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#323, Guy's story: I wasn't really sure where to post this true story, in gay or first time. I am not gay, rather bi. I have always fantisied about being fucked like a woman even though I was hetrosexual for most of my life. One night my girlfriend went out of town to see her daughter in another state. She left about 1pm and would take about four hours to get to her destination. By 1:15 I was online in a gay chatroom. I inquired if there was any guys around the city I lived in. I got a pm and the guy said he was very close to where I lived. He asked me what I was into and I told him that I wanted to be fucked like I was a woman. He said he would be glad to fuck me. We agreed to meet at a McDonalds nearby. He showed up right on time and we chatted for awhile. He then followed me to my apartment. I was really nervous as this was my first time. We sat in the living room and talked for awhile then he walked over to the coutch and sat down beside me. He kissed me deeply and started to caress my body. He peeled off my shirt and sucked on my breasts. Then he laid me down and climbed on top of me humping me as we kissed. I was so excited I came in my pants. He was very understanding, and asked me if I could cum again. I said yes and we went upstairs to my bedroom. We undressed and I sucked his cock for a few minutes till we laid down on the bed. We got into a 69 position, him rimming me and me sucking on him. He got me to lay down on the bed and put a condom on. He lubed it up and opened my legs and climbed on top of me. There was very little pain just pleasure and I moaned as he pushed himself inside. He went in slowly till he was all the way in me. Then he took my hand and had me feel where he was in me. Kissing me deeply he started to move in and out. I moaned into his mouth as I thought "he is really fucking me!" Leaning over me he slowly fucked me. I was really close to cumming and moaned this out to him. He just smiled and said "mmmm yes cum for me baby" I did and it coated my belly and his. He ran his fingers into my cum and coated his cock with my sperm. He then picked up the pace and really started fucking me. He fucked me like that for about 5 minutes and then had me get on all fours as he fucked me doggie style. He did me that way for awhile then he pushed me down flat on my stomach and laid on top of me, his cock buried deep in my ass. He fucked into me for about three minutes then moaned in my ear he was going to cum in me. He pushed deep in me and moaned as he filled the condom with his cum. I came again as well. It was so hot! After he went soft he pulled out and kissed me deeply, cleaned up and left. That's one night that I will never forget. This is a true story.

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Aug 14, 2010 03:53 AM in First time, by michael

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#267, Guy's story: Ill make this short. When I was in college I found out the local Adult Bookstore had video booths. They were actually pretty nice, well ventilated with a toilet paper roll and a basket for when you popped. There seemed to be hundred's of videos to choose form in anything that was legal, I found I liked the 18 year old girls and the amateurs the most. When I came home over the summer I fund out I was spoiled, the only place with booths close to me was a dirty theater with dirty booths, the videos were all super old and just bad, and if you went at the wrong time it was all gays or worse I found out once a month they did a day/night for lesbians.

Then in early August I went to see my Grandparents for 2 weeks before I went back to school. After a few days with then I need some time to myself so I asked my Grandfather if I could use his car, he said no problem just don't wreak it. I didn't know where I was going or what I was going to do I just need to get out. About 2 hours later I was totally lost when I saw a sign that read "Adult Bookstore". I figured I would check it out. I walked in and it seemed clean. There was some guy stocking the shelves, when I saw the counter area I was shocked there was a woman behind it. She wasn't the most amazing looking woman but a definate MILF. Then I saw a sign that said "Video Booths". I was nervous but I walked up to the counter and asked the woman how much the booths were. She smiled and said a dollar a minute but you get 15 minute for $10. I looked in my wallet and had her break a $20 for me. As a turned to leave she asked if I wanted a tissue pack. I figured it was the thing you did here so I said yes and she said $5. $5 fucking dollars. I asked if one was booth was better that any other, She said " you will have a better chance with one of the middle ones". I didn't understand what she meant but I said thanks and walked back to the booths.

There were 2 booths 3 on each side of the hall way. I opened the door on the middle booth on my right and walked in. there was a dim light above and I put my $10 bucks in the machine. I found a video that was okay and sat down. I looked around, I had seen cleaner booths but this one wasn't bad. Then I noticed a piece of plastic on the right wall just below waist height. Then I saw one on the wall opposite it. I touched the one on my right and found it was a little plastic door. I smiled a huge smile, it was a gloryhole. I had heard about them but never seen one. I open both of them but saw the door on the other side was closed. I scanned through the videos trying to find a really goo one. Then I heard the door to the booth to my left open and close. I could hear a voice then another in the booth and then the video form the booth. Suddenly the door opened and I heard a voices say "you there".

