The Craigslist Handjob Ad

By Joel M

Published on Aug 11, 2016

Gay

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I checked into the hotel early with no meetings until the morning. I was tired, worn out from traveling. But, I had the whole evening off. I dropped my bags and plugged in my laptop. Once I got on the hotel wi-fi, I went to Craigslist for the city I was in and started looking through the personals. As a married man, I only got a chance to play on road trips. I went to the Men for Men section and dove in. I always looked for my hotel name, married men, or the neighborhood name. I tended to avoid really aggressive or really vague ads. Sometimes, I even posted my own ads and hoped for the best. This time, I really wanted to find someone.

There was one ad that intrigued me: married, older, "looking for a handjob or more." He listed the hotel name, which was a hotel across the street from mine. This was looking promising. His stats were fine, a little taller and larger than me. His add said he would be into something more, if possible. I answered his email with a headshot and photo of my chest:

"Hi! 42 yo, married man, 5'8", 170lbs, snp hair, clean cut, lean msc btm. HWP, D/D free, staying in the hotel across the street from you. Would be able to help you out and definitely something more! In town for one night, please respond! <3"

I lied down and fell asleep, the late afternoon drowsiness overcame me. I work up around 7pm, it was dark outside. I went to my laptop and checked my email. I saw one message from a guy named Brian. The subject line said, "Well, well" He said he liked the photos and wanted to stop by after 7pm. I replied and said anytime was fine. We chatted over email back and forth for a few more messages. He said he wanted to start slow, but was up for more. He liked smooth guys and he said he would top, if it came to it. He also added a photo of himself that looked like it was taken in a hotel room. So, I gave in and sent him my last name and room number. I asked him to give me 30 minutes. This was so unsafe, but I didn't care. I needed it.

I got undressed and put on a pair of white microfiber underwear and a white microfiber tanktop. I had waxed a few weeks earlier, but did a quick check on my pits, chest, and stomach. I also wiped up down there, just in case. I put some pomade in my hair and threw on some new deodorant and put on a bathrobe. I went to the mini-fridge and opened a small bottle of wine and poured two glasses, then I lowered the lights. I heard a knock on the door. I looked through the peephole and saw a very nervous man standing at my door.

Brian said hi and I asked him to come in. He was a few inches taller than me and little heavy-set, maybe early-50s. He was in chinos and a plain dress shirt, nice shoes. He was clean cut with short hair, receding hairline and very trendy glasses. He smelled like hotel soap. I asked him if he wanted wine and gave him a glass. We toasted and sat on the bed together. We drank and he asked me questions about where I was from and why I was in town. He was married and playing in town as well. I fidgeted in my robe and answered coyly. I drank my glass and had one more. When I sat back down, he put his hand on my shoulder and squeezed it. "You look good," he said. I smiled. "Will you take your robe off?" he asked. I smiled and said yes and stood in front of him. I set my wine down and slowly undid my robe belt and let the robe fall to the floor.

He stared at me as I stood in front of him. I was being objectified and used, but I loved it. I felt sexy. I could see he was turned on. He smiled and looked me up and down. "Mmm, very nice," he said in a quiet voice. He grabbed my hips and kissed the bare region between my tanktop and my briefs, his lips were big and wet. I was starting to become dizzy. He kicked his shoes off and leaned back on the bed against the headrest. He undid his top button of his pants and nodded at me. "Come here," he said with a serious face. I climbed on the bed and walked on my hands and knees towards him, my butt high in the air. I leaned into him and kissed him squarely on the mouth. He sighed and our tongues wrapped together as we kissed harder. I fell against him and he caught my body, cradling my ass with both hands and rubbing them up my back. The wine was going to my head and I felt completely aroused.

