A Latent Post

I met up with M last week and didn't post about it for a few reasons. I decided tonight's the night, though!

M was the guy who I first met at his office building. He had been asking to meet me again, but the timing seemed to be an issue.

I finally agreed to meet him again last Wednesday or Thursday evening. We met again at his office building, and I was hoping we'd play outside this time, but we didn't. That turned out to be a good thing, as we saw a cop circle the lot while we were inside. That would NOT have been a pleasant experience!

We went inside and up to the same conference room we were in last time. As I walked to the conference table to set my purse down, he came up behind me and lifted my skirt. He ran his hands around my ass for a minute, then squeezed my tits from behind. He turned me around and leaned me against the table, sort of half sitting on it, and began fingering me.

I came, once, quickly, on his hands, and then he told me to sit in a chair. I did, and he knelt in front of me. My legs went up on his shoulders and he began to eat me out.

He didn't tongue me for long, and it wasn't as good as the job D's done on me. For one, M was a lot more gentle - just some light licks on my slit and my clit. While it felt good, it wasn't great. He put a finger inside me again and kept licking my clit, and because I'm so easy, I came again as he did that.

Once I was done, I stayed in my chair and unzipped his jeans. His cock was already hard and it slid right into my mouth. I sucked on it, taking him in deep, while he fucked my mouth a little. He was whispering again about how good it felt, but after only a couple minutes, his pager went off and he had to go check his computer.

When he came back, he said he only had 10 more minutes before the pager would go again, so I sucked his cock in my best effort to get him off quickly - and it worked. He came in my mouth and I swallowed his cum down.

We adjusted our clothing and went downstairs, where we each had a smoke. I was disappointed that he couldn't play for longer, and I was disappointed that we couldn't play outside at all.

M's no longer at that job, so I really doubt we'll be getting together again at all.

A Planned Overnight

I stayed over at D's again last night. I got there around 8:30 pm, wearing only a white vneck tshirt and a short denim skirt; he had his knee in between my thighs and fingered me to completion, there in the kitchen, by about 8:45; he was naked and had his cock in my mouth by 9. We fell asleep around 1am, waking up to play some more around 4, and then again around 10am.

I'm not going to go into detail - for one, there are far too many to recount - but here are some highlights:

-- He let me cuff him and blindfold him - a first for me. I teased him a little with cold water and warm lube, and I sat on his face and came all over his mouth. And I do mean, all over. Don't worry, I licked his face clean afterwards.

-- We enjoyed the view of the clear sky from his hottub. There's something about being topless outdoors in the night air that I absolutely love. Plus, the jets and his hands on me didn't suck, either. :)

-- D lubed up my ass again (more than once, actually) and fucked his cock all along it. He came that way, once, his hot cum coating me. And surprisingly enough, I actually came that way too, with D's body behind me, laying on me, warming me, and his cock stroking on me.

-- He continuously planted sweet, hot kisses all over my arms, my neck, my back. His facial stubble rubbed me deliciously, and his breath was so hot, his lips so cool.

-- He jacked off for me, too, using some tasty strawberry lube, and I then swallowed his cum when he was ready for me.

All in all, not a bad time!

An Unexpected Overnight

I didn't end up meeting M again on Thursday, but I did meet D for the first time on Friday.

D and I 'met' on CL, about a month ago, when I responded with a question on one of his posts. We emailed back and forth, not talking of meeting at first, and eventually moved to IMs. I clued him into this site, which provided some fodder for conversations.

D has a hottub, and from the first I learned of it, I was interested in playing in it. As my luck would have it, it rained all Friday night, and I was a bit crabby for various reasons, but still went over to D's house to meet, getting there shortly before 9pm.

D's cute - 5'8, short brown hair, light brown eyes, nice smile. A bit skinnier than I generally prefer; before we met, I was seriously worried I would break him, but he proved he's capable of handling a bigger woman. I wore my favorite slutty black skirt, a zip up gray sweatshirt, and under it, the lingerie outfit pictured here. We sat on the couch, drinking beer and talking of randomness for perhaps half an hour. Where our hands and thighs occasionally touched I could feel his body heat. I asked for a neckrub, and stretched out with my head in his lap while he massaged me.

