Sometimes Fantasies Come True

by Chuck Miller

28 Dec 2021 1591 readers Score 9.7 (62 votes) PDF Mobi ePub Txt


I slept very soundly that night.  My first official “date” night with Matt. Somehow we managed to stay in each other’s arms all through the night. It was as if we knew it might not last, so we had to hold on to each other for as long as we could. As I awoke I looked at Matt sleeping. He is so handsome and looked so content and at peace. My heart swelled and I was overcome with certain feelings. I wouldn’t say it was love because I was too guarded to fall in love but it was something very close to love.

I couldn’t resist any longer and I reached down to kiss him on the lips. Matt opened his eyes and gave me one of his big beaming smiles. We laid on our sides, face to face. Our arms around each other and our cocks pressed together. “Good morning, Chris”.

“Good morning, Matt. How did you feel this morning?”

“I feel amazing. There are no words to describe my emotions. I never thought I could have sex with a man and it could be so thrilling and satisfying. You opened up a whole new world for me. I have you to thank for that. Thank you Chris.”

“Matt, you don’t have to thank me. I’m not doing this out of the kindness of my heart. I’m getting something out of this too. I get to be with you. I know It’s not an ideal situation but I like being with you and I love having sex with you.” We kiss again. My hand rubs Matt’s back. I start at his neck and slowly move down to his lower back.

Matt is running is fingers through my chest hair. He seems fascinated by chest hair. “I have so much to learn about gay sex. I know what to do with a women but I feel unsure about what to do with a man”.

“No worries.” I said, “I’ll teach you.” My right hand continued to rub Matt’s back. I keep moving it lower and lower until I found his ass. Once there I started stroking his ass crack and my finger searches for his hole.

“Okay, I will be your student. I want to please you Chris. What is it that you like to do?”

“Well, I’m versatile.” Matt had a puzzled look on his face.

“I’m not sure what that means”. Matt said.

“It means I’m neither a top nor a bottom. I like to suck cock and have my cock sucked too. I like to fuck a guy and like it when a guy fucks me too”.

“Oh, I guess I’m a versatile too”. We both smile. My finger found Matt’s butt hole and I slowly entered him.

“Basically I do what is pleasurable for me and my partner. If we ever do anything Matt that you are uncomfortable with or find unpleasant just tell me and I’ll stop. I’ll do the same.” We kissed some more and my finger continued going in and out of Matt’s butt hole. At this point both are cocks were fully erect. I know my cock was leaking and I really wanted to take another crack at his ass before he had to leave and go home.

Matt then said, “One thing I did like, from the first time we had sex was when you licked my butt”.

I had to laugh a little. Matt really is naïve to the ways of man to man sex. “That’s called rimming. Some guys like it, some don’t. I like the way it makes a guy feel. It really seems to turn them on. You seemed to like it.”

“Maybe it’s the way you do it Chris. I loved it when you rimmed me but I’m not sure I can do it to you.”

“No worries. Like I said, we’ll just do what we feel comfortable doing. If you enjoyed it so much before, let me do it to you again. Roll over.”

We separate and I move to the end of the bed. Matt laid on his stomach with his arms folded under his head and instinctively spreads his legs. God, he looks so sexy laying on my bed with his ass sticking up like if he is offering it to me. I knelt between his legs and start rubbing his ass. I squeezed and kneaded his ass cheeks. I separated his cheeks, exposing his butt hole and ran my fingers up and down his crack. I let some spit drop from my mouth and watched it land right on his butt hole. Bullseye. I then rubbed the spit into his hole.

I then bent down and kissed the top of his ass crack and ran my tongue down until it reached his willing and opening hole. My tongue and mouth drenched Matt’s ass crack and hole with my saliva. I could tell Matt was loving the attention I was giving his hole by the way he was moaning and gyrating his hips.

When I felt Matt was ready and I couldn’t wait any longer I moved over to my nightstand and got a bottle of lube. I squeezed a large amount into my hand and applied a generous amount into Matt’s hole. I coated it well then covered my own hard cock too. I gave my cock a few strokes then lined my cock head against Matt’s butt hole and began to push it in. I entered him slowly but steadily. It wasn’t long before I was all the way inside him and my balls were resting against his ass.

Laying on Matt’s back with my cock in his ass I could see Matt’s face wince a little. I stayed still while Matt’s ass got use to my cock inside of him. While I waited, I nuzzled and kissed Matt’s neck. I moved up to his ear and kissed and nibbled behind his ear. I traced Matt’s ear with my tongue and let it probe inside as well. I gentled bit down on his earlobe which sent shivers through his body. Who doesn’t like having their ear played with? I’ve found it to be quite an erogenous zone for me.

I began moving in and out of Matt’s hole, starting slowly and building up the pace. With every inward thrust Matt would release a satisfying groan. His hole was warm and very tight. It felt so good, like this is where I belonged. I thought, Matt belongs in my bed, his mouth belongs on my cock, my cock belongs in his ass. Everything felt so right.

I was very close to cumming. I lean in and whispered into Matt’s ear, “I’m close to cumming. Do you want me to pull out?”

