Hi Nifty Readers Thanks for the compliments to the stories and I'm glad you enjoyed them.
After our encounter at the gym, I was exhausted and feeling it. I even told Darren when I bumped into him in the laundry room the Friday night of the week that followed. We shared a laugh about it. We chatted about our usual day of work that night. We were friendly and cordial with each other. He told me understood if I needed to take some time to recover and that he'd wait for me again. He then suggested that if I was interested, we could go out to dinner for some time. I told him that I would think about the offer.
That weekend, I was conflicted, because it seemed as though it was Darren's attempt at possibly asking me on a date of sorts. I didn't know if I was ready to cross such a threshold and start a relationship with a man. I loved the sex. I loved our conversations, but I didn't know if I could commit to something that I was scared may change me moving forward. I was scared of what my family or friends may think.
I would meet him again in the laundry room the following Friday night. When we got to chatting, he asked me again about his offer for dinner that he agreed to pay for. I told him that I would have to take a rain check again, but told him that I would let him know soon. Unfortunately, soon would never come.
My work life started to take over and I found myself working later hours for projects. By the time Friday would roll around, I was exhausted and didn't want to do anything. I schlepped out doing laundry on Friday nights. Darren would text or email me to ask how I was doing. I communicated with him back and forth. He invited me down to his place a few times to relax and have a drink, but I avoided this as I knew it would likely lead to something else and my mind was just not there.
Weeks would drag out to a month where I hadn't seen Darren. Soon my company had asked me to travel to assist and help out on management presentations. I wrote to Darren by email before my first business trip, apologizing for not seeing him and that work was consuming me a bit. He was too kind, writing back that he understood and not to worry and that I could write to him any time.
For a month, I was travelling for business from different cities across North America. I would occasionally send pictures of where I was to Darren. He would always write back, telling me of places to go and check out and encouraged me to have a good time and not let the work consume me. I would always let loose on the last day of worker presentations with my co-workers. We'd head out to eat and drink.
During this time, I started to get back into the opposite sex again. A few times I found myself canoodling with a female co-worker of mine, leading back to her room. I even had sex with a few waitresses that I met up from a couple of hotels that I stayed at. It was a weird feeling having sex again with a female. There was also this feeling in the back of my head that I had cheated on my feelings to Darren and that I was starting to drift away from him.
As my work-life and travelling continued on, one month became two and my communication with Darren was waning. I was caught up with everything ongoing and we lost a bit of touch. However, one night while walking the streets with my co-workers on a trip to L.A., we walked by a gym. It was that little reminder of what we had months ago that night which was electric. When I got back to my hotel room, I decided to email him. The message was short and simple: I miss you. I thought that maybe Darren was asleep, as he was three hours ahead of me. To my surprise, I got an email back ten minutes later. His was short and to the point as well: I miss you too. I would log into a messenger, and sure enough he was online. We got to chatting about how we were doing and how work was going for myself. I told him that it was a lot and I needed to unwind for a bit. He agreed, and said that I needed a bit of a break from it all. We then got to talking about us, and I said that I missed our chats in the laundry room. He acknowledged the same. I then told him that I still think about the nights we had together and how it made me feel. I told him the rush of excitement and nervousness and the exhilaration from what we experienced was something I couldn't shake or forget. Darren said that his experiences with me were refreshing. It made him feel young again and that he hadn't gone through with sleeping with anyone younger than thirty and that it was the first time he took on a daddy-type role. Hearing him say this made me special. He asked me when I would be returning home. I told him not for another couple of two weeks as I had trips to the east coast before wrapping it up. He then stated that maybe he could meet up with me on one of my trips out east as he had planned to travel down there before Christmas. He asked me where I would be going, to see if he could coordinate meeting up with myself. I was a bit hesitant at first, but I mentioned how I would be going to Harrisburg, New York City, and finally Boston. He agreed that he could meet up with me in New York City if I wanted to. I paused a bit, thinking about it at first. I checked my calendar for the trip and it would be on a weekend, allowing possible free time with him. I thought about it for a bit before I said ok to meet up with me there. He wrote back with a smiley face and stated that it was a date then.
We coordinated through e-mails a meeting up on Friday evening in New York City. I had flown in the day prior and was presenting the day I arrived followed by the next, leaving me with a couple of days before leaving the Sunday to Boston. I told Darren of the hotel that I was staying out in Manhattan. He stated that he would get a room there too to make it easy for us to meet up and hang out. There was sort of giddiness to me, waiting to see Darren.