His hands felt good on me - warm, soft. He rubbed my neck and shoulders for a few minutes, and after some time, I looked up at him, and he leaned down to kiss me. My hand went around the back of his head, pulling him in deeper to me. We kissed like that until I got up and turned around to face him, and we kept kissing.

We stayed on the couch for a while, and in short order, his shirt, shorts, boxers, and my sweatshirt came off. We kissed there for a bit, his mouth and hands quickly finding my tits before his fingers made their way to my pussy. He fingered my clit, pushing his fingers deep inside me, and drove me wild by basically tapping his fingers, rapidly, against my slit. I came there, on his couch, from the attention.

After getting my heart rate under control, I sucked his cock, there on the couch. His cock is cut, my preference, and probably a little longer than average in length while average in girth. Nice fat, wide head on it, and I found a certain spot that when licked, makes him twitch. I sucked on his cock in a few different positions, and he fucked my tits there, too. He didn't cum, which slightly disappointed me, but from our prior conversations I knew he doesn't usually get off from blowjobs. Of course, I was hoping I'd be the one to change that, but nobody's perfect, and it was still fun trying to learn his moans and twitches, and find out what he liked and what he didn't. He seemed to enjoy it despite the lack of climax.

The whole time I was sucking him, he would thrust his hips up, driving his cock into my mouth. On the one hand, it made it very easy for me - basically just meant I had to keep my mouth around his cock, and he did all the work. On the other hand, though, it made it difficult for me to have any control - I couldn't take him deep on my own pace, because he would continue to thrust and drive his cock even deeper, deeper than I could handle.

Once I stopped sucking on his cock, D dropped to his knees in front of my spread legs and began to eat me out. It had been over a year since I was last tongued, and as I may have mentioned, I haven't enjoyed or experienced much of it before. Again, from our prior conversations, I knew D had said he enjoyed going down on women and was willing to do it to me. Lately, I've really been wanting to feel a tongue on my pussy, and had decided to fight my insecurities about it and let him go for it.

His tongue was cool, and his slight scruff from not shaving rubbed me in a very good way. He kept a finger pulsing inside of me, and really seemed to work his whole face around - sucking on my clit, getting his nose in there. I actually felt pretty comfortable with him eating me out - he didn't seem tentative, like a lot of guys do, and really didn't seem to care how long he was down there, how messy and wet I got, or give any of the signs I've read from other guys that have made me so uncomfortable with the act. In fact, he only stopped because I made him.

We cuddled on the couch for a few minutes, allowing me to catch my breath after my orgasms, and then we walked to his deck via his kitchen, so I could go outside and have a smoke. D walked behind me, his hands on me, while I slowly led the way. His hard cock was poking into my ass from behind, and we stood there in the kitchen, with the lights on, while we dry-humped. For some reason, that got me so hot that I led us over to kitchen chair, bent over it, stuck my ass in the air, and begged D to keep 'fucking' me like that from behind.

I could have almost come from that. I was fully clothed (well, skirt and lingerie were on), and D was in his boxers, and the feeling and the motion were just so incredibly hot. I bent over the chair, holding on to the arms, and felt him push his cock against me, over and over. Damn. That was pretty intense for me.

After a few minutes more of that, we straightened up and went outside. As it was still raining, we sat under the eave while I smoked. D has read some of my tales here, and knows I get off from a little exhibitionism. D and I had talked about that, and he wasn't into the idea of showing off for his neighbors, something I can totally identify with - I don't want to show off for my own neighbors, either! We could see D's neighbor on his own deck, facing us, sitting there with his light on. Soon his porch light went off, but we could see the neighbor was still there, so I was very surprised when D started kissing me and snaked his hand down to my pussy.

He started fingering me right there on his deck, and I spread my legs to accommodate. I held the crotch of my panties open to give him more access, and lay one leg out over his lap. It was dark out, but not completely, and D kept kissing me in (I assume) an effort to keep me quiet. I came there, eyes closed, the smell of my pussy in the air, not knowing if his neighbor witnessed it, but knowing that I wished he had.