I was shocked but said yes, who are you. The voice said you want a blow job. I was like from who you. The voice said no my girl is here. I asked how do I know she is a..... girl. Then a female hand came thru the hole and retracted. I was like why can't she talk and he said cause I am her master and she doesn't talk till I want her too. Then he asked again, do you want a blow job from my girl? I thought second and next thing I knew I was unzipping my shorts. I said if I find it's a guy suck me off I will kill you. then I heard a laugh. As I stuck my cock through the hole I hear him say "Suck that cock whore!".

Then I got the BJ of my life. That girl knew how to suck cock. She was amazing. She used her tongue in ways I had never felt. She would slurp and lick, suck and blow. After about 5 minute I could not take it any more and I blew my load. Then before I could pull away I felt her hands massaging my turgid cock. She was spitting on it, carefully massaging it. Then i felt her lick it again. In about 3 minutes she had me 85% hard again and was going to town again. I lasted long this time. We went on like that for at least 45 minutes. Finally after I shot almost nothing out of my cock I slapped the the wall a couple times and she let me go.

I grabbed some of the tissue I had bought and cleaned my cock off. As I was doing that I hear the voice say thats a good bitch, then I heard him say she sucks a mean cock huh. Yes was all I could say. Then her said we will be here on Sunday if you want a another. I about blew another load right there.

Since then I have had a ton of Gloryhole fun, even got a few girlfriends to do it. But nothing beats the first one!

"True Story"

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Jul 10, 2010 01:57 AM in First time, by TomTheDom

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#265, Guy's story: Here's a true story about my first time with an older woman ...

It was the early 80's, and I was in my 20's. I'd worked with a group of fairly social people at a smaller company for quite awhile and knew everyone pretty well. I was in a "friends with benefits" arrangement with the woman that worked in the document/copy room. She was in her 30's, a short-haired blonde with nice big, firm tits that she seemed to enjoy showing off and was pretty well known at the company as a party girl. From the times I'd shared with her, I could attest that she was a real party under the sheets, too. I'll call her "V".

V let everyone know about the party and it was a great turnout. I'd spent most of my time on the main floor, but later in the evening I stopped downstairs to cool off a bit and see who was there. After just hanging out for a while, I was surprised when one of the company managers, a petite blond in her late 40's I'd never spoken with at work, came over and seemed eager to start up a conversation. She wore a very tightly fitting top and equally tight jeans, and had the body to pull it off. I'll call her "D". She mentioned wanting to see what the lakeside was like and urged me to join her.

The sun had gone down and in the shadows of moonlight D and I walked toward the lake. As we neared, she reached over to hold my hand and explained how it was a very nice view to share with another person and was glad I'd joined her. I agreed, but explained my surprise as she and I hadn't really crossed paths much at work and I hadn't noticed any interest. She explained that she'd been interested for awhile but didn't quite know how to approach me. D had apparently found out through the gossip channels that I was fucking V on occasion; she'd heard I was well hung and fun in bed and wanted to know herself.

At the water's edge I pulled her closer and we started making out. We both started getting pretty worked up and hands began sliding under clothes. She removed her top and bra. and standing there in just her jeans, D's tits were very small but perfect with long dark nipples standing at full attention. She pulled off my shirt and we continued to kiss. Licking her nipples and palming each others crotch accelerated things rapidly. We were far from the house, but could see clearly in the moonlight and yard light that cast a long lit path. I was a nervous we'd been seen, but D didn't care as she sat back on the grass to remove her jeans and panties.

I could see D's vulva was covered by a nice bush of dark blond hair and as I dropped to the grass to join her it struck me how odd it was I was seeing D this way and that D of all people wanted me to fuck her. That she was an older woman intrigued me as I considered what things she might do and want to teach me. It seems silly to think that way now, but at the time it was a huge turn-on. I started toward D's crotch to eat her but she had other plans and pulled me over to have me take off my own pants. I was mostly hard already, so D really got going when she saw the big cock she'd heard about and plunged her mouth right down it with abandon. It seemed like D really knew what she was doing - a blow job like no other before. D had very full lips and knew just how to use them on a cock to full advantage.

She had me rock hard now and I just wanted to find out what fucking D was really like. She was sopping wet already, so without further ado I slid inside her warm beaver (she was pretty furry after all). She was fantastic! First fucking missionary style then putting D on her hands and knees and really going for it. D knew what she liked and was so eager to fuck hard. She came once and then again and with that I responded in kind, letting loose a hot load for D to remember.

