My first time bottoming wasn't planned. My girlfriend and her friend had left for the week to go to the Jersey shore, it was over my bithday weekend so I was a little depressed. I had a summer job between semesters at college and after getting off of work I went to the gym and got in a really good workout. I was training to muscle failure and had done a full body workout. I was exhausted, but horny, and was pissed off at my girlfriend so I decided to go to an adult bookstore and get my cock sucked. The year before I had learned about the gloryhole, in a speech class from a guy who had the job of cleaning the booths at the adult bookstore (ABS) near campus. Over Christmas break while I was single after being a little buzzed, went to the ABS near my house and had my first gloryhole experience. I started going every chance I got, until I started dating my girlfriend at that time.
I went into the ABS, got some change, and then went into an open booth. There were glory holes on each side. I put $5 in the video machine, and then looked to see which hole I would use. I saw a cock come through on one side, and an open mouth waiting on the other side. I went to the mouth and was able to get hard almost instantly at that age. He sucked my cock better than my girlfriend, and I was really getting into it. I started to get close to cumming, and he stopped sucking. He then got up and I stepped back thinking he had jerked off, and was getting up to leave. I then saw his cock come through, it was about 7", and I was really horny figuring that if I wanted to cum that I had to return the favor. I had only sucked two cocks before that despite the number of times at a glory hole.
I dropped to my knees and began to suck his cock. Soon after I started there was a knock on the door of the booth for both of us to put more money in. I put in another few bucks, and he put in a dollar. I thought I was doing a good job if he only put in one dollar, which meant he would cum soon. I continued sucking and then as his time was running out on the video he whispered through the wall, "can I come over to your booth I don't have any more cash and I can finish sucking you". I was nervous, but I said yes. He unlocked his door, gave a lite knock on my door and I unlatched the lock and let him in. He was 6 feet tall, with sandy-blonde hair, large muscular shoulders and arms, but was at least twice my age. He immediately started sucking my cock again, but no longer having a wall between me and another man made me nervous and I had trouble getting hard. He then turned me around and started eating my ass.
I had never had my ass eating before, only a finger inserted during a blow job once during my first glory hole experience. I was amazed at how good it felt having a tongue probe and lick my anus. I started to get hard again, and felt another hand stroking and pulling my cock. The guy in the other booth had stuck his army through the hole on his side. The man in my booth pushed me towards the hole and the other guy started sucking me while he was eating my ass.
I hadn't felt anything like this ever before. The guy in my booth, let's call him Adam, then stopped, stood up and tried to stick his cock in my ass. I reached back to block his cock with my hand and said I don't do that. I never have. He tried to talk me into it quickly, but I said no. Adam went back to eating my ass, and the guy in the other booth started sucking my cock again. Then he got up and offered his cock through the hole. Adam said go for it, encouraging me to suck the other guy. I did, and then Adam got hard again and smacked his cock against my head. He grabbed my head pulled it and shoved his cock in my mouth. He started fucking my mouth, and then pulled back and turned my head to the other cock. He kept alternating my head, back and forth as I sucked two cocks. He narrated what was happening so the other cock would stay in the hole. After two minutes of back and forth every 10 seconds or so, the other guy asked for me to keep sucking him that he was going to cum soon. He came in my mouth only a few seconds later, and Adam held my head there firmly pushing his body against the back of my head, which pushed my head forward into the hole as the other guy dumped his load into my mouth. Adam then kept telling me to swallow and hold his cock in my mouth until he pulls it out. It was so hot, that I was really turned on by him taking control and telling me what to do.
KNOCK KNOCK KNOCK. The ABS employee was back, "I told you before you have to pay, and only one person allowed per booth. You have to leave." I was scared, nervous and ashamed. I pulled up my underwear and shorts, Adam pulled up his jean shorts, buckled his belt, and told me to relax and just walk out to the parking lot. I followed Adam out, I wanted to sprint out, but remained calm and walked out behind him, and started heading to my car. He told me to wait and follow him to another spot. I got into my car and followed his truck with out of state plates to another ABS. We went into another booth together and were asked to leave shortly since we were in the same booth. He then said, follow me to my hotel room.