I think it was once we got back inside that time that D and I started making out in the kitchen again. Standing there in the middle of the room, he started to play with my tits, pulling them out of my top. I gently chastised him for being such a bad boy, for trying to get me naked. He was only in his boxers, so he was a bit more naked than I, and he kept trying to remedy that. He began pulling my skirt and panties down, slowly, a little at a time. I kept telling him what a bad boy he was to try to undress me there in his kitchen, but I think it was obvious I was loving every minute of it. For every few inches he managed to push my clothing down, I pushed his boxers down. He, of course, let his boxers drop rather quickly, his hard cock pointing at me. When we were both naked, his hands gripped my ass, and I was pushed up against the wall. I love when a guy takes control that way. We kissed like that for a while, D pushing against me, his cock trying to find its way inside me.

Soon, though, we made our way to his bedroom and lay there for a while, cuddling and talking. D's body felt so warm next to mine, and he stayed so close to me. We spooned for a while, our legs and arms entwined, with D planting small, sweet kisses randomly on my neck, arms, back, shoulders. I have to say, this was one of the most sensuous, sensual meets or make-out sessions I've had in quite some time.

We fell asleep like that around 1 in the morning. We woke up a few times, finally coming somewhat to life around 8am. We cuddled again, D's hands constantly making my nipples hard. We alternately played a bit - his fingers inside me, my mouth on his cock - and napped a bit, for a few more hours.

During one cock-sucking session, I told D to stop thrusting, to let me do the work for him. That seemed to work, though briefly, and soon D resumed his thrusting. It's not a big deal, and it seemed almost instinctive for him, so as long as he was happy, so was I!

More than once during the night, D straddled my back while I was on my stomach, and began fucking against me from behind, never entering me from behind. Each time, though, it got a little too close for comfort, and we would stop. I knew D had condoms there, and he also knew my 'no sex' rule, and while I was very tempted, I was determined not to give in. Sounds silly, now - we both would have enjoyed it - but I'm just not ready for casual sex with near strangers.

In the morning, encouraged by the night before, I actually asked D to go down on me again - and he did. And Oh. My. God. Jesus christ was that good! I have no idea how long he was down there, but I do know I started to feel guilty about having him eat me for so long. It just felt so good! His tongue, I swear he gave some broad, flat strokes, all the way up my slit, and he wormed his tongue into my hole, just like his cock would have, and he sucked on my clit, and he fingered me, and I was cursing like a sailor, and I came and I came.

At this point, D still hadn't cum. I knew he's interested in anal sex, but I'm not quite ready to do that with a relative stranger. We spooned again, his hard cock positioned right in between my ass, and we fucked against each other like that. Picture a titty fuck, just with my ass instead of my tits. Pretty quickly, my skirt came off again (panties were already gone) and his boxers came off, and I felt his bare cock back on my ass. We resumed our fucking motion and soon D added some lube from his ample selection. He rubbed the lube in the crack of his ass, rubbed it on his cock, and began thrusting between my cheeks again. Never inside my ass, just against it. Soon he muttered those magic words - "I'm close" - and right after that, I felt him cum on my ass.

Though he had said he was okay with not cumming previously, I was still glad he did. Everything he did to me felt so good, and I came so often, that I was truly feeling bad that he only came once. On the other hand, though, I'm still glad he came!

I left soon after that, knowing if I didn't, I would fall back into D's arms, back into sleep, and would seriously overextend my stay by even more than I already had. We don't have any definite plans to meet again, but I have a good feeling that we'll make some.

Firsts: A Series: Part 4

I have a new encounter to write about, but it was literally an all-nighter! It will take me some time to write about the damn good oral I got, the 'fucking' in the kitchen, the fingering on his deck, and the use of lube, so in the meantime...enjoy this next installation. Be warned, though, this may be the last of the series, because really, after anal and before group, what is there? I'm open...to suggestions!

During a conversation with an Ex about experiences and whatnot, I learned he was not a stranger to performing anal. His ex before me would beg him for it whenever she got drunk. My ex B, who was my first vaginal sex, wanted to try anal, and while I was game, he could never seem to go through with it, for a variety of reasons.

