A Date with Sarah Colonna

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Spending the daywith Sarah Colonna from Chelsea Lately.
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Irish Moss
Irish Moss
2,400 Followers

Disclaimer: This is a work of fiction concocted entirely within my imagination. Any resemblance to real people shouldn't be surprising since most of my stories are based on people I know. While I hope you enjoy this story and are compelled to provide feedback, I don't expect the subject matter will appeal to everyone who reads it. As such, I discourage venomous, nasty feedback full of violent wishes against essentially fictional characters in fictional situations. If this story does not appeal to you, there is undoubtedly one somewhere on Literotica that will, so your energy will be better spent on finding it rather than on vilifying me. Your opinions are welcome but your attacks are not.

I wasn't sure how much of the discussion on Chelsea Lately about Sarah Colonna's bad luck with guys was purely comedy and how much was an accurate representation. Obviously the clip about Sarah's bad date was played up for comedy but it seemed to be based on fact. It got me wondering how somebody so beautiful and funny with a great figure like hers could continue striking out. I figured it wouldn't hurt to take a shot myself to see if I could prove that there were decent guys out in the world who were interested in her, so I went to her website. There was a page on her website to ask "What would Sarah Colonna do?" so I submitted a question to find out what she would do if a fan invited her to a baseball game while she was in his town to perform in an attempt to make up for her bad date, which also happened to be to a baseball game.

I was surprised when, not only did I receive a response via email, but the response came directly from Sarah Colonna herself. She indicated that she would be interested in attending a Rockies game with me when she was in Denver, but that it would have to be an afternoon game since she would be performing two shows each night. I immediately looked up the schedule and replied with some information relative to the dates she was going to be in town. She got back to me with a thumbs up, so I immediately purchased a pair of tickets in a section that would be shaded for the duration of the game. I think I honestly was expecting that, once the actual date approached, she'd beg off so I wasn't getting my hopes up too high that I'd actually get to hang out with her for an afternoon.

Again, I was surprised when the week of her Denver visit arrived and she confirmed that we were still on for the game. We exchanged phone numbers and agreed on when I'd pick her up at her hotel. I'd also suggested that we take the light rail downtown from where she was staying in the south suburbs near the comedy club so that she could get that unique perspective and I wouldn't have to worry about finding parking near the stadium. She was waiting just inside the lobby when I pulled up and I quickly introduced myself before opening the car door for her. I'd had butterflies in my stomach for days and was giddy as I realized that she was even more beautiful in person than she was on TV. Somehow I held it together, though, and, by the time we were on the light rail train, I had relaxed significantly.

We had fun on the ride downtown and conversation came easily. I wasn't expecting her to fall for me; I just wanted her to have a good time. She seemed pleased not only that our seats were in the shade, but also that I bought a beer for each of us, rather than drinking a beer in front of her like that douche she'd described on her bad date. It was a perfect day for sitting in the shade, drinking beer and watching a baseball game so we had an incredible time and, by the time we were heading back on the light rail, I was bumming a little that the day was almost over. What I didn't realize at the time was that Sarah wasn't ready for the day to be over yet, either.

"Why don't you park and come upstairs for a bit," she suggested as we arrived back at her hotel.

I didn't want to make too much of it but I had a feeling that it was a good sign. The signs got even better once we were in the elevator and we both apparently had the same idea to go in for a kiss. By the time we stopped on her floor, we were in each other's arms and, though we weren't making out passionately, there was some tongue involved. I was pitching a tent in my cargo shorts as we headed down the hall to her room. I followed her into the room and, at the foot of the bed, we started to make out again. My hands went down to her ass and I pulled her against my throbbing tool as I caressed it. With my goal still to show her the best time possible, I ended up dropping to my knees and unbuttoning her capris.

