Where do I begin?
I've known Matt for about seven year. He was my boss for five of those years. Ever since I met him I've had a crush on him. Matt was totally my type. 6 feet 2, slim build with blue eyes and blond hair. His best features were his curly blond hair and his bright dynamic smile. He smiled all the time. It just made me weak in the knees. On top of all that, Matt was married with four kids and very straight. What can I say? I'm often attracted to married men.
Anyway, Matt and I got along great. We could talk about anything. He knew I was gay and was very comfortable with me. I could talk about who I was dating and what's going on in my life and he would share his life with me as well. He was a super guy and I felt he was more than a boss to me he was my friend.
Everything changed however when Matt left the company. Our long talks ended. He no longer responded to my emails or texts. I. What happened? I know he was busy with his family and new job but I couldn't help feeling a little hurt by this. I would still fantasy about Matt though. I would dream about running my hands through his gorgeous curly hair, caressing his body and sucking what I would imagine to be his beautiful cock. Of course, I never saw his cock but that didn't stop me from fantasizing about it. I would also think about massaging his ass, rimming him and slipping my hard cock into his willing hole.
Life went on. It had been two years since I saw or heard from Matt. Then one day, at an industry event, there he was. There was Matt. I recognized him right away. The tall good looking guy with the curly blond hair was only fifty feet away from me. I ran right over to him and said hello. Matt saw me and his face lite up. He flashed that big bright smile and seemed so happy to see me. We picked up right where we left off and chatted the rest of the night. I was too shy to ask Matt why we lost contact or why he never reached out to me. That was it. I went home disappointed but happy that Matt and I reconnected for at least on night.
Another week goes by and out of the blue I get a phone call from Matt. "Hey Chris, It was great seeing you last week. You've been on my mind lately. I wonder if we get together to talk". I said, "Of course. I would love that". My mind is racing. What does he want to talk about? No word for two years and now he wants to talk. "That's great. Listen." Matt continued. "My wife and kids are staying at her folk's lake house for the summer. I go down on the weekends but I'm home alone during the week. You can stop over my place for drinks and we can talk. There is something I've been wanting to talk to you about. What do you say?"
What could Matt possibly want to talk to me about? Doesn't matter. I will soon find out. We made plans for me to come over the next night.
I showed up at Matt's house the next night with an open mind and 2 six-packs of beer. His home was very warm and comfortable (just like Matt) with lots of photos of his wife and kids everywhere. We talked and drank for a few hours before things got more serious. Matt began. "Listen Chris. I need to apologize to you. I'm sorry that I never contacted you after we stopped working together. It was wrong of me. Please forgive me". "Of course". I quickly responded. "No need to apologize. I have no hard feelings toward you. I'm just happy that we've reconnected now. I know you are busy with your family".
"That's just it. It's because of my family that I didn't reach out to you for two years".
I'm confused. I'm thinking what is going on.
Matt continues. "Let me explain. I love my family and I would never want to hurt them. This is really hard for me to say but while we were working together I found myself becoming attracted to you. I loved talking with you and spending time with you. You are a great guy and I think I started having feeling for you. This has never happened to me before. I've never had a gay experience but suddenly I was having sexual fantasies about you. It totally freaked me out. I couldn't handle it. I decided for the love of my family I would find a new job and distance myself from you. It worked too. I didn't think about you in that way. That is not until I ran into you last week. Once I saw you, those feelings came up again and I don't know what to do".
I'm thinking, what the fuck? What am I supposed to do with that information? It never occurred to me that Matt might have developed feeling for me. My straight married crush turns out to be bi-curious. All I know is I have to handle this situation delicately. I don't want to hurt Matt or particularly his family but I feel I need to see where this leads. All l know is it is my turn to talk.
"Thank you Matt for telling me this and trusting me with your feelings. I'm very flattered. I'm more than flattered. You are a great guy and it means a lot that you feel the same way towards me. Please know that I would never betray your confidence and I would never do anything to jeopardize your marriage".
Matt seemed very relieved by this. I continued. "I am not looking to be anybody's mistress or side-piece and I'm not going to make a pass at you. I think we can continue to be friends, hang out together and be part of each other's lives without anything sexual happened." In my head I was hoping what I was saying was true. I still found Matt incredibly sexy and desirable and I know I would still be fantasizing about him.
"Thank you Chris. I'm glad you feel that way. Can I get you another beer?"
We continued drinking and talking for another hour or so and I was beginning to feel a little wasted. Around midnight I got up and announced it was time for me to get home.
"Why don't you stay the night? It's late, you've probably had too much to drink and I have this whole house to myself. It gets lonely here by myself. I could use the company. What do you say?"
"Why not? I have no one waiting for me at home."
"That's a shame Chris. Everyone needs someone to love". When he said that my heart broke a little. I would love to be loved by you.
