Maybe the comments we overheard Anna Kournikova saying the other night about being a prisoner in her own home weren't meant to be funny. According to our Windy City windbag, Enrique Iglesias was at a Chicago club at the end of September and before arriving at the club, one of his handlers called the place "To make sure there was plenty of, and I quote, 'hot ass' there." When Iglesias hit the club, he was, according to our spy, "Flirting with a blond girl at the bar for most of the night and then fist pumping it at his table with all the ladies." Flirting, we get, but fist pumping? C'mon Enrique, you should know better.
Anna Kournikova: a prisoner in her own home?
Seen having dinner outside at Big Pink Saturday night: a makeup-less, dressed down Anna Kournikova, with a bevy of Russian speaking friends and family drinking champagne. We overheard Kournikova saying "I can't drink anymore," and that she is a "prisoner in her own house." Of course we have no idea what the real context of the convo was, but it sure was enough to make us perk up from our grilled cheese. When someone mentioned having kids to her, she replied, "I already have a kid." We can only assume she cheekily meant boyfriend Enrique Iglesias, who was not there. Or not. Who knows.
Enri-eeek--que Iglesias
So Enrique Iglesias held a press conference today at Dolores But You Can Call Me Lolita--which actually sounds like the title of a future hit for the comely singer. 'Twas biz as usual--you know, questions asked about his impending marriage to Anna Kournikova--his answer was "not yet," and plugging his new album---until his BMW managed to cruise over the left foot of photographer Lenny Furman. Wire Image caught it all. And while it wasn't a Britney-caliber trainwreck, Iglesias did feel badly enough to stop and ask Furman if he was ok. Furman, who tells us he spoke with a lawyer who insisted on him getting his limp left foot checked out by a doc, said "Enrique was very nice. He kept asking if I was alright--but he left anyway." The photo here is Furman's--the one he took as the car was crushing his foot. What's so funny, Enrique?!
Anna and Enrique Out and About
Enrique Iglesias and Anna Kournikova were spotted at Taste on 9th and Alton Wednesday afternoon. Kournikova was also spotted at the Lace Nail Lab on South Beach, "Totally dressed down in sweats and a green pullover and flip flops, no make up but gorgeous as ever, getting a mani / pedi simultaneously and requesting her nails be filed square with rounded edges, poring over a recent issue of Harper's Bazaar," says our spy. "She must have been in a rush to get somewhere because she didn't sit under the nail dryer but hopped into her big black escalade with heavily tinted windows, driving herself."
Another Anna Sighting
While Alonzo Mourning and wife Tracy were busy having a romantic dinner a deux at Nobu Friday night, a few tables away, giggling like a sorority girl was none other than Anna Kournikova, in a black mini dress and animal print Christian Louboutins (which we think she bought in Neiman Marcus Bal Harbour a month or so ago when our spy sat next to her and admired her sizeable soles). Kournikova was with girlfriends and a body guard.
Miami Spice Restaurant Month:The Anna Kournikova Edition
The only thing not 
on Anna Kournikova's menu this week is Enrique Iglesias, who has been not so conspicuously absent on tour as the tennis tart has made her way to some of South Beach's finest eateries. Doesn't seem like Anna's missing Enrique that much (but notice she's sporting what could be engagement ring and wedding band on her right and left hands), and if she is, she's keeping herself busy enough. Over the weekend, Kournikova was spotted at Neiman Marcus in Bal Harbour trying on Christian Louboutin boots. Then she hit SET and Skybar. Last night, Kournikova, seen at left, turned many a head as she arrived at DeVito South Beach, emerging from her black Escalade, sans Enrique, and with a female friend and two unknown males--all Russian speaking, one who may have been her father, Sergei. Manager Paolo Accarpio escorted the group to a private VIP cabana where Kournikova ordered dishes from the budget friendly, $35 Miami Spice menu. She also ordered off the menu, adding Salumi Formaggi, calamari, lobster, risotto and a ten ounce Kobe steak to her original three courses. Apparently she has a sweet tooth, too, ordering the five chocolate flight dessert, sorbet and the special DeVito Italian Cheesecake Lollipop tree, all allegedly shared by her companions. Her bill totaled over $690 and she didn't pay. One of the others did, most likely one of the men. Kournikova and her gal pal got into the Escalade full and happy---leaving the two men to walk down Ocean Drive alone. Can you say chew and screw?
Photos: Splash News
More-nikova
Anna Kournikova is looking full and happy in the absence of her is-he-or-isn't-he-man, Enrique Iglesias. On Thursday night Kournikova partied at SET’s Rotten Apple party filling out a short red dress with some new curves, her hair pulled back in a ponytail, with a girl friend and Saudi Prince Faisal in tow, ordering four bottles of Cristal and four bottles of PJ Rose. Curvy Kournikova looked happy, dancing until three in the morning, and was spotted again the next day chowing at Nobu with a bevy of girlfriends. 
Anna Kournikova's Girls Night Out
Anna Kournikova stopped by Skybar’s Redroom on Saturday night with a girlfriend. No Enrique in sight. Taking shelter from the rain, the former tennis star mingled with patrons and flirted with the bar manager for a few minutes before heading out. According to a witness, "People couldn’t take their eyes off of her. She looked stunning with little or no makeup on and a wearing a short black dress."