She seemed okay with me taking her capris down and planting kisses on her hips and abdomen as I massaged her ass through her panties. I slowly started to slide her panties down, as well, and was not disappointed to find that she was waxed completely smooth. I had her sit on the end of the bed and removed her capris and panties along with her shoes. I kissed my way up along her smooth inner thighs from her knees as she lay back, propped up on her elbows watching me. When I reached her pussy, I kissed the smooth skin around it before running my tongue up her slit and tasting the juices that were collecting there. She let her head drop back and moaned loudly as I licked her juicy pussy.

I was incredulous that I was actually licking Sarah Colonna's smooth pussy and I couldn't imagine that I'd ever want to stop. I slurped up her pungent nectar as she moaned loudly and rocked her hips, eventually slipping one of my fingers into her slippery pussy and licking her clit. She moaned even louder as I pumped my finger in and out of her while licking and sucking her clit, then flopped onto her back and grabbed my head. Glancing up, I could see her tits squeezed together and her hard nipples pushing against her shirt and bra. I couldn't wait to get my hands and lips on them even though I had no desire to stop eating her pussy. It was a conundrum.

I was pleasantly surprised when Sarah gasped and started to shake as she came but I kept up what I was doing through her orgasm and, since she didn't stop me when she'd finished cumming, I continued to eat her. Her pussy had been flooded with even more lubrication when she'd cum, so my finger was coated with her juices as I pumped it in and out and I knew that slipping my cock into her was going to be pure bliss. With this extra lubrication, I was able to slip a second finger in along with the first, causing her to start moaning loudly again. She was forcing her pussy up against my face as she held my head so I suspected another orgasm was imminent. Even though I wanted to make her cum again, I was also savoring the opportunity to be exactly where I was, so it wasn't all about her.

It didn't take long before she was tensing up, apparently on the verge of cumming again. While I was definitely still enjoying myself, my tongue was starting to tire out by this point and I was ready to receive a little pleasure myself as well. When she went limp and her body shook as she came again, I continued to stimulate her until she'd ridden out another long, intense orgasm and had gone still. I raised my head as she caught her breath, slipping my fingers from her juicy pussy into my mouth. As I watched her chest heaving, I couldn't help but reach out and caress her tits, feeling her hard nipples and gently pulling on them. She opened her eyes and looked down along herself at me and smiled, still appearing a bit dazed, then sat up. I immediately started to raise her shirt and she allowed me to remove it. After tossing it aside, I caressed her tits through her bra, again gently pulling her hard nipples, then reached behind her to unfasten it.

My attention was fixed on her tits as I slid her bra down her arms and they were exposed. Her areolas were large and light pink and her nipples were thick and hard. I lowered my head immediately to lick and suck her nipples while caressing the soft, smooth flesh of her tits. She moaned again and ran her fingers through my hair, indulging me momentarily before turning my face up toward hers.

"Let's get you undressed now," she said, then leaned down to kiss me.

She started to work my shirt up over my head and, once she had it off, I stood. She quickly had my shorts open and let gravity carry them to my ankles as she caressed the bulge in my briefs. When she worked my briefs down, my throbbing tool was right in her face so she wrapped her lips around it and slid them up and down a few times as I ran my fingers through her hair.

"Lie on the bed," she told me after taking my cock from her mouth, so I crawled onto it and lay in the middle, my cock standing straight up. My eyes were wide as I admired every aspect of her naked body when she crawled up and straddled me. As she was guiding my cock toward her smooth pussy, I was reaching for her tits. We both moaned as her hot, slippery pussy engulfed my tool and she started to ride up and down on it sitting upright. Though my hands were on her tits, my attention was alternating from admiring those beauties to watching the blissful expressions on her face and down to watch my cock disappearing into her smooth pussy. I let her control the pace and, though I was savoring the feel of her hot pussy on my cock, I was also pretty focused on her tits.