We kissed and I undid his buttons on his shirt. I opened his shirt and kissed his neck and chest, sliding down on top of him. His hands rubbed my hair and shoulders. I slid down to his nipples and kissed them briefly, he shuddered and groaned softly. I cam back up to kiss him and opened his pants with my left hand, leaning against him. I slid my hand in and grabbed his surprisingly hard cock. I opened his pants wider and pulled his cock out of his underwear, rubbing him up and down. I had some lube next to the bed, but wanted to wait. I asked him if this is what he wanted. He smiled and nodded, closing his eyes briefly. I could tell he was enjoying this as he rubbed my back with one hand and settled into me touching him. His cock was very hard with a bit of precum already coming out, helping with my strokes. He squirmed and softly moan, responding to every change in my touch. Then, I could feel his hand starting pushing my head down. I knew what he wanted next.

I took him immediately into my mouth, no waiting. He was hard and solid, very thick. I pulled his pants and underwear down so that I could get access to stroke him while I sucked. His balls were very full and round. he looked like he kept his area trim, which was nice. His hand was on the back of my neck, but gently. I sucked him up and down, using my lips and tongue. He moaned from time to time. It felt good to have a cock in my mouth again and a man holding me. I sucked him harder and started moving my head up and down, taking him all in. I could feel his hips pushing up into my mouth. I could taste his precum as he was becoming more excited. I slowed down to keep him going, starting and stopping so he would last longer. I didn't want it to end. I sucked him more until I could feel him starting to push and sigh, moaning and groaning. He was close and his hips were starting to push up harder. He now held my head with both hands and started pushing up into my mouth. I could feel him giving in so I let go and opened my mouth and throat for him. He pushed and pushed and then let out a loud moan, his cock spurting into me. He gave four big pushes and I swallowed him up. He moaned with each push and I put my lips around him as he pushed. He finally stopped and his body relaxed, his cock still hard, but softening in my mouth. I could taste his thick semen on my breath as I let go.

I sat up and looked at him, his eyes were closed and his face was flushed. I asked him if he was OK and he nodded, then smiled. "How are you?" he asked. I said I was fine, but horny. He laughed and said he's be happy to help me. He took off his shirt and kicked off his pants and underwear. He asked me to come to him and I threw my leg over him, straddling him. He pulled off my tanktop and started kissing my chest and nipples. He stayed on them for a long time, suck and pulling on them. I was rock hard in my briefs, his hands squeezing my ass and slipping into them. he was kneading my ass and sucking my breasts and I felt lost with pleasure. I gave into the sensation and began grinding against him. He reached down and played with the bulge in my underwear, my cock sprang upwards and poked out the top of my briefs. I rubbed against his hand and let him kiss my chest and nipples more. I could feel myself building, I

suddenly started moaning as I moved quickly against his hand. I was bouncing up and down on his lap as he had one hand on my ass, the other rubbing up and down on my cock. I reach around and grabbed his shoulders and suddenly came. I could feel myself pulse against us, spraying up on my chest and against him. He kept his hand in place as I finished rocking and let me body go. He gave a "mmm" sound as I fell against him. I apologized for the mess and he laughed. "No, I like it," he said, wiping his hands and chest with a tissue.

I lied down next to him and he scooted down next to me. He started at me and then kissed me again. We kissed and rubbed together, side by side. he was gentle. He seemed a bit nervous to be with a man, but I could tell he was enjoying it. He held my face and stared at me, smiling in between kisses. His hands rubbed my body and I rubbed him. He looked over me at the clock on the nightstand and then said that he had to go call his wife from his room. I nodded. He stood and dressed, I lied in bed in my underwear, still sticky. He put a room card key on my nightstand and asked what time I woke up. I said I was planning a 6am run. He smiled and told me his room number. "Come by after your run? Of maybe skip it?" I smiled and nodded. He asked if he could fuck me in the morning and I said yes and that I would bring condoms and lube. He said, "Good, see you then, honey" and he walked out the door. I closed my eyes and drifted off to sleep again, waiting for my 5:45am alarm to go off.

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