I had finished up the presentation that afternoon, when I had gotten a text from Darren that he had arrived at the hotel and checked-in. My co-workers had asked if I was hanging out with them that evening, but I stated that I was meeting up with a friend that evening and couldn't do so to their dismay. They asked if I was heading out the next day to Boston, as the majority of them were doing so, but I stated that I lied out of it, stating that I would be taking a flight the following day, when in truth Darren had agreed he would drive me there on the Sunday through our emails back and forth.
I was heading back to the hotel in a cab, when I had gotten a text of the room number he was in. He was on a higher floor than myself in the hotel. He suggested that I come check it out as the view was great. When I arrived back at the hotel, I went to my room to freshen up a bit, before I went upstairs to Darren's room. He was on the 28th floor. When I knocked on room 2805, Darren answered, only dressed in the hotel robe. He was holding a glass of champagne and greeted me with a "Welcome to New York", before handing it to me. I gave him a smile and hug. It turned out that he rented out a suite that had a full bathroom, a large king bed, a balcony and a beautiful view of the skyline of the city.
He told me that he had just finished having a bath in the jacuzzi tub in the bathroom. He showed me around the suite, which had everything. He had a complimentary bottle of champagne when he got to the room. He said he didn't mind the price, stating you only have one opportunity in life to do these things. We chatted a bit about the road trip for him to New York and how my presentation went. I sipped on my glass a bit nervously while we talked. Seeing him in that robe, I knew he was naked underneath. Then the images came back into my head again. Our first time. The night at the gym. The flashbacks and images came again like a rush. Butterflies and nerves came over me again. We got to talking about New York a bit, and what we should do. I suggested a few restaurants we could go to for dinner. Darren suggested a steakhouse since he was hungry for a good slab of meat as he put it. I said that I wouldn't mind a big steak. Darren stated that he thought I'd go for that in a humorous innuendo way. We chuckled a bit, but my mind knew what it wanted and I was having a hard time controlling it. I started to get a bit semi-hard under my slacks, and we locked eyes. There was an awkward pause, before I stated to Darren that I'm happy that he was here. He reciprocated, stating that he was happy to see me and that he missed me. I told him the same. There was again an awkward pause.
Darren took my glass from hand, and put our glasses down on a table. He stood there, just staring into my eyes. The waves of passion were filling my mind and body. He then slowly undid his robe, opening up to display his naked body. I got hard instantly, seeing his beautiful body and his semi-hard cock that hung there. I bit my lip as if to say I wanted him. Darren lunged at me, and passionately kissed me, pushing me against the wall. He drove his tongue into mouth, and our tongues played with each other like snakes writhing together. I moaned from his kiss. All the while, Darren's hands loosened my tie from my collar, letting it hang on my neck. I felt his body against mine. His cock was hard now, pressing against my hard-on through my slacks. Our kiss was even more passionate and aggressive. He pulled away and began to kiss my neck. My breathing became heavy. I felt his hands reach to my shirt and an aggressive move, he ripped upon my buttoned shirt; a few buttons flying through the air. I gasped as he did. He began to kiss my nipples, sucking and nibbling on them. I gasped and moaned as he did this. The feeling was so raw. I slipped out of my shoes, as Darren's hands went to the clasp on my belt, undoing it. He unbuttoned my slacks, loosening them from the clip, before letting them drop to the floor. He kissed again deeply, driving his tongue into my mouth. I felt his package rubbing against mine through my underwear. I felt Darren's hands reach down to my underwear, his fingers gripping the front of them, before I felt him aggressively rip open the front of grey tighties, exposing my cock. I gasped as he did this. He pressed against me again; his cock against mine as he grinded against me. I reached through his robe, grabbing and squeezing his asscheek. I felt his hand grab my cock and his, stroking them together. I moaned and breathed deeply again. Darren moaned as well as he did this, just staring me deep into eyes, telling me I was so fucking hot.
I began to kiss Darren's neck, sucking and grazing my teeth against it. I moved my way down to his chest, nibbling and sucking hard on his nipples. I heard his moans as I did this, and I heard under his breath saying to my suck my cock. I obliged him, dropping to my knees, grabbing and I immediately took Darren's cock in my mouth. I sucked him hard and aggressively. I hear Darren let out a loud moan and a deep gasp. He begins to pump his cock with every bob I go down on him. Quite a few times, he makes me gag. My saliva covers his cock as he pulls it out of mouth and slaps it against my cheek and mouth. He taunts me with it, telling me that I love his cock, before he inserts it back into my mouth, grabbing my hair and controlling my head. I moan as he pumps his cock in and out of my mouth.
