Theo

July 1st, 2009
Misty laying on Mac's bed
Original photo by Mac

His laugh always made me smile. It was so cheerful and childlike, just like him. Of course, at 22 years old, Theo wasn’t actually a child. Young, yes, but old enough…

We’d talked about going out a few times when we’d seen each other at parties but with his busy school schedule and my busy social schedule it had been difficult to work out. Finally, however, we managed to find an afternoon when both of us were free and we set up a lunch date at my place. I busied myself planning what I would wear and what I would make us for lunch. But the morning before my lunch date, something happened that I hadn’t planned: Lucky got sick. He wasn’t puking his guts out, but he certainly wasn’t feeling up to going in to the office. I wasn’t sure what do to. It seemed a little awkward to have a lunch date – one I’d hoped would end up in the bedroom – with my husband hanging around. Should I cancel the date I’d been looking forward to for so long, not knowing when our schedules would match up again? I mentioned my dilemma to Lucky and he graciously offered to make himself scarce playing video games in the basement during my date. He’s so good to me!

Theo arrived at noon and we drank beers in the kitchen and chatted while I fixed lunch. Lucky hadn’t yet retired to the basement and our roommate was watching TV in the living room so it was a nice, relaxed, social atmosphere. Shortly before we’d finished eating our lunch, Lucky silently slipped away to play games and my roommate busied himself on his laptop with work. I was beginning to get a little nervous trying to figure out my next move. Because of the social nature of the afternoon so far, it had felt less like a date and more like a handful of friends hanging out. How was I supposed to smoothly move into a more seductive mode and get this cute young boy into my bedroom where I could ravage him like I wanted to?

I still hadn’t figured out how to proceed when we had finished eating and were taking our dishes into the kitchen. It turned out I didn’t need a plan. After setting our dishes in the sink, I turned back toward him and he slipped his arms around my waist and drew me into a deep kiss. My body tingled, pressed against his. I could feel my nipples getting hard. When our lips finally parted, I didn’t allow us to lose any of our momentum. “Would you like to go upstairs?” I asked him.

“Yes,” he replied, smiling widely.

Holding his hand, I led him up into my room and we immediately started kissing again. We stumbled over to the bed and fell onto it, still kissing and running our hands all over each other’s bodies. He reached under my shirt and effortlessly unhooked my bra, then moved his hands around and began to cup my breasts. Next, he pulled me on top of him. He watched me as I sat up and seductively removed my shirt and bra. Then I scooted down his legs and began to unbutton his pants. Once they were open and I’d rubbed his hard cock through his boxers for a minute, I pulled them all the way off and dropped my own skirt on the floor before going back up to remove his shirt. Shoving our tongues in each other’s mouths passionately, we pressed our bare-chested bodies together in a grinding motion for some time. I could feel his bulge through his shorts and my wet panties. I had to see it. I pulled away from his mouth and removed his boxers, revealing a thick, beautiful cock. I couldn’t resist shoving it into my mouth and licking every last inch of it. The way he moaned as I sucked him was almost as much of a turn on as the salty taste of his pre-cum.

I kissed and licked back up his body until I reached his mouth, where I gave him a deep, long kiss. He pushed me onto my back and began kissing down my body, stopping briefly at my nipples before heading down to my underwear. He gently pulled them off and began licking and sucking between my legs. My pussy was throbbing to have something inside of it as he concentrated on my clit. His fingers trailed teasingly around the wet opening. Just when I was ready to grab his hand and shove it up inside of me, he pushed two fingers into my eager cunt.

“Oh yes,” I moaned. “Oh god, yes.”

His mouth and fingers sent me into a state of pure ecstacy that I hadn’t expected from this young, lighthearted boy. His movements weren’t as smooth as some more seasoned lovers I’d had, but they were far from awkward. This boy knew exactly what he was doing, and it was driving me wild. I was ready to take his cock inside of me.

I reached into my nightstand and pulled out a condom. He rolled it on and climbed between my legs. Slowly, he pressed the tip in, then the rest. I moaned with delight, afraid I would peak within seconds. The entire time he was thrusting between my legs I felt myself on the verge of orgasm. I had to hold back with all of my strength. I wanted to make the ecstasy last just a little bit longer. Finally, I could hear him getting close. His breathing quickened, his body tightened. I knew it was time. I let myself go and braced myself for the pleasure to come. My pussy began to convulse with my orgasm, and within seconds I could feel his cock shuddering inside of me. Our moans became louder and louder until we peaked and all that was left was the sound of heavy breathing.

Afterward, we lay in bed for a bit longer, cuddling, smooching, and chatting. He asked when he could see me again, and made me get up and check my calendar so we could schedule another date as soon as possible. I loved his enthusiasm, and I was just as eager to see him again. Finally, he got dressed and gave me a passionate kiss goodbye before heading out, leaving me to a very satisfied afternoon nap.

5 Responses to “Theo”

  1. advizor54 Says:

    The elusive simultaneous double orgasm, well worth pursuing, and a noteworthy achievement during first time coitus. Excellent work. Let us know how it goes the 2nd time around.

  2. Misty Says:

    I’m not sure if there will be another time. We had to cancel our second date, and haven’t tried to make another date since. I guess we just both got busy again. But you never know…

  3. SmokeSignal Says:

    How long did it take you to decide what to wear? And how did you make the final decision?

  4. Misty Says:

    I’m not even sure what I wore on that date. Usually I don’t spend a lot of time figuring out what to wear on a date.

  5. SmokeSignal Says:

    Nodding. Sounded like you had selected a particular outfit for this date. But I seem to have misinterpreted.