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Starting Fresh

"My second time and his first."

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I have previously written about my losing my virginity. Which whileexciting was not exactly satisfying due to the son of bitch shooting his baby makers into my unprotected pussy. Even forgetting the fact that he came so quickly I that didn’t get to enjoy fucking, the fear of getting pregnant dampened the experience. I was scared to death that I was going to be a teen mom for two agonizing weeks until my period came.

With the relief that I wasn’t pregnant I figured I had two options. First, forget about sex until I was married or second, get some protection and see what sex was all about. Believe it or not, I actually thought I could forgo sex till I got married. That didn’t last long, in the shower shortly after my period, I was thinking of this cute boy I had seen at the pool. Before long, my soapy fingers were in my pussy rubbing away. My fingers fucked me until my body shook with a big orgasm. As I dried off, I decided that I wanted to feel a cock inside me.

The next day I went to a drug store on the other side of town and purchased a ten pack of condoms. The lady at the counter didn’t say anything but it seemed as if her eyes were saying to me “You’re a slut.” I smiled handing her the money and thought to myself, not yet.

The next question was who I was going to try my new condoms with. Definitely not Tony, who took my virginity. That bastard would never touch me again. I didn’t want one of the jocks either, they would just think of me as a conquest.

A couple of days after I bought the condoms I ran into Rick at the pool. He is a cute boy who had helped me with my math. Rick, like most smart boys, was a little socially awkward. I knew he had a crush on me but never got up the courage to ask me out. I decided he would be the one. I caught up to Rick as he was leaving the pool and asked him to go to a movie with me on Friday night. The shock on his face was priceless. I told him wanted to thank him for helping me in class and that I liked him.

Rick said, “Really?” three times before I convinced him I was serious. He agreed and the date was set. It may have been my imagination but I thought his swimsuit was poking out at me before he left.

Rick picked me up right on time. He was such a gentleman opening and holding the doors for me. Rick was driving his mom’s SUV. I knew that Rick’s parents were divorced and lived with his mom. Rick said that his mom was out on a date so he was able to use her car. I picked out a science fiction movie that I figured Rick would like, I didn’t really care I had other things on my mind.

Pulling up the theater Rick popped out so he could open my door. Still sitting in my seat I said, “Oh my, what a gentleman.” I motioned him to come closer then I gave him a nice kiss on the lips.

“With kind of reward, you will never open another door,” Rick said blushing.

We walked into the theater hand in hand.

I choose seats in the back row of the half-empty theater, telling Rick that we would have privacy back there. Again, Rick had the deer in the headlights look. I slid in close to Rick putting up the armrest between us. Rick sat there watching the previews with his hands in his lap, I couldn’t help but wonder if he was trying to conceal a hard on or just didn’t know what to do with his hands. I was hoping he had a hard on. As the lights went down, I told him I would love it if he would put his arm around me. I snuggled in close and asked Rick if he was enjoying our date.

“I’m enjoying myself very much but it mostly has to do with having this beautiful girl in my arms,” Rick whispered back.

I couldn’t let a statement like that go unrewarded. I put my lips to Ricks and plunged my tongue into his mouth. Rick’s tongue found mine and we made out, losing track of the movie. It was good we were alone in the back row; we kissed for most of the movie. I was getting so horny as we made out, I could feel my pussy juice soaking my panties. Several loud explosions in the movie made me jump. Both Rick and I were startled. We looked at each other and softly laughed. Rick looked down at his crotch where in my startled state I my hand landed. “Oops, sorry,” I said looking Rick in the eye but not moving my hand off his crotch.

Rick leaned in close to my ear, “I wasn’t complaining,” he whispered. I kissed Rick again but as I did, I squeezed his dick though his shorts. Rick sighed into my mouth as I squeezed. The movie was about over but my hand did not leave his crotch, squeezing the outline of his cock. As the credits rolled, I whispered in to Rick’s ear, “Is your mom going to be out late?”

“Yeah, did you want to go back to my house? She is usually out late when she is on a date,” Rick said anxiously. We quickly made our way to the car and drove to his house. I couldn’t help but notice that Rick was driving much faster on the way to his house than he did getting to the theater.

We were greeted by a dark house. Rick was relieved that his mom wasn’t home. “You want something to drink?”