Darren lifts me to my feet, kissing me deeply again, taking my shirt off completely before he throws me down onto the bed. He tells me to turn over on all fours. He tears open the rear of my underwear. I gasp again. I feel his hands spread my cheeks open, before I feel the moistness of his tongue and tickle of moustache against my hole. I gasp and moan as he tongues my hole. I hear and feel the spit of his saliva, as he lubricates me with it. I feel some running down onto my thigh. I moan as his rimjob sends thrills through me.
He gets up. I turn my head to watch him as I see him use his saliva to lubricate his cock. He spits and rubs it all over it. He holds his cock in his hand, before positioning it against my hole. I feel him spread my cheeks open a bit with his other hand. I feel the pressure from the head of his cock. It slowly enters me. It's slightly painful, but I soon feel him slide completely into me. I let out a loud moan as this happens. I turn around to look at Darren. The lust and wildness in his look tells me everything. He takes off his robe. He pumps me deep again. I left out another moan of approval. Darren pulls my tie. It grips my neck, not choking me but putting enough pressure against it. I feel as Darren pumps me deep and hard. Our moans intertwine with each other. I stroke my cock in unison with how he fucks me. The euphoria comes over me.
Darren flips me over onto my back, pulling me to the edge of the bed. He rubs his cock against mine for a bit, before he slaps and rubs it against my gaping hole. He grabs my tie, pulling me up for a deep kiss, before laying me down again and holding my legs up. I feel him slide inside of me again. I stroke my cock voraciously as I Darren goes to town on me again. I look at him lustfully, as I moan each time he hits my g-spot. I feel the rush coming over my body and tingle around my cock. I know I'm about to cum. I tell Darren that I'm going to cum. He tells me that he wants to cum with me. No sooner than saying this, he pulls out of me and presses his cock against mine, stroking in unison. The touch alone of his cock against mine makes me cum immediately. Darren follows soon afterwards, and a shower of cum sprays against my stomach and chest. We moan together, reaching orgasm.
Darren collapses on me, and I hold him in my arms. We laid together like that for a good while. He tells me that he missed me and I acknowledge the same to him. He suggests that we clean up. I oblige him and suggest that we take a shower or bath together. He jokes around that we may not make it out to eat tonight the way it would be going. I joke that I wouldn't mind some room service.
We get up from the bed and head into the shower. The shower is a nice walk-in shower and is spacious. We get to wash our bodies together. I rub down Darren with soap and shampoo, and he follows suit. We enjoyed a nice shower together, and ended it with a nice embrace.
Darren suggests we relax in the jet tub and enjoy some champagne. I oblige and he gets the tub going. He throws in some body wash and shampoo to get some bubbles going in the tub. He jokes that if we're going to have some bubbly we might as well have some bubbles. We share a good laugh together.
I hop into the tub and throw the jets on, getting the bubbles going. Darren comes back with our glasses and the champagne. He fills up the glasses, before climbing into the tub. We cheered for a good weekend and what's to come. We get to conversing, and we share with each other updates on work life and how life is going on back in our home city. It was a good conversation.
Darren finishes his glass of champagne, and he tops up our glasses again. An awkward silence then overcomes us, and Darren just stares at me. I shake my head, enamoured by him and his stare. Darren states he might have to go back in the shower again to wash all the bubbles and soap off of him. I jokingly tell him that maybe he can have a champagne shower to get it off. To my surprise, he took me seriously, standing up in the tub, grabbing the bottle of champagne and pouring it down his body, rolling and splashing onto his cock.. Seeing this although shocking and surprising that he took me literally, got me turned on.
I down my champagne glass. Darren tells me that I shouldn't let this champagne go to waste, with a lustful look in his eyes. I get on my knees and start to lick around the head of his cock. I can taste the champagne on it. The touch of my tongue instantly gets Darren hard. I lick along the side of his shaft, tasting more of the champagne drops on his cock. Darren takes a swig from the bottle, before the rest of it out, letting it run down his body and onto his cock and my waiting tongue. I hear him breathe deeply as I tease his cock. Finally, I engulf him and take his hard cock into my mouth. I moan and enjoy every inch of him, tasting the champagne. I feel Darren's hand hold and guide the back of my head, ensuring I'm sucking him off at the pace and depth he likes. I hear his moans echo in the bathroom with each bob of my head.
