A Comforting Best Friend: Tommy's point of view
By Autumn17
"Ohhhhh Tommy," she moans, going up and down on top of me, pushing her body roughly against mine as her little tits bounce up and down. She smiles widely and kisses my lips.
BEEP! My alarm clock goes off. Aw man, I think, it was just a dream. I violently press the snooze button. A few minutes later I roll out of bed, grab some clothes and head to the bathroom. If I had a dollar for every dream like that I've had, I'd be rich.
I'm ready to hop in the shower but I stop to check my phone. I have no new messages but I re-read some of the ones from Autumn. I sigh. Autumn; the girl I am madly in love with and who doesn't know how I feel. My best friend who's dating a complete jerk who just complains about his nonexistent sex life with her in the locker room.
I undress and get in the shower. I can't help but think about her, as guilty as it makes me feel.
Autumn has long, blond, wavy hair that always looks perfect. I could look into her sparkling deep green eyes all day long. Autumn has perfect skin that doesn't need any make-up, full lips I want to kiss so badly, freckles that stand out on the bridge of her nose. Not to mention her perfect body; Autumn has a little figure that makes me want to wrap my arms her; a perfect ass and perky little tits, but most importantly it's her personality that makes me love her. I close my eyes and imagine her little mouth closing around me, so it doesn't take me very long to cum.
We have been very good friends for two years and I've wanted to make her my girlfriend ever since. I guess it makes sense that she hasn't taken interest in me. I try to hide my feelings because I don't want to wreck our friendship. Other girls ask me out and stuff but I only care about Autumn, no other girls compare to her. I'm not the most confident guy but I don't think that I am unattractive. She always tells me that I have pretty eyes and an adorable face but not in a romantic way.
I drive to school. When I get to first hour she's not there. I get out my phone to text her but I decide not to be so clingy. Another day goes by and she's still gone. I call her after school and I can tell by her voice when she answers that something's wrong.
"Hey, where have you been?" I ask concerned.
"Kyle dumped me," she barely manages to get out.
"I'll come right over," I say hanging up the phone.
I am so happy that I might finally be able to be her boyfriend. I get in my Jeep and drive over. It's a short drive and I can't help but smile even though she's sad. I just want to show her how much I care. I get to her house and unlock it with the key she gave me. Her parents are gone so I immediately go upstairs to her room. When I get there she's laying in bed. She hear me coming and sits up, wiping her face off and fixing her hair. I sit on the edge of her bed and frown. I feel awful for her.
"I'm so sorry," I say to her.I don't know how any guy could ever look into her eyes and break up with her. She's a mess but she's still so stunning.
"I'll be alright, It's for the best," she says sadly.
I hug her tightly and feel her body pressed against mine. She's not wearing a bra and I have to let go before I get turned on. I decide to spend the afternoon with her, we sit and watch TV and talk like always. I make her some hot cocoa and she lays her head on my chest.
As I get up to leave I start to tell her how I feel but I can't do it yet, I'm scared. Once I leave I try to devise a plan to tell her how I feel without it being uncomfortable.
I can barely stand the last few weeks of school. Every guy is trying to find a way to get with her because she just got out of her relationship. They all act super nice to her but when she turns her back they all get sly grins that make me want to punch them.
As the school year ends we are even closer, we have spent a lot of time together and I'm so happy that she's not as sad anymore. I'm all right with being her shoulder to cry on for a while.
Summer starts and I'm really glad that we can see each other a lot more. We go swimming, go on my dad's boat, mini golfing. She's artistic and draws pictures of me and I find it so cute. On the fourth of July we see fireworks together, I want to kiss her so badly but I don't. We go to some parties together and our friends keep asking us if we are a couple but we both nervously reply 'No'. Autumn falls asleep in my lap with her little hands on my chest. I feel like the luckiest guy on earth.
The summer is good but goes by really fast. At the end of August I decide that I have waited long enough and have to tell her how I feel. I invite her over for a normal movie night and plan on telling her. I shower and get ready, trying to chill out but it's so hard to relax. I dress casually. I don't want to make a big deal out of this.
She rings the doorbell and I take a deep breath as I answer. Why does she have to be so pretty? Autumn's just wearing some jean shorts and a plain t-shirt but it takes my breath away. I scoop her up into my arms and give her a big hug, she laughs cutely. We chitchat and laugh. We come to an agreement on the movie and put it in. I sprawl out on the couch in my living room hoping she will lay with me but she sits on the opposite one with a bad view.
"There's enough room for you on this couch," I say smiling.
"All right," she says getting up and blushing.
