Chapter 1
I got home from work on Friday night and had no real plans for the weekend. Well actually, I sort of wanted to go to the Cameo Theater. The Cameo is a local theater that shows old movies that are at least 20 years old. They always make it a big event and serve food and beverages from the movie that is playing. It usually brings out the true fans of the movie, and they encourage patrons to dress in costumes or as their favorite character in the movie. I drove by the week they were showing the original “Star Wars”, and I never have seen so many Chewbaccas in one place in my life.
This Saturday, they were showing “Brokeback Mountain”. I have seen it before, but never in the theater. When it was released in 2005, I was 5 and had no idea what it was about. Once I realized I was gay, it was one of the first movies I wanted to watch. I thought it would be fun to go watch it at the theater and I assumed there might be a lot of other gay guys there dressed as cowboys. I would probably just wear jeans and a button-down shirt. I’m really not into the whole costume thing.
As I was thinking about my plans, I checked the dating app that I was currently on. I had yet to actually meet with anyone that I had talked to. Honestly, I had only exchanged messages with three guys. The first two were just a couple of ‘what are you looking for’ type of messages. The third guy, Trent, and I have been talking for about two weeks now and were getting close to a possible face-to-face.
So far, Trent and I seem to have a lot in common. We were both 26 and still working at the first job that we had got after we graduated from college. We both lived alone and were from simple middle-class families. We had exchanged pictures and I thought he was attractive, he also told me that he liked how I looked. I had a new message; it was from Trent. He wanted to meet at the new Italian restaurant that had just opened. I did like Italian food, so now I had to decide between Trent and Heath Ledger.
Before I could reply to Trent, I got a text from my buddy, Jake. Jake and I have been friends since college. We actually dated for a few months, but we found we were too different to be partners. We were better suited to be friends. Jake was very outgoing and always made sure that everyone he met knew he was gay. I’m a bit on the reserved side, while I don’t hide the fact that I am gay, I don’t advertise it.
I read his text, “Headwind is playing at Jones Street Station tomorrow night. You want to go have some fun?”
Headwind is a local band that we both like, they are very talented and know how to get a crowd out on the dance floor. Jones Street Station is a nice bar that caters to the gay crowd, although a lot of straight people go there for the live music.
I sighed as I now had three options for Saturday night. Then I remembered I also had an invitation from another friend, Colby. I met Colby and his husband Ben a couple of years ago at Jones Street Station. Colby had a new coworker that he wanted me to meet. He suggested that I come to their house for dinner to meet Austin. I have never had good luck with blind dates, but Colby assured me that Austin was a great guy and that he was very good-looking.
Suddenly, instead of having no real plans for the weekend, I now had too many options.
I looked at the picture of Trent again. I had at least talked to him and felt comfortable enough to meet him. I had no idea if I would meet anyone at the bar with Jake, and even though Colby told me Austin was a good guy, it was not a sure thing.
I replied to Trent’s message, and we soon set up a time to meet at the Italian restaurant. I sent a text to Jake saying maybe next time and I called Colby to thank him for the invitation, but I had other plans. I guess I could always watch ‘Brokeback Mountain’ on Netflix again.
Saturday morning, I did some laundry and other chores around my apartment. I wasn’t planning on bringing Trent home with me tonight, but a guy never knows how things will go. I decided having a tidy place would be better than bringing someone home to a mess.
A couple of hours before our scheduled meeting time, I took my shower and spent entirely too much time trying to decide what to wear. I ended up with a pair of khakis and a nice blue button-down shirt. It was nothing flashy, but I’m not a flashy guy.
Trent was already waiting when I walked into the restaurant. I was glad to see that the picture he had sent me was recent and untouched. He was dressed in a similar fashion to me. So far, so good.
He smiled as I walked toward him, I returned his smile. He said, “The hostess said it would be a few minutes. We can have a drink at the bar if you would like.”
I nodded, “Sure, that would be fine.”
We took a seat at the bar as we continued to check each other out. We ordered our drinks and Trent finally broke the awkward silence. “I hope you weren’t disappointed when you first saw me.”
I smiled, “Not at all. I’m glad you sent a real picture, sometimes you never know on those dating apps.”
He chuckled, “Yeah, I know what you mean. Just so you know, I was not disappointed when I saw you either.”
Trent is about 5’10”, the same height as I am. Also like me, he had an average build, just like I prefer. His dark blond hair had the cutest curls and made his hazel eyes pop. His pale skin are in contrast to my dark skin; I also have black hair and dark eyes. I guess we sort of made a cute couple, but I am getting ahead of myself.