When I learned that this other Ex had done it before, liked it, and was open to doing it again...hmm. The wheels began turning!

Our relationship was a long-distance one, and Ex managed to attend a conference near me, staying both weekends on either end with me. One night, during that first weekend, while watching TV on my couch, we began heating things up a bit more than 'every day' making out. Clothes came off, and I dropped down to the floor to give us a bit more room. I was on my hands and knees, he was behind me, his cock reaching forward to my wet, waiting pussy.

His hands were on my hips, and he uttered the word 'higher.' I thought he was asking if I was okay with him aiming for the higher hole, and moaned 'YES!' at him. He laughed, though, because he was really trying to get my ass higher in the air.

We decided to move things to the bed, and he asked me if I was sure I wanted to try it. Hell yes! Being an enterprising sort, he had brought a bottle of KY with him, and used copious amounts to lube up both his cock and my ass. With me again assuming the doggy position, he started with a well lubed finger, getting my ass ready for his cock. I had been fingered in the ass before, and liked it, but it always takes a bit of time to adjust to it.

Once I was used to that, he tried to add a second finger, but I'm apparently pretty tight. He gave that up fairly quickly and decided to go for the gold: he added more lube to his cock, and placed it at my hole.

His cock was probably pretty average in length, but I always felt it was a bit larger than average in girth. He pushed forward a bit, slowly, always slowly, paying attention to what I told him.

While he tried to slowly slide in, the lube proved too much for him, and he quickly slid more of his shaft in than either of us was planning. I made him back that out, give me a minute, and then try again. He managed to slide his cock all the way in after a few minutes of gentle, slow, easy pushing. Once he had his whole shaft, or most of it, anyway, inside me, he held it there for a moment, not moving.

I tried to take deep breaths, tried to will myself to relax and accept his cock, but while it felt good, it also hurt. It's a huge invasion, and my ass started burning. I asked him to hold still, even though he already was, and tried for a minute to adjust and get acclimated, but it wasn't working, and I had to ask him to pull out.

He let me catch my breath, and asked if I wanted to try again. I did, and had him relube both of us up again. When he pushed in the second time, he again took it slowly, but it went in easier this time around. Again, when he was all the way in, he held his cock still and let me set the pace.

It still hurt some, but it also felt good, like I was being naughty, mischievous. I figured the best way to avoid the pain was to fight through it, so I told him to start fucking my ass.

He did, and the pain dissipated a bit, and the fucking started to feel good. Being the good Ex, he reached down to give my clit some attention to make the experience even better for me. When he came, he pulled out and shot on my ass, rubbing his hot cum in. I didn't cum, but I did enjoy myself.

Ex left the lube with me, and when I visited him at his hotel a few days later, I brought it with. We began fooling around, and he asked if I brought the lube. I was embarrassed to admit I did, but that was enough of a hint for him to take my ass again on his hotel bed. He slid in much easier that time, and the pain was much less. I still didn't cum, but I was closer, and I still enjoyed myself. He shot quite a load of cum on my ass again.

I always wanted to feel him cumming while inside my ass, but he always pulled out - he was a fan of the money shot. Maybe the next guy I let in there will let me feel his cum shooting inside me...

Firsts: A Series: Part 3

And now, we move on to my first facial.

I started meeting guys from online a few years ago, probably 4 or 5 to be exact. I don't remember this guy's name or where exactly we 'met,' but it may have been a chat room online for locals.

Guy and I im'd a bit, and of course conversation turned sexual. We talked on the phone a little, and eventually agreed to meet one night for dinner. I let him pick me up, something I never do (or did - he wasn't the first I met in person). He was cute - dark hair, fairly fit, but dinner was dull - absolutely no decent conversation between us.

We got back to my apt and he came up. We sat next to each other on my old couch, talking a little, before I made my move. I leaned closer to him, as if I was going to kiss him, but instead I didn't, I just sort of shyly sat back. He laughed, asked what that was about, and I told him he smelled good.

Well, of course he did - during our earlier conversations I let him know I love a good smelling man. He smiled, asked if I wanted another whiff. This time, when I leaned in, we kissed. We sat on the couch for a few minutes, kissing deeply, before he stood up and reached a hand out to me.

