Getting Spoiled Early On

My high school girlfriend was amazing. She was very pretty, very smart, very adventurous, very flirty, and had the most incredible body. I worshiped her; and together we discovered our sexuality. I've posted several stories about her and I in the past, but this has to be one of my favorite memories.

She was a beautiful Latina; stood around 5'2"ish, with long, dark hair, mocha skin, big red lips, small, perky breasts, and a voluptuous ass. We would take advantage of every moment we found ourselves alone. We'd spent countless hours making out... our hands exploring, caressing, massaging, and eventually took things a step further. We began masturbating in front of one another, naturally progressing to masturbating each other, and eventually using our mouths. We quickly discovered that we both enjoyed the 69 position... and she discovered that she enjoyed when my fingers and tongue teased her ass.

It wasn't more than a year that we were together when we decided to manufacture opportunities to be alone. One day (I remember it was early spring our junior year) we skipped our final period of school to race home and have an couple of hourse to ourselves \before her parents came home. The entire trip home we giggled with anticipation, playfully grabbing at each other and kissing. My heart fluttered as I thought about what we could do with our new found time, and my cock got harder and harder thinking of each possibility.

We ran into the house and immediately began making out on the living room couch. Our bodies entwined, lips fused, tongues dancing... our hands fumbling under clothing so they could slide across smooth skin. She ended up laying on top of me as we kissed, grinding her pelvis into my thigh; my cock pressed firmly against her stomach. She braced her hands on my chest and pushed herself up. "I want to do something."

"Anything" I eagerly responded.

"You know I am not really ready to have sex yet," she said, "but there is something that I am curious about and it's almost the same." We had talked about having sex, and although I wanted to desperately, she wasn't ready to lose her virginity. We were young, and although my hormones begged, we weren't going to take that step. I grew excited as I had an idea of what she was going to suggest.

"I want to try anal sex." She said sheepishly. It was odd to see her be so shy sexually. She had been very adventurous with our sexual exploits; being the one to think of new and exciting things... so I was surprised that she seemed to be nervous.

"Are you sure?" I asked, hoping beyond hope that she was.

"I think so. I have thought about it a lot, and I want to try it."

"Then lets." I tried not to sound to eager, but to me this was unbelievable. I don't think I ever wanted something so badly as I did this very moment.

She stood and pulled her shirt off, exposing her beautiful breasts. They were small, but very perky... big nipples covering a large portion of her breasts, which pointed straight forward. Her bright pink nipples contrasted her dark mocha skin. Unbelievably gorgeous.

I watched intently as she disrobed; savoring each moment. She unzipped her jeans and peeled them down, taking her underwear with them. I sat and stared at her for a moment as she stood before me, naked. "What?" she asked with an inquisitive smile.

"Nothing. You are just so beautiful." I said, hoping to convey the honesty that was truly behind my words. I sat up and she came close to me. I wrapped my arms around her waist and brought her against me, letting my lips plant small kisses on her stomach. She giggled as my lips tickled her and she rested her arms on my shoulders. I let my hands slide down to her ass as I looked up at her. As I smiled, she leaned down and kissed me.

I stood and hastily removed my shirt. My cock was straining against my pants, popping out from the elastic waist band of my underwear as I pulled the rest of my clothes off. We embraced and kissed before I motioned for her to turn around. I asked her to sit her knees on the couch and stick her ass out. I knelt down behind her and put my hands on her ass, gently spreading her apart. She kept her pussy bare, and it glistened with wetness. I let my tongue drag the length of her slit, parting her lips, and she let out a soft moan. I loved pleasing her with my tongue, and began to tease her clit lightly. I let it flutter against her button, making her stir, gripping the cushion of the couch.

I pleased her for a little while, my tongue swirling around her clit as I stood behind her before letting my tongue slide up to her ass. I circled her hole and pressed into her lightly. Her soft moans now became louder. I reached down and slide a finger into her as my tongue probed her ass. Being on all fours made it easy to find her g-spot, and I stroked it gently... sliding in and out... in and out.

"Do it." She said between her pants and groans.

Not being able to resist the temptation, I stood and asked again if she was sure, to which she nodded and shifted to grab her pants. I stood for a second, not sure what she was doing... until she pulled out a small packet and handed it to me. "When I was reading, it said we had to use this." She had handed me a trial sized packet of lube. She said she had asked a friend if they had any suggestions and the friend gave her a sample she had gotten with a pack of condoms.

I opened it and squeezed the lube all over my cock, spreading it out with my index finger. She re-positioned herself on the couch and I massaged her ass with my left hand, gently spreading her open. I took my right index finger, as it still had some lube on it, and began to massage her tight hole with it. I gripped my cock and pressed it against her asshole. Having watched videos and read about anal sex, I knew not to just blindly stick it in, and began to rub the head of my cock against her. She tensed against me. "Relax, just tell me if you want me to stop." I said.

She shook her head "No, it feels good." she said, but I could read some hesitation in her voice. I pressed a little harder, surprised at the resistance I felt. After a few moments, the head of my cock slipped into her, making her grunt. I asked if she was ok, to which she nodded. The feeling was amazing. Her body clung to my cock... warm, soft, silky. I pressed further into her, letting more and more of my cock slide into her slowly.

She began to relax, and I could feel and see the tension in her body release. I began to slowly thrust my cock into her, sliding in and out. I moaned with each thrust as the pleasure I felt was overwhelming. My cock had never been inside anyone before, and it was unbelievable. After a few pumps, she began to moan and pant, the same as she did when I please her with my tongue or fingers. I picked up speed, thrusting into her... my pelvis meeting her ass each time I pressed deep into her ass.

She released her grip from the couch and arched her back, wrapping her right arm around my neck behind her. I leaned in and kissed the nape of her neck, and reached my hand under her to feel her dripping pussy. She moaned as I fucked her... my cock sliding in and out of her tight ass. My fingers slid around her clit... rubbing, circling, zigzagging.

It wasn't long before my breathing became heavy and I whispered in her ear "I'm gonna cum."

"Cum inside me. I wanna feel you cum deep in me." She moaned. Her words brought me over the edge. I pulled her tightly against my body, my cock as deep in her as it could be as my orgasm exploded into her. I was barely able to maintain control, haphazardly trying to thrust as my cock shot rope after rope of cum inside her. I grunted as each orgasmic shock shot through my body.

She reached down and began rubbing herself as I came. She leaned forward, bracing herself with one hand gripped on the couch, the other furiously rubbing her clit. I could feel her fingertips graze my balls as she went faster and faster. "Stay in me, I'm close." She was barely able to say as she panted. I let my hands caress her back and ass as my softening cock stayed inside her. After a few moments she shouted and screamed as an orgasm ripped through her body.

We stayed in that position as she came down from her orgasm; her body continuing to shake with waves of post orgasmic pleasure. We were sweaty and breathing heavy from intense orgasms... it had felt like nothing I had ever experienced. It was more pleasurable than I could have ever imagined.

Afterwards, we rushed to clean up and ran out of the house before her parents came home. She said that it was a strange combination of pain and pleasure; and was something she wanted to do again. Even after we ended up having vaginal intercourse, she preferred anal sex... I have since realized that as a partner, she had completely spoiled me with her appetites; something I have never experienced since.

I hope you enjoyed :) Now, after writing this up, I have to go relieve myself of this throbbing erection!