Office Sex, etc.

I've only worked here 6 years, and finally was able to hook up in my office.  It wasn't long after 5pm but it was on a day my boss wasn't in since she usually worked late.  I hadn't seen C in forever, he had a lot of personal drama going on and I wasn't about to get involved.  But one afternoon he began texting me, desperate to see me.  I wasn't quite sure when the cleaning staff came to the office, but was willing to take a chance.

I shut the door behind me and turned around.  His mouth attacked me, his large lips enveloping mine, hungry and filled with need.  I can feel his erection pressing against me already.  He apologizes in advance for not keeping up with his shaving (he usually keeps his member completely smooth) but I didn't mind, I liked his cock for it's size, not for the absence of hair.  He undoes my pants and slides his hand underneath my panties and is greeted with a wet pussy.  I remembered the times we had been together before and wanted it all again, except this time, in a much more taboo locale.  The mere thought had me dripping.

His fingers expertly bring me to a shuddering orgasm - my knees buckle and I nearly collapse in his arms.  I push him back in my chair and get on my knees.  I needed his cock in my mouth and I needed it immediately.  I took him in my mouth as far as I could.  He reiterated previous notions of him not really enjoying blowjobs unless I was the one performing them.  I smiled around his cock and quickened my pace.  I looked up and watched his eyes nearly roll back in his head.  He eventually stops me.  I thought I had done something wrong, but he just really needed to be inside me.

My desk had too many things on it to be bent over it properly so we chose the floor.  I laid on my back and relished the full feeling in my cunt when his huge cock entered me to the hilt.  I needed to be fucked hard and fast, no playing.  He tried to slow down but I wouldn't let him, bucking my hips up from floor needing more and more of him inside me.  I was able to reach one small orgasm before he flooded me with his cum.  Needless to say I was disappointed, this was not the fucking I had envisioned!  He tried to finger me again after that but the moment was lost.  He claimed that my blowjob had gotten him too excited.  For someone older than I, I thought he would be able to control his orgasms but apparently not.  I mean, I guess it was nice to know that I get him so excited but still.

Later that evening, I ended up seeing SM and sleeping in his bed.  I hadn't yet showered but it didn't matter, we didn't do anything sexual, we just cuddled.  When I woke up in the morning, the sunlight pouring over his body was almost too much handle, he was so beautiful - an image forever burned into my memory. I didn't want to leave but I had to.

That night, I met up with my RW and our mutual friends.  Again, everyone passed out and we stayed up talking forever.  Out of nowhere, he grabs my hand and puts in on his junk, then leans forward to kiss me and then somehow in all one motion pushes my head down. "No one ever taught you proper head etiquette, eh? All you have to do is ask!"  I remove his pants and take his cock into my mouth.  He's awfully quiet so I'm not really sure if he's into what I'm doing but then I realize he probably doesn't want to wake anyone up. Eventually he leads me to his room and bends me over and fucks me from behind.  This is definitely fucking for the sake of fucking - no passion, no romance, just sex.  I completely respect it.  While the details aren't all that sexy, I still come a few times and don't regret the experience.  I wonder though if his sister (my friend) could hear since her room was right next door. 

Where should we go?

A friend's brother and another girl came to town late one Friday night. I thought they were dating, but on Saturday I learned that they weren't. I wasn't immediately attracted to the kid but the more he talked the more I became interested. Still, strange ground to try and discover when he's related to a pretty good friend.

A group of us were hanging out, and one by one everyone crashed but the two of us. We went outside to talk so he could smoke and our voices wouldn't bother anyone. We talked about everything, but as most conversations go, eventually it turned to relationships and sex.  I gave him my standard diatribe on how I eschew the ideals of the traditional relationship, which I have realized is basically the intellectual version of saying I'm DTF.

We were sitting rather close, and I can't remember who kissed who first but quickly we realized we needed to fuck but weren't quite sure where to go.  My place was a bit of a walk, the back of our friend's truck was considered but I feared it would be too noisy.  He grabbed my hand and led me around the back of the apartment building, to the side that faced the woods.  I knew that our friend's windows may be open and that they could hear, so I tried to be quiet as I got down on my knees to take him in my mouth.  I didn't get much chance to pleasure him this way as he pulled me back up, kissed me roughly and yanked off my pants.

I was a Girl Scout once, so I was prepared...I had a condom in my pocket that I handed him.  He put it on quickly, then pressed me face first into the brick and came at me from behind.  I nearly bloodied my lip as I bit it to keep from screaming out loud as he entered me forcefully.  It was exactly what I needed.

We are about the same height, so for him to penetrate me fully, we would need a different angle.  I pushed back into him and leaned over farther, grabbing my calves and pushing my ass out.  I was just the right way to get him to hit the spots I needed to cum hard.  He pounded me and came rather quickly but I was still able to cum with him.

We redressed and went back to the porch, and not long after the friend he had come to town with woke up and started talking to us, even asking him why his fly was down.  I was pretty sure she had a crush on him so I found the entire situation hilarious because I was pretty sure there was no way she could have known that we just went at it.  Also, I never told my friend that I had fucked her brother.  She probably wouldn't have cared but I'm pretty sure he would have been weird about it, and why would I want to create an awkward, unnecessary situation?