She eventually leaned forward, supporting herself with an arm planted on either side of my head, so I found her tits right in my face and started to lick and suck her hard, thick nipples. With my lips and tongue working on her nipples, I slid my hands around to caress her ass as it moved up and down, while pushing up in to her each time she came down on me. The longer she rode me, the louder her moaning was getting and the hotter and wetter her pussy was becoming. I kept expecting the bed to start making noise with her riding me harder and faster but it was apparently of much higher quality than I was accustomed to. It got to where her tits were bouncing so wildly, though, that I couldn't continue licking and sucking her nipples, so I let my head drop back and just watched them while my hands remained on her ass. I was savoring the pleasurable feelings I was experiencing as my orgasm was building up and wondered whether she would have an issue with me just blowing a load right up inside her. As it turned out, it was a premature concern.

She slammed herself down on me and stayed there while her entire body trembled as she came again. I lay there with her tits above my face and my hands still on her ass, my imminent orgasm backing of a bit as I waited to see what was going to happen next. When she finally went still, she remained sitting there on my cock as she tried to catch her breath, then leaned down to kiss me, her tits against my chest and her tongue slipping into my mouth. When she pulled her lips from mine, she started to move backward, kissing her way down over my chest and abdomen as I watched her tits swinging. As she knelt between my legs, she took my throbbing cock in her hand, pumped it a few times, then wrapped her lips around it. I moaned as she engulfed my cock in her hot mouth and slid her lips up and down it while pumping the base. "Life as I Blow it" indeed!

Again I was just stunned to find myself in this position, with a nationally-known TV personality and comedienne naked and sucking my cock. I was certain that I was going to awaken at any moment alone in my bed, potentially with sticky sheets. It would be the most awesome dream ever, though, as well as the most realistic. Regardless of whether it was real or not, I was relishing the opportunity and the feel of her mouth on my cock. She lacked nothing when it came to sucking cock and it didn't take long before I was on the verge of cumming. Continuing to demonstrate her abilities, she drew out the pleasure that I was experiencing for longer than I ever would have expected to be able to last. I wasn't the least bit disappointed when my cock finally began to swell even more just before I exploded into her mouth with a grunt of pleasure. She swallowed my load and continued to suck my cock until I was completely spent, then let it fall from her mouth to rest against my leg. She smiled up at me then straightened up on her knees, exposing her naked body to me again and causing my eyes to go wide.

"I guess I should start getting ready for my shows tonight," she said, which I assumed was a hint until she followed it with, "You want to shower with me?"

I could only nod with a big smile on my face then follow her to the bathroom once she got off the bed. I was entranced by her ass all the way into the bathroom and as she leaned into the tub to adjust the water temperature and turn the shower on. She smiled as she turned around then beckoned me to join her as she stepped behind the curtain. I watched the water cascading down her naked body as I entered the shower and until she offered to switch places so that I could wet myself down under the spray. We kissed as we traded positions and, by the time I was wet, she was ready to pour some body wash into my hands. As I was lathering up the body wash between my hands in preparation for using it on her body, she poured some into her hands and did the same.

I spent a lot of time making sure that her tits, ass and smooth pussy were very clean, just as she spent a lot of time cleaning my cock and balls. By the time we were done lathering each other up and rinsing each other down, we were both completely fired up and ready to go again. We grabbed a couple of towels once the shower was turned off and commenced drying each other off and further arousing each other. Before stepping out of the tub, we dropped the towels and started kissing again as she reached for my revived tool and I caressed her smooth pussy, which was dripping wet once again, and not from the shower. She stepped out of the shower before me but I was right behind her and, before she got very far, I took her by the waist and steered her toward the counter. With my stiff cock nestled between her ass cheeks, I kissed her neck as I looked over her shoulder at her naked body reflected in the mirror.

"Lean forward," I whispered into her ear and she bent at the waist to rest her chin on her arms that were crossed on edge of the counter. I rubbed my cock against her smooth pussy before slipping into her then taking her by the hips as I slid all the way in. One of her hands immediately dropped down between her legs, presumably to stroke her clit, as I started to slowly fuck her, my hips tapping repeatedly against her ass. It was no surprise that her pussy was incredibly wet and incredibly hot after that shower, since my cock felt like it was about as hard as it could possibly be. I tried to continue fucking her slowly to savor the feeling of her hot pussy, but when she started pushing back against my incoming thrusts, I couldn't help but gradually pick up my pace.

