Sometimes Fantasies Come True – Part 5
Bikerider1022@yahoo.com
It had been six months since Matt and I had starting our once-a-month sex dates. I was reflecting on our time together and it was a dream come true for me. To be able to have sex with the man I'd been fantasizing about for so long was an unreal and amazing experience. Sexually, being with Matt has exceeded anything I could have hoped for. He was a wonderful sex partner. We are compatible in so many ways. And I know that Matt really did cares or me. The only regret was that I had to be willing to only having a man in my life one day a month and being Matt's diversion from his regular family life. That's the big question I needed to answer for myself. I still didn't know what the final answer would be.
It was around this time that I first met James.
My co-worker Beth is my best friend at work. She calls me her work-husband and I guess she is the closest thing I have to a work-wife. We have lunch together all the time and we tell each other everything about our live. Well almost everything. I would never tell her about my relationship with Matt. Since we all used to work together it would cause a big office scandal and I'm not sure she would understand the whole dynamic. I also promised Matt I would never betray our relationship. Beth knows I have a fuck buddy who she euphemistically refers to as my "friend".
"Chris, you know I would love to fix you up with my Brother James."
Here we go again. Whenever the subject of my dating life comes up Beth turns into a matchmaker and tries to set me up with her brother. I've been dodging the subject for a few months now. The last thing I want is another complication in my life. I would hate to lose Beth as a friend if this didn't work out.
"I really appreciate you thinking of me Beth, but I don't think I'm in the right head space to date right now. Hope you understand."
"Not a problem. I just thought the two of you would hit it off. Just wondering, are you saying no to meeting him because he used to be married and has two kids?"
What? How did I not know this? I know her brother was gay but I didn't know he was formally married, and with kids. I guess Beth does tend to talk more about her husband and her own kids than anything else. Having this new information about James made the prospect of dating him much more appealing. As you know, I have a thing for married men.
"Yeah, James got married right after college. She was his High School sweetheart. In fact, Alison was the only girl I ever remember him dating. They had two children pretty quickly. About twelve years after they got married, James came out as gay. It was kind of rough for awhile but now things are great. That was six years ago. Alison has remarried and his kids are very supportive of him. It took a lot of work, but they all have a great relationship now. James spends every holiday with them and the whole family, all five of them, went to last year's Gay Pride Parade."
"Oh, that's great. I'm glad it worked out for all of them."
"I am too." Beth added, "As his little sister, I just want him to be happy. He's had a number of boyfriends over the years but nothing serious. I thought you two might hit it off. No pressure though."
I thought about it for about a second, then said, "You know, I would be happy to meet James." Why not indeed. Matt and I were not in a committed relationship and nothing was going to change with that. And I did promise myself that I would be open to dating other guys. "Give him my cell number and tell him to text me."
Beth wasted no time getting in touch with James because he texted me that afternoon. "Hi Chris, This is Beth's brother James. She's been pestering me about the two of us meeting for a long time. If you're willing, I would love to invite you out for coffee this weekend. Let me know if you've available."
Well I am available. Hopefully, I am as emotionally available (to James) as I am physically available. I prayed that my feelings for Matt wouldn't get in the way of meeting James. I wanted to be as open to him and this experience as I possibly could.
We agreed on a coffee date for Saturday afternoon. My thought was if the date turned out to be a dud, then I still had the rest of the night free. As fate would have it, James suggested that we meet at the Coffee Break Café. Yes, the same coffee shop where Nicole and I met over six months ago when she first suggested Matt and I get together once a month for a sex date. I couldn't think of an alternative meeting place quick enough so I would just have to deal with it.
I got there early to stake out a good table. While I was searching, a man at the back of the café stood up and approached me. Sticking out his hand, he said, "Chris, how are you? I'm James."
What do you know? James got there even earlier than I did to get us a good table. A good sign.
"Oh, hello." I said, shaking his hand. "I'm great. How are you?" I took note of his firm, strong handshake. Another good sign.
"I got us a table in the back, near the window. I hope you don't mind."
"Perfect" I replied. "Let me just get a drink and I'll join you."
"No, let me get you a drink. My treat. I invited you out after all."
"Sure, I'll have a Mocha Frappuccino". Yum, a frozen coffee drink.
I waited at the table for James to return. When he did, he brought me my drink as well as a chocolate dipped biscotti for each of us.
Beth had shown me a picture of James but until he sat down across from me, I hadn't realized how handsome he really was. To start, James is 5' 11" tall and weighs about 175. (He told me later that he rounds up and tells everyone he's 6' tall). He has black hair and brown eyes. I could tell from this open collar shirt that James has a hairy chest. He has a quick smile that I would describe as mischievous. It was like he was always on the verge of telling a joke or laughing at something I said. Back to his eyes, they were so deep and beautiful. They were drawing me in when he spoke and I felt almost hypnotized.
James had a very all-American, Midwest look about him. Sweet, wholesome and honest. He looked like an actor I just saw in a comedy on cable the other day but I can never remember his name. Ron something. Anyway, he looks like an actor. James had a way of making me feel relaxed and comfortable. At this point I was feeling very smitten.