Memorial Day Weekend

After hours with friends at SM's place. I ask if I should stay or go, he says stay. We go to bed soon after that. He strips naked before going to bed but I only take off my pants. We immediately embrace. He says "if I'm teasing you too much you don't have to do this." It had been a few weeks since I had been here...I wasn't really thinking about sex, I just wanted a hug. "This is all I've wanted to do for two weeks, just hold you." He hugs me tighter. "Sex...is just icing." He pulls back a bit, looks me in the eye, and then kisses me deeply. "But sometimes it's just nice to do that." "Indeed." We realize that me still wearing a shirt is awkward, so it's removed. We continue to kiss and eventually I feel his fingers slide under my panties and inside of me, feeling my wetness.  He finds the right spot inside and sends me over the edge.  I'm compelled to keep relatively quiet and instead grab him tightly.  He kisses me as I come down from ecstasy. I explain that there are 2 different types of girls, those that build up to one orgasm that may or may not come, and girls like me that can keep on orgasming forever if allowed.  I think this was my subtle hint that I could have cum a few more times but I could tell that he was tired. We change our embrace naturally and settle in for sleep.  I commented on how with some people I toss and turn but I like that he and I fit together. We pass out and the next morning I give him a back rub and we get lunch together.

*****

As I was hanging out with friends, SM calls says he's having after hours.  I meet new some new people, and we stand on porch and chat for a long time. They leave, then SM and I listen to music. The Pixies, then the Mountain Goats, then Do Make Say Think. I love singing along to the Mountain Goats with him, it's a moment. In the middle, he asks "Why do I feel uncomfortable right now?" "Are you cold?" He wasn't wearing a shirt and we had just been outside to smoke. Shakes his head. "I shouldn't feel uncomfortable around you..." I say that I'm sorry I make him feel that way, it's not my intention. "And once again I'm hammered and you're not." "I'm used to it, don't worry about it." He says he needs to go to bed soon as it was almost 5am.

He again strips naked for sleep, I leave my panties and tshirt on. We embrace, his leg between mine, my leg over his hip. "I feel like all I do is tease you." This was sort of true but I never believed it to be intentional. "Nah, what makes you say that?" "Because i'm always too drunk to do anything". "I don't expect anything when I come over here. I just like to spend time with you." This was the truth.  He grabs me and holds me so tight.  I was happy to be on the same page with him, and expected to fall asleep in that exact position.

He goes in for the most intense kiss out of nowhere, and I'm taken aback for a second and apparently don't seem as into it as he would like. "Don't hold back." In between attacking him with kisses, I explain: "I'm not...I just never know what you want...you're really hard to read...you said you wanted to go to bed...so I believed you". I was practically on top of him at this point. He starts scratching my back intently, his thigh wedged between my legs, his mouth on my throat. I pull away long enough to remove my shirt. Simultaneously he pulls off my panties. I pull him on top of me. He sort of missed when he came in for the kiss, and I adjust a little under him and admit "You may or may not have just licked my eyeball. That was pretty funny." We both laugh hysterically and he rolls off me for a moment.  He mentions "I'm so glad we can laugh about these things."  "I think we have fun, right?" I ask. "Hell yeah we do." "And that's what it's about."

Somehow we went from laughing to him pinning my hands above my head, kissing down my body, until his fingers began to explore me inside.  I was not quite wet and it hurt a little. I waited to see if my body would adjust but it didn't, so I advised "not so deep".  He listened, and pulled his fingers back a bit and found a spot that hadn't been hit in a long while, pressing deeply downwards. I begin having explosive, convulsive orgasms - if his fingers weren't inside me, I could probably be mistaken for having a seizure. Somehow he ended up on my side of the bed, and I was perpendicular to him. "I have you figured out. I stay shallow and then press when you squeeze my fingers." I had no idea there was a method to the madness but I loved every second.  I think my vagina squeezing him was involuntary which made it that more interesting.  He came up and let me taste myself on his lips. I get very comfortable after so many orgasms and him by my side.  After a moment I move back to where we had started - we had to find his pillow, it had somehow migrated in the craziness of my orgasms.

Coming down from my orgasm high, I sigh, "You're wonderful." His response?  "I'm a fucking asshole."  There is a really long pause. "I'm a fucking asshole who happens to like you." I smile. "I like you too."  I fell asleep happy.

When you lay off the whiskey...

...good things can happen.

Coming down from a trip, I find myself on an epic journey to after hours at SM's place. Everyone leaves around 4:30, and by 5, he was ready to go to bed. We climb in bed and immediately spoon. His arms surrounding me, he kisses my shoulder, a seemingly perfect end to a wonderfully eventful day. I expected it to be cold so I left my hoodie on, but it wasn't, so as soon as I took it off I was met with his lips on my neck and his hands on my tits. He had said that he needed to crash because he had a lot to do the next day.