He didn't have a room when we got there, but he got one and checked in. We went up to the room and he went into the bathroom and told me to take off my clothes. I stripped down and was waiting between the queen beds. He came out of the bathroom, walked over to me and tried to kiss me. I didn't kiss guys, and told him that I didn't as he kept trying to. He said that it really turns him on, I tried it and could feel his cock start to get hard in his pants. I felt very vulnerable being completely naked while he was still fully clothed. He then told me to take his pants off. I undid his belt, button, zipper, and pulled down his pants. He pushed me down to my knees and I pulled his boxers down. His cock sprung out and hit my face. He grabbed my head and fed me his cock. He kept testing my gag reflex figuring out how far he could stick his cock in my mouth. After a little while he told me to stand up. I did and thats when he pushed me onto the bed.
He started sucking my cock, it felt amazing. He stopped and started stroking me and said that my pre-cum tasted sweet, and asked if I ever tasted it. I told him that I had tasted it before and once came so hard that I shot a load into my own mouth. He said, "that's awesome lets see if I can make you cum like that. I would love to see you eat your own cum." He then positioned himself so that we were 69ing. I was getting close to cumming and so was he. He then got up and repositioned me so that my head was hanging off the edge of the bed and started fucking my mouth then we were 69ing. He started thrusting deeper in my mouth making me gag. I tried pushing him back while he kept thrusting deeper. With a mouth full of cock I tried yelling for him to stop. He did stop, pulled out and then went to the other side of the bed. He grabbed my legs and pulled me towards him, picked up my legs pushing them back and his tongue went directly into my ass. I then grabbed my legs and held them back so he could jerk me and eat my ass at the same time as he instructed me to. It felt so good, my ass was opening up accepting his tongue, then he stuck a finger in, and started sucking my cock again. He asked me if I like his finger in there. I said it hurt a little and felt different, but it was okay. He took it out and went back to eating my ass. He kept rotating from eating my ass, to licking my balls and stroking me, to sucking my cock. Each time he went back to eating my ass he would have me clench and then relax my ass more and more. It was driving me wild. Then when I was expecting him to suck my cock, my breath left my body as he shoved his cock into my tight asshole.
The next few minutes I tried to block out over the years, but I couldn't. I kept telling him to stop, but he didn't. I tried to push him off, but he was stronger and I was weak from my workout. He was in town for the farm show and was "farm strong".
He fucked me slowly at first, trying to coach me through how to take it. I asked him to stop, and he said, "just let it happen, just relax your ass like before". He kept repeating that line each time I asked him to stop. It felt like he was getting harder, each time, and he started going harder, faster, and deeper. The more pain I was in the more he enjoyed it. He had me pinned down by my wrists, and I gave up struggling. I was able to relax my ass and just take it. It started to feel good for a few moments, I didn't know it at the time but he was hitting my prostate. He felt me give in, and then really started going hard and fast. That started to hurt more since the only lube was his spit. He saw tears in my eyes, and then stopped for a moment to add more spit.
I had gone from begging him to stop, to begging him to finish. I wanted it to be over as soon as possible. He said let me kiss you, that really turns me on. We began kissing, the more my tongue played with his, the closer he was to cumming. Then he jabbed his tongue in my mouth and I could feel him cumming inside my ass, his cock pumping and contracting as each stream of cum shot into me. He was trying to catch his breath and started to pull out. I was angry, and said is that it...is that it? He said, "yeah it was great". I said, "no the fuck it wasn't you didn't listen to me, you didn't stop, and now I'm not going to even cum?!" He said,"what do you want". I said, "the least you could do is make me cum". He said fine, and he slid his cock back into my ass since it was still hard and now I was lubed with his cum.
He then began to jerk me off and slightly thrust with my feet over his shoulders. He was hitting my prostate while jerking me and then I came really hard, shooting my load onto my chest and face. He also came a second time at the same time as I did, and was really proud of himself.
He collapsed next to me on the bed, and then started playing with my cum pushing it into my mouth, while I was catching my breath. I had gone from pain to ball draining orgasm in a few minutes. I was sore, confused about what just happened. I didn't know about prostate orgasms, I felt it through my whole body and moaned like a woman. He told me to get up and shower off. I got in the shower and then he joined, he soaped me up and then himself. Then rinsed himself off while telling me about himself. He was a farmer from New York state, married, etc.. He got out and started drying off and that's when he asked why I was so tight. I said that it was my first time, and then he realized that I wasn't "joking around" when I asked him to stop, and apologized. I stayed quiet, dried off, got dressed and left while he was trying talk me into round 2.