I don’t even know where to start. I should probably start by thanking you. Last year was one of my most challenging years ever, both personally and career-wise. It wasn’t a happy year. It was, for the most part, a year of isolation and angst. The one bright spot was you.
I moved to NYC for work. I was hoping to love it. I didn’t. In fact, it made my life hell. Somehow, though, it brought me here. To you. I “discovered” reddit last year. In doing so, I discovered a community, and a forum in which I could be open and explore. You may have seen me post here before. I started posting when I started exploring group sex. I came across an article about it that piqued my interest; Im certain I’ve come across that same article before, but for some reason this time was different. It sent me on a google deep dive on the topic of swinging, which eventually brought me here. I read your stories of group sex, learned of the culture and norms, and even etiquette. As you’ve read, I took that learning and applied it
I had so much fun exploring my sexuality in NYC, and your support encouraged me. Sometimes, when I wondered if this was so so wrong of me to even think about doing (let alone dive into sex clubs and have fun with 8 strangers in a given night), you reminded me that it’s not a bad thing to explore. It was liberating and I’m a better person for it.
I thought it only fitting to go back to my favorite sex club (Le Trapeze) my last night in the area. I asked you for suggestions so you could “join” me in some way. I was sooo stoked. I put on this slinky black dress. The high halter neckline was reminiscent of someone’s hand around my neck. I thought about a suggestion from /u/StrictSir11 to fill all 3 holes. The idea was tantalizing and I was very much up to the challenge to recruit for it, understanding not all guys (or the women they came with) would be into it. I was building courage to approach the shy couple in the corner (there always is a couple like this), as /u/undercoverR had suggested. It was going to be a good night!
At the last minute, right as I was putting on my shoes to head out the door, everything changed. For reasons out of my control, I couldn’t go. I was heartbroken.
Last night, I went to a bon voyage dinner with friends. I had a couple glasses of wine, and when I returned to my hotel, I wasn’t ready to turn in. I saddled up at the bar, and saw a very handsome man was seated at my right. He wasn’t even glancing in my direction. Eventually I said something to strike up conversation. I expected him to blow me off as he seemed focused on whatever football game was on TV. To my surprise, he turned to me with a huge smile on his face. He was even more handsome when smiling, as all men are IMO. We chatted and chatted, and drank some more.
I open my eyes and I’m in a pitch black room. Fuck. I drank too much. I sit up and feel my hand on someone else’s arm. WHEREAMI. It took me a couple minutes, but it was starting to come back to me. Wow, hot guy and I came back to his room. And I’m naked. Did we have sex? Don’t move- pretend to be asleep while you figure out your next move. I remained super still in the way that you do when you’re deciding whether you want to bolt, or hope your companion is up for some fun. Despite being naked in his bed, I was still fearing rejection. Had I done something embarrassing? I definitely blacked out.
I decided to take my chances. I turned to my size and slid my arm towards him under the covers, expecting to run my hand gently over his skin…and downwards. The sheets were tucked in and prevented me from doing so. Damn. He moved the sheets to give me access to his warm body. Yay. I slid my hand across his warm , soft skin. I bit my lower lip and lowerd my hand to see if he was hard. He was! And now awake-ish. He inhaled through his nose and stretched a little as I closed my grasp around his cock. His skin was soft and smooth, but he was definitely ready to go. He was average size. Size has never been important to me; it’s all about how a guy uses it. I was trying to access memories of us having sex, but was coming up blank. I assumed we had because we were both naked, so I said “ready for another round?” “Another round?” he said, perplexed. “Of what?” I giggled and, with disbelief that he didn’t understand my intentions, asked “Of what?” gripped him a little tighter then went under the covers to show him what I meant. “Mmmmm” he moaned.