I think after the fact, it dawned on D and I (the alcohol was wearing off by then) that we worked together and it might be an awkward situation going forward. We got dressed, and as we walked back to the house, D thanked me and then said she had to leave. I went back inside the house, cleaned up in the bathroom and returned to the party still warm from the great fuck with D.

As the party dwindled down, V (remember, she was the one holding the party) made it increasingly clear she didn't want to spend the night alone. Once everyone was gone, V led me to her bedroom and we spent the next couple of hours fucking. What a night indeed!

Within a few days I was able to get D's phone number and gave her a call. I was right, she was real worried about the ramifications of us working together. We had a long talk and worked things out, and the result was that she would come over in the next day or two. When she arrived, D was pretty nervous, but a drink helped a little and she gradually relaxed. Before long, D was buck naked on the carpet and this time I ate her pussy inside and out. She'd been alone for quite awhile she said and it had been a long time since a man had done that. That explained the screaming orgasms, I guess! We moved from there to my bedroom where we proceeded to fuck each other in a half-dozen positions. The chemistry was great, and D's enthusiasm for just about any kind of fucking was amazing. She ended up staying the night, and we fucked again in the morning before showering and both going to work ... at the same place!

It never really turned out to be a problem with working together as we both knew how complicated it would get if we let it. D knew I was fucking V on occasion and didn't seem to care. She wasn't really looking for a boyfriend, just a friend and great sex and it seemed we had that. I saw D now and then after work, we'd chat for quite awhile and then eventually end up fucking. A pretty shallow arrangement, so it just kind of ran its course. Things with V eventually just petered out too, no harm done. Everyone got what they wanted I guess, but I still won't forget the passion of the older woman and the party that made it possible!

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Jul 8, 2010 08:57 PM in First time, by MrWooHoo

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#253, Guy's story: I met her on one of those sites for married people looking for affairs. It started innocently enough as we joked about a sports team we both rooted for and realized we were in the same situation -- 40, married for over 15 years, parents, over of weight and not satisfied. Then the chat got a little more x-rated as we flirted sexual lines at each other. Our flirts got more bold as we talked about ,meeting for sex. We exchanged photos, clothed and non-clothed. Usually that's where most of these type of conversations end. This one kept going. Then one day, not long after we "met," it happened.

Now I work from home near a business area and coincidentally her office was a few towns over. One day she emailed to say she suddenly had the afternoon off and that maybe that we could meet. I agreed. At this point I think we both knew what we had talked ourselves into and knew what was about to happen. We decided to meet for the first time at a local Starbucks. We never even made it inside.

We met outside the store, said hello and I boldly asked if she wanted coffee or to go somewhere private. She shyly said whatever I wanted and I told her there was a cheap motel up the road we could go to. She agreed. We took the 2 minute drive to the motel, parked in the back and asked for a room for a short stay. Less then 10 minute after we physically met we were in a motel room. Less then 15 minutes after we met we were doing much more.

We entered the room and I sat on the bed. She stood nervously, saying she had never done this before. Neither had I but at this point I wasn't stopping with cold feet. I told her all would be fine and I patted to a spot next to me on the bed. She down next to me and we kissed, hard. Our tongues started dancing as we laid down, our hands moving across our bodies. Slowly we took our clothes off. I unclasped her bra and started kissing her breasts. So much larger then my wife's, so different. I experienced the same difference when I got her panties off and saw she was shaved. I never had seen a bald vagina and a mature woman and I began to eat her out. So different to not get hairs in my teeth. Soon the situations were reversed and she had gotten my pants off and was licking me, doing things my wife never did.

After a few minutes I pulled out a condom and we placed it on me. We laid down on the bed, face to face, my hardness rubbing her thigh. We kissed until I mounted her. It had been over a decade since I had been with another woman, same for her with another man. In the back of our minds we both thought how weird to be in bed having sex with a person you had only just met in real life less than 30 min ago. What a difference being with someone different. Different body, different movements, different feeling, different responses. She enjoyed herself, raising her legs each time she came. The look in her eyes was one of lust. We changed positions a few times until I finally came in her doggy style.