About the time we finished our first drinks, the hostess led us to our table. The restaurant was perfect for a first date. The tables weren’t too close together so you could have a nice conversation with your dinner partner. It was quiet and very intimate, and I am glad Trent suggested this place.
Right after our waiter brought our second drink, he took our order. He quickly returned with our salads as Trent, and I continued to get to know each other. The more we talked, the more we had in common. I was glad I decided to have dinner with him instead of my other choices.
Our waiter was awesome, just as we finished our salads, our main course was delivered. He was right there when we needed anything but never hovered over us. He was either very observant or well trained. Either way, he was getting a nice tip at the end of the evening.
Trent was so easy to talk to, we had both given our complete life’s story by the time we had finished eating. The food was also excellent; I have a feeling we would be coming back many times. At least I hope we will be. Dang it, there I go again, rushing things. It appeared that Trent was having as nice of time as I was having, so I hope there will be another date.
I don’t think I have stopped smiling since the first moment I saw Trent and he smiled at me. Over drinks and dinner, we covered everything from our families, our college years and now the jobs we are working. We had chatted about these things on the dating app, but tonight we filled in all the details. It only seemed like we just sat down to eat and now our waiter was bringing us the check. I looked at the time, and we were at the restaurant over two hours. We split the bill as we had agreed upon and walked out to our cars.
Trent smiled at me and said, “I had a very nice time, Jess. I would like to see you again.”
I returned his smile, “I would like that too. I will call you next week, maybe we can go out again on Saturday night.”
Trent nodded, “Yes, that would be perfect.”
He leaned in and we shared a quick kiss, then got in our cars and drove away. It wasn’t until I got home that I realized I was still grinning like an idiot. I had been on a few first dates, but this one felt different. It was not awkward at all, and there had never been a lull in the conversation.
I fell asleep dreaming of Trent; I had never done that before. When I woke up the next morning, I sighed, I need to slow down. It was just one date; I couldn’t start planning my future around Trent. Who knows, he may have a bad side that doesn’t show for a while. Hell, he may even find something about me that he doesn’t like.
I spent Sunday doing a few more chores around my place and getting ready for a meeting I had on Monday. I found myself checking my phone every half hour, just to see if Trent sent me a text, or tried to call. I finally decided to just send a quick ‘I had a good time last night’ text. Before I could finish typing it, my phone buzzed.
I smiled when I saw Trent had sent me a text, “Just wanted to say hi, and see how your day is going.”
I replied, “It’s going well, just getting ready for a meeting at work tomorrow. How is your day?”
Trent quickly answered and we spent the next hour and a half texting each other. I went to bed that night with another smile on my face and more happy dreams. The next day at work I was still smiling, so much so, Jenna, another member of my team noticed.
She sighed, “Okay, Jess, spill it. You have had that silly grin on your face all day long, something good must have happened this weekend.”
I grinned, “I had a date on Saturday, and it went really well.”
She smiled, “Okay, give me all the details.”
I said, “His name is Trent, we met on a dating app. We have been messaging for a few weeks and decided to meet in person. We had dinner at that new Italian place on Lincoln Avenue. It is a great place for a first date by the way.”
Jenna asked, “Is he cute?”
I nodded, “I think so.” I pulled out my phone and showed her Trent’s picture. She agreed that he was indeed cute.
She said, “Those curls are so cute, and dang, those eyes are gorgeous.”
My grin returned even bigger, I said, “I know, right?”
She asked, “Are you going to see him again?”
I nodded, “Yes, we made tentative plans for Saturday night again, I’m not sure I can wait that long.”
Jenna hit my shoulder, “Then call him and see him sooner. Does he feel the same way about you?”
I shrugged, “I think so, we texted yesterday. I’ll text him again tonight when I get home.”
She smiled, “Just remember, you can go on a date on any day, it doesn't have to be just on Saturday.”
I raised an eyebrow, “Yeah, I guess you’re right. I’ll talk to him tonight, maybe we can just go out for drinks one night this week.”
I got home from work and sent Trent a text, asking how his day was. He answered right away and again we chatted for over an hour. We made plans to meet for drinks on Wednesday at a bar that was about halfway between our jobs.
Just as our first date, we both had a great time. We ended up eating dinner at the bar and again spent over two hours together. The next day, I filled Jenna in on our second date and was trying to decide what to do next. We were still planning on getting together on Saturday.
