Caleb and Annie [M28 F24] [masturbation] [oral] [daydreaming in the workplace]

God my feet are killing me. I’ve been on my feet for the whole day. In these god awful black heels. I am so grateful to Caleb for helping me get this assistant job but it does pain me sometimes. I’ve made some friends in the workplace. Jerry was fun and I guess counted as the office clown. Then you had Rebecca, everyone called her Becks, she was loved by everyone in an adoration kind of way. But next to my cubicle was a feisty young woman called Jade. She was far from fat but curvy in all the right places. She had lilac hair and a string of tattoos scattered across her chest as well as a few on her arms. I could only imagine where the others were hiding on that gorgeous body of hers.

We had become great friends almost in an instant. She was flirty and had such an outgoing personality. She wasn’t shy and she had the sort of confidence that could crush a man’s soul. If anything she was the opposite of me. And yet here we are, close as can be and she seemed to genuinely like me. It wasn’t just a work friend situation either. We would meet up outside of work and even ditch work when we could afford to just to go drinking. She was the kind of friend you didn’t know you needed until they fell into your life.

Caleb and Annie [18+] [M28 F24] [ass play] [dominating] [head whilst he’s gaming] [good girl]

Caleb is on the headset with the boys playing his game whilst I’m on my knees kissing his ankles, calves, thighs. Nibbling as I go. Sucking on his v-line and belly whilst my tits rub all over his rock solid cock. I trail my tongue up until I reach his nipples licking and biting each one until he gasps or groans, as my hand rubs the outside of his boxers feeling his cock grow even more against my hand. I pull him through and kiss the tip of his cock and he lets out a gasp. I look up at him “control yourself otherwise the boys will hear, if you stop playing then I stop teasing.” He nods and obeys, eyes fixed on me as I wait patiently for him to look back at the screen. The moment he looks up and concentrates I sink his cock down my throat sucking and licking as I go. Taking all of him, down hard into my throat. Caleb can’t take it anymore and turns the game off, pushing me off and throwing me on the bed. I try to resist and act grumpy because I wanted to be dominant here but he stares me down giving me those eyes. Those eyes daring me to speak up and question him, daring me to stop him from what he wants to do. Daring me to misbehave. I swollow hard and obey, he didn’t need to say a word.

Caleb and Annie [18+] [M28] [F24][Young lonely girl makes a move on her older bestfriend]

It’s been a hard day. I’m on the bathroom floor freaking out unable to move past a gentle rocking motion. Caleb’s been letting me crash at his place for awhile because of family bullshit. One of the many things on my mind. I keep trying to get it out of my head but it’s hard. So I decide to try and focus on my breathing as caleb comes in calling my name but I can’t answer. He comes through the bedroom and hears me crying on the floor. He walks in and scoops me into his arms cooing softly to me whilst taking me over to the bed. Caleb knows alot of my issues and alot of my past. Me having freakouts and episodes are not new to him. He’s always been kind to me. He’s my best friend. He holds me tight as he sits down and rocks me himself. “What happened today?” He gently whispers. I try to talk but nothing comes out, so I start crying more. He understands and cradles me. My face is in his neck as he’s shushing me and running his hands over my back and head. What feels like hours go by before I finally settle. I kiss his cheek gently. “Thank you.” I manage to whimper. I kiss his cheek again, and then his neck. “Hey, what are you doing?” He pulls away gently. Ashamed I look away. What am I thinking? This will ruin our relationship, our friendship. He holds my chin in place and forces me to open my eyes. “Talk to me” he demands. I tell him I had another episode. The thoughts wouldn’t stop and my heart felt like it was going to burst. He listens and nods. “Thank you for telling me. Why did you kiss me?” “I feel safe around you” I look down like a child who’s been told off. “Hey, don’t be ashamed. You’re the one who said you wanted to cherish the friendship. I’m just confused” I dig my face into his neck again holding him tighter. “I know. I know. I just… It’s just…” I can’t seem to finish, so I just kiss his neck again. “Annie? You can’t do this to me. I won’t be able to stop.” He says groaning. I pull him tighter to me and kiss his neck again. This time nipping him a little. “Ahhh Annie” he groans loudly. He pulls away and forces my eyes on his. “What do you want?” I bite my lip tenderly and look him dead in the eyes… “You. I want you.” As soon as the words leave my mouth hes on top of me. Holding me, his body on mine, his lips inches away from me. “Say that again” he demands. “I want you. Please.” I plead with him. And his lips are on mine. Soft and gentle at first, but it soon turns rough and hard with need. We both moan into eachothers mouths. Groaning and grinding on eachother. He holds my hands together with his whilst his other hand begins to run around my body. Rubbing me, teasing me. “Ohhh Caleb.” His eyes burn with desire as he begs me to say his name again. “Ahhh Caleb don’t stop please” I feel his erection against my tummy as I say his name. He’s getting bigger and bigger. God I’m so turned on right now. I must be soaking wet. He begins to kiss me again, my lips, my neck, my chest. I’m not wearing a bra and he knows it. He pushes his head under my top and starts to kiss me. Nipping at my breasts and biting my nipples. I force my hands down and grab his head. My hands in his hair as my body twists and turns at the sensational torture. God his mouth feels so good. His head lowers as he continues to run kisses down my belly to my skirt. I’m not wearing any panties and he’s soon going to find out. I start to get bashful and giggly. I close my legs. He looks up at me with a wolfish grin. “Do you want me to stop?” He chuckles. ” Oh god no. It’s just… I feel nervous I guess.” My voice barely a whisper. “Oh Annie, would it help if I told you that I’ve wanted this since the first moment I laid eyes on you?” He says whilst kissing my thighs and trailing his tongue down my legs. Ahhhh. My legs spring open like they have a mind of their own. He takes this as an invitation and dives between my legs. “Oh fuck Annie!!” He groans. He kisses me hard down there. Ahhh. It feels so good. His mouth is so warm and inviting. “Annie you’re soaking wet. And wearing no panties. How am I suppose to restrain myself?” I lean forward and grab his face, kissing him hard. I tell him with the same grin he’s given me. “You’re not!” He kisses me back hard and it’s his undoing. He starts to undress. He pulls his boxers down and his erection springs free. Fuck! He’s big! My eyes go wide and he notices me gazing at him. “Don’t worry. I won’t do anything you can’t handle.” He smirks down at me and climbs between my legs. His lips are on mine again and I start to move my skirt from underneath him. “You ready?” He asks. I nod greedily and just like that, he’s inside of me. Ahhh. We both let out a groan. “Fuck Annie you’re so tight”. God he is so fucking big. Jesus. Fuck.