Cherry the Cheerleader (chapter 4) - Sex Stories

Cherry the Cheerleader (chapter 4)

... if I should have been proud or pissed at that point. But I played it down by saying, “Take it easy: that’s my girlfriend you’re talking about.” Not realizing I was telling the truth, he said, “Your girlfriend? Hell, she’s my future wife; I saw her first!” I looked at him for a second and said, “You can’t call ‘dibs’ on a girl you have never talked to. I’m getting that number tonight, so you’re shit-out of luck.” He laughed so hard he almost fell down. “You think you are getting HER number?! You belong in the nut house—no offense!” Without looking away from Cherry I said, “Double or nothing I get her phone number tonight.” He was shaking with laughter and said, “Four dollars? Ok; I’ll even give you 10 to one odds!” I looked at him and he continued, “You pull that redhead’s number and I’ll give you forty bucks. You fail like I know you will, you owe me four dollars.” We shook on his ‘sucker’s bet’ and I had to bite my tongue to keep my composure. After Cherry’s gymnastic tumble, she didn’t look in my direction very much; clearly playing ‘hard to get’ like I asked her to do. My ‘buddy’ kept laughing about how I was ‘never getting that number’ and that I should just go ahead and hand over the four dollars. Every once in a while she would look in our direction and I’d motion for her, but she would just look away like she either didn’t see or wasn’t interested. Each time ‘buddy’ would start laughing at me again. It was late in the fourth quarter and the home team had long since ...

... secured the win. Thinking of a way to signal Cherry that it was time for her to come and help me complete my charade with this guy, I reached into my wallet and pulled out a random business card and held it up for her to see. I think the card was for a car wash place, but it didn’t matter. Cherry got permission from Olivia to come over and when she reached the fence in front of me, ‘buddy’ was paying close attention. Cherry said, “Yes?” as she took the card. Before I could say anything, she handed me the card back and asked, “What’s this?” Taking the card back I said, “This? This was just to get you come over here.” She asked, “Why?” I said, “I needed to put a voice to the woman.” Cherry said, “Oh, please—can’t you do better than that?” She turned to leave and I said, “Wait! You’re right; that was stupid to use a cheesy pick up line on you. I’m sorry. The truth is…” Cherry looked at me like I was a stranger and she was ready to shoot me down once and for all. I continued, “The truth is: you captivated me tonight. And while you are very beautiful and talented, it wasn’t even that which captured my eye. It is how full of life and how spirited you are.” Cherry replied, “Well, I AM a cheerleader…” I said, “No: those girls over there are cheerleaders. You are more than just a cheerleader. There is something special about you that I’ve never seen in another person. I guess I was just hoping maybe we could meet for coffee or something and talk; get to know each other…no pressure.” She ...