I usually get very good feedback when I give BJs. In fact, almost every time I’m hear moans like this is the first real BJ they’ve gotten in a while/ever. It has become a source of pride for me However, this time I only got the usual moans. Unacceptable. What was I doing wrong/differently. I was positioned perpendicular to he; perhaps that was affecting my game. I scooched closer to get a better top-down angle, less sideways. I successfully swallowed him, but got little feedback. Booo. That was a little deflating. I came up for air and laid on my back, hoping he’d come over me. And he did.
He turned over and propped himself on top of me. I spread my knees as he kissed me. There’s that handsome face! It was hard to see in the dark, and when my face was buried in his balls.
Due to the wine intake the night before, I wasn’t suuuuper wet. But he got inside me quickly. I let out a huge sigh. He had no idea how much I wanted this. After not being able to go to Le Trapeze on Saturday, I really wanted this. Also, it had been months. MONTHS. Almost 10 of them. Yep, the last time I had sex was New Years Eve with a very inexperienced partner, so I had to take the lead (I prefer the guy does, so this wasn’t ideal for me). While my NYE partner and I fucked, I was thinking of a couple I had met on reddit. I’d have much preferred their company at that time :) As my handsome hotel buddy was in me, I stayed in the moment. “Here,” he said as he placed my gold earring on my chest between my boobs. “don’t forget your earring.” I smiled- what a time to say that! My knees were bent and up by my face. I tried to stretch them out but he was clutching me close to him as he pounded me. I grasped the headboard, or tried to at least. My fingernails scratched the cushioned headboard. My eyes were closed, but had they been open I am sure they would have been rolled back; I was in pure ecstasy. There was only one thing that could heighten this. I slid my hand down my body, attempting to rub myself while he fucked me. That always gives me the BEST orgasm. Finally I was able to stretch my legs, and separate them wider to give me better access to myself. Just as I was starting to feel the all-over pleasure that comes right before you do (and, for me, is better than any other feeling in the world). He gave one last hard pump and moaned as he came inside me. He stayed in as long as he could, by my request. I love the feeling of dick inside me and wanted it to last as long as possible.
He withdrew and laid back. I was bummed I didn’t cum. He didn’t seem to be expecting me to, and he didn’t wait for me to. How non-gentlemanly :)
We both laid back. I was hoping to try to sleep long enough to get another round out of him. I waited for what seemed liked forever but in actuality was probably 10-20 minutes. I tried, but he was still recovering. And totally flaccid.
I got up and turned the bathroom light on. This gave me enough light to find my things, but not jarring overhead light. I put my pants on and crawled over the bed to kiss him. He moaned a little, and smiled as I stood up again. I went to the other side of the bed where my bra was on top of a pile of his clothes. I finished dressing and kissed him again. I picked up his left hand, not knowing what I’d find. There was a ring on it. “Uh oh,” I said. I meant it more for him; I didn’t care. His marriage is his business, and I certainly didn’t make him do anything he wasn’t 100% willing to do.
I wrote my name, room number, and phone number on a pad next to the bed. “Are you around tonight?” I asked. No, he was leaving today. Boooo.
We said goodbye and I left. I realized almost immediately upon getting back to my room that I had forgot the earring he so strategically placed upon me. It had fallen off my chest while we were in action, and I didn’t see it in the sheets. I set my alarm to call him at 7:30, when he said he was getting up. He had it and was going to bring me it. I put on a brand new set of lingerie I had just bought a couple days ago. Please oh please, I thought. I wanted to go again. When he knocked, I opened the door and his eyes widened, looking right down at my chest. He smiled big.
In the light of day I could see more grey in his hair than I had previously noticed. Still handsome, especially dressed up in a suit and tie. I pleaded with him, but he had to go work, he said. I think his ring was weighing more heavily upon him than punctuality was. I laid back in bed, and read a /r/gonewildstories to finish what he had started. I fly out tomorrow, and will really miss all my NYC adventures. I hope to be back again very, very soon.
Source: reddit.com/r/gonewildstories/comments/3mu4ei/thinking_of_you_yes_you_while_playing_with_a