Sometimes Fantasies Come True

By Christopher Lawrence

Published on Oct 16, 2023

Gay

Sometimes Fantasies Come True – Part 4

Bikerider1022@yahoo.com

It was the morning after our first overnight date. Matt just left to go to his daughter's soccer game. At least he spent the night. Plus, I got to fuck him and he fucked me too. All in all, it was a wonderful night. I was still a little apprehensive about our one night a month arrangement but it seems to be working. I got to be with Matt, the handsome sexy man I've had a crush on for seven years and he got to explore his bisexual side with me while still maintaining his marriage with his wife.

A few weeks later we arranged for our second date. Again, it was for a Friday night. Matt would come over for dinner, stay the night and leave on Saturday morning. I grilled us some steaks and Matt brought the wine. When Matt arrived, he gave me a hug and a kiss. There was definitely less nervousness on his part then last time.

We sat down for dinner and filled each other in on what was going on in our lives. Matt talked a lot about his kids and their activities. He didn't bring up his wife so I had to. "How is Nicole?" I asked.

"She's doing well. She planned a girl's night out for tonight and the kids are sleeping over her parents' house."

"She doesn't have any regrets or second thoughts on our arrangement?"

"Not at all". Matt said, "She asked how it went and without giving any details I said it went well. She seemed okay with it. She asked how you were going and if you were okay with everything." I nodded yes.

"In fact," Matt continued, "She commented that I seem more relaxed and focused. And I do, I'm less distracted and I'm not thinking about men as much as I did before."

"Good, then this is a success." Lifting my wine glass I said, "I'll drink to that."

Halfway through dinner Matt noticed me looking at his wedding ring.

"Sorry Chris, it's insensitive of me to be wearing this. Do you want me to take it off?"

"Please don't Matt. It might seem weird but I actually like you wearing your wedding ring. Its part of who you are and part of your identity. It would seem false if you took it off. Actually, it looks sexy on you." Personally, that was probably my own bias speaking but what the hell.

Our night together was another night of bliss. On Saturday morning Matt's second attempt at giving a blowjob was much better than his first. He took his time sucking my cock and making sure I was enjoying all the attention his mouth and tongue was giving me. I was a little surprised at how much attention Matt was giving to my balls. I certainly wasn't complaining. I was in ecstasy.

I moved around and positioned myself to suck on Matt's cock. I love a good 69 session. Before putting his fully erect cock into my mouth I paused to look and admire it for a minute. To me it was one of the most beautiful cocks I had ever had the pleasure to suck. I kissed his cock head before taking him fully into my mouth. Instinctively I reached around to play with Matt's ass. His hole was still wet with my cum from our fucking the night before. I was getting close to cumming and started pumping his mouth pretty hard and fast. My fingers continued playing with Matt's hole which was really turning him on. I welcomed the sudden explosion of cum from Matt's cock into my mouth. I swallowed it all. Just as the final blast of cum exited Matt's cock into my mouth, my own cock unloaded into his.

The time between our second and third dates just flew by. It was time to get ready again for Matt's next visit. I wish we could go out to dinner but Matt said he wasn't ready for us to go out in public together. He didn't feel comfortable just yet. Besides we had such limited time together that when he was over I wanted to focus as much of my attention on Matt as possible. Going out to a restaurant would just cut into our alone time.

We had a good dinner, drank some good wine, and then snuggled on the couch in front of the fireplace followed by a night of love making. When I woke up on Saturday morning I was feeling especially frisky. I watched Matt's handsome face while he slept. In some ways I felt lucky to be able to spend one night a month with Matt. He was a very satisfying lover. When we were apart I often dreamed of us making love. For his part, Matt was becoming more comfortable having sex with a man. He was willing to follow my lead and explore a little, like nipple tweaking and tantric massage. Matt loved the oils I would use on his cock and my massage techniques to prolong and delay our ejaculations. It was very relaxing for both of us and we really got to explore and learn about our bodies.

