In this Chapter we will follow Cole and Jacob to Chicago. We will get to know more about both of them. They are both 18 and of the age of consent. There have been some insights into these guys, it’s time they get their own chapter.
Cole had finally got his dad to agree to let him take the van and go on a trip. He did not give his dad (Al) many specifics, but then again Cole was pretty sure his dad did not pay much attention. It was not football season after all. The van they had set in the garage mostly, it had been their family car for a few years and the transportation to take his mom back and forth to her appointments. Cole would get it out and drive it every couple month, change the oil and keep it up. The thing only had 22,000 miles on it. Cole was surprised when his dad was awake the morning he was leaving. He was setting in his chair in the living room. He called Cole over. He was drinking his coffee and watching the news. He asked Cole to set down. Cole did, kind of expecting the worst. But instead, his dad said, “son, I know I have been hard on you these past few years, but you are 18 now and I want to talk to you about a few things”. Cole was not sure what this was about, but he would hear him out. Al then said, “I just want you to know that I am proud of you”. He got quiet a bit, then added, “and your momma was very proud of you”. I want you to be able to have fun this week so here is some money”. He handed Cole a bank envelope. Cole was now very confused. He said, “dad I’m fine we have it worked out”. He could see tears in his dad’s eyes now. Cole looked at the envelope, there had to be at least $2000 dollars in here. He said, “dad we don’t have this kind of money”. He said, “son we don’t, you do”. Cole said, “what do you mean”. Al replied, “son, your mom had a substantial life insurance policy, and we agree that it would all go to you, for college, but I got the sense you were really looking forward to this trip, so I took some out for you”. Cole was dumbfounded and confused. He said, “dad why didn’t you tell me about this before, we could have used that money”. His dad said, “what, you mean so I could drink it away, no, it’s yours son not mine to piss away”. He added, “now go on and have fun on your trip, I would like you to at least check in once a day if you would please”. Cole now had tears in his eyes, he stood, then bent down and hugged his dad, and said, “love you dad”. His dad replied, “be safe son, love you too”.
Cole got in the van and pulled two houses down into Jacob’s drive. Jacob came out and could see Cole’s eyes were red, he gave him a look and Cole said, “I’m good, I’ll explain later”. They loaded equipment into the van, backed out and headed to meet the rest of the crew. After they were driving away, Jacob reached over and took his hand and said, “what’s up”. Cole told him about the exchange he and his dad just had. Jacob said, “wow, that had to be a lot for you”. Cole said, “yeah, honestly, I am still processing it. I have thought about college but never thought I could afford it”. Jacob said, “we have never really talked about the future, what do you want to do”. Cole said, “well it has been a dream of mine to become a doctor and specialize in Oncology”. Jacob said, “wow, that is pretty heavy stuff”. Cole replied, “yeah, but I see what mom went through and I want to help people through that, I have worked hard and have had all A’s my entire high school career, and I volunteer at the clinic already, I know it’s just pushing people in wheel chairs, but we have to start somewhere”. Cole then said, “what do you want to do”? Jacob said he wanted to be a music teacher. Cole smiled, that was nice and seemed to fit him.
They met the other guys and headed out; it was only about 6 hours to Chicago. The drive went pretty smooth and they were staying just outside Chicago to save money. The competition was a 5 day even and involved bands from all over. They were scheduled to go on tomorrow. They pulled into the motel, and went to the desk to check in. There were all supposed to share two rooms, but Cole decided that he was getting a room for he and Jacob. They checked in and paid for the first two, then Cole asked for another room. Jacob, started to protest, but Cole would not hear of it. The other guys were fine with it, more room to spread out for them, and no one would have to share a bed. They pulled around and unloaded their equipment and put it all in one room, that made it out of the way. There were two adjoining rooms and Cole and Jacob were across the hall. They agreed they would relax for a couple hours then go grab some food later and discuss a set list.