We spent the next 20-30 min lying on top of the covers, naked and talking. Not just about sex, but about our lives. Then I felt a stirring and decided I had to feel her without a condom and climbed on top of her and began having sex with her again. I was going in and out, feeling her skin against my skin, the feel of a different vagina and, I suppose to her, the feel of the shape of a different penis, when she asked me not to cum in her. So I stopped, put on a condom, and let her ride on top. We had sex for another 40 minutes (one good thing about condoms and getting older -- you last longer) until we finally stopped, exhausted and spent, as I unloaded into the condom while my wrapped penis was inside her.

We rested for a little bit and, after realizing we weren't up for a round 3, got up to start getting ready to return to our lives. We considered taking a shower, but one look at the shower quickly changed our minds. Instead we washed up at the sink. There we were, 2 practical strangers, standing naked in front of the sink, looking and smelling like we had sex. I stood behind her as she washed up, while my limp dick ran up and down her ass crack, fondling her breasts and kissed her one more time when she turned her head towards mine.

We washed up as best we could and left the room. After returning the key we went back to our cars, kissed. We each said we'll have to do this again. That was over 4 years ago and we haven't spoken since. I don't justify our actions that day, but it was one of the more erotic in my life.

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Jun 23, 2010 05:24 PM in First time, by Jacobsdad

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#244, Guy's story: Id always had a fascination with having my ass fucked, poking toys and all manner of vegetables in there never failed to make my cock hard, but I'd never 'graduated' to a real cock. My fuckbuddy knows well my desires, and would often attend to me with a strap-on, or one of our many vibe's or dildo's, but I could never find the right person (we live in a very small rural town), so I was resigned to a life of plastic loving.
Veronica, my part-time fuckbuddy, and all-round dirty girl, loved the sight of me, kneeling, my ass filled with fingers, or toys. So much so, that often our sex was 100% anal for us both.
One evening, after a rather wild fucking session, we were both sitting out on my rear porch sharing a cigarette, when Axle, the Bull terrier from across the street, ambled over to say Hi. I gave him his favourite scratch behind his ears, as he sniffled and snorted with pleasure. His head suddenly shot up, as his sensitive nose must have picked up our smell of freshy-fucked pussy and cock, and his tongue snaked out to lick at my cock, as it hung thru my towel. I nearly shit myself as I thought I was going to be minus a cock courtesy of Axle's rather sharp teeth, but he gently licked and rolled my cock with his tongue. Veronica saw this, and, after nearly choking with laughter, quickly stopped laughing as she became more aroused with the scene before her.
She made me sit on the chair with my legs apart to let him really get a good lick, and, digging her fingers into her well-filled cunt, smeared my cum all over my cock and balls. Axle's tongue lapped all my juice up, as my cock rose to full hardness. Veronica made me raise my legs, and she pushed her fingers, covered in my cum fresh from her drooling pussy, into my ass. Axle's tongue followed in a flash, deep into my well-fingered hole. I was moaning, pre-cum drooling from my cock, as Veronica egged Axle on.
We dashed inside, closed and locked the door, and Veronica had me kneel on the floor, my chest on the carpet, her cum-covered fingers in my ass for Axle to lick out. He dove in tongue-first, as Veronica began to jack his sheath. His bright red cock popped out, and he began to hump the air and her hand. SHe pulled him onto my back, and guided his hot red cock into my ass. His first thrust was high, but his second was bang on, as all 5 or so inched drove deep into my bowels. He began to really fuck hard, his knot jammimg against my ring, then sliding past. I felt his knot stretch me, and his cum firing into my ass, as Veronica dropped to the floor, her dripping cunt to my face, and I ate her as she came, my ass full of hard thick dog cock.
After Axle's knot subsided and finally popped clear, she let him out and came and cleaned me up. She said my asshole was still gaping and cum pouring from it, which was the sexiest thing she had ever seen.
Axle might need to get some more cardio exercise in I think, he may get a lot more work over at my house, as payback is a bitch lol.
100% true story

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Jun 21, 2010 01:22 AM in First time, by gregfromoz