Matt turned off all the lights, locked the doors and we headed upstairs to go to bed. I was wondering which kid's room I would be assigned. "Hey Chris, why don't we both crash in my room. I have a king size bed. Plenty of room and to tell you the trust I never get as good a night's sleep when I'm along. I guess I miss sleeping next to my wife."
Another dagger in my heart. "Sure, why not" I said. "We've buddies after all". I'm thinking maybe I can finally get a glimpse of Matt's cock or ass. It will help when I fantasize about him in the future. We get ready for bed. Me in my boxers and tee shirt and Matt wearing only his white briefs. I never figured Matt for the tighty-whity type but he's straight so there is no accounting for taste.
It's a pretty warm summer night so we've over the covers. Matt says goodnight and turns out the light. My head is swimming and I just lay there thinking about what had happened tonight. Matt is sleeping on his side with his butt towards me. How can he sleep? I take some time studying his body. Who knows? This might be the last time I see it. His shoulders are broad and sturdy. His chest is hairless with nicely defined pecs. He doesn't have a flat stomach but not bad for a guy in his forty's with four kids. His legs are covered with light brown hair. It's his ass that really draws my attending. In his tight white briefs his ass looks divine. It looks firm and supple. It takes all my willpower not to reach out and grab and squeeze it. To me he looks like a god. Oh well. I also move to my side facing Matt. My cock is only inches away from his ass. It's going to be a long night.
Somehow I fall asleep. Don't know how.
After a few hours I wake up with Matt's ass right up against my crouch. In his sleep he moved into a spooning position with me being the outer spoon. I certainly didn't mind. I moved my arm across Matt's body and moved him in a little closer. I was in heaven. I drifted off again peacefully to sleep.
Just as dawn was breaking I woke up again. This time Matt was really grinding his ass into my crouch. This time my cock was also awake. How could Matt not feel my raging 7 inch cock poking him and trying to find a way in? I was leaking pre-cum like there was no tomorrow. Feeling brave and extra horny I slowly lower my hand to Matt's crouch. When I get there I grab hold of it and give it a gentle squeeze. Matt's fully erect. Okay, now what do I do?
"That feels nice. Don't stop." Says Matt.
Matt's awake, or at least half-awake. Does he know it's me with my hand on his cock or does he think it's his wife? Either way, I have my hand on his cock and my hard dick is rubbing against his ass. Either way, this is not how either of us usually wake up.
"Good morning Chris". Okay, so he does know it's me. "I don't think we should continue doing this. We should probably stop."
What? I'm pretty far gone. I don't think I can stop. On top of that I don't think Matt wants me to stop either. What do I want? What does Matt want? Is it possible to have sex and still be friends? Is it possible to have sex and not ruin his marriage? Matt admitted he was curious about gay sex and I've been carrying a torch for his guy for seven years. Too much to think about. What if I stop thinking and start doing? What if I just go for it and deal with the consequences later?
"Maybe we should stop Matt, but before we stop let me just give you a back message. It will help you relax". This is a regular technique I use on the guys I bring home. I don't give Matt an opportunity to respond. I gently push his shoulder down and roll him on his stomach. Quickly, I get on his back and start massaging his shoulders.
Matt's loving this. "Oh, that feels so good". I move up and down his back massaging his shoulders, arms and back. After some time I move below his butt. With my knees I push his legs further apart. I'm loving this too. I feel I am in total control. Matt is like putty in my hands and I intend to use that putty.
I start massaging Matt's lower back. Occasionally my hands move below the waistband of his briefs. I'm checking Matt's reaction and he is not objecting. I ask, "How does that feel". "Wonderful Chris, please don't stop". I have no intention of stopping.
Feeling it's time. I grab Matt's waistband and pull his briefs below his butt. There it is. Finally in the flesh. There's the ass that I've fantasized about for so long. Isn't it beautiful? I start massaging and kneading his ass. I separate his ass checks. I saw light brown hair in his ass crack and his butt hole. What a sight. My heart's desire right in front of me. Waiting for me to play with it and please it. Now I get to do what I do best; giving a man pleasure. I love making a man feel good.
I reach down and kissed his butt hole. I start out slow but quickly go full force. Rimming a man for the first time can be tricky. You never know how they will react. I assume Matt's never been rimmed before so I was anticipating his reaction. Wow, he really went wild. Matt moaned and groaned and squirmed around. He was raising his ass to meet my mouth. My tongue encircled his hole. It probed his hole and tried to enter it. I felt his hole open up to accept my tongue. I felt Matt's body relax and accept whatever was to come next. I quickly got up and dropped my boxer shorts and pulled Matt's briefs all the way off. Now we were both completely naked.
I got back into position between Matt's legs and began massaging Matt's shoulders again. My hard cock dangling over his ass. Occasionally my cock would touch down and make brief contact with his ass. Every time my cock touched his ass I could feel Matt shutter. When my cock wasn't touching Matt's ass he would raise his hips to make the contact himself. This let me know that Matt was ready. He was ready to take the next step.