Darren brings me up, and gives me a kiss. He leads me out of the tub. My body is somebody, and I'm hard as a rock again. He wipes me down with a towel, before leading me back into the room and guiding me to the couch. He gets me to kneel on all fours on the edge of the couch, before I feel him pry ass cheeks, and drive his tongue into my hole. His moustache tickles the edges, as his tongue salivates my hole again. It sends thrills again through me, and I moan to show my approval. I slowly stroke my cock, as he licks my hole.
Darren stops and goes to his suitcase. I watch as he pulls out a bottle of lube, and two cock rings. He slides one onto his cock, using the lube to guide it down. He comes over to myself, instructing me to do the same. I slide down the black cock ring over my erection. Darren tells me this should enhance and prolong the experience a bit more for ourselves. He rubs a dab of lube onto my hole, still wet from saliva. He sits down on the couch, instructing me to get on top of him. I kneel and position myself over Darren's cock, guiding myself down. I easily slide down onto his manhood. I gasp, feeling every inch go inside me. I ride Darren's cock, while he thrusts upwards, hitting my G-spot each time. He pulls me in, kissing me deeply. Our moans are drowned in our kiss, as our tongues play with each other. He slaps my ass with both his hands, controlling my hips as I ride him. He pulls away, and starts to kiss and suck on my nipples. His moustache tickles them, sending chills and ecstasy all over me. I moan to show my appreciation.
Darren then pulls out another showstopper. All of sudden, I feel Darren's hands grip my lower back, and suddenly I feel Darren get up from the couch, carrying me while he's still inside me. I still remember saying "Oh My God" a few times. I grip my feet and legs around his buttocks as he carries me towards the window. I was mightily impressed with his strength. Still carrying me, Darren hits a button on the wall, allowing for the curtain to open, exposing ourselves and the bright lights of night time Manhattan. I tell Darren nervously that somebody may see us. He tells me that he doesn't care, and I shouldn't either and to just focus on him. He presses me against the window, and I feel the cold of the window against my skin, giving me instant goosebumps. I feel Darren thrust his cock upwards into me, I moan and gasp loudly. Each thrust keeps hitting my G.
He pulls out of me, carefully lowering me down before he turns me around, wanting to fuck me doggystyle. My hole is completely exposed, as he slides his cock inside of me again. Darren fucks me vigorously, slapping my ass. I moan in pleasure, placing a hand against the window while my other strokes my cock. I feel him pull his cock in and out of my hole, slapping it against my buttcheeks, before he rams it back into me. I moan even louder, and feel myself getting to climax. I don't know what compelled me to say what I said next, but I asked Darren to cum inside me. He asks me to ask him again, and repeat what I say. A few more thrusts of his cock against my G-Spot, and I finally cannot hold off any longer. I moan loudly, as cum spurts and sprays from my cock against the window in front me. A final thrust of Darren's cock into, and I hear him moan loudly, feeling his cock pulse and throb inside of me. We pant and deeply breathe together, coming down from the euphoria. I feel Darren slowly slide his cock out of me, and I feel my sphincter naturally push out his cum. I feel it coming out of my hole, sliding down my inner leg and dripping onto the carpet.
We both go and lay down on the bed together. Darren holds me in his arms. Our heartbeats start to come down and we relax. We eventually pass out, tired from two rounds of exhausting and physically taxing sex. We have a satisfying evening nap, before we wake up. We go and get a late dinner together, just talking about the city and our meal. We even took a pic together at Times Square. Darren asks if I want to stay the evening in his room for the night, but I made up an excuse to call it a night in my room. However, I agreed with him that I'd check out the next day and move into his room the next day. I even suggested we explore more of the city the following day. He agreed with a smile, and he gave me a hug before I left the elevator on my floor.
When I went back to my room, I collapsed on the bed. I was totally sore from the pounding Darren gave me, and physically exhausted. It was thrilling, but my god, I didn't know if I could handle Darren. Our sex was lustful and animalistic tonight. It was thrilling to me. Almost this little secret side that I cherished to myself. It wouldn't be the last time we'd have a crazy time during our little excursion in New York City. Darren would push my boundaries even more the next time that I saw him the following evening. Something that changed the way we were moving forward.