Anyway, as I rested waiting for Matt to wake up my hand reached down to his crotch. I grabbed hold of his cock and gently squeezed it. Basically, I just like the idea of holding onto his manhood. It gave me a thrill. His cock started out soft but my touch and the attention I was giving it, especially his balls, started getting him aroused. It wasn't long before Matt's cock was fully erect. Wetting my fingers, I gentle stroked his cock. Up and down.

"Mmm, that feels nice. Good morning Chris". Seeing that Matt was finally awake, I reached over and gave him a good morning kiss. Our lips parted and my tongue entered his month. Our tongues dancing around together was getting me really turned on.

Knowing that Matt needed to leave soon, I had to get my plan into motion right away. With my right hand still wrapped around Matt's cock, I threw off the sheet with my left hand. I swung my legs over Matt's body and got out of bed on his side. I reached down to get him to stand up and then led him, cock in hand, from my bedroom toward the bathroom.

Once inside the bathroom I got the shower started and informed Matt that we are going to shower together. "Nice" was his only response. My shower stall was a perfect size for two guys to shower together and have a good time.

I had never seen Matt wet before. More accurately, I had never seen Matt's beautiful curly hair wet before. The weight of the water just flattened all his curls making the length of his hair look longer than normal. Of course, I thought it made him look even sexier. We were standing naked, face to face, with water running over our bodies and our cocks fully erect. I put my arms around his lower back and pulled him as close as I could and gave him a long passionate kiss.

I grabbed the shampoo and began to wash Matt's hair. I lathered his hair and started massaging his scalp. Shampooing someone's hair is such an intimate and sensual activity. I loved being able to do this with Matt. While I shampooed his hair, Matt's hands roamed over my body. He spent a lot of time fondling my cock and balls. We rinsed the shampoo out of his hair and then I grabbed the soap.

Starting with his shoulders, I lathered up the soap and began washing Matt's body. After his shoulders, I moved down to his pecs. I playfully tweaked each nipple as I washed them. His stomach, hips, and thighs followed. Then I washed his legs and feet. I purposely skipped Matt's crotch, saving that for later. When I was done with his front, I turned Matt around and began washing his back. Working from top to bottom I washed Matt's neck, upper back, arms, then lower back.

We were standing extremely close while I was washing him. My fully erect cock was pressing against Matt's ass. I now focused my attention to Matt's ass. I soaped my hands and began washing him. I massaged his ass cheeks and run my hand up and down his crack. Then my soapy fingers began to probe Matt's hole. He welcomed my fingers and began to press back against me. I had two fingers going in and out of his hole, then started with a third. My cock was wet and soapy and more than ready to enter Matt and give us both the pleasure we have grown to enjoy. I replaced my fingers with the head of my cock and began pushing my way in. Matt braced himself against the shower wall with the water spaying down on both our bodies. It wasn't long before I was fully inside him.

My hands now free, I reached around and grabbed Matt's cock. With one hand on his shaft and one on his balls I jerked him off while my cock pumped inside him. I lasted slightly longer than Matt did. His cum squirted into my hand and on the shower wall while I gave him a few more thrusts before unloading my cum inside him. As far as shower sex goes this was perhaps the best I ever had. It was a great way to end our third overnight date.

We finished up our shower, got dressed, had some coffee and Matt left. Back to his family and leaving me for another month.

Our fourth date a month later followed the same routine we had established, dinner, cuddling on the couch drinking wine, sex on Friday night followed by sex on Saturday morning. The one difference that month was I persuaded Matt to let me trim his pubic hair. Now I have nothing against a nice full bush but sometimes too much hair gets in the way of a good blowjob.

Matt was a little apprehensive about getting his pubic hair trimmed. He said it's never been trimmed before and besides, he didn't know what his wife would think of it. "Trust me," I said, "Nicole is going to thank me. It will make giving you blowjobs so much more pleasurable. I'm doing her a favor." He had no argument with that.

