Justin here, continuing the recap of my eventful first evening in Chicago. Parts one and two involved an incredible meal at the famed Chicago Chop House followed by a (brief) stop at Club Transit. I say brief because not too long after arriving, I was introduced to Melissa and Amanda — two spoiled, vacuous — but hot — party girls. Within relatively short order, we were all back at the “Fantastic Suite” (that is actually what the W calls the suite) I was staying in at the W Hotel. After shooting down a few small bottles from the mini-bar, the two of them soon ended up on the bed — and the show began. Most every straight red blooded male fantasizes about having threesomes — but the appeal behind this fantasy varies. Some guys like attention lavished upon them and to be serviced by multiple females. Others enjoy the challenge of satisfying two girls at once. However, for me at least, much of the appeal derives from watching two girls in action pleasing one another.
Amanda and Melissa did not disappoint me in this regard. I could tell they were truly into each other, and this added greatly to my enjoyment watching them. After a while, I decided it was time to join the party, and I undressed and approached the pair as Amanda was on all fours on top of Melissa grinding back and forth against her. Amanda looked up at me with a bit of surprised look when I stuck my finger into her pussy, but her surprise turned into a naughty smile — and she had my cock in her mouth within seconds. Melissa got up on her knees, and both were now in front of me passing back and forth my cock like it was a joint. I didn’t end up actually fucking either of them, but they did spend the night which included sessions in the nice Jacuzzi, the bed and the plush sofa. By the time the sun came up, I was drained both literally and figuratively. It was a Windy City night to remember.
Sorry for the delay, but I am now back for the second chapter describing my glorious first night in Chicago. As I relayed to everyone in my prior post, the evening started off on a truly carnivorous note at Chicago Chop House. We then transitioned to Transit (no pun intended) which is one of the hottest clubs in Chicago. My new trader friends had arranged for a large table in their VIP lounge, and the night started with a parade of farm-raised Midwestern sluts coming by our table. Steve and his buddies knew quite a few chicks there, and within relatively short order there were six of them enjoying bottle service with us at our table. One blond — Melissa — initially caught my eye, and before long I was out on the dance floor with her — and to my present surprise her friend Amanda soon joined us. I’ve been amply blessed in many arenas, but dancing is not one of them. Dancing with two hot chicks was drawing a bit too much attention for my liking, so I deftly guided them back to a quiet area in order to see if I had a shot at making this night extra special.
It quickly became apparent that both were somewhat bubbleheaded, spoiled party girls — but quite hot ones. Both are 21 and from North Shore suburbs, and they didn’t seem to do or have interest in much outside of shopping and partying. Melissa was a toned blond around 5′ 6, and Amanda a more voluptuous brunette at around 5’8 (with amazingly succulent tits). The idea of a threesome obviously quickly entered my head, and I was gauging the best way to approach this delicate subject without putting them off. I decided that this situation called for a direct route, so I proceeded to kiss Melissa — and then immediately turned my attention to Amanda. After kissing Amanda they looked at each other and proceeded to make-out — and I could tell it wasn’t their first time doing so. After only just over an hour or so in Transit, it became time to transit back to the W for what would prove to be the true highlight of the night.
Breasts. This blog supports them (pun only half intended) and we think you all need to be better informed with regard to them. In light of this fact, enjoy and rejoice.
