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By *bsingMan 4 weeks ago
Chesterfield |
In my Uni days, I was regularly getting a BJ from my landlord (I rented a room in his house - he was having break up issues with his long term partner I later learned).
He had, from first meeting me he later confessed, been eyeing my ass up, but we had, after a long period of shared porn viewing time - almost a year - he had eventually convinced me that him giving me a BJ would be the same as any female doing the same (he also later admitted that he knew that was misleading too). Towards the end of the year before I left for home from Uni, he upped the pressure in discussions of sex etc and the fantastic feeling I was missing by not trying anal sex, so, after a Saturday morning of porn and a great BJ, watching more porn, he finally got me pliable enough to accept his offer to give me that opportunity to feel a man inside me, “ you never know, you might love it”. My trousers and undies slid off and my shirt also opened to a bare top and bottom, without me even touching him , my ass was slid off the end of the chair and my legs raised over his shoulders, maybe he sucked me a little to warm me up, I don’t recall, but I do recall super clearly what went next , he spat onto my ass, rubbed that into my ring piece a little for lube, and positioning his cock (he was kinda small, slim but super firm and not too long), began gently pressing into my ass, he told me to relax and that it may hurt a little on entry, just briefly, he was super careful and caring in his approach I have to admit, and with gentle sustained pressure, I felt him , like sharp short jump, his head entered my ass, he paused there just having open my ring piece, smiling for sure and again asked if I was ok, if it hurt, and to let him know when it was ok to go further. A pause and that initial shock sting of me opening up faded and I nodded / grunted for him to proceed. Gently again he slid his length, not a lot but just right I have to say, into me, bottoming out I felt his cock head stroke past my prostate and in that moment I believe I was hooked. Again, gently he withdrew then pressing again, never fast never hard, he just rather wonderfully fucked my ass, each stroke caressing my prostate and in no time at all, untouched, my cock was shooting my load over my chest, he smiled and maybe chuckled gently in appreciation as he continued to gently slide in and out of me. When he was near to cumming himself, he asked if I would like him to pull out, or was I ok with it him to cum inside him, surprising considering my own mess over my chest, I told him to cum inside me, I was maybe worried about other kinds of mess??, so a few slightly faster strokes later and he cums inside me, he’s happy, I’m deliriously happy (but weirdly am very shy to show it) and as he softens, he carefully withdrew , cleaned us both up with his handkerchief, then returned to his chair. Dressing myself again, we then sat and discussed what we had just done, I asked him could I get pregnant or something similar (yes it was a weird question!!) and he answered saying that was not an uncommon question after your first time!!!! He also advised that I would probably have an urgent need for the bathroom shortly, with that not being unusual, but I never did, and never did in the countless times we repeated the w_ole thing in the following few weeks and subsequent couple of years I knew him.
I have always missed those days , I regret not being more honest with myself and with him as to how much I truly enjoyed the feeling of him inside me, but life moved on and I moved away. I had a very different regular life until I developed a yearning to suck cock so many years later later in life!! |