“No, I think I have what I need right here,” I said putting my arms around his neck. Rick and I made out standing in front of couch. Before long, my hand moved to a familiar place, the front of Rick’s shorts rubbing his dick. As I squeezed his crotch, my head began to spin. I wanted to feel his dick, I wanted to see, taste it. Rick gasped as I slid his zipper down and undid the snap on his shorts. When my hand slipped into his pants finding his cock both of us let out a sigh. “Take your shorts off I want to see it.”

Rick complied without a word. My eyes were fixed on his hard shaft sticky out a patch of curly fur with two balls hanging down. I was fascinated by it; it was ugly but also cute in a way. But what was I supposed to do with it. I had stroked Tony’s dick and he liked that. Tony had desperately wanted me to kiss his cock and put it in my mouth but I wouldn’t do it. I pushed Rick back on to the couch and kneelt before him. Wrapping my hand around his shaft, I stroked him like I did Tony’s dick. Rick’s moan confirmed that I was getting it right.

I knew what was next but I wasn’t sure I wanted a dick in my mouth. “He pees out of it,” I thought. Rick was speechless as I stroked and examined his dick. The more I looked at the head of his dick the more I thought it looked cute. I could see a drop or two of fluid coming out of the hole in his dick head. “Was he cumming already or peeing?” I wondered. Leaning in I kissed the side of Rick’s dick, staying away from the fluid. Rick’s groan told me I he liked it. Another look at the fluid told me that it wasn’t pee. Well I was going to have to taste it at some point, I thought. I slowly moved my lips down the head of his cock. Rick’s heavy breathing was telling me he was anticipating his dick in my mouth. I kissed cock flicking my tongue across the head tasting the fluid. It didn’t have much taste, for that I was glad.

I looked up at Rick, giving him a wink, and then took the head of his dick into my mouth. I kissed and licked it as I stroked the shaft with my hand. Rick let out a heavy sigh. Sucking his dick into my mouth, I let my lips slide further up his shaft. I had most of his cock in my mouth when Rick bucked, pushing his dick into my throat. I coughed and gaged pulling my mouth off his dick still holding it with my hand.

“Oh, I’m so sorry.

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You okay?” Rick said showing genuine concern but I was sure he was more afraid I would stop.

“I’m fine; the question is are you okay?” I said as I engulfed his cock back into my mouth continuing to suck.

“Oh my God Taylor, you are fucking incredible.” I was taking long slow strokes letting his cock slide in and out of my mouth. I thought to myself that his dick was fucking my mouth. I was really enjoying having a dick in my mouth and the power it was giving me over Rick. I sucked harder and stroked his shaft till Rick’s body tightened up. “Oh fuck I’m cumming,” he yelled out.

His yell startled me. I pulled my mouth off is dick just as he shot his load. Some of his spunk hit my face but most of it splashed on my shirt. “Shit, it got it all over me,” I said looking down at the cum all over my Polo. Rick jumped up and ran to the bathroom where he got me a towel to clean up. While he was getting the towel, I scooped up the drip that was on my chin and rather than wipe it off I put it in my mouth for a taste. “Hmm, that was not the worst tasting thing in the world,” I thought.

Rich had his pants pulled up as I cleaned up. “I should take you home; my mom will be home soon,” Rick said. We drove home in silence; I was sure both of us were thinking about what we or really I had just done. When we stopped in my driveway I pulled Rick over giving him a deep kiss. “Did you want to go out and do something tomorrow night?” Rick stammered.

“Sure, if your mom is going out lets watch a movie or something at your house.”

The next day, Rick called me to tell me that his mom was going out so he would pick me up about six. I put on my shortest skirt, a low cut blouse with my push up bra. It at least pushed tits together give me some cleavage. I checked my purse to be sure I had four condoms in there. The question would be did I have the nerve to pull them out.

Rick had gotten us some pizza for dinner. While we ate, Rick asked me what movie I wanted to watch. “Oh I don’t care; I didn’t see much of last night’s movie and enjoyed that,” Rick smiled figuring he was in for another make out session and maybe another blow job.

We settled into the couch with the lights low. As soon as Rick started the movie, I put my lips on his. Our tongues entangled while my hands rubbed his chest. With a quick move I pulled Rick’s t-shirt over his head exposing his bare chest. My lips found their way down his neck to his nipples.

