Fast forward another 3 years after meeting Tim in the airport parking lot. We hadn’t seen each other in person since that day and I was now 26, him 44. In those three years we still spoke to each other almost every day and the desire to see each other again was very much still there. Still is…
I’ve always been pretty good at remembering things but this year, I had forgotten Tim’s Birthday and I wanted to make it up to him properly so I bought a ticket to New York and planned to stay at a hotel about 15 mins drive from his hometown.
I boarded my flight a few weeks later and headed to NY to see him.
He cleared his schedule so we had a few hours to spend together….the day he came over I was brimming with anticipation at the thought of seeing him again…could hardly contain the excitement. Tim texted me to say he was on his way at around midday and I waited, impatiently, for him to knock on the door….as I waited, I laid back on the hotel bed…picturing what he was going to do to me when he got there. I slid my underwear to the side and ran my finger gently over my clit…my pussy was already slippery at the thought…I stopped myself from going any further because I wanted to wait for him.
Shortly after, he knocks on my hotel door….
I opened the door, shaking slightly from pure excitement and nerves. He hugged me straight away…the tightest squeeze. Tim and I had a very close relationship so to see him again was more than just sexual for both of us…then he stood back and looked me up and down.
“Look at you!” He said…and without hesitation pushed me up against the table hard…kissing me deeply. Tim had a great way of bringing out my animalistic side, he was always dominant but on this occasion I wanted him so urgently, I started pushing back against him…moving him towards the bed. He humoured me momentarily.
“Oh you’re taking control now?” He joked.
He then moved me over to the wall next to the bed…taking my hands and holding them firmly above my head by my wrists. His other hand running over my body as he breathes into my neck, pressing his cock against me and whispers “I’m going to touch your pussy now” my heart is pounding, he reaches down and starts gently rubbing me over my leggings. After a few minutes he stops and commands me to suck his cock. I get down onto my knees while he towers above me…and rush to take his cock out…it was a thing of beauty…it sprung from his pants as I pull them down and off and I took it in my hand, stroking it first…I then ran my tongue from the base of his cock to the tip. Swirling my tongue around the head of it…wrapping my lips around it and trying to take him as far into my mouth as I can (it’s quite the mouthful!) My hand is gently cupping his balls, massaging them…Tim holds the back of my head with one hand and my throat with the other and begins fucking my mouth…I’m choking and my eyes are watering and it feels so good having him use my mouth like this. He then moves to the bed and lays back to let me continue enjoying his cock at my own pace.
After a while, I come up for air and he stands up…pushing me face down over the bed…I reached for the remote at the end of the bed to switch off the TV and he leans forward and pins my wrists to stop me. He flips me over and starts pulling off my pants…panties…he pulls down my top and grabs both of my tits hard…he begins biting and licking my nipples…I cannot wait to have his cock inside me, I start begging him for it and he obliges me instantly…Tim rubs my pussy up and down with the head of his cock…5 years of waiting for this and I was finally going to get it…he pushes his thick cock slowly into me, I’m feeling every inch of it and its euphoric. Tim was looking at me, he’d always talked about wanting to see my reaction to feeling his cock inside me for the first time and I think he got the reaction he was looking for. He began pounding me hard…telling me how wet and tight I am…he feels incredible. He cums hard, filling me up. I’ve never been able to cum from penetrational sex but he brought me the closest. He knows I was planning to go sight seeing later so I put my panties back on because he likes the thought of his cum dripping out of my pussy throughout the day.
We fucked a few more times during that trip and we were planning another but will have to wait until the pandemic is over….
Source: reddit.com/r/gonewildstories/comments/h93i6e/first_time_fucking_my_chatroulette_lover_part_2