This is a short story as told by Kevin of an incident that happened shortly after college that changed his perspective on being a totally straight jock. Here is Kevin's story.
I went through high school and college as a straight jock only having sex with girls but secretly checking out the other guys in the locker room, admiring their sleek athletic young bodies and enjoying the view of their jock butts in the showers. Shortly after college I started reading for fun the classifieds of a weekly alternative newspaper. One day I read a "Room to Let" ad from "a GWM age 27 6'2" 150 lbs." with his phone number listed and thought that I could pretend to be interested in what turned out to be a bedroom in his condo and find out if guys gave better blow jobs than girls.
I called him up, expressed interest in his room to let, and agreed to meet him at his condo the following Thursday at 10 P.M. Everything went great and as planned. He was lean and hot (a tall thin young accountant) and he gave me a quick tour of his condo and his room to let, and we sat down on his sofa to discuss monthly rent, etc. When his knee touched mine, I instantly felt an electric like jolt and my cock responded as I pushed my knee slightly into his. Then while talking about his room to let, he gently placed his hand on my leg just above my knee, and I just looked at him and smiled. His hand slowly continued up my leg and wound up gently caressing my now stiff dick through my jeans. As I offered no resistance enjoying his stroking, he quickly undid my belt, lowered my zipper, pulled down my pants and undershorts, and my now rock hard cock was exposed. He briefly stroked me and then went down on it. I loved the feeling of his wet talented mouth on my hard cock.
It felt great (immediately confirming that guys do in fact give better head than girls), and I could not believe how well my plan had worked, as he swallowed my full length as I leaned back on the couch with my eyes closed as I was enjoying the most incredible blowjob of my young life. But, after about a minute of sucking, he stood up, grabbed my hand and said "let's take this to my bedroom." I opened my eyes and could not understand why he stopped, but in my state of arousal and wanting to cum so badly, I let him lead me to his bedroom. And he then said "let's take off our clothes and get on my bed, so I can finish the blowjob."
Not understanding the necessity of all this when he just could have completed his outstanding blowjob back on the couch, I complied and was now completely naked on my back on his bed, and he resumed giving me great head. Just as I approached orgasm, he pulled off my now throbbing dick, and turned me from my back to my stomach, as he said "I want to show you something else that feels really good". I was so close to cumming and desperately wanted to shoot my load down his throat, but I let him turn me over.
He then proceeded to give me my first rimming, as his tongue gently entered me as he licked and then inserted his wet tongue into my tight jock virgin butt hole. I was in ecstasy experiencing pleasure I'd never imagined possible from his expert oral penetration. As he kept the tongue action going, it felt great, but after a few minutes I felt hot breath blowing into my ear, a kiss on my neck and without warning a hard cock between my ass cheeks. I was feeling such pleasure in my near orgasmic state and I thought no big deal as I have never been fucked and had no intention of letting him in. But I badly miscalculated how thoroughly his rimming had lubed me as with one thrust, his long thin cock was totally up my ass. He waited 30-60 seconds for me to get used to it and started slowly pumping it in and out.
Surprisingly, because his rimming was so thorough and his dick was so thin (long but thin), there was no pain. He then commenced pumping his cock in and out resulting in two competing feelings, shock of course that my virgin ass had just been taken almost before I realized what was going on, with the other feeling that his very thin dick resulted in no pain and the long length of his cock hitting some good places which me feel really, really good. For the next two minutes or so, that really good feeling prevailed and I just silently enjoyed the pleasure. But then my feeling of shock took command, and I simultaneously thought and cried out: 'Stop, I'm a straight jock and cannot be fucked!' To which my top replied: "Just give me one more minute, because I am about to do something!" To which I replied: "No cumming in my ass", (as that would mean that I'm not a straight jock anymore). To his credit, he honored my request and pulled out without cumming.
He was a great guy, who said that even if I was not interested in renting his room, that I was welcome to come back and hang out and have more fun any time. But still in shock from just having had my straight virgin ass fucked, I lied, said I would get back to him about the room, but never did. I thought for about a year about this experience and where it might lead me sexually in my future. Eventually it lead me first into a bi phase and then in a gay top landing place, which was probably another reason why I could not go back to that guy, because as hot, nice and considerate as he was, it was clear that to return to him would be to become his bitch, and, as pleasurable as that night was (I can truly say that my virgin ass was taken before I realized what was happening), I was not willing to evolve to being a gay bottom.
I often wonder how many other straight bi curious young guys read his same room to let ad, went to his condo for their first blow job from a guy and left his condo with their virgin butts fucked. With the benefit of hindsight, I was the ultimate prick tease to him, bringing him to the point of orgasm and then denying it to him. But I swear that I never intended that. I now realize that many if not most guys in his position would have just pretended not to hear and just shot their load up my ass, which I probably deserved.