After a few minutes of playing with his chest I pulled back inviting him my tits. Rick took the invitation, putting both hands on my tits. I moaned a yes as Rick squeezed my tits though my blouse and bra. Rick was not getting the message that I wanted him to take my shirt off so I did it for him. Rick’s hands made their way under my bra rubbing my hard nipples. I figured he wouldn’t know how to unclasp it so I reached behind and released the clasp. Rick’s eyes got big as my naked tits stared him in the face. Rick hesitated just a moment then moved in kissing and licking my nipples. I was getting so horny; I could feel the juice building up in my pussy.

We were both naked from the waist up with Rick leaning over me sucking on my tits. I reached up and rather than rubbing his cock though his shorts, I just undid the snap. Rick was startled a little when I pulled the zipper down. I yanked his shorts down as he stood up for me. I stood up next to Rick hugging him close. Rick’s dick was poking me in the belly as I said, “Hum seems you’re naked and I have this skirt and panties on. What are you gonna do about that?”

Rick didn’t say a word he just knelt down to my waist and slowly slid my skirt and panties down to my ankles. Rick took his time to get a good look at my pussy with just the glow of the TV to light the room. I wondered if he could smell how horny I was, my pussy felt very full of juice. I sat back on the couch spreading my legs.

Now it was my turn to gasp as Rick moved between my legs tracing my pussy lips with his finger. He stuck one finger in, then two making me squirm. “Taste me,” I said with a heavy breath. Rick moved in close, first just a light flick with his tongue; then I felt his tongue pushing its way into my juicy pussy. “Oh fuck that feels great, keep doing it,” I moaned

Rick was fucking my pussy with his tongue; he inserted a finger and found my clit. My hips were bucking with his movement. My body began to shake as I grabbed Rick’s head and pushed it into my pussy. Rick started to choke, as I was cumming. “Wow that was great, you’re my hero,” I said.

Rick sat down next to me with his cock pointing straight out. I stoked his dick a few times then stopped. Rick looked at me with a are you gonna suck my dick now look. I kissed him on the cheek and asked him to get my purse. He gave me a puzzled look.

“You want your purse?” he said.

“Yes, just hand me my purse.” Rick did as he was told and handed my purse to me. I fished out a condom and handed it to him. “I think we need this, don’t you?”

“Really? I’m a you know . . . I haven’t done this before, you sure?” he said stammering.

“I know you’re a virgin; you can stay a virgin if you want. We don’t have to fuck if you don’t want to,” I said stroking his hard dick. I knew he was too horny to say no.

“Yeah I want to; I think we should go to my room just in case mom comes home,” he said.

We gathered up our clothes and my purse and headed upstairs to Rick’s room still naked. I sat on the edge of the bed and asked him for the condom I gave him. Grabbing his dick I pulled Rick closer, he was still very hard and ready. I kissed his dick and let it slide into my mouth. “You look ready, are you?”

“Oh yeah,” Rick groaned. I ripped the condom package and pulled the condom out.

“Oh fuck, how do you do this,” I thought. I slipped the condom on his cock and rolled it down his shaft. “MMM I think we’re ready.” I said lying back on the bed spreading my legs. “Come here baby, come fuck me good.”

Rick crawled onto the bed over top of me. Rick leaned in and kissed me. “Thank you,” he said as he held his dick and guided it to my pussy lips. Even as wet as my pussy was Rick had to push hard to get his dick into my tight little hole.

“That’s right; push it all the way in baby.” A couple of pushes later Rick’s cock was all the way inside me. We both moaned as Rick started to slowly moving his dick back and forth inside me. There was no pain like my first time, just the elation of having a cock inside my pussy. Rick was pumping hard and then he started to slow down. I see in his eyes rick was afraid of cumming too quickly. “It’s okay to cum, your dick feels so good inside me.”

Rick resumed pumping his cock into my pussy. His heavy breathing increased as he moaned. Rick grunted loudly telling me was cumming. I held him tight inside me as Rick filled the condom.

Rick collapsed on top me out of breath. He rolled off lying next to me, “Oh God, that was incredible. I can’t believe we just did that.” I watched him as he pulled the condom off his cock. He held it up with the tip full of cum. We both looked at it curiously; then he tossed in trash. Rick lay back down next to me kissing my neck.

I looked at the clock and asked Rick how much longer before his mom got home. Ricked looked at the clock and said, “It’s Saturday night, she will be out late.”

“Well, I’ve got couple more condoms in my purse. You want to see how many we can use before you mom gets home?”

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Written by taylorsam
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