Jenna said, “You are a pretty decent cook, right?”
I nodded, “I think so, I know my way around the kitchen.”
She grinned, “Invite him over to your place for a home cooked meal, and grab a nice bottle of wine.”
Jenna had always been a good friend, now she was giving the best advice on dating. I called Trent as soon as I got home from work and invited him to my apartment for dinner, he was thrilled with the idea and said that he would bring the wine.
I spent Saturday cleaning my apartment and preparing the meal for tonight. I made chicken breasts with a wine sauce, roasted baby potatoes and steamed broccoli. I made a salad and got a loaf of French bread. I also made a raspberry cheesecake; I had recently learned how to make it. It have loved cheesecake since I was a kid and have been experimenting with different flavors, raspberry is my favorite.
Once I had dinner mostly ready, I took my shower and tried to decide what to wear. I settled on a casual look, jeans and V-neck t-shirt. Right on time, Trent was knocking on my door. I smiled when I saw he decided on a similar outfit. We really did seem to think alike, and he chose the perfect wine for our dinner.
Trent raved about my cooking and I have to admit; everything came out just right. I did have to convince him that I did indeed make the cheesecake, he was sure that I bought it at a bakery. Trent helped me load the dishes in the dishwasher, then we poured the last of the wine into our glasses and sat on the couch.
We found a movie to watch while we talked and enjoyed our wine. After we set our empty glasses on the coffee table, Trent leaned against me. I didn’t object, I wrapped my arm around him and pulled him closer. To be honest, neither of was that interested in the movie we were watching.
Trent turned toward me and without a word being said, our lips came together. It didn’t take long for our tongues to join in on the action. We kissed after our last two dates, but it was only a quick peck on the lips. Trent pushed me onto my back, and I felt his hard cock against my thigh as he lay on top of me. In Trent’s defense, my cock was suddenly hard too.
Trent began to pull my shirt up, again, I let him. I raised my arms and after my shirt was on the floor, he paused to give my torso the once over. He sighed as he ran his hands through my chest hair. He smiled, “I knew you probably had a hairy chest, but this is much more than I expected, it is so sexy.”
We kissed again and his hands continued to caress my chest. I broke our kiss so that I could pull his shirt off. Just like Trent, I paused once I had his shirt removed to admire his body. His chest was mostly smooth, save for a small patch of hair in the center and a sexy treasure trail that led to the top of his Levis.
I ran my hands over his chest and stopped to tweak his hard nipples, Trent let out a breath as I did. We resumed our kiss and enjoyed the sensation of the skin-to-skin contact. That has always been one of my favorite things about sex. I’m not sure how long we kissed, but we finally stopped and stared into each other’s eyes. Trent had such nice eyes.
I swallowed hard, and asked, “Would you like to go the bedroom?”
He smiled, “If you want to.”
I nodded, “Yes, I do.”
We stood up and I took his hand and led him down the hall. Once we were inside the bedroom, we kissed again as we both kicked our shoes off. Trent started to unbuckle his belt, but I stopped him. He looked at me with pleading eyes as I just grinned.
I said, “Let me do that for you.” He smiled again.
I gave him another kiss and then opened his belt and jeans. I slowly lowered the zipper; his cock was straining behind it. Once I had the zipper open, I pushed the jeans off of his hips and let them fall to the floor, revealing a pair of red Adidas boxer-briefs working very hard to contain his hard dick. I gave Trent another grin as I went to my knees in front of him. I lifted one of his legs up and pulled the jeans off and I removed his socks as well. I repeated the process on the second leg.
I stayed on my knees as I ran my hands up and down his legs. They had just the right amount of muscle and a light coat of hair. Trent shivered as I let me hand wander across the bulge in his briefs on my last trip up his legs.
Trent swallowed hard when I hooked my fingers on the waistband. I continued to grin at him as I slowly lowered his underwear. My grin only got bigger when his perfect cock popped out and nearly hit me in the face. Oh my God, it was the perfect size and shape with just a slight curve upwards. There was also a glistening drop of precum forming on the slit. It took all my self-control not to lick it clean right then.
Oh hell, what was I waiting for? I stuck my tongue out and savored the drop of creamy goodness as Trent gasped. He quickly pulled me to my feet and kissed me again. He said, “Now let me help you out of those jeans.”
