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23
Carly Pt 2 [M20s/f20s][Self][Mdom/fSub][Vouyeristic]
Author Summary
Sir-Spanks-alot is in Vouyeristic
Post Body

For a while, I attempted to work on my paper, but after about an hour and a half of starting and deleting less than 2 pages of work, I finally gave in.

I signed back into IM, knowing she had quite a bit of time left on her shift. A few minutes passed and I sent her a message.

Me: Truth or dare?

Carly: what??

Me: Truth or dare? Pick one, you are aware how this works right?

Carly: Obviously! Why? I'm at work!

Me: Why, because I am stuck on my paper and need to relax for a few minutes, and because I want to play something silly...and it's friday...in the computer lab. If there are more than 3 people there right now, I'll let you off the hook.

Carly: There are 2 :| Fine...Truth

We went back and forth fairly innocuously for about 6 or 7 rounds. Favorite food, have you ever been arrested, a tame dare stading up and dancing. I decided to push a little.

Me: Your truth...sluttiest thing you have ever done.

A long pause, some typing but not sending.

Carly: Do I have to answer?

Me: Yes. That's the rules.

Silence.

Carly: Right before I met Rick, I was talking to a guy on the train home from school. He was cute, I was...excitable. I ended up taking him to the bathroom on the train and doing stuff.

Me: What "stuff". That's a pretty weak answer.

Carly: I sucked his dick in the train bathroom ok? SHEESH

Me: You naughty girl! :)

Carly: Same question to you, for making me blush in the lab.

I spent the next 4-5 minutes typing in detail a night involving a more fun ex-gf and her friend that devolved into a 3 way with a good hard spanking involved.

Carly: Oh god. Brb

Me: ok....

I waited about 10 minutes before the next message.

Carly: Back. I really need to finish some stuff here though.

Me: OK. Remember what I told you about tomorrow night.

I signed off again, this time even more excited than before. I ended up lying on my bed and taking care of myself to clear my mind, and FINALLY get some work done.

So many thoughts ran through my head all day Saturday. I was still able to finish the first draft of my work though, leaving me pretty free to party without much guilt.

About 6:30 I finally headed over to Rick and Carly's place. As usual in the late fall, there was a fire going. I could see Rick and a couple people already outside. So I went and said hello, mentioned I was going to drop my beer off in the fridge and I'd be back out.

I walked inside and made small talk with the few who were hanging out in the living room before making my way to the kitchen. There I found Carly talking with one of her friends. She looked up and made eye contact, before slightly flushing.

I dropped my beer off in the fridge and said hello. I politely conversed for a few minutes, then said I was going to go see if anyone wanted to play pool in the basement.

"If you can't find anyone, let me know." Carly said.

I nodded and walked out by the fire, asking a few people, but garnered little interest. I shrugged and headed back in and racked the table myself.

I was making a practice run through the table when Carly came down the stairs.

"I said to come find me if you couldn't find anyone else," she said.

"I know, I was just practicing. I would have in a bit." I replied.

Carly walked to the sticks and grabbed one, beginning to chalk it as I re-racked the balls. In the slightly chilly basement, he lack of bra was apparent, nipples starting to harden and poke through her shirt. She caught me looking at them and looked down, embarrassed.

"Did you wear what I told you otherwise?" I asked.

She nodded but let her hair fall over her face and didn't respond.

"Show me." I said.

She reached down the side of her jeans and fished out a purple piece of fabric, thin and silky.

I met her eyes when she looked at me. "No. The backside."

She shivered a little and stalled. "Now..."

She turned towards the wall and tugged her jeans down a little, lifting the purple fabric up, showing just a hint of crack and tops of her cheeks.

"Better." I told her, smiling as she tugged them back up and turned to me, bright red.

"Your break." I told her. "Winner gets a free question of the loser. 100% honestly answered."

"What? Hmm. Ok." She said, not looking at me. She made her break.

I'd like to say I handily won, but I'm only a mediocre pool player. I have my moments, but in general, entirely average when it comes to pool.

As she sank the 8 ball, she got a devious smirk, checked for listeners and then asked, "When is the last time you masturbated?"

Without hesitation, I told her. "Last night about 6pm."

She thought for a moment, "You mean right after we talked? What were you thinking of?"

"I don't know, that's another question." I answered. "Go again? Same stakes?"

She nodded and racked up the balls for herself. This time was a lot closer, and I won after she scratched on the last ball. She stomped her feet and got a pouty look on her face.

"OK, what's your question?" She asked.

"Same question to you." I said, arms crossed over my chest, smiling at her.

She definitely got embarrassed and wouldn't look at me. After I cleared my throat to hurry her answer, she finally blurted out. "Yesterday about 5pm. OK?"

I laughed and smiled at her, but she wouldn't look up. "So...while at work...right after the question about naughtiest sex...interesting. Well...we had better get back to the party. Since I have the table right now, maybe I'll allow you to challenge me later."

She stuck her tongue out at me, face still flushed and walked up the stairs ahead of me, noticeably wiggling her bottom at my eye level. We got to the main floor and I passed her to grab a beer, leaning down on my way by to whisper into her ear.

"Go pinch your nipples hard before you go talk to Rick."

She nodded and walked towards the bathroom.

I didn't see her for another half hour or so as I mingled, discussing the upcoming fall break with other friends. The shots were flowing and the beer was delicious. I began to get a nce low key buzz.

I decided to try the fire again, and found Carly sitting on Ricky's lap, his finger tips down the side of her jeans, stroking her thong and hips. She gave me a big smile as I came up, tipping her head to the side, indicating what was going on. I smiled and gave her a wink.

"Who's next for pool? I own the table!" I called out.