I moved Matt into the shower and got out my hair clippers. I took a firm hold of his balls. That was partly to ensure they didn't get accidently nicked and partly because I just wanted to hold them. I gave Matt a nice even trim, not too short. I focused a lot under his balls which can tend to get hairy and messy. I then reached for some shaving gel and said it was time to get his balls nice and clean.

"I'm not sure about that Chris. Trimming pubic hair is one thing but shaving my balls is a whole different level."

"well you like it that my balls are clean and smooth. Right? And they feel good. Right?"

"They do", replied Matt. "But I'm still nervous."

Handing him the safety razor, I said "Then you do the driving."

Stepping into the shower with Matt, I turn on the spray and lathered up his balls. While Matt fearfully started shaving his balls, I stood behind him and kissed his neck and nibbled on his ear. "Stop distracting me, I don't want to slip." We laughed as he finished the task at hand.

When done, Matt's cock and balls looked great. If possible, even more beautiful and irresistible then before. I had to reward him for trusting me and pushing him beyond his comfort zone, as well as being so sexy. I knelt down in the shower and took his entire cock into my mouth. I sucked on him while my hands played with his silky smooth balls. I then rewarded myself by taking turns putting each one of his balls into my mouth and sucked on them as well. Matt rewarded me by giving me a mouthful of his delicious tasting cum.

When Matt was leaving, I said, "Let me know if Nicole comments on your new haircut."

"I will, I'll give you a full report next month."

On our next month's date, I was feeling somewhat playful and wanted to see where Matt might go if I lead him in a particular direction.

We had dinner on Friday night as usual. When we were finishing up, I got up and walked about to his side of the table. "I have something I want to show you." I said.

With that, I unbuckled my jeans and let them drop to the floor revealing a new black, Under Armour jockstrap. I have to say that the jock did frame my ass and crotch very nicely and I got the reaction out of Matt that I was after. "Wow, Chris you look amazing. So sexy."

Matt got out of his seat. With my eyes focused on his crotch I can see his cock was starting to grow. Matt came over, put his arms around me and squeezed my ass cheeks. He gave me a big kiss on my lips and said, "You look so beautiful. I want you. You have me so turned on; I can't wait to get you in bed."

"I don't want you to wait. I want you to take me now. Right here and I want to keep the jock on while you fuck me."

Matt kissed me and holding me tighter began walking the two of us from the dining room to the living room. It was difficult to walk with my pants still around my ankles but Matt guided me until I hit the back of the couch. Matt stopped kissing me, put his hands on my shoulders, spun me half way around, then bent me over the back of the couch.

With my face in the couch cushion and my jockstrapped ass sticking in the air, Matt caressed my butt. He then moved down to remove my shoes and pants. I could hear the zipper of his pants go down and I knew his cock was free from its constraints. Matt took his place behind me. His hands on my shoulders and his rock hard cock rubbing against my ass crack. This was the Matt I was hoping would immerge. No inhibitions, just taking what he wants and I was more than willing to give it to him. Matt was coming into his own sexually. He was becoming surer of himself.

"Stay here. Don't move," was all Matt said. I could hear him walk away, probably back to the kitchen. I stayed in my position anticipating Matt's return and what he planned to do to me. I was beyond excited but also strangely calm.

When Matt returned, he pushed my shirt up higher up my back. The next sound I heard was his belt opening and his pants falling to the floor. I imagine he took his shirt off too and was standing behind me naked, just wearing his socks. I could hear a bottle open and the smell was unmistakably olive oil. He poured the oil down my ass crack and began massaging my waiting ass hole. Matt's oil slicked fingers entered me and began opening me up. I was already feeling pretty loose and it wasn't long before he had two, then three fingers inside me. His oiled up fully erect cock was also poking against my ass.