He led me to my own bedroom, where he pulled off his shirt and we both climbed on the bed. Making out again commenced, and more and more clothes were shed until we were both naked.

He wanted me to suck his cock, but I refused. Not because I didn't want to, but because I had decided, before that night, to put an end to my 'casual sucking stranger cock' days. I stroked him a little, but had to keep refusing as he kept asking.

Finally I told him to cum on me, and he knelt, on the bed, while I sat in front of him. He began jacking his cock, hard and fast, and he asked me where I wanted it. Feeling a bit emboldened...I told him to cum on my face.

And he sure did. Cum flew all over, coating my chin, cheeks, nose...luckily I had closed my eyes just before he began to shoot.

We lay next to each for a few minutes, catching our breath, his cum drying on me, before I got up to wash it off.

When I let Guy out of my apt, we realized the door had never quite closed completely, and anyone passing in the hall could have heard us. That added a bit more of a thrill to what just happened.

I don't think I ever heard from Guy again, and I don't recall making any attempts to contact him, either. He was the first to cum on my face, but not the last.

Just a quick note here. I don't want to jinx anything, but it looks like I'm seeing M again on Thursday, and then a new guy - one I'm very excited about - on Friday. Yay!

In between those tales, I'll keep the series of firsts coming at you!

Firsts: A Series: Part 2

I sucked F off a few more times after that, and as I mentioned in Part 1, we still play on occasion. I sucked off a few more guys during the next few years, too: A, for $45, M, my roommates twin brother, D, though I think I passed out during it...and then there was B.

B lived across the hall from me my senior year. He was one year younger, blonde and balding, with bright blue eyes, and quite roly poly. I don't know why, but I didn't notice him at all the entire first semester. My roommate and I, in our 3yrd year together, had a suite with two of my other closest friends, all three of whom were a year younger than I, and we spent a lot of time hosting parties and being social.

I first remember talking to B in January; as the oldest in my suite, I was the first to turn 21, and was thus roped into purchasing liquor for everyone. One day, I came back from the liquor store (aptly named Discount Liquors) with a cardboard box full of the good stuff. B rode up in the elevator with me and commented on the stash I had.

We all began hanging out after that; room parties and escapades; low key bar nights; random pranks. After one night at the bar, B came back to my room to smoke. We were officially on a non-smoking floor, but my roommates didn't mind, so we often hosted visitors for a quick nic break. My roommate was on the computer, and B sat on her bed. I had changed to my sweats and sweatshirt, and for some reason stood in front of B, straddling his leg. His hands ran up the back of my thighs, giving me that nice tingling feeling, but we didn't go further.

My roommate decided to go to bed, so B and I adjoined across the hall to his room. I sat on his lap on the couch, his hands gently roaming but never touching me inappropriately. We moved to his computer desk, where he again put me on his knee, and he began calling up random porn pictures for us to look at. I initiated the first kiss, and it was sweet - deep, soft, passionate.

After that night, we began dating. We fooled around a lot but never really discussed sex. We both 'fessed up to being virgins, and were dating exclusively, but the topic was never really broached. I always tried to get him to be a little aggressive with me - back me up against a door, that kind of thing, but had limited success.

One weekend - we're now in the later part of February - we randomly decided to go to his roommate's parents' house, as they would be out of town that weekend. When we got there and put our bags in the roommate's brother's bedroom, B told me to look inside his bag, where he said he had a surprise for me.

"If you're a good girl, maybe I'll use that on you later tonight."

I peeked in, and saw two things of interest: a pair of furry handcuffs...and a handful of condoms. We didn't really talk about either, but he kept teasing me with mentions of his surprise throughout the day.

After drinking a bit and eating way too much Taco Bell, we retired to our room. The making out started...the clothing came off...and I found my hand wrapped around his (small) cock, sliding it bare inside me.

As I said in Part 1, my cherry had already been broken, and again, he was quite small, so there was no pain, just pleasure.

