My boyfriend and I at the time had an open relationship and had already explored it many times (a few stories in my profile). In this case, we were fascinated and turned on by the idea of meeting somebody new especially since we were traveling and visiting a new city. He made the suggestion we’d both download tinder and see if we could both get lucky during our trip so I figured why not?
Now we both were very aware of the fact that I was going to get a lot more attention than him on these apps and luckily jealousy didn’t play into it because by the end of the first day, I had wayyyy too many matches and messages to scroll through. Luckily it’s easy to filter out the very boring one word answers but I ended up finding a cute guy named Josh. Looked fit, had an interest in running, was charming and knew how to flirt. I was interested and admittedly I left the conversation about how I had a boyfriend and was in an open relationship. It tends to turn the conversation into sex almost immediately and honestly I kind of enjoyed the courtship and his “pursuit” of me.
That isn’t to say the conversation didn’t get sexual. My boyfriend and I explored the city for another day as Josh and I continued to text and eventually it started to get dirty. I sent pictures of myself visiting the city (all very harmless mind you!) and his interest immediately jumped to my face and lips. I looked cute that day, my hair felt great and my makeup was really on point and he showered me with compliments and his desire to taste my lipgloss. I obviously teased him back, sending more and more suggestive but still relatively harmless pictures of me including some more pictures of me, maybe a little bit of tongue sticking out, me eating ice cream and licking it. It felt fun and obviously I wanted to continue to get his imagination going.
He took the cue and immediately subtle suggestions about his cock replacing my ice cream became our new topic of conversation. That devolved into blowjobs which inevitably led to him saying:
“I do enjoy a great blowjob, but it can’t be the only fun I have that night.”
“What? Why?”
“I just don’t find it a satisfying end”
He would eventually reveal that he had never cum from a blowjob which is incredibly sad! I teased him more throughout that night suggesting that he would never say that if he had met me and at that point it was on. I knew that this was something I had to conquer and prove him wrong. The satisfaction of achieving this would feel soooo good and I even told him that I was ready to prove him wrong.
We settled on a movie date the next day and he came by to pick me up. I got in his car and we quickly drove him, with the conversation starting out quite tame but I always had a good sense of things and the tension was real. His eyes would linger and glance anytime we were stopped and I could see the excitement in his body language.
We arrived in the parking garage and I suggested to him that we parked further down. It made sense. He had a big truck so he wouldn’t really be hogging up too much space but also it gave just enough privacy to do what I wanted with him. He parked the car, looked at me and again mentioned how good I looked and at that point I told him “just come here” and pulled his lips towards mine.
It was hot. He bit my lip and his hands held my face as he kissed me passionately. His cologne was intoxicating and I loved how strong but gentle his lips felt. Most of my previous hookups, they wanted to go straight to the main course but Josh knew how to build it up from him kissing my neck to taking small but precious breaks in the action. I loved it and I could tell he loved it too. My hand rested on his cock which was rock hard in his jeans as I glanced to the back seat of the car. He smiled and we immediately relocated.
We continued to kiss as my hand worked its way down to his jeans and unleashed his cock. It was a nice looking cock, about average in what I have experienced which was perfect especially in this case. I positioned his legs so that he faced me and I stared at him intently as I slowly ran my lips and grazed the head of his cock. I knew I had him and I slowly wrapped my lips around him and lowered my head, consuming it in its entirety.
I looked at his reaction doing my best to see what drove him crazy. Was it my tongue? My hands roaming his chest? My hands stroking and twisting with his cock between my lips? Turns out it was all of the above! His legs squirmed underneath me and his head rocked back as he groaned from complete pleasure I was giving him. I felt sooo good and sooo turned on knowing what I could do with him that nobody else has before.
“Fuck, you are going to make me cum” he’d moan and that was my invitation to speed up. I stroked him faster as my mouth held tight around his head. “God I’m going to cum!” he’d yell as his legs almost jerked back. Later he’d tell me he moved back thinking he would cum on his hand or on his car but I knew that if he was finally going to cum from a blowjob, it would be memorable. And finally, he came. My lips continued to hold tight as my hands slowed down, gently stroking out each drop from him. For what felt like a few minutes, his cock continued to twitch as I swallowed and finally let go with my mouth, my hands continuing to slowly stroke and hold on.
He stared at me and was beaming, his body the most relaxed I have ever seen him. “Trish, you are incredible”. I was ecstatic and later that night when I came back to my boyfriend, he could see in my smile that I had a great night.
All of the fun ended up making us late for the movie so we decided to grab dinner nearby. His attitude completely changed as he was relaxed and fun as I remember our feet being in constant contact with each other through the entire night. He dropped me off that night and we had another memorable make out session before I walked back up to my airbnb. I didn’t get another chance to see Josh again that trip but I did end up visiting the city again and obviously caught up with him. Maybe another story in the future!