“No Chris, I want to feel you cum inside me.” Matt clenched his muscles locking my cock inside his ass. I exploded! I collapsed on his back while I filled his hole with my sweet cum. While I recovered, still laying on his back, I continued nuzzling and kissing Matt’s neck and ear. He was loving it. I was still hard and was in no rush to pull out of Matt’s ass. First of all, it felt so good. I also didn’t know if I would ever have the opportunity to fuck Matt again. I know everything was going great but our situation is extremely complicated and our arrangement could end quickly. So I just laid there, with my cock in his ass trying to make this last as long as possible. Matt also seemed to be in no hurry to move. We were both enjoying each other and our bodies too much to have it end.

I was thinking about what we had done the two times we had sex together. So far, I had fucked Matt twice. He sucked my cock and I sucked his. The one thing I wanted to do before Matt left this morning was for him to fuck me. Now I love it when a good talented top takes control, throws me on my back and fucks me like there’s no tomorrow. But with Matt, I felt that I had to be the one to take the lead. At least this time. He was a newbie to gay sex and had never actually fucked a guy before. If things work out with us he can always take the lead another time.

I got up off of Matt’s back with my softening cock withdrawing from his ass. I rolled him on his back and positioned myself between his legs at his crotch. Putting his legs over each of my shoulders I lowered my head onto his growing cock. I put as much of him into my mouth as I could. I took my time and went slow. The last thing I wanted was for Matt to cum. I had other plans in mind. I could feel his cock grow to its full length.

Putting his legs back down, I reached over for the bottle of lube. With the lube, I got his cock nice and slick and then applied a large amount to my own butt hole. I worked my fingers into my hole to get myself ready to take Matt’s cock up my ass.

Squatting over Matt I positioned myself over his cock. When his cock head made first contact with my hole I shuttered with anticipation. Guiding his cock, I slowly lowered myself onto him. We stared into each other’s eyes, never breaking eye contact as I descended fully onto his cock. Once he was totally inside me I rested, waiting for my hole to get accustomed to his invading cock. I loved the feeling of Matt inside of me. It felt right, like that is where he belonged. I reached out, each hand grabbing one of his, I slowly began to rock back and forth.

This is how I love to have sex, staring into my man’s eyes, going slow, taking pleasure from his body and giving pleasure with mine.

No words were exchanged. There was no need for words because we were both sharing in the same experience, feeling the same passions and emotions. It was as if we were one being.

I pulled Matt up so he was in a sitting position on the bed with me on his lap. This made it easier for me to put my arms around him and to kiss his lips. We kissed deeply and passionately. Matt’s arms were around my lower back. Then he moved his hands under my ass and began to bounce me up and down on his cock.

I’m thinking, way to take control Matt. I’m loving this. Give it to me Matt.

I can tell by his breathing that he’s getting close to cumming. I was right. Between his heavy breathing and moans Matt yells, “I’m going to cum! I’m going to cum.”

I wrap my arms around his head and said, “Give it to me. Matt, I’m ready”

Swiftly, Matt shifted positions. He lifted me slightly and puts me on my back. He pumped his cock into my hole faster and faster until it exploded inside of me. When Matt came he let out a deep guttural groan. Like an animal. I could feel Matt’s cum filling me up. It feels wonderful. We kiss deep and hard.

We recovered by resting in each other’s arm.  My hand slowly moving up and down the length of his body while his fingers ran through my chest hair. We spent a long time in silence, then Matt said, “This whole night was wonderful. I loved it. I did things I had only dreamed of doing. I had kept my desires suppressed for so long. I think I was so scared of my attraction to men that I hid it away. I tried so hard not to think about it. You changed that Chris. I have you to thank for helping me overcome my fears and apprehensions. You are a great teacher Chris. Very gentle and patient.”

I kiss his lips and reply, “And you are a great student Matt.”

“I look forward to exploring more with you in the future”.

“Me too, Matt”. We exchanged a few more kisses.

Looking at the clock I notice that it’s just past 8:00 am. “I don’t want this to end, but how much time do we have together before you have to leave.”

“I promised to be at my daughter Clara’s soccer game at 9:00. I need to get moving”.

“Okay, why don’t you jump in the shower and I’ll make us some coffee”. We both got out of bed while I watched Matt’s naked ass leave the bedroom heading toward the bathroom. It appears that our “date” was coming to an end. I know this was the arrangement and it’s what I agreed to but I was filled with mixed emotions. I loved making love to Matt and now I have to see him leave to go back to his family.

Maybe this will get easier as time goes on. Maybe I am just kidding myself. All I know is, as long as this still feels good I’ll continue meeting with Matt.

I make his coffee (black with cream, no sugar) and bring his mug back to the bedroom. He’s out of the shower with a towel around his waist and grabs his overnight bag. I sit and watch as he gets dressed. I’m enjoying the show. He removes his towel, puts on a clean pair of white briefs, a blue tee-shirt and shorts. I love watching him dress. He’s looking super sexy in his shorts.

We walk to the front door together while he sips his coffee. Putting his mug down, he wraps his arms around me and gives me a kiss. “Goodbye Chris. This was all so wonderful. Beyond my expectations. I just hope it was for you too.”

“It was Matt. I had an amazing time as well.” One final kiss and he was out the door.

“I’ll be in touch” was his final words. He got into his car while I watched him drive away.  Going back inside to finish my coffee. I replayed our night together in my mind. They were happy thoughts and I hoped that we would be able to keep this strange, unique relationship going for as long as it can.

To be continued.

by Chuck Miller

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