Jeff, a friend who I'd met my freshman year swore he was the man to beat me. We played best two out of three, and I prevailed again. By then, Carly had come back downstairs with Jeff's girlfriend and watched the last of the series. He swore revenge and left to get some new drinks.

"What are the stakes this time?" I asked without even glancing at her as I set up the table.

"Same as last time." Carly replied.

"Hmm...no. You win, you get a question. I win, I get a dare." I told her with a smirk on my face.

"No fair!" She blurted out.

"Sure it is. I won, so I get an advantage. Once you beat me, maybe you can make your own rules." I gave her another evil smile and broke.

Now, I have found that when something is on the line, whether it be money over $5, or something of a sexual nature, my focus improves and I tend to play on a different level. This was no exception. After I won the first, I offered to wipe her debt away if she won the second. Double or nothing. She did not win, and her question would be left unanswered.

"Well well well..." I said, rubbing my hands together in mock evil mastermind fashion. My mind was going a mile a minute. I knew I needed to toe the line between pushing her boundries, and scaring her off.

"First...I want to see that thong. The proper way this time. Rear view, pants at the knees at least. Hands flat on the wall." I told her, waving her towards the wall.

The look she gave me was a mixture of relief and annoyance. Likely afraid I was going to ask for more, but still mad she lost.

She checked the stairs and then walked over to face the wall, unsnapping her jeans. She quickly pushed them down to her knees giving me my first view of her mostly naked bottom. The thong was nestled up tightly between her firm cheeks, which had just the right amount of jiggle.

"Happy now?" Carly asked, looking over her shoulder at me, as I stared at her ass. She gave it a shake and then pulled the jeans back up. "What's the other?"

"I am thinking." I told her. "But I do know how you get some tonight. When you are out by the fire as everyone leaves, wear that same sweater you've been wearing out to sit there, but lose the t-shirt. I'll make sure I'm the last to go, and I'll keep Rick out there for you. You give him a show after I go, and you'll get your outdoor sex."

She hmmed for a minute, "Sounds cold...but fun."

"And to make it quicker...your last dare is to go to your room and warm yourself up before you come out there. So you are...ready...when it's time." I winked and headed for the stairs, calling back over my shoulder. "VERY...ready...as in...get yourself close but no finishing ready."

She followed me and gave me a whine. "Ugh. FINE!"

I mingled for a while longer, talking to friends, flirting with a few girls I'd met previously, and had a few more drinks. By 1:30, things were quieting down and the last 5 or 6 of us were around the fire.

I saw Rick give a big yawn and drop his empty next to the healthy pile people had left near the trash can. I looked over at Carly, who had been glancing my way for a bit and gave her a head nod indicating she should go inside.

She stuck her tongue out at me, but got up and sashayed her way inside. I gave it a few minutes and then started cleaning up a bit, tossing empty cans and bottles into the trash. The last few people got the hint and started collecting their things, yelling goodbye into the house and taking their leave.

I sat back down, "Just need a few more minutes to let my head clear before I make the walk." I told Rick, followed by a bit of small talk. Our mutual love of football always a prime topic.

After 15 minutes, I heard the door open and Carly walked back out, her hair a bit less put together, and a definite redness to her face. She had her sweater pulled tight across her body, but I assumed she'd done as asked, obviously there was no way to check with Rick right there.

I stood up and gave her a wave and a wink. "Alright guys, I'm out. Might be a little busy next week, but if I can stop by Saturday, I may."

I walked away, and despite my voyeuristic nature, didn't stay to watch. Instead I made the chilly 5 minute walk to my place, and quickly shed my clothing, not falling asleep until I'd relieved the tension and build up of the night all over my stomach.

I spent my Sunday finishing my work, and Monday studying, avoiding the temptation to talk to Carly at all. Finally Tuesday afternoon I signed into IM and waited.

Carly: Oh god that was the best ever!!!

Me: Oh...was it? :)

Carly: Yes. So fucking hot. Thank you!

Me: Guess I should have stuck around to watch.

Carly: mmm. I hoped you had...

Me: HAH. Did you follow instructions?

Carly: Yes.

Me: Good, got yourself "very ready"?

A pause, but less than previous times she was reluctant to confess anything.

Carly: Barely had to. I was soaked already.

We spoke on and off the rest of that night, and Wednesday and Friday, mostly an ongoing game of Truth or Dare, which eventually evolved into just asking questions. She soon ran out of questions that she was interested in, or more likely, not too embarrassed to ask. So I would give her a few, and occasionally a dare.

I learned her biggest turn on is being submissive, told to do things, something I had already figured out. She admitted her biggest fantasy was to be taken by two men at once. She'd woken up more than once since she lost her virginity, soaked after a dream of being forced to take on multiple men.

One of my Wednesday dares, was that I had her come to work on without panties on Friday and her tightest jeans. She had forgotten, so to tease her, I began to tell her about some of my other sexual experiences.

Carly: I can't take it...please stop.

Me: Why? :)

Carly: I've left a wet spot on my chair :(

Me: Unzip the jeans.

Carly: I'm at work!

Me: I don't care. Hide it, but do it now. Slide you hand in and stroke yourself for 30 seconds.

There was a full minute pause.

Carly: I can't take anymore, I am going to die if Rick holds out tonight.

Me: Stand up. Go to the office, shut the door and bend over the desk. Take your jeans down, and make yourself cum for me. Right now

Carly: I can't...

Me: If you don't, I will be over there, drag you in there myself, yank your jeans down and I will spank your bare ass over my knee.

Carly: GOD

Silence for a few minutes, long enough for her IM to show as idle.

Carly: mmmmmm...I may survive the shift now.

Me: Good girl.

Me: Saturday, no panties or bra.

I signed off before she could reply.

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