My focus was on her ass as my hips bounced off of it, causing it to jiggle slightly, but she had rotated her head to the side so that she was no longer watching me in the mirror. Her moans were growing louder the longer and harder that I was fucking her and they were echoing through the tiled bathroom. I reached down to cup her tits which were swinging wildly below her and caressed her hard nipples, which appeared to fire her up even more. She gasped and stopped pushing back against me when she started to cum, her body trembling below me. I continued to ease my cock in and out of her while playing with her nipples as she came but, when her orgasm had tapered off, she caught her breath for a moment before straightening up.

She moved away enough that my cock slipped out of her, so I released her tits as she grasped my cock and used it to lead me back to the bed. She crawled onto the bed as I ogled her ass again, then lay on her back in the middle with her legs spread wide. She beckoned me to join her and I crawled onto the bed, positioning myself over her and guiding my cock back into her hot, slippery pussy as we started to make out again. I propped myself up on my forearms as I thrust my cock in and out of her and she raised her hips to accept each of my incoming thrusts. This was, without question, the best thing I'd ever experienced and it wasn't just because she was a celebrity. I couldn't ever recall being so completely in synch with somebody before, both sexually as well as going back to the time we'd spent together prior to returning to her hotel room. Whatever happened when she went back to L.A., I was going to remember and relish the time we'd spent together.

I felt my orgasm beginning to stir again as we made love, our bodies pressing together, but as I felt her tits against my chest, I knew I wouldn't be cumming in this position. I wasn't sure whether she was expecting to remain in the missionary position but, based on how much we'd been switching things up thus far, I suspected that she would be up for about anything. She didn't try to stop me or ask me where I was going when I finally pulled out of her and, when I moved up to straddle her ribs, I'm sure she'd figured out what I was up to. I lay my throbbing cock between her tits and she squeezed them together around it so I started to slowly fuck her cleavage. Even after fucking her hot, slippery pussy, the soft, smooth flesh of her tits against my cock still felt outstanding. I could feel my orgasm continuing to build due to the significant pleasure that I was feeling.

It had been a while since she'd said she needed to get ready for her shows, but she hadn't mentioned it since and didn't seem to be in much of a rush, so I wasn't sure how much time we still had. I didn't want to be left hanging if she realized she was running late so I was thinking it was time to stop savoring and make sure I had time to finish. I fucked her tits until I was right on the verge of cumming, then moved up and guided my cock back into her mouth. She let go of her tits and reached for my cock, holding the base in one hand while caressing my balls with the other. I was so close to cumming at this point that I knew it wouldn't take much of her hot mouth and superior oral skills before I was blasting a load down her throat. I was holding onto the headboard but looking down at my cock disappearing into her mouth, which only served to further arouse me. When I let out a grunt and started to spew into her mouth, she swallowed my load without even flinching and continued to suck my cock until I was completely spent.

"I guess I really should get back to getting ready," she said after we'd lain together for just a few minutes, "but don't get dressed yet, okay?"

While she moved about the room, pulling together an outfit, working on her hair and makeup and other various tasks, I just lay there naked keeping up my end of the conversation.

"Do you want to come to my show?" she finally asked when she was nearly done, "I can leave you a ticket at will-call."

"I'd love to," I replied, "I should have just enough time to go home and change into something more appropriate for a comedy club."

"Well, if you want to grab a toothbrush or anything else," she said, "you can stay here tonight if you want."

"I'd love that, too," I told her then got up and kissed her before tracking down my clothes.

I was amused that she actually brought up our afternoon in her act, mentioning that she'd gotten laid and that her breath might smell like cum. She didn't call me out specifically but I was still flattered. I ended up sticking around for both of her shows and we headed back to her hotel room as soon as she could get away.

Irish Moss
Irish Moss
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