I ran my cock along Matt's ass crack. It was still pretty wet from the rimming I gave it. Every time I lifted my cock off of his crack Matt would raise his hips to reconnect them. Lying on Matt's back my cock began teasing Matt's hole. We rocked in unison. His moaning let me know how much Matt was enjoying this male bonding we were doing.
I moved back on my heels. I grab Matt's hips and position him on his knees. I move back and give his butt hole some more attention making sure it's nice and wet and ready for my cock's entrance. Putting my finger in my mouth to get it nice and wet I tease his butt hole. Gentle pushing my finger in his hole I move it in and out and all around. After some time I insert a second finger in his hole. I know Matt is ready. It's time. I remove my fingers, put some spit on my cock and line it up with his hole.
My cock head is right up against Matt's hole. Is this really going to happen? After all these year am I finally going to fulfill my fantasy and have sex with Matt? Is it possible that Matt wants this as much as I do? It must be. He seems to be pushing back onto my cock.
Knowing this is Matt's first gay experience I go really slowly. I want to make sure his experience is as pleasant as possible. I wish my first top was as considerate as I am. Inch by inch I enter Matt. I stop frequently to ensure his body is use to my invading cock. After what seems like forever I am finally all the way inside him. Again I wait to make sure he is use to me. I opt for long slow strokes. Back and forth I move inside of him. His hole is extremely tight and warm. I pray I don't cum too soon. I need for this to last as long as possible.
After a few minutes I think, what am I doing? Why am I fucking him doggy style? I need this experience to be better than just standard backdoor sex. I need to see Matt's face as I fuck him. I need to look into his eyes and to connect with him as we experience the greatest activity two men can share with each other.
I slower exit Matt's ass and gently position him on his back. I lift up his legs exposing his butt hole and reenter him again. Matt's eyes are closed but his face is glowing. He looks so content and at peace. To me he looks angelic.
It dawns on me that I've never gotten a good look at Matt's cock. He was always on his stomach or in his underwear. Now, there it was, right below me. I stared at it and committed it to memory. It was fully erect and leaking some pre-cum. Matt's cock was a little under 6 inches, cut and on the thin size. His balls were real beauties. Two perfectly sized low-hangers. My own low-hangers were hitting up against his every time I pushed all the way inside him. Matt's light brown bush was a little overgrown but I chalked that up to being straight and not being into manscaping.
Matt's eyes are still closed but I want that connection with him. I take a chance, reach down and kiss him on the list. Matt's eyes open immediately and surprises me a little by returning my kiss. Of course his lips were soft and he was a wonderful kisser.
I whisper. "Are you okay Matt?" He doesn't say anything he just nods his head yes.
I noticed something interesting. Each time I fully entered Matt I must have been hitting his prostate because with each stroke his cock would squirt a little cum. Wow, that made me feel great.
Our eyes were locked, our bodies were moving in unison and I was in bliss. I had never felt so much pleasure in my life. This was truly beyond sex. We were making love.
All great things must come to an end. I know I was getting close to cumming and couldn't hold out much longer. "Matt" I said, "I'm going to cum. Let me pull out".
"Don't. I want to feel you cumming inside me."
"Are you sure Matt"? Again, he didn't say anything he just shook his head yes.
That's all it took. At that moment I came. I flooded Matt's insides with so much cum. I was in ecstasy. After my final squirt I collapsed on top on Matt. With our two bodies pressed again each other I felt Matt's cock explode with cum.
I drifted off back to sleep fully content and satisfied with Matt in my arms and his head resting on my shoulder.
When I awoke I was alone in his bed. I made my way downstairs to the kitchen to find that Matt had made coffee and a big breakfast for the two of us to share. What happens now? How do we come to terms with what happened last night?
I sat down with my mug of coffee and Matt said, "I think we need to talk."
I interrupted. "Please Matt. Let me speak first. What happened last night was a beautiful experience. I will treasure it for my whole life. I care for you, I really do but this was a one-time thing. You love your family and you could never be fully happy without them. They are your number one priority. The way I see it, I was just helping out a friend. You were curious and maybe a little lonely. I think we can and should go on with our lives just the way it was before. Nothing's changed."
I don't know how much of that I really believed but I felt I needed to say it.
"Thank you Chris for understanding. I am glad I was able to satisfy my curiosity and there is no one I would have wanted to do it with than with you. You're a very special person. I mean special man. I will also remember and treasure the night we spent together."
We ate our breakfast. I showered, got dressed and left for home. When I left we hugged but didn't kiss and we didn't talk about what happened again. Was there anything else to say? What will happen in the future? No one knows? If it turns out to be only one night together I can live with that. I got to live out my fantasy. How many people can say that?
From: Bikerider1022@yahoo.com