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#243, Guy's story: I was involved with a woman 2 years ago - no real relationship, just good clean fucking - when she suggested she would like to fullfill one of her fantasies, having a 3-some with another guy, and was I interested? Sure, how bad can it be?
We searched through a few singles sites, finally settling on an older man not that far from where we live. The meeting was had, a few drinks, and back to the motel room we had booked. Bill (the older guy) was a pretty decent enough man, mid 50's, not flabby or fat, just your average joe.
We started off, Veronica sucking my cock to hardness as Bill fingered her, then licking her pussy as she pulled my legs higher and rimmed me (I love being rimmed). We got into a hot 69, with me on top, licking her pussy as Bill was getting his cock sucked. I felt a finger slide into my ass, which I love, slowly then a little faster, then, to my shocked surprise, I felt Bill's cock pressing into my ass. Id never been ass fucked before, I love toying my hole, and Veronica is a master with a strap-on, but Id never had a real live cock in me. I relaxed, and his cock slid in (rather easily I might add lol.. turned out there had been some sneaky lube applied) and he began to slowly fuck my (almost) virgin ass. Veronica was watching the whole thing from no more than a few inches away, and I could feel her pussy contracting madly under my tongue as she came. I felt Bill cum in me, I came in Veronica's mouth, and that set the tone for the rest of the evening. I still dont remember if Veronica got her wish of a second cock in her, I think Bill fucked me another 3 times lol.
True story

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Jun 21, 2010 01:04 AM in First time, by gregfromoz

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#117, Girl's story: We sat in my bedroom and talked for awhile. I told him I was a virgin, and I knew that I wanted something from a man, but couldn't quite put my finger on it. While he was agog for a few moments at my state of physical purity, he had trouble understanding how I could be so inventive. He asked me if he could touch me, and laid his hand on my thigh. His hand was warm and almost covered the top of my thigh. He explored my leg, my hip, rubbed my back. He held one of my hands in his and encouraged me to stroke his face, play with his hair, run my fingers over his arms. He leaned over me and kissed me, on the lips, exploratorily. Eventually his hands went under my shirt. We ran into a small snag there. I was not comfortable with the thought of being naked. My clothes came off unwillingly and grudgingly. First my shorts, so I was sitting there in my bikini undies, tank top and bra. Instead of going for my boobs, K's hands went south. He got off my bed & took off his shoes and shirt, a compromising act. I was so glad he wasn't covered in hair. He was definitely a man, and dark-haired, but his chest only had the obligatory 'V' leading down into his jeans. He grabbed one of my pillows and kneeled on the floor in front of me. He took his hands and ran them up my thighs, spreading my legs, and when he reached my hips he pushed me back a little bit. I leaned back onto my elbows and his thumbs slid under the legbands of my panties. He asked me, surprised, "You know how to shave this, but you won't take your shirt off?"
In spite of the words he spoke, when his thumbs caressed the outer lips of my pussy, it was as if he had struck me with lightning. I bolted upright and tried to squirm away from him across my bed, but he grabbed me and pulled me back, and then pushed me down on the bed. “Huh uh. You’re not going anywhere”, he told me, and proceeded to pull my panties down to my ankles. They slipped off one foot and dangled from the other’s toes. He spread my thighs again and once again slid his thumbs up my lips. He asked if I was okay, if I wanted him to show me what else he could do with his fingers. The whole time, his thumbs were massaging me, warm hands on my inner thighs, grinning over my soft belly. I nodded and exhaled, trying to relax even though I was spastically clenching my bedspread in my hands.
I was expecting him to plunge his fingers inside me at any moment, expecting pain and shock, but instead he began tracing designs on my skin, up my sides, across my stomach. He pushed my shirt up under my armpits and undid the clasp on my bra. I could feel him breathing on my mons and lips, but his fingers were circling my breasts, drawing what felt like hearts and arrows and circles, cursive writing, who knows what, on my flesh. He then began following those invisible lines with his lips and tongue. He whispered things against my skin. I started to feel like I was made of hot coals and snakes, every inch of my skin burning hot and writhing. I ended up naked and he gathered my arms and legs and kissed me hard on the mouth, fully opening it with his tongue. I could feel the muscles of his thighs against my ass and the backs of my thighs, his hands cupping my breasts, those thumbs stroking my nipples, pinching them gently, inscribing circles along my areolas, and the hardness pressed between the cleft of my labia. As suddenly as he had pounced on me, he pulled away and went to his knees again. He propped my legs on his shoulders and buried his face in my pussy. With a few firm, deft movements of his tongue, I felt a rush unlike anything my own self-exploration had given me. I could feel the muscles deep inside my vagina flex and clench.
That man proceeded to eat my virgin pussy for almost two hours. I can honestly say that he probably ruined me for any other person to follow him. I do not think anyone will ever measure up to his performance, and I still fantasize about that particular afternoon. He went over my outer lips, inner lips and clit millimeter by millimeter, starting slowly and building to a powerful tongue-thrusting finale. He nibbled at my outer and inner lips with his front teeth, pulling and sucking on them, he ran his tongue in spirals around my clit, under the hood, flicking at its base, grinding the tip of his tongue into me with incredible force and then backing off with fluttering nibbles and kisses with his lips. He bit me on the creases of my thighs, leaving marks only I would know about, and I came with screams of pain and ecstasy. He slid a finger gently inside me, feeling my rippling muscles grasp at his knuckles. His finger was thick and I could feel every inch of it as he stroked in and out with it. He whispered to me poetry about a hot summer night on the Mississippi river, how if you dip your hand in her water you can feel her heartbeat.
I lay down on the bed between his spread legs and studied his body, looking at the pattern of hair on his sack, where his cock rose from his balls and belly. I kissed the tip of his cock and licked it, trying to replicate the concept of the things he had done to me with his tongue and lips. It was difficult at first because I have never had a big mouth or wide lips, and it was definitely too long for me to even attempt deep-throating it, even if I’d known or understood what that was at the time. I remember how silky the skin of his cock was, how the swollen veins felt sliding across my tongue and the roof of my mouth, the noises he made, the feel of his hands on the back of my head and in my hair. I looked up at him from under my bangs, my lips wrapped firmly around his shaft. I don’t know exactly what I did - changed the pressure of my sucking, the rhythm of my strokes, it may have even just been the glance - I almost thought I’d hurt him, because he pushed me off of him abruptly, grabbed his dick & made a strangulated moan that ended with something like, “here it comes...” I watched the creamy white flood pour out of his cock in amazement, covering his hand and spilling onto the bedspread as his balls contracted and pumped.

