He stood behind me on the surfboard on the sand. I could feel his excitement pressing up against my pants and I did not shy away from letting him touch me. The feel of his hand on my hips had me hoping he would not recognize my condition.
“I can’t see how anybody can make this look so easy. I know it’s all about balance and finding your center, but that’s easier said than done.” I found myself enjoying the intimacy of the lesson, but also secretly thinking about Roscoe and what he would look like without any clothes on.
“It’s not easy, but it’s mostly about muscle memory. The more you do something, the better you get at it because it takes practice to be perfect. We’ll start off on the sand and if you’re still around in the next couple of days, I will graduate you to the surf. Might I suggest finding something a little more comfortable to wear while you’re in Miami?” Timothy was trying to take this landlocked fish and throw him into the deep end.
He got a couple of logs and placed them underneath the surfboard to give it that wobbly feeling. I fell several times in the sand and I could feel it going places that I would need a meal first to have any man get that far.
“I think I see what you mean when you mentioned muscle memory. I learned to ride a bicycle in much the same way.” I had one long strand of hair which always fell over my face when the wind got stronger. He stood in front of me and used two fingers to push it away from my eyes. “I’m quite happy to meet the two of you. I thought for sure I was just going to stay in my room and work on past projects.” I suspected that when he grazed by me and made contact with his fingertips to my crotch it was not an accident.
“Roscoe comes out here every year and I’ve followed him for the last couple. He’s been bugging me for quite some time. I finally gave in and I couldn’t be happier. It’s a good way to recharge and I have a lot of stress working in sports medicine.” He was only in his twenties and he had already been made a lucrative offer right out of college.
“I do find myself wondering what Roscoe’s story is. He didn’t stick around long enough to let me pick his brain. I think he doesn’t like me and I’m sure that I can unlock what is bothering him with my psychology training.” I’d always been good with other people’s relationships, but when it came to living my own life I couldn’t follow my own advice.
“I don’t know and finding out how he ticks may not be the best use of your time. I want you to come over for dinner and we have more than enough food. You can bring your family for a clambake. There will be lobster and plenty of seafood with a few steaks to give it that surf and turf feel. I want to get one more run in and once you get a taste for this it becomes addictive. I see a few more waves with my name on them.” I wanted to follow him, but those waves looked a bit more for this novice.
I should’ve gone home, but instead, I found myself walking up the stairs to the top of the deck. The jets of the six person hot tub were drawing me to it. I couldn’t help it and before long I was taking off my shirt and then my pants. I was down to my underwear when I heard the sound of the sliding glass door.
“I don’t know what you think you’re doing, but you’re not getting in there wearing those disgusting underwear.” His mean streak was a little hard to understand, but for some reason, I felt like I needed to put him in his place. I took off my underwear. I heard this gasp from behind which had me standing still to let him see me.
I climbed into the steaming contents with the bubbles and the jets forcing my cock to rise and become something of an erotic periscope. I had to get lower in order to hide my prominent excitement and then he was standing over top of me blocking out the sun.
“I don’t know why you’re mad and you did say that you didn’t want me to get in here with my underwear on.” There would’ve been no way that I would’ve done anything like this, but here in paradise, it seemed fitting to toss away the shy bone in my body.
“I did say that, but I didn’t mean that you should get in.” I saw that he was wearing a towel and then he wasn’t. “I may as well join you and this thing does wonders on the muscles after a workout surfing.” I felt a little uncomfortable when he slipped in and I noticed that his package was quite a bit bigger than my own. It was thicker than a beer can, but I only got a brief glimpse before he was under the water.
I swallowed hard, trying to see through the bubbles and only making out the faint outline of his delectable treat. I didn’t think it was going to be that easy to get him out of his clothes and I certainly had no aspirations of getting naked with him. It just seemed to happen naturally. For once in my life, I didn’t feel like I was in over my head.
“Timothy has been teaching me how to surf. I’ve decided to take them up on his offer of free lessons. I do hope that doesn’t ruin anything between the two of you.” Apparently, I was touching on a nerve and very indignantly, he stood up with his hands crossed over his chest.
“I don’t know what you’re suggesting and I see no reason why two men can’t be friends without something physical happening between the two of them.” His appendage was quite imposing and soaking in water had given it something of a quality not to be missed.
“I didn’t mean to make any assumptions and I apologize if I overstepped my bounds.” He was still standing there and there was no denying his desire for the male form was right there. It was no more than a few inches away from my mouth and licked my lips parched and wondering if he could satisfy my sweet tooth.
“There’s something about you that rubs me the wrong…WAY.” His voice cracked when I touched him with my tongue. I saw what was leaking from the tip and I couldn’t help myself. We both stared at each other but then he took a step forward and penetrated my mouth. “You better not say anything to Timothy about this.” I wasn’t in the position to say anything with my mouth currently stuffed full of meat.
I didn’t mean to take this step, but it seemed like he was almost asking for it. I wasn’t going to see these people after the summer and I figured why not take a chance on living my life by my own terms. I sampled the appetizer while concentrating on the head and making him grunt his reply as I circled his knob incessantly.
