel. There was a bed in one corner of the room, and behind that was a bathroom with a tub. Interestingly, there was also a loft with steep staircase leading up to it. David went up and found another bed. He went back downstairs and when Al knocked on the door, David let him in. Al walked around the room, much as David had done. David pointed out the loft with the second bed, and as he started walking up the staircase, he felt a hand grab his ass cheek and grope it. David was instantly hard as a rock and when they got up to the top Al hugged David in his arms and kissed him, letting his tongue slip inside David's mouth. David was initially taken aback by the kiss, but he soon got the hang of it and found that it was enjoyable.
As they continued to kiss, David undid his own belt and let his pants drop. He had worn his skimpiest underwear the Jockey string bikini briefs. They were grey and his erection was stretching them to their maximum.
"Lets get undressed and lie on the bed," Al suggested.
David complied and he and Al got undressed. Since his pants were already off, David had a significant head start and was naked very quickly. He lay down on the bed in the loft. Al, finished undressing and setting his socks in his shoes, then joined David on the bed. They hugged some more and continued making out. David let his hands wander down to Al's crotch, and clumsily fondled Al's still flaccid manhood. David on the other hand was fully erect imagining all that was to follow. He desperately wanted to avoid cumming in the first 5 seconds.
Unlike his earlier handjobs, David found that he could contain his excitement better in this situation. After he realized this he relaxed. After some further kissing, Al moved down and took David's cock in his mouth. It felt good, and David relaxed even more. Never having been one to take charge in situations like these, David let Al do all the guiding.
"Ok, I want to fuck you now," said Al. "But would you give me a quick blowjob to get me hard?"
"Ok, that's only fair," David agreed. "I am not very sure what I am doing, but you did it for me. I don't want cum in my mouth though, ok?"
"No I wont," Al replied. "And I don't want you to cum in me either, ok?"
"Yes, that is fine," David answered.
Al lay back on the bed and David reached out with his hand and fondled his penis. Slowly David lowered his head, still very unsure about this, but ready to go for it. He licked the tip. It felt warm, but there was no real taste to it. He opened his mouth wide and slid Al's cock in. He sucked on the head, trying hard to keep his teeth off of Al's dick. David, slid it in as far as he could and them pulled it out to the tip. He kept up the stroking and the sucking as best he could. For a few strokes Al started to fuck David's mouth. David, quickly started to gag.
"Sorry," Al said.
"It's ok, I am just not very good at this yet," David responded.
"You're doing fine," Al encouraged him.
David kept on going; giving his first blowjob was more fun than he had imagined. Eventually Al was fully erect, about 5 and a half inches. Al got up on his knees pulling his cock out of David's mouth.
"Ok, let me get a condom on, and I then I can fuck you," Al said.
This was it. This was the first time David was going to have a man's cock in his ass for real. David let his inhibitions go.
"What position do you want me?" David asked.
"How about you get down on all fours and we can do it doggie-style," Al replied.
David crawled up the bed, and laid on his side watching Al get the condom from his pants pocket along with a bottle of lube. When Al was ready, David got up on all fours and stuck his butt in the air, waiting for it. Al poured some lube on his fingers and slowly worked it into David's anus. He pushed a finger in, and David was in heaven. Moments later the finger was removed and Al moved his body closer. He pushed David's butt down a little, spreading David's legs wider, and then pushed the head of his cock into David's ass. David had had many dildos and vibrators in his ass before, and he knew how to relax and bear down. But this was different. David tried to relax. After 10 seconds or so, Al's cock pushed all the way in.
"Give me a moment to get used to it," David requested.
Al paused. David tried to relax. It hurt more than the dildos, but David figured that was because he had not loosened up first like he would with a vibrator or dildo. David relaxed further, and although the pain was not gone, the feeling was pleasurable.
"You ok, now?" Al asked.
"Yes, go ahead," David answered, thankful that Al was patient.
Al began to stroke in an out of David's ass. He started with some long slow strokes and then worked up to some faster shorter strokes. David was being slowly pushed into the corner of the bed by the thrusting. David buried his face in the pillow, pressing his shoulders down, and pushed his ass back to meet Al's thrusts. His cock had gone soft and was flopping back and forth between his spread legs. Now that he no longer needed to support himself on his arms, David reached back and fondled his cock. Al continued to fuck away. A few minutes later, he pulled out.
"Turn over," Al ordered.
David turned over on his back and pulled his knees up giving Al continued access to his ass. Al pushed back into David's ass. It was much easier this time. He went straight back to fucking David, who pulled his legs up higher and Al grabbed his ankles. David felt completely dominated now. Al switched to a new pace with deeper thrusts, culminating in several times when he pulled all the way out, paused for a moment and then pushed all the way back in. David loved that technique. He had seen it in a porn movie once, and had replayed that portion many times.
The sweat was pouring off of David at this point. It was particularly hot up in the loft and David was wondering what it would feel like when Al came. Would he pull out and want to squirt his semen all over David's chest like in a porn movie, or would he come in the condom inside David's ass. Would David feel the spurt of semen even through the condom?
As Al continued fucking his ass, David's mind started to wander. Random thoughts started to work their way in. What was Al's wife like? Did she suspect that he was cheating? At this point David was suddenly the other "woman". What would she say if she walked in on Al fucking David? Who would she be angrier with, David or Al? Would she be turned on?
Did the other guests in the motel know that here in this room, a married man was fucking another man in the ass. Pushing his cock into him deep, and then pulling back and then pushing in deep again. Over and over and over again one man fucking another man's ass.
Al's groan brought him back to reality. Al was reaching orgasm. With one final thrust Al came inside David's ass. David quickly noted that he didn't feel any spurts in his ass. Al rested for a moment and then pulled his softening cock out of David's ass. David lowered his legs and Al removed his condom, tying it off to hold the semen inside.
"That was great," Al said. "Did you enjoy it?"
"Yes," David replied.
"Do you want me to get you off?" Al asked.
"Sure," David answered.
Al fondled David's dick, which responded quickly and was erect again in no time.
"You have a great dick, David," Al said.
"Thanks. I like yours too," David said.
Al took David's cock in his mouth and sucked it for a while. David tried to relax, but he couldn't do it. Not while he was worried that he might accidentally cum in Al's mouth. Al didn't realize it, but this was the first time David had ever received a blowjob in addition to being the first time he had given one.
"I don't think I can cum, Al," David warned.
"It's ok," Al said. "Did you still want to take a shower with me?"
"Sure," David replied.
To be continued...
David Taldor Taldor2@yahoo.com
David Taldor is a 34 year old bisexual male living in the SF Bay Area. This story was based on one of his actual experiences, or at least how he remembers it.
Feel free to contact the author with comments or critiques.