He's been so unpredictable that I wasn't sure if this was a "let's make out a bit before we pass out" moment or something more, and then he started grabbing for my clothes. He really loves my tits...who could blame him?

"Do whatever you want to me." "Oh don't you worry about that." I kiss his smooth downward as I reach for his fly. I treat myself to a deliciously hard cock. I'm perpendicular to him, but turn myself around as he reaches between my legs. "Spank me." One hand comes crashing down on my ass as two fingers from his other hand explore me inside. I increase the speed of my mouth on his dick, moaning around it as he finds all the right spots in my cunt.

I climb on top of him and slowly lower myself on him, relishing the feeling.  I try to start a rhythm but can't quite get the right angle so I ask if we can switch places.  He agrees but is slow to do so, wanting to kiss my neck.  I lean down and suck his cock again, enjoy my taste on him.  In one fluid motion, he flips me on my back, bends my knees back and enters me forcefully, deeply, intensely, hitting places he hadn't   before.  I couldn't stop cumming, I never wanted him to stop but despite the lack of whiskey he still didn't orgasm.  

We pass out. My alarm went off at 12:30, as I thought he would need to get up but he doesn't, so we fell back asleep for an hour. I wake up and kiss his neck a little, he doesn't respond but is awake. He asks, "What time is it?"  I reach for my phone on his side of the bed and as i'm looking for it under the pile of clothes, he spanks my ass a few times since I'm leaned over him. "Almost 2".

I look back and can almost see the "that should be enough time" look on his face. He flips me over and kisses me deeply, passionately. I can feel him getting hard against my leg. As we kiss, he rolls onto his back and without hesitation, my mouth is surrounding his cock, giving it my best effort. He responds with thrusting motions and delicious sounds of pleasure. Sometimes he's so quiet I never know if I'm doing it right but this time it was obvious. "You sure do know how to do that, and I really appreciate it. I replace my mouth with my hands for a moment to respond. "Well, I have been doing it for... [I couldn't remember how many years]...a while now." I smile, flip my hair out of the way and go back to what I was doing. He guides me to turn around enough for him to finger my pussy again while I continue. When a guy is really into it I can keep sucking cock just as long as my jaw doesn't go numb. It makes me so wet, just thinking about his cock moving in and out of me. Makes me want it in my pussy or deep in my ass. I wonder what it would take to get him to fuck my ass? Hmm...

Anyway, I took a break and kissed him and immediately he's rolling into me and sliding his leg between mine. I had redonned my panties for sleeping purposes, so I reached down and pulled them out of the way so that my dripping cunt would rub against his thigh. The purpose being a cross between needing to be pushed over the edge and wanting to mark him with my cum. I came hard, shaking in his arms, clawing at his back, not caring about what sounds I made. I think this threw him into a frenzy...he threw me onto my back, pried my legs apart and just started fucking. I needed it so badly, to be fucked like that, hard, no pretense, no "Is this ok?", nothing gentle, just stiff cock pounding into me. I was so wet he slid out a few times but was not dismayed, just kept right on going. I couldn't stop screaming "YES! FUCK ME!" over and over again. After several orgasms, he shifted a bit and started a different spot that really got to me, and as a huge orgasm rushed over me my legs clasped around his back and I kept him from thrusting for a bit so I could grind my clit against his body. He seemed to be convulsing a bit too so I thought he came too, which would have been wonderful but no matter what we do he never does. He could see that I was satisfied so he got up and went to the bathroom, came back and started to get dressed for work. I wondered if any of his coworkers would be able to smell me on him.

What's happening?

After taking a hiatus from hooking up, SM and I delve back into bed after a rather strange dinner party. We 69, he eats my cunt like he forgot what it tasted like and wanted desperately to remember. He takes a break, starts talking about his issues with a mutual friend while still lounging between my legs. I'm confused, are we fucking or having a heart to heart? I call him out on it.

"Are we talking about that or are you gonna eat my pussy? I'm down with either but not at the same time." I turn back around, we both laugh at the ridiculousness of the situation and pass out.

In the morning, I wake up around 10 and try to wake him up with my mouth. He barely moves, so I go back to sleep for a bit. I try again in a few hours, he's more receptive to it this time. I knew he said that he didn't want to hook up anymore - I took it as though he respected me as a friend too much to be hooking up with me the same way he did random girls from the bar. But now we've gone back to it...I'm not sad about it. I concentrate on giving him the best blowjob possible, and he seemed to be really into it. At some point he stops me, flips me onto my back and starts to fuck me silly out of nowhere. This goes on for a few minutes and then he gets up and starts to get dressed. Smacks my ass and says, "This has been fun, but you've got to get the fuck out of here."

How rude. He did need to go to work, but that was the first time I was kicked out as opposed to us walking out together. I go to leave and he's standing in the doorway, smoking a cigarette in my way. "If you want me to 'get the fuck out of here', you've gotta get out of my way." He moves, I walk out without looking back.

Did he regret hooking up after making such a point not to? I have no idea but he did call me the very next night to come over.