“You might be the only one who can tell the way that I feel about Timothy. I hope you know your mouth is only a substitute for what I really want. It is a nice tight mouth and I think that I can help you to learn to read the signs.” He gave one lunge and I gagged, coming up and sputtering with him laughing at my discomfort. “It always happens the first time and there’s nothing to be embarrassed about. With a bit more practice, I’m sure you’ll be able to swallow a golf ball through a garden hose.” It was the same lesson Timothy had given me, but this time there was something more pleasurable than landing face first in the sand.
I felt that very pronounced vein down the back thumping with a presence of its own. The next time I went deeper, I did gag, but this time I was able to breathe through it. He kept looking around like we were going to get caught in the act, but I didn’t care about anything other than pleasing him. The feeling of him grabbing my hair and making me take his tongue time and time again was like I was giving him permission.
“I might’ve been…wrong about you. I think you should…definitely come over more often.” He was losing his train of thought and his composure was melting under the onslaught of my tight enclosed fist of a mouth.
I cradled his hairless balls, squeezing them every so often, but not hard enough to hurt him. I moved my finger down underneath, touching the forbidden opening and feeling him jump in my mouth. He was dripping like a faucet onto the taste buds of my tongue. I didn’t know why he would want to be with somebody like me, but thankfully, I couldn’t talk too much.
I was following his lead as he continually pummeled my mouth with the water slapping around us. I got some in my eye and not even the chlorine burning was enough to deter me from my course of action.
“You really are a quick learner and that bodes well for when you get in the water for the first time. I think I’m going
to take a vested interest in your progress and take it upon myself to give you some hands-on attention.” He had me by the hair and wasn’t letting go the entire time that he dove in and out of my mouth with ease. “I knew there was something about you, but I didn’t have a clue we would be doing this.” By this, he was referring to the way that my lips were sliding seamlessly up and down the length of his thick and intimidating bulge.
My little finger made entrance, feeling the heated confines of his ass and wondering how it would feel to be where my finger was. These were things that I had learned over my years of experimenting with what I found on the Internet. It was a good thing my sister hadn’t found my bag of tricks underneath my bed. The first time finding her going through my computer made it necessary to install a lock for privacy.
My father thought mistakenly I was looking at dirty pictures and vivacious babes doing insane things on the Internet. He gave me a knowing smile, but he had no idea my tastes were a bit more on the sausage side instead of the pie.
“I want to cum in your mouth, but I also want to take you right here. I’m going to allow you to determine what happens next.” That first lover I had who had taught me many things was my one and only. Three years later and I was still looking for someone to fill that space.
He let me stand and lean over to become his bitch. I didn’t mind the added bonus of a hard slap which made me almost jump out of my skin. My involuntary yelp was followed by him squeezing my cheeks and making this growling sound like someone turning into an animal.
“I don’t know how much time we have before Timothy comes back.” My mouth had already done most of the work and his hot knob touching me was enough for me to back up against him. With both of us, it didn’t take much to get him inside me. It slid in deep, going halfway and then he pulled back and decided to leave me wanting more.
“Tell me what you want.” He wanted to hear the words and I wasn’t sure how I was supposed to respond to his request. “I want you to tell me how much you want me. Give me a reason to give you the rest of it. I know that you might be scared and you have every reason to be. That’s only half, but I can tell you there’s no better sight than to see you wrapped up around me.” He had a hold of my cheeks and he was pulling them apart to witness for himself the way that I had opened up to receive him.
“I think you know what I want, but if you need confirmation then let me be the first one to tell you to give it to me. It has been quite some time and you have no idea how much I have fantasized about this moment. It doesn’t necessarily have to be you, but it’s nice to know you can see a sure thing when you see it.” He plunged deeper, but still, he was not all the way there. I reached back underneath to feel the least 3-inches ready and waiting.
“I come here every year with Timothy in hopes of doing exactly this, but I have no idea how to bring up my infatuation. This shouldn’t be happening and I feel like I’m cheating on him.” He did say that, but the next thrust had me wondering if his knob was going to come out of my mouth.
He was up against me with not an inch to spare and he really started to get into it. I lost my inhibitions, pushing back to meet him with a resounding smack of our bodies coming together. We were out of control and burning up inside with a fever for each other. The hot water barely contained our arousal for one another. Each time that he bottomed out, I could feel him giving me a massage for the ages.
“I can’t believe how big you are and how much I’m taking.” My parents were no more than a few 100 yards away and it felt decadent to be doing this behind their back.
“I thought it was going to take more to make you take all of me. Once inside, you pretty much opened up, but it did take a bit of convincing with my hips doing most of the work.” I tried to keep my hands to myself, holding onto the side of the hot tub and looking towards the beach for any sign of Timothy.
I felt the hand wrap around me and it began stroking me in time to the thrusts I was taking from behind. It was a slippery slope and one which resulted in my imminent orgasm. I was about to blow off, but he managed to push my cock head out from underneath the water. I leaned back against him with our bodies pressed together and his hand milking me dry with the shots taking flight onto the deck.
