Cherry the Cheerleader (chapter 8) - Sex Stories

Cherry the Cheerleader (chapter 8)

... before following Cherry to the bedroom door. She opened it quietly and we entered the room to see (to no surprise) Amanda and Olivia making love on the bed. Olivia was on top of Amanda, but she took the same position as Cherry would take on top of me: straddling Amanda as opposed to being between her legs. There was enough light that I could see without difficulty that Olivia’s ass was just as nice now as it was when I first saw it through Cherry’s window. Olivia was sucking and licking on Amanda’s nipples. I couldn’t help but remember that it was Cherry who gave her a good lesson on how to do that. Cherry quietly and slowly climbed on the bed to keep from disturbing the intimate couple as much as possible and I did the same; standing behind them on my knees. Cherry pointed at my lower body and mouthed the word ’off’. I looked down and realized I forgot to remove my boxers. I slid them down and pushed them past my knees; allowing them to come off as I moved forward. Cherry took position next to us and reached over to me to grab my still not yet hard dick. I looked at her as she gave it a few gentle strokes and it began to respond. She used my hardening cock to pull me forward until I was within reach of Olivia’s pussy. I could see already that Olivia and Amanda were not virgins. They may not have been with a man before, but they were likely using ‘toys’ of one kind or another. Cherry held up a finger to me to signal ‘wait’ and then she repositioned directly behind me. She ...

... reached around me and grabbed my cock while looking over my shoulder and pushed her hips into me to push mine forward. The head of my cock made contact with Olivia’s pussy and Cherry moved my cock up and down her slit. Olivia kissed Amanda on her lips and moaned into her mouth with a mix of love and worry. Cherry asked if she was ‘ok’ and Olivia nodded without breaking the kiss. When asked if she was ready, she nodded again the same way. Cherry put my dick head right on Olivia’s vagina and pushed the head in with ease. Then, Cherry reached her arms out straight on each side of me, put her hands on Olivia’s hips and slowly pushed me inside of her childhood friend. Olivia hummed a tense sound as my cock disappeared inside of her, prompting Amanda’s concern for her wife. Amanda whispered, “Are you ok, Love? Does it hurt?” Olivia said, “I’m fine. It feels…different. Really warm.” They went back to kissing and Cherry had me pushing in and out as gently as she could. I was rock solid by that point, but it felt like my orgasm was not going to be in the near future. Olivia’s pussy began to coat my cock with her creamy white juices. But I didn’t want her to orgasm yet because I knew mine was not even close. So I slowed down the pace Cherry had set for us. She seemed to take it as a sign and moved forward to pull herself off of me. I heard Olivia say ‘your turn’ and I moved without being prompted. I sat on my feet with my knees on the sides of Amanda’s hips and Cherry helped push my cock ...