Trent removed my jeans just as I had done for him. He sighed as he saw my fully erect manhood pop into view. He looked up at me and said, “That is beautiful.” We were about the same size and girth, but instead of the upward curve that Trent had, mine cock stuck straight out and was surrounded by more hair. He flicked his tongue out to clean the drop of precum he had coaxed out.
He stood and we kissed as our cocks began a loving sword fight. I guided him toward the bed, and we fell into a sixty-nine position. We feasted on each other until we were both at the brink of climax. I let my finger wander between Trent’s legs and soon found his warm, moist pucker. He spread his legs in approval.
I pulled Trent forward so that I give him a rim job, he was quickly moaning and groaning. Once I had his hole slickened with my slobber, Trent turned around and positioned himself above my stiff cock. He looked down at me and asked, “Will you fuck me?”
I grinned and nodded, “Of course, anything you want.”
I reached over to my nightstand and pulled out a bottle of lube. The pleasure overtook me as Trent lowered himself onto my manhood. Once he was fully impaled, he sighed and began to ride me. I was soon bucking my hips to meet his every thrust. I held onto his hips as I watched Trent’s eyes roll back in his head and his erection flop up and down with every pump.
As much as I was enjoying Trent riding me, I wanted to be in control. I pushed him onto his back with his legs in the air. I mounted him and we began to kiss as I resumed pounding him. Trent began to moan; he sounded like he was close to cumming. I felt my nuts start to churn as well. I pushed in as far as I could and let my seed fly. Trent let out one last grunt, and I felt his ass muscles contracting around my pulsing cock. His cum was trapped between our heaving stomachs, gluing us together.
I went limp on top of Trent as our spasms began to subside and we tried to catch our breath. I gave him another kiss as we looked into each other’s eyes.
Trent panted, “That was awesome.”
I chuckled, “I kind of liked it too.”
We kissed again and I rolled to his side; he laid his head on my chest. I said, “You are welcome to stay the night, if you want to.”
Trent smiled, “I would like very much.”
We woke up the next morning in each other’s arms and smiles on our faces. We made breakfast and spent most of the day together. From that day on, we talked or texted every day and spent one to two nights at each other’s apartments. I had never felt like this about any other man that I dated.
Six months after our first date, Trent came to my place for dinner and was upset about something.
I asked, “What’s the matter?”
Trent sighed, “The lease on my apartment is up next month and I just got the new lease in the mail. They want to raise my rent $200 a month. I can barely afford what I am paying now.”
We talked about it over dinner and decided that Trent would move in with me. Sharing all the expenses would make things a little easier for me too. We were spending so much time together, it just seemed like the next logical step.
Trent decided to sell what furniture he had, I didn’t have room for anything else anyway. It made his moving in very easy. I just made room for his clothes in the closet, and he did keep his dresser that I did have room for. We were settled in and were getting into our new routine. Things were going well.
Things started to change about a month later. It was time to pay the rent and Trent said he was short; he had to send some money to his mom for her medical bills. I had been paying the full rent already, so I told him I could help him out this month.
Over the next month, I also noticed that I was the only one buying groceries. Trent was always short for one reason or another. His car needed brakes, his mom needed help paying her utility bills, never mind that we had our own utility bills to pay. I’m all for helping out family when they need it, but I was starting to be concerned that Trent was starting to take advantage of me.
We had a long talk and Trent promised he would be back on track in time for next months rent and other bills. Other than the money situation, we were still getting along well, and our sex life was as good as it was since we met.
When the first of the month rolled around, Trent was able to pay his share of all our bills. I have to admit, I was relieved. I was hopeful that last month was just a one-time thing, we all get into financial binds once in a while and I’m sure Trent was no exception.
A couple of weeks later, I was at work and got a call from my landlord. He told me that my rent check had been returned for insufficient funds by my bank. The next day my car payment check was also returned. I knew I had enough to cover my bills, so I opened my banking app to check my balance.
When I saw I was overdrawn, I called the bank and was told that there had been several withdrawals over the last two weeks, and the final one for $2500 emptied my account yesterday. They said they were done online and not in person.
A lot of thoughts were running through my mind; the one I hated the most was that Trent was stealing from me. Would he really do that? We would need to have a talk as soon as I got home from work. Now I had to figure out how to cover all the bad checks I had written.
I rushed home from work and found that Trent had taken all of his clothes and what few possessions he had moved in. There was not a trace of him anywhere. When I tried calling him, I just got a message that his phone was no longer in service.
To be Continued…
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