It was a relatively quick transition when his fingers exited my hole and his cock replaced them. He guided his stiff cock down my hole going slow but steady. I was loving the sensation of Matt inside me as pleasure waves rippled through my body. Once Matt was fully inside me he paused for a while. I'm sure he was also enjoying the feeling my body was giving his. I think neither of us wanted this to end too soon.

With me bent over the couch, Matt was in a great position to just let go and fuck me as hard as he wanted. Matt was forceful but still considerate and never hurt me. He took his pleasure but equally gave pleasure to me too. I lost track of how long we fucked. It could have been minutes; it could have been an hour. I was lost in ecstasy.

When Matt finally came, he flooded me with his cum. I could feel his cock pulse over and over inside of me. With the last pulse of Matt's cock I let go and filled the pouch of my jockstrap with fresh cum. Mission accomplished.

We retreated to my bed to cuddle and cool down. I removed my soiled jock and we spent several hours in each other's arms talking and enjoying each other's bodies. "Chris, tonight was great. You never cease to amaze me. You manage to bring out so much passion and desire in me. We have such a strong connection. I love our time together. I truly hope we are able to continue this for a long time".

Before Matt left on Saturday morning I gave him a present. His very own black jockstrap. Maybe he would stop wearing those white briefs all the time. I told him to wear it whenever he thought of me. "I will," Matt said, "But I won't look as sexy as you do in it."

"Believe me, you'd look sexy in anything." We exchanged a long hug and kiss before he was gone.

I spent that morning thinking about how great the past five months have been. Being with Matt has far exceeded my expectations. He is a wonderful lover and just a great guy to spend time with. I'm realistic enough to know that I can't consider us a couple. That's not going to change. I also realized that I hadn't been on a real date with an eligible man since Matt and I started hooking up. My bottom line conclusion; for now I will continue seeing Matt once a month and have fun with him but will look around and see what other options I might have.

I was excited for our next date. It was our sixth date so in effect our sixth month anniversary.

We followed our usual pattern of dinner, cuddling, wine and sex. It was all good. I was sleeping soundly on Saturday morning when I realized Matt's erect cock was poking at my ass. When we fell asleep we were spooning, with me in the inner spoon position. I remember thinking how nice it was to have Matt's arm around me as we drifted off to sleep. I felt warm and comfortable. Matt must have been feeling pretty comfortable too if he was trying to fuck me while we were both half asleep.

An early morning, half asleep/half awake fuck is such a pleasurable experience. No talking, no maneuvering, just fucking. I am totally relaxed and already in a dream state. I am more than willing to let Matt take the lead and fill me with his cock for his pleasure. For both our pleasure.

I can feel Matt's hand on my ass, probing, looking for my hole. He finds what he's looking for and guides his cock head to my welcoming hole. His cock head feels cool so I know he already lubed up his cock. With his cock in position against my hole, he starts pushing his way gently inside me. Matt rested his chin on my neck and stretches his arm across my chest holding me tight against him. With small movements his cock inches slowly in my hole until he is fully inside me.

We rocked back and forth as if we were one being. This was beyond sex. We were without a doubt making love. I could feel his cock swelling inside of me and his breathing was getting heavy. I could also feel his heart racing, pressed against my back. I knew it wouldn't be long before he climaxed inside of me. When he did cum it was such a satisfying release for both of us.

Matt had come a long way in the six months we had been having sex. He was no longer apprehensive or timid about male to male sex. He didn't need me to take the lead and show him what to do. He just took what he wanted. He had come a long way.

We both feel back to sleep; Matt lightly snoring, pressed up against me with his softening cock still inside me.

The next day I reflected on our six months together Our time together has been a dream come true for me. To be able to have sex with the man I'd been fantasizing about for so long as been and unreal 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 does cares for me. I only have to be willing to be satisfied with 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.

To be continued.

bikerider1022@yahoo.com

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Next: Chapter 5


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