I rode him like that for a minute or so, knowing we should put a condom on, but unwilling to stop the motion and get off. I remember panting, unable to string more than one word together without grunting or moaning in between: "We...uh...should...mmmmmmmm...re...re... really...be...ohhhh...using.....aaaaaaaaa....con... uhhh...dom..."

He pushed me off him and grabbed a condom from his bag. I lay back and waited while he put it on, probably rubbing my clit and urging him to hurry. He climbed in between my legs and fed his cock back inside my pussy. Unfortunately, though, with the condom on he came quite quickly, as became the pattern. He used to tell me it was my fault, that I turned him on so much he couldn't hold back, but that's just bullshit.

We fucked and dated for a few more months until we broke up in May, a result of my cheating ways. We got back together when he showed up at my parents' house when I was housesitting one weekend - a man with a rose at the door at 4am is most definitely welcome, and we had a celebratory fuck, but our relationship didn't last.

I sucked him off randomly for a couple weeks, during the late winter, when I finally had my own place. When I moved out of state, he'd often call, drunk, parked somewhere on his way home from the bar, and often we'd have some good phone sex together. Usually, though, we'd start fighting, me begging him not to drive drunk, him telling me that I was 'the one,' me yelling that he never showed that to me...but I haven't seen or talked to him in years. I still think of him fondly, though, if for nothing else than being my first.

Firsts: A Series: Part 1

Since it's been over a week since I've gotten any play, and looks like it will be a week more, I thought I'd try something new. In keeping with the theme of this blog - i.e., writing about true sexual experiences I've had - I thought I'd write about different sexual firsts: sex, blowjob, facial, anal, and anything else you request or comes to mind.

I'll write about these in the order that they occurred, which means...blowjob is up first!

I was a late bloomer, sexually speaking, and though I had had bfs before then, I didn't actually see my first cock until I was 19.

A sophomore in college and a sorority girl, I got to know some frat guys fairly well. One night, my sorority had a mixer at one of the frat houses. It being a small school, we mostly knew each other anyway, but it was a chance for both houses to introduce their new pledges, and for everyone to drink way too much.

There was a guy I knew, a member of the frat, who I had already been crushing on a bit. He was Mexican, and we'll call him F. A few years older, he was on more of a 5 or 6 year plan to get through school. He had quite a reputation as a ladies man, which of course made him seem like a bad boy, which of course meant I wanted him.

We sat in the basement of the frat house, music blaring, plastic-cup filled beers in our hands, both of us on a ratty old couch. I remember his arm was around the back of the couch - not resting on me, but casually touching me. Our thighs were pressed together but we were barely talking.

I don't remember how - truly - but we ended up in his room. As a tenured member of the house, F had his own room. Small, but all that was necessary was the bed. Again, the details are fuzzy, but my shirt came off...as did my bra...and his pants.

He played with my tits, sucking on them, biting a bit. He didn't ask me to suck his cock, but I knew the stakes had been raised - I was a college girl now, alone in a frat guy's room, a frat guy who got all sorts of pussy - I knew he wouldn't be satisfied with just making out, and I was very okay with that.

Even though his cock was the first I had seen, I knew enough to know it was small - maybe 5 inches. He had an annoying way (still does, actually - I played with him last October) of putting his finger all the way in my mouth, so I have no leverage to suck on it at all. He doesn't move his finger around, just keeps it in the same position. Very annoying.

Anyway, I took his cock in my mouth, and I don't remember how long it took, other than I was slightly amazed at myself, sucking the cock of this guy I barely knew. I couldn't tell you if I was any good at it, if he moaned, if I had any technique at all...or even if he warned me before he came.

Regardless, I swallowed his load down. It came so quickly, to this day I don't know how girls manage to spit! Once he was done, I got dressed and left his room.

Once back downstairs, I ran into my (still) best friend. "I've been looking for you!" she said. "Where have you been?"

Before I could answer, she leaned in close to me and started giggling. "Your shirt's on backwards," she said..."and inside out!"

I grinned and confessed, telling her I just sucked my first cock. "How was it?" she asked, like any good friend would.

"Good...but he tasted like warm beer!"

I sucked F's cock many a time after that, and he actually popped my cherry, though not with his small cock. That's another tale, though...