I'm in my 30's and my first time was a couple of years ago. I'd fantasized about it a lot, secretly though, never spoken to anyone else about it. I'd let 2 guys suck me off and checked out a few online ads and a lot of porn. I finally got my nerve up and saw an ad I liked on craigslist. We e-mailed back and forth a little. He sent me some e-mails of his cock; one covered in his cum, this went on for a couple of weeks. He was as inexperienced as I was. One night he mentioned his wife was out of town for the night and that he wasn't doing anything. I asked if he wanted to drive my way and finally do what we'd been talking about, which was to have me give him a blowjob. I wasn't alone, but he knew the area where I lived. I walked down the street from my house and he picked me up in his pickup truck at the corner. His name was Edward and he was nice looking, in his 40's and had a beard.
We drove around a little looking for a good spot. The first couple we saw weren't good, but we found a closed business less than a mile from my place with a very, um, discreet parking lot. Edward pulled in and asked, "Does this looked good to you?"
I was almost too nervous to answer at this point but it looked like as good of a spot as we were likely to find so I said, "Yeah."
He asked, "Are you ready?" and I just nodded my head. Edward was half terrified, but very excited too. I remember being so nervous that my mouth was so dry I couldn't function and trying to gather a little spit. Edward was wearing nylon running shorts and tennis shoes and he pulled them off completely, which surprised me. He wasn't hard yet but he told me, "Don't worry, it'll grow in your mouth," as he smiled and pointed down at his lap.
I leaned over, took his cock in one hand, holding it between my thumb and fore finger. It was the first time I'd ever touched another mans cock. Taking a deep breath, I leaned over and slowly took Edward's soft cock in my mouth. Edward was right... it started rapidly growing in my mouth. Edward let out a contented, "Ahhhhhh." As his cock grew, I started to slowly lick the head and tongued around the head. His cock danced and flexed with each flick of my tongue. I then encircled the head with my lips and slowly inch by inch took all 7- inches into my mouth all the way down to his balls. He let out another, "Ahhhhhh," and grabbed the back of my head and started moving his hips and fucking my mouth. All the while he was gently moaning and murmuring, "Oh yeah suck me man."
His cock was as stiff as a lead pipe in my mouth as he held my head and arched his hips, burying his cock to his balls in my mouth and held it there for a short while. The head ballooned up and I got what for me seemed quite a shock. The head was incredibly soft and velvety, like nothing I'd ever felt. In spite of feeling my own so many times it was surprising, but good. Loosing his grip slightly Edward backed off for another pump back into my mouth. I started alternating between licking and kissing the head, swirling my tongue around, searching out the sensitive spots as Edward started a slow but steady in and out rhythm. This went on for a good 10-15 minutes as he tried to see how far I could take him in my mouth.
I have to tell you there was nothing about what was going on that I didn't love. The iron hardness of the shaft in my hand contrasting with the soft spongy head, starting to pump a little as he and search out the back of my throat as he got excited, the taste of the pre-cum that was really starting to leak into my mouth, even the scene, in the dark, in his pickup truck, just the two of us. I was in heaven and just when I thought it couldn't get any better he threw me for an unbelievable loop.
Edward had been nothing but friendly and polite in all of our online conversations and even after we met but out of nowhere, without so much as a by your leave he suddenly grabbed my head and hair and started fucking my mouth really hard...real hard. I was completely stunned. If he had asked ahead of time I would've told him that there was no way I was ready for something like that the first time. But he didn't ask and here in the moment it didn't just feel natural, it felt great. My heart started racing, I got even more excited and I started to moan a little like I'd seen girls do in porn to encourage him. It was amazing.
Edward kept at it for a few minutes and with his hands behind his head, leaned back to relax. I knew this was my cue to finish him so I started sucking really good, giving lots of attention to the head and top part of the shaft, keeping my tongue moving, and at the same time I took my 1st finger and thumb and made a ring right around the base of his cock, squeezed with firm pressure and started jacking him into my mouth.
His moans became louder and his hip movements became more erratic and the head of his cock started to swell signalling me he was about to blow his load when he murmured, "I'm gonna shoot my load," and started quivering and holding my head and pushed his cock in further into my mouth. I didn't actually realize it when he started cumming, but he let off two or three good thick warm blasts that hit me right in my tongue. Almost franticly, Edward held my head still and arched his hips and pushed his cock into my mouth. Then he held still as I felt him unloading his balls in my mouth. I felt the swell and flex of each shot and counted six squirts and then a warm flow that I was able to hold in my mouth. He was moaning and going, "ugh...ugh...ugh," the whole time he was cumming. He finally quieted down and let go of my head and pulled the cock out of my mouth.
As I savored the mouthful of cum Edward had pumped into me I let it slide slowly down my throat. Leaning back down, I flicked out my tongue and licked a thick pearl drop of cum off the head of his dick at the slit. Then milked a little more out with a quick deep throat and tight lipped suck back up his shaft that pulled a little more cum out. Edward thanked me and said, "Told ya I shoot a big load, didn't I"
I don't know if I got lucky the first time or if this experience shaped me, but this was still the hottest fantasy for me... have a guy pick me up in his car late at night, drive to a quiet spot and make me suck him off.
I've only done it a couple of times, but I want to again, so if opportunity strikes I will. I'm also hoping to try it with guys of different races, but honestly I don't care what the guy looks like, age, race, body type, anything, I just like giving a blowjob and the rest is not really important to me.