There was a sudden shower which washed away the evidence and then he yanked himself clear and did the exact same thing. I saw Timothy coming up with his wetsuit down to his waist. I managed to get into my clothes.
Roscoe went back inside like it didn’t even happen. I told Timothy that I would run by his idea of a clambake with my parent’s, but I didn’t see how they could pass something like that up.
Before I could leave, he asked if I wanted a more personal in-depth lesson. I knew there was more to it than what he was letting on. I just had a good time with Roscoe, but there was no way for him to know that. I could tell that Timothy had been drinking to the excess. I wasn’t sure he would remember this in the morning. Vacation was to let off some steam and he had found something to his liking.
I was looking into my heart and there was nothing left to hide out here where I could be myself. I didn’t want to worry about perception. I knew that this was worth fighting for and I would sacrifice just about anything to feel both of them. It was such a decadent thing for me to play the field and the idea of being with another man right after the first one was too hard to resist.
We walked down the beach to someplace more secluded in an alcove where there was more privacy. I wasn’t going to stop myself from enjoying what was obviously an opportunity I couldn’t pass up. He walked out into the surf with me following from behind and wishing his pants would come down a little.
The waves were pretty daunting and this was the first time I’d been in the water to face my fear of drowning. My hesitation was masked by the way that I was staring at him and forgetting about the fact that people could die in less than a couple of inches of water.
“I didn’t wanna say anything in front of Roscoe, but I’ve been fucking horny from the moment I got here. I can’t trust myself around Roscoe and I need some kind of outlet which doesn’t involve my own hand. This thing doesn’t have to be anything more than a relief. I’m not asking for a commitment and vacation is to try new things without having to worry that someone is going to talk.” We were only up to our knees and thankfully, it didn’t reach any further than that or I might have had a shrinkage problem.
“I really don’t know what to say except that if this is a dream then I don’t want to wake up soon.” He had me sit on the board leaning forward and I felt his hand pulling down the resistance of my shorts which were in his way. He leaned over me and kissed my neck, touching the tip of his tongue and moving it in a circle to cause me to quiver with his caress.
The bulging evidence of excitement was behind me and I could smell the liquor on his breath and could hear the slur in his words. I wasn’t sure how much longer he was going to stay standing let alone be able to give me what I really wanted. My shorts were down and the breeze on my bare ass was soon complicated by the hot tongue sliding down the crack.
“I promise I won’t talk about this when we see each other again.” I had to believe he was a man of his word, but I wasn’t really worried considering the liquor was going to take care of his memories. “I feel so lucky to have found you when I need something quick and easy before I do something I’m going to regret. I’ve been drinking nonstop trying to get up the courage to jump Roscoe, but he’s my friend and I don’t want to ruin what we already have.” I felt him deep inside my ass and I had come a long way from the shy little kid trying to hide what was obviously no secret to my sister.
Applying more pressure, he buried that tongue and made my eyes go wide with a moan of desire lost in the wind and the crashing of the wave. They were hitting us with a cold quite jarring but not stopping us from continuing what we were doing.
“I know that I’m not going to say anything to my family about this and I would appreciate some discretion when you are meeting them
for the first time. They don’t know, my sister does, but she has nothing of concrete proof to hang over my head.” I couldn’t see what he was doing, but I could feel my cock was thumping a beat against the surface of the surfboard underneath me.
“I’m just making sure you are ready for me, but it doesn’t look like I have to. I don’t know who you have been with, but they must’ve had a good time with you. I would say that it was pretty recent and did you get lucky at one of those backstop bathrooms on the highway coming here?” I wasn’t about to answer his query and was more interested in the spicy delivery of his liquor induced tongue.
“I’m caught in between telling you the truth and lying straight to your face. It would be better if we just do what we want and not concern ourselves with what I have been doing with others.” He was making his way inside me, his tongue wiggling and causing me to wonder if I was going to be able to hold out for as long as I wanted to.
There was no wish better than this and it didn’t matter how long I lived, I would never be able to duplicate two guys looking to get with me for no other reason than because they couldn’t speak the truth to one another.
“The only thing I have on my mind is you, Timothy and of course, what follows that. I have no business looking at you without doing something about it.” He had reached around and grabbed onto my package, making me kneel on my knees while he was firmly behind me touching the small my back with the head of his cock. I could feel the stickiness left behind as he ground down between my buns until he was ready to open me up for further evaluation.
“Your ass is so fucking hot and I can’t wait to bury this inside you. I’m not even going to tell you if I’m going to be slow or fast and let it be a surprise.” I felt him move to enter and the head took a bit of convincing, but all that mattered was it finally did pop through to the other side. “You’re not only fucking hot, but you are tight and I can barely move without feeling I’m going to spill my load inside this tight hole.” His bronzed body was over top of me, his hips moving until his whole length had been swallowed whole by my eager little body which had us crashing against each other even easier. I gripped the board tightly, not wanting to let going to ruin what was most likely one of my best experiences when it came to being with a man. The hard and determined joust of his joystick was making me feel like I wasn’t myself and I was grateful for that.
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