The second whore I fucked was a tall lithe coloured (mulatto) girl. As before I had made the necessary arrangements after studying the local newspaper for a few weeks and shortlisting a few candidates. She also offered anal as an extra but I’m glad that I didn’t elect to explore that delectable fruit at that time, or it would have spoilt me at that age. She was located in an old part of town in one of the many flat blocks that littered the area. I once again called when I arrived and she opened the pedestrian gate for me. I nervously ascended to the first floor and knocked on her door. She opened and I entered. She wasn’t as attractive as the first prostitute but had a gorgeous lithe body with smallish breasts (A cups). After her preparations were completed and I was comfortable on the bed, she returned to the room in lingerie. This had a slit by the crotch to allow for easy access to the pussy. This fascinated me and this time I elected to skip the massage. At some point after donning a condom she was straddling me and riding my cock like the professional she was. She flipped onto her back and opened her linergie allowing me to suckle and play with her breasts. She guided me into her wet pussy and I rode her getting used to the motion. Later I positioned her ankles on either side of me neck on my shoulders and for the first time taking control and really ploughing away at her pussy, my balls slapping against her crotch as I rammed my cock deep into her pussy, trying to see how deep I could thrust. I lacked any kind of finesse it technique back then, this was amateur hour and school was still in session. I remember at some point her kissing my neck tenderly, something repeated only once years later by a very attractive white street prostitute called Samantha. Weird. I eventually came and my usual disinterested awkwardness followed and I couldn’t wait to leave. A sense of shame and part disgust overcame me, something I would and still struggle with after engaging in a sexual act with someone I shouldn’t have. This time I didn’t go home as it was still early in the evening. I drove around and allowed my thoughts to slightly settle, driving always soothes and calms my mind. I ended up visiting one of my female friends, Dee. She had been sleeping so her mom showed me into her room. She was sleepily waking up and was not wearing a bra. She had large breasts (D cups) for her short frame and they strained the t-shirt she was sleeping in. I was always attracted to her but she was involved with a total asshole at the time. Her breasts were mesmerising and I struggled to focus on the discussion we were having. A lot of friends (four girls) were going to a nightclub later and I contemplated going with, there would be lots of short skirts and tight tops. I was socially awkward, especially since I was the only guy if our clique around at that moment. In hindsight that was probably an ideal opportunity for me, but I was my mind was focused on what had transpired earlier and my cock still ached. I eventually left after some of the other girls arrivedz went home and masturbated.
Source: reddit.com/r/eroticliterature/comments/s44ff3/chapter_2_my_second_time_pandoras_box_continues