Autumn lays down next to me and I immediately get turned-on. I can feel her body against mine, she smells like vanilla, her hair is soft and I can feel her breathe in and out. I put my hand on her waist and she doesn't object, her skin is so soft and warm and I'm so horny at this point. We lay together like this for the whole movie. A little while after it's over she gets up ready to leave. I have to tell her now.
"Autumn, I'm so in love with you, I can't help it. You're smart, sexy, kind, beautiful and I have wanted to tell you this for two years," I say nervously.
I can see her lips curve up into a smile.'Why did you wait so long to tell me?" she asks.
I remind her that she had been in a relationship."Do you feel anything for me?" I ask.
"Yes, this summer I have really started to get feelings for you Tommy. You are so good to me and sweet and funny and the best friend I have ever had, and you're pretty sexy too. I think I have known for a while that I have feelings for you, too," she says softly.
I can't help myself, I decide to kiss her. I put my hand on her neck and slowly lean in and kiss her. I pull back and she's smiling widely at me. Autumn kisses me back softly. I grab her hand and walk upstairs to my room. I begin to kiss her again, sliding my tongue into her mouth softly. She looks really excited and runs her hands through my hair. I sit on the edge of my bed because I don't know what she wants to do now. Autumn sits next to me and holds my hand.
"Are you a virgin?" I ask pretty sure of the answer already.
"Yeah," she responds shyly.
"Me, too," I say smiling.
"Really?" she asks me surprised.
"Yeah, I'm not into doing it with any girl that offers. Now you know why I never flirt with other girls," I say smiling."Do you want to spend the night?" I ask excited. "I don't want to make you feel rushed though. Trust me, I have waited two years just to tell you how I feel. I can wait as long as you want. I can wait another twenty years if that's what you want," I say laughing.
"I really want to stay with you, Tommy," she says happily.
I smile and she lays on her back on my bed. I'm so nervous and excited, I slowly climb on top of her and kiss her more. I kiss her neck and she moans softly. I lift up my shirt and then hers. She's wearing a cute bra and I just want to tear it off of her. I unbutton her shorts and pull them down to discover her little panties match her bra. My cock is literally aching and twitching with desire to be inside of her, I have never been this turned on in my whole life.
Autumn pulls my sweatpants down and then we are both in our underwear staring at each other. I run my hands down her sides and slip her panties off, revealing her tiny, pink, smooth, wet pussy. It's dripping and her panties are soaked already. I moan just at the sight of it. I slide one finger up her slit just to see how it feels, she cutely shivers at the foreign feeling. I stop to unclasp her bra and I throw it across the room. She laughs and slides my boxers off and I'm rock-hard. Autumn looks really intimidated and shy.
"That's really big," she says.
We both laugh really hard. She reaches out and touches it, making me twitch with pleasure. She stops.
"Are you sure you want to do this?" I ask again to make sure.
Autumn nods, excited, and I jump up quickly to put a condom on. I come back to her and she smiles widely.
"Don't be nervous Tommy, you can't do it wrong," she says. "Just be gentle."
I kiss her forehead and slowly begin to push and wow, she is so tight. I have to shove myself into her. It takes me forever to get completely into her even though she's soaking wet. Autumn's breathing really heavily and there are tears running down her cheeks."How do you feel?" I ask.
"Good," she says lying.
"I'll be gentle," I say wiping the tears off her face.
After about ten minutes I slowly see the discomfort leave her eyes and pleasure take over. I start to go faster and our hips are in rhythm. I gently run my hands down her body admiring her soft curves. I kiss her whole body and she moans loudly. I can't help it, I start to cum really quickly. I never thought that this would happen tonight or ever! She kisses me and runs her hands through my hair. I smile and start to go just about as fast as I can, thrusting into her still super tight pussy.
Autumn screams loudly and moans my name. She grabs onto my arms and presses her mouth against my shoulders to muffle her screams. Autumn's whole body turns pink and she closes her eyes, shaking. Her toes curl up and she moans for a few minutes after from the shock of her first orgasm. I pull out, exhausted. I quickly roll back over to wrap my arms around her, wanting to make her feel as special and loved as possible. I stare into her eyes and smile, she does too.
"I love you, Autumn," I whisper. "I'm so glad you were my first time."
"I love you too, Tommy," she says softly.
I hold her tightly and we reminisce about the two years that led up to tonight. We fall asleep like this. In the morning I wake up with my dream girl wrapped under my arms. My life is complete. I sit up and smile at her little body covered in my sheet and think about last night, remembering it wasn't just a dream this time.
I want to do it all over again.