We had a great "get to know you" conversation. James is 41 years old and is a teacher at a local private high school. He teaches history as well as coach the girls soccer team and boys hockey. He talked a lot about his kids; a girl, Sarah age 15 and a boy, Charlie age 14. They both attended the high school he taught in. That was great because they saw each other every day. I could tell by the way James spoke about them he really loved them and they had a great relationship.
James spoke about his struggles with coming to terms with his sexuality and how hard it was to end his marriage and break up his family. With his wife remarried and his kids accepting who he is, everything is wonderful now. I reminded James that it's always better to be honest and live your true self.
We never got around to discussing past boyfriends. Just as well, and I never mentioned Matt to him. So much for me being honest. No need bringing up my strange love life to him at this point. I might scare him off.
After almost two hours of talking we decided that our date probably needed to come to a close. As we left the coffee shop James offered to walk me to my car. I didn't need the escort but appreciated the offer. As we stood next to my car and starting to say our goodbyes, James spontaneously bent forward and kissed me right on the lips.
To say I was startled by his kiss would be an understatement. Right there, in public, it took my breath away. I drove home almost in a trance thinking about his soft and tender kiss. The simple gesture of a kiss seemed so daring, direct and romantic. This was a guy that I certainly wanted to get to know better. It was a great first date.
The next morning, James sent me a text. "Hey Chris, had a great time meeting you yesterday. It was fun. We should do it again. James."
On Monday morning I reported back to Beth and told her all about my date with her brother. I told her that it was great and I would hope to see him again. In my mind, I replayed his spontaneous, romantic kiss at the end of our date and my cock got a little hard. Apparently, Beth already got James' side of the story. She seemed very pleased with herself.
The next night my phone rang and it was James.
"Hi Chris, this is James. I was wondering if you would be interested in seeing the Gay Men's Chorus concert with me next Saturday. I have a season subscription and I would love to take you."
Great. James and I had our second date schedule for the next week and my monthly date with Matt was in two weeks. I had to make sure I didn't double book.
Our second date went well. Since James paid for the concert tickets I treated for dinner. Side note: it was nice to go out to dinner with a man and not worry about who might see us. We held hands during the show. When James dropped me off after the date and we kissed a bunch of times in his car. I didn't invite him to come in and he didn't ask either. I guess we are following the "three date" rule before having sex. That's fine with me. Better to take it slow.
My 7th date with Matt was the following weekend. He came over for dinner as usual. I found myself more sexually aggressive than I usually am. Drinking wine and sitting on the coach after dinner I moved in on Matt pretty quickly. I kissed him hard on the mouth and my hands began unbuckling his belt and opening his pants. I pulled down his zipper, took out his cock and began sucking on it. I don't know what came over me. It didn't take long for his cock to grow to its full length in my mouth. I covered his glorious cock with my saliva and bobbed up and down on it.
I paused briefly to pull his pants and underwear down to his ankles then went back to work giving him and me the ultimate pleasure. With Matt's hands on my head and my enthusiastic sucking, it didn't take long for Matt to flood my mouth with his creamy cum. He let out a satisfying groan and reclined fully on the coach. Even after he came, I didn't stop worshipping his cock. I licked him clean as his cock slowly returned to its natural state.
After the blowjob, I was still incredibly honey. I reached down and took off Matt's shoes, then his pants. I grabbed his arm and pulled him up from the coach then marched him right to my bedroom. Once there, I pushed Matt face down on my bed. He was still wearing his shirt and socks and nothing else.
There it was, the ass that I've lusted after for so many years staring up at me. I dove right in and started rimmed him. I loved doing this with Matt and I knew he loved it too. I found that rimming him really loosen him up to take my cock. I reached under and felt his cock beginning to come to life again. At this point we were both ready for my cock to have its say in our act of love making.
I stood up and removed my remaining clothes. Then spreading Matt's legs, I positioned myself at the base of his ass. With my cock head lined up against his hole I pushed my way in. After seven months of man to man sex, Matt has become very accustomed to receiving my cock. I slid all the way in with no resistance. I paused briefly before I began pumping away. My blowjob was quick so I was determined to go slow with our fucking. looking down I could see pleasure and contentment on Matt's face. I was very satisfied with our love making. While I was slowly moving in and out of Matt's hole and enjoying the sensation my mind flashed to James. I thought of his handsome face and beautiful eyes. Wait. What's happening? Is it okay to think about one guy while you are fucking another? As soon as I pictured James naked my cock and balls exploded and I filled Matt's hole with my sticky cum.
I collapsed in Matt's arms and we snuggled together as we cooled down and drifted off to sleep.
The next morning, after Matt left, I was thinking about James. This is getting complicated.
I decided I would call or text him. I grabbed my phone and to my surprise I had a text from James. "Good morning. I know you are busy this weekend but I would love to see you again soon. Text me." Because of my sex date with Matt on the scheduled I had told James I would be busy this weekend.
To be continued. bikerider1022@yahoo.com
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