Cole and Jacob entered their room, the door closed and Cole immediately pulled Jacob into a kiss. This was something they had only done slyly and certainly nothing more than a kiss here and there, hand holding, and the occasional grab and feel. This was different, it was unbridled passion. They finally came up for air after about 5 minutes. Cole was panting, “fuck I needed this, I needed you”. I looked at Jacob; he could see pure fire in his green eyes with gold flecks. Jacob pushed Cole back toward the bed, and Cole fell onto it. He started to unfasten his pants. Cole stopped him. He said, “should we talk about stuff first”. Jacob looked at him questioningly. Then Cole said, “ummm, I’m, umm I’m a virgin”. Jacob smiled and said, “ok, I’m not a virgin at everything, but I have done oral, but nothing else”. Cole replied, “ok, I would not even know what to do”. Jacob said, “then lay back and let me take care of you”. Cole relented. Jacob then undid his pants and pulled them down, next he took off Cole’s shirt, and finally he pulled down his boxer briefs. Upon doing so, Cole’s substantial and quite hard cock slapped back against his abs. Cole grunted. Jacob began kissing his thick thighs, then up his side. He ran his tongue over his nipples, Cole exhaled, “fuck”. Jacob got up and pulled his shirt off, then his pants, and hell he was wearing the sexiest pair of baby blue tight briefs. Cole set up and reached for Jacob’s waist. He ran his hands over the silky material and traced the outline of his cock. He could already see a wet spot forming. Cole hooked his fingers in each side and slowly slid them down. Out popped a beautiful long slim cock. Cole leaned forward and kissed lean tight abs. Cole then stood, kissed Jacob, then picked him up and placed him on the bed. He kissed his neck, mouth and everywhere. Jacob was squirming under him. Jacob then flipped onto his side and turned. In one act he sucked Cole’s cock into his mouth all the way to the root. Cole grunted. In this position Cole then took Jacob into his mouth too. This was all new for Cole, but god it felt great. My gosh Jacob’s mouth was phenomenal, Cole then tried to hold back and then warned Jacob, “can’t hold it, gonna shoot”. He tried to pull his cock out, but Jacob would not have it, he swallowed him in and Cole shot volley after volley. Just then he felt Jacob tense and he prepared for what was to come. Jacob too shot off. Cole’s mind was short circuited at this point. He just held Jacob’s hips and Cole could taste, his sweet, salty orgasm. Once Jacob was done, Cole pulled his mouth off. Jacob spun around and kissed Cole. At first Cole was unsure, but he gave into the kiss, and it was mesmerizing and sensual.
They then both flopped onto their backs and Cole said, “holy fuck”. Jacob just laughed and said, “what was it you wanted to talk about”. They both laughed. Cole just pulled him close and said, “I can’t even remember my name right now”. Jacob said, “that a good thing”. Cole said, “very good”. They both lay there for a moment then Jacob said, “this may be an odd question, but what are we”. Cole said, “well I kinda know what I want, but what do you think we are”. Jacob hesitated and said, “friends, boyfriends”. Cole said, “well I didn’t know this was a multiple-choice test, but I’ll choose B. boyfriends”. Jacob laughed and said, “good answer”. Then said, “we don’t have to tell anyone”. To which Cole responded, “I don’t want to hide it, but at the same time I don’t want to make a big deal about it, and I know there are some that will certainly have opinions”. Jacob said, “for sure, but for now we can just be Cole and Jacob, boyfriends, we will know and honestly that is all that matters to me”.
They were knocked out of their conversation by a knock on the door. They didn’t realize time had gotten away and it was time to go to dinner. They quickly dressed and answered the door. Angelo the drummer in the band walked in the room and said, “smells like sex, glad you two got your own room”, and laughed. They both just blushed and Jacob said, “umm yeah let’s go eat”. They met Joey and Max in the hall and went down; they decided to take the van since they would all fit. They decided on a Chinese buffet; it offered value and variety. They talked and ate, Cole enjoyed hearing their stories. Max, he knew because he went to their school, Angelo and Joey were, he thought, from Jacob’s previous town. There was some talk about families and then Joey asks Jacob if he had heard from grandpa lately. Jacob said, “he called on my birthday”. Joey said, “sounds about right”. Cole said, “you two are related”. Jacob said, “yeah our dads were brothers”. I got the sense they didn’t want to talk about it, so I just dropped it. We finished up eating and headed back to the motel.
They went to the equipment room to work on the set list, I said I was going to check in with my dad. I called him and he answered on the first ring, and said, “did ya make it”. I replied, “yes we did, just got back from dinner dad”. He said, “great, have fun”. That was it. He then hung up the phone. Cole was used to this. He joined them in the other room, not sure what he could provide for input, but he just wanted to be with Jacob. They talked through their list, the first round was a 3-song set, the second round was 5 songs, and if they made it to the final another 5. They wrapped up their meeting, and we all agreed on breakfast in the lobby tomorrow morning. They had sound check at 1 pm and played immediately after.
We got back to the room. I asked Jacob how I could help, he replied, “honestly, just being here helps, and well you can be our 1-man crew by carrying stuff”. I laughed and said, “that’s one thing I do well carry heavy things”. He laughed and squeezed my bicep and said, “ohhh my big strong man”. My heart flipped in my chest when he called me his man. We settled in to watch some tv, since he didn’t really watch much tv he let me choose. I chose Spring Training Baseball. It just so happened that the Pirates were playing and Paul Skenes was pitching. I thought back to what Austin had said, and I laughed out loud. Jacob looked at me and said, “I didn’t know baseball was funny”. I just said, “it’s not that, the guy pitching came up in conversation last week and it was funny, I just remembered that”. He said, “ahh, ok, I think”. We lay in bed together and finally I said, “can I ask you about Joey and how you are related”. He said, “sure, we are cousins, our dads were twin brothers”. I said, “ok, I have never known you to mention your dad much”. He said, “well I really did not know him, he and Joey’s dad were both killed in a car accident when we were both 2”. I just stayed silent. He then went on, “our grandpa blamed my mom and to an extent Joey’s mom. They were leaving a family dinner together going to pick up my mom from work because the roads were icy, so they left me with Joey and his mom. A semi lost control and ran over them”. I just said, “oh wow, that’s awful, but how was it your mom or Joey’s moms’ fault”. He said, “it really wasn’t but my grandpa needed someone to blame for losing his only two children at the same time”. He went on, “so as punishment to them, he cut them out of everything, his life, the family, the businesses, money and all. Then my mom took me and moved away and Joey and his mom stayed and tried to keep him in their lives, but he never wanted them or us around”. I just said, “dang that sucks man”. He said, “yeah but hey such as life, if he doesn’t want me in his life, it’s his loss”. I just agreed. By now we were both getting sleepy, and I was so comfortable just holding Jabob. I turned the TV off and we just lay there quiet. Eventually I heard his breathing change and he lightly snored. I pulled him in tighter as the little spoon and too fell asleep. I felt him shit later, and he got up, I said, “you ok”. He said, “yeah gotta pee”. He plodded to the bathroom and then came back and settled right back into my arms, man he felt good. I work up first and had to pee really bad but didn’t want to move, I also noted my raging morning wood which was tucked nicely into my boxer briefs. Jacob shifted and rubbed right against it; damn I was horny. But I did not want this to just be a fuck fest, and honestly, I didn’t think I was ready for anything more than oral. I did not know what to expect in that area. I then could not hold it any longer, I extracted myself from Jacob and walked to the bathroom. I was able to get my dick to go down so I could pee. When I got back Jacob was on his back, chest exposed. He looked so peaceful. I gently crawled, he rolled onto his side, I opened my arms and he slunk right into me. His nose went right into the cleft of my neck. I could feel his breath and he murmured, “so nice, love this”. I just said, “me too”. We lay this way for a while then my stomach growled. He laughed and said, “maybe I should go feed my big, strong roadie”. I just laughed. We got up and threw on some shorts and t-shirts. We made it to the lobby, and they had a full spread, eggs, waffle maker, bacon, you name it. I filled my plate with it, and a second. I also noted they had a fitness center, definitely would need that later, and the pool and hot tub.
We made our way back to the room, I said I was going to shower, and Jacob said, “well I am all about sustainability so let’s shower together and save water”. I just laughed. We showered and got dressed. Then loaded everything and headed to the venue. It was a big convention center. We got stuff carried in and set up. The sound check went great as did the set. We had to wait until the end of the day to find out if they were moving on.
Three hours later, the second round was posted, they, in fact did make it through. We went out for dinner to celebrate. During dinner they worked out their second-round set, they had a day to practice tomorrow, and we could hang out in Chicago. We headed back to our room, I called my dad, he answered, and I could tell he had a few to drink, I told him it was going well, and he said, “great, talk tomorrow”. Jacob tried to call his mom, but she was out somewhere, he just said, “ok by mom”. I could see the hurt he held. I just hugged him. We got ready for bed and lay down. This time we chose a movie to watch. He wanted to watch Wicked so that is what we did. Admittedly I had seen it before, this surprised him a bit. We enjoyed it together and by the end I was dozing off. He got up turned off the lights and TV and got back in bed. This time I was out. I woke up early, and said I was going to go to the gym, he said, “ok, I’ll be right here”. I went down and warmed up, used the bike, and treadmill. Then several of their resistance weight machines. It was a great workout; it ended in the sauna for a good sweat. Man, I needed that. I made my way back to the room. True to his word Jacob was “right there”, still in bed. I took off my sweaty shirt, shorts and underwear. I then launched on the bed on top of him. He took a whiff and said, ewwww. I was in a goofy mood, so I licked his face and said, “I licked it, it’s mine”. He just laughed and kissed me. Then I noticed he took a sniff of my arm pit, and purred. I just said, “hmmm you like that”. He said, “kinda, it is you so yeah”. I kissed him again. I said, “lets shower and get breakfast, then maybe we can practice then see some of the city”. He said sure, we showered together again. We ate and met the others; we were able to leave stuff there and did not have to cart if back and forth. So, we made it back to the convention center and they had an hour to practice. After practice I said I would like to go to the Art Institute of Chicago. Jacob looked at me and said, “who are you”. I just laughed and said, “my life is not all gridiron and steak”. I noticed that Joey looked at Jacob when I mentioned this, I asked, “is it a problem”. They said, “no it’s fine”. We made it there and got to the entry. As we approached Joey went to the desk and talked to someone and then came back with 5 passes. They had the word “benefactor” on them. Jacob looked at him and said, “we could have just paid”. He said, “why, this is easier”. I was sure there was a story there. We enjoyed many of the artworks, then we made it to my favorite Seurat painting. We had been there well over an hour when I noticed two docents coming toward us with an older gentleman with them. Jacob looked at Joey and said, “we should have just paid”. They walked toward us, and the gentleman said, “well my only two grandsons are both in town and didn’t bother to call me”. Oh boy I was regretting suggesting this now. I could see neither of them was excited to see him. Jacob walked over to me and took my hand, and said, Cole this is my grandfather Lloyd Caravell, grandfather this is my boyfriend, Cole Simms. He reached his hand and I shook it. Joey introduced Max and Angelo. Mr. Caravell said, well boys are you enjoying the museum. Max and Angelo just shook their heads. I spoke up and said, “yes Sir, I sure am, I kind of made them come here so I could see a couple of my favorite artworks”. He said, “is that right, well which ones are they”. I stated, well this Seurat, “A Sunday on La Brande Jatte”. I went on, “it is a magnificent neo-impressionist painting with several dabs of color they all catch your eye differently”. Jacob, still holding my hand said, “oh lord you are in for it now”. I said, “what”. Just then Mr. Caravell, said, “oh my Jacob, you have chosen well, I like this guy, did you know this was your grandmother’s favorite piece here too”. They both replied in unison “yes grandfather”. He the said, “boys come you must see my new purchase it is on loan here”. We followed he and the docents through a hall and into another room and there was a beautiful wall of art. I almost gasped. It was clearly a Japanese inspired installation. There were beautiful pinks, greens, and blues. There was so much to look at, my eyes did not know where to go. There was a bear in a tree, jaguars leaping, and birds flying. I said, “what is this”. He said, “It’s titled Paradise Lost”. I was just in awe. I walked along the artwork. I was not even sure what to say. Mr. Caravell said, “isn’t it magnificent”. All I could say was, “oh my yes”. I then noticed I had walked away from Jacob. I immediately went back to him and took his hand. He just laughed, and said, “go, enjoy it”. Enjoy it I did. Jacob walked with me, I then seen Mr. Caravell talking with Joey. We walked back and, he said, “boys I really wish you had told me you were in town, “can I take you to dinner tonight”. Jacob said, “honestly grandfather, we are just kind of on spring break, we don’t want to do anything fancy, we were going to have pizza and go back to the motel”. He said, “oh I love pizza, let’s go to Giordano’s, my treat”. I could see that made both Joey and Jacob uncomfortable, but they reluctantly agreed. We were leaving the museum, and we agreed to meet him there. We made it to the van and I said, “ok, um what’s the story”. Joey was quiet and Jacob said, “well you have now met our grandfather, that is Mr. Lloyd Caravell”. I said, “yeah ok, and”. Jacob said, “well he is on of Chicago’s elite, he and my grandmother both came from old money, and he made even more money in various ventures, I don’t even know everything he is involved in, we really do not talk much, he has tried over the years, but it is very strained”. He went on, “he said some bad things to my mom, which she might have rightfully earned a few lately but still it is not on him to judge”. Joey chimed in, “after our dads passed, he then lost our grandmother and became a recluse in his Lincoln Park Mansion, we would go visit, there were times he would not even come down and see us. He moved his offices to his home and ran everything from there. Eventually we stopped going around and he didn’t seem to care”. I could certainly understand that could be a lot.
We got to the pizza place and set down; we had a large table in the back and of course had stellar service. The pizza was spectacular; we made small talk. Then Mr. Caravell asked what time they played tomorrow. Both Jacob and Joey were kind of quiet, and finally Jacob said we go on at 2 pm. He then said, “would it be ok if I come”. They both said, “sure”. I could tell there was certainly some tension. We finished up and were heading out. Mr Caravell shook my hand and said, “thank you for humoring me today at the museum, it was nice to have someone appreciate art like that”. I thanked him for the opportunity. Then he hugged both Jacob and Joey and said, “see you boys tomorrow”.
We left and got back to the motel. We got to the room and I said, “are you ok”. He said, “yes it was just a lot”. I said, “well would you like to go swim and set in the hot tub or work out with me”. He said, “absolutely”. We went down and Jacob was on the treadmill and I worked out again. We then made our way to the pool, I changed into board shorts, and I turned around and there was Jacob dawning a speedo. I said, “oh holy hell, you want me to have wood the entire time we are in the pool”. He snickered and ran out to the pool. Damn. I got to the pool, Jacob was already swimming laps, I joined him. We swam a while then hit the hot tub. I could see Jacob was much more relaxed now. We finished up and headed to the room, we showered off, and again I asked, “are you ok”. I pulled him in for a hug. He leaned into me and said, “I am better now”. We made our way to bed without getting dressed, I pulled the covers back and we both crawled in. I just lay there and held him until he fell asleep. Sometime in the middle of the night Jacob rolled over and was facing me. I felt my hard cock, rubbing against his hard cock. Then I felt his hand around my cock, he slowly stroked me and I groaned. He then wrapped his long fingers around both of our cocks together. I felt the heat of his cock and hand. I just said, “if you keep that up, I’m gonna blow”. He said, “ok” and kept going. I felt it build and then it hit at the same time Jacob too grunted, we were both releasing our loads into his hand, on the sheets and each other. God that felt good. But we had clearly made a huge mess. I got up and got a towel and cleaned myself up, him up and got what I could off the sheets. Then just accepted it and crawled back in bed. I kissed the top of his head and said, “love you”. I froze, he froze, and then he looked at me and smiled and said, “love you too”. Then snuggled into me.
We woke up later in the morning and went for breakfast. After eating they had a meeting and I checked in with dad, all was good. We headed to the venue. Upon arrival we were greeted by Mr. Caravell, he was all smiles and excited. He and I set together off to the side, they had soundcheck and went right into their set. It was spectacular, they ended with Steve Perry’s “Oh Sherrie”. It was awesome, if you close your eyes, you would think Steve himself were singing but it was Joey. Upon completion we both stood and clapped and I noticed Mr. Caravell wiping his eyes of tears. I said, “they are good, right”. He agreed, and said, “that was my wife’s song, her name was Sherrie”. Oh wow! Later that night they found out they were in the finals, only one of 3 bands. They were happy and they told their grandfather to come back tomorrow and hugged.
We went back to the motel, they were working on some things, I offered to go pick up dinner, which I did and got back. We ate and were going to bed. They play early tomorrow. We cuddled and slept well. I woke up and went to work out, I got done and made it back to the room, again sweaty. I went over and kissed Jacob on the forehead and said, “morning babe”. He smiled and then pulled me down right on him. I kissed him and rolled my sweaty body all over him. Secretly I think he planned this. We kissed, and cuddled a bit, then got up and showered and went to eat. I checked in with my dad again, all good. I then got a text from Austin, saying, “boy, do we need to catch up”. I just said, “you have no idea, we will be home tonight”. He sent back, “me too, I am sneaking home early, breakfast tomorrow my house”.
The finals went well. Mr. Caravell was convinced they would win hands down. I said, “well all three bands were awesome, and you might be a bit biased”. He laughed and said, “so what, now where are the judges I brought my checkbook”. I said, “I’m pretty sure they would neither one like that”. He reluctantly agreed. In the end they did not win, but were second, but they were happy. Mr. Caravell was now convinced more than ever he should have paid the judges, to which Jacob and Joey both said, “that’s not how it works grandfather”. We packed up and as we were leaving, he made the boys promise to visit and even told me I should visit with Jacob. We got in the van; I called dad and let him know we were on the way home. I also lamented dad and I needed to have a long conversation. The drive was pretty quiet, as we got closer to home Jacob said, I know you will be right down the street, but I kinda got used to having you in bed with me. I said well my room is on the back of the house, and my dad is a heavy sleeper so, I’ll leave the window open. He took my hand and smiled and said, “deal”. We got home, and unloaded stuff, Jacob noted his mom was nowhere to be found, he texted her and she was at some guy’s house. I got home and my dad was already in bed, I opened his door and said, “I’m home”. He mumbled something. I texted Jacob, just come to the back door. In about 30 seconds he was there. We went to my room and crawled in bed. We were both tired and slept very hard. The next morning, I had planned to wake up early but didn’t. I heard my door open, oh shit, dad. Dad poked his head in and said, “good, oh, um good morning, son I guess we have more to discuss, when you two get up”.
I hope you enjoyed this Chapter. There is a lot to digest here for Cole and Jacob. Next time we are all back and everyone will be in the story. Thank you again for the comments, I appreciate you all reading and for all of the kind words.
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