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Apr 6, 2010 05:29 AM in First time, by perzephone

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#83, Guy's story: This is part 2 of the streaking incident ---
My friend and I streaked together, which led to an amazing first-time experience...

"Come help me get warm," she said, shaking her hair loose from her face. As I approached, she opened the blanket and encircled me, at the same time meeting my mouth with hers in a warm, wet kiss. This was my first fully naked, skin-on-skin embrace, and I could scarcely believe how amazing it felt. Instinctively, I wrapped my arms around her a pulled her tightly to me. I could feel the softness of her breasts pressing into my chest, my cock squeezed sideways and up past her hip, and her pubic hair and the heat beneath against my thigh as we continued to devour lips, tongues, throats, ears, shoulders with impassioned kisses.

B__ moved her hips against my leg, and I felt the wet warmth of her pussy. Our hips were moving in rhythm together, and somehow she swiveled and rose at just the right moment, slipping my cock between her legs. She was so wet, and I so hard, that I nearly entered her without trying. Her eyes widened as she whispered "No, just stay like this..." She tightened her thighs and straddlled my cock, sliding her pussy along its length while grinding her hips into me, our mouths, tongues, and hands still feverishly exploring every part of each other within reach.

I slid my hand down her back, pressing my fingers into the crack of her ass; B__ gasped as I passed over the tiny tuft of hair surrounding her asshole to pull my cock up into her slit; while I held onto my cock head and supported her butt, B__ was able to fully let go, rocking and grinding down hard. Soon she was sucking in her breath while murmuring strange little whispers, then hold her breath in till finally little chirping sounds would escape from the back of her throat, followed by a deep exhale. For my part I had managed to take her breast into my mouth, kissing, licking, and then actually sucking, which I had never done before; I settled into a sucking rhythm in time with our breathing, sending her over the edge; B__ tensed up on tip-toe and arched backward, nearly throwing me off balance. With the tip of my cock pressed into her ass crack, I could feel the pulsing of her orgasm; this was all so new and incredibly mind-blowing.

"Oh God..., " she whispered as she stepped back and reached down to grab my cock, which was soaking wet from her juices and mine. Just the presence of her hand stroking me was enough; I was seconds away from coming. B__ sat down on the couch behind us.

"Here, do it on my leg", she said, guiding me down toward her. I straddled her thigh and came, overshooting her thigh and sending jet after jet streaming over her belly. As I turned to sit beside her, she tentatively dipped a finger into the pool that gathered just above her pubic hair, which was still dark and shining with her own juices. I watched as she circled each of her nipples with a drop of my come, then dipped once more, and sucked the droplet off her finger.
"Hmmm, not too bad..." she said, suddenly leaning over to place a tender kiss on the head of my cock, then licking the remaining come from the opening. I reciprocated by leaning in to kiss her pussy, and left my head in her lap while she stroked my hair. We remained there for quite awhile. True story.

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Mar 5, 2010 05:31 PM in First time, by gilesgoatboy

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#82, Guy's story: I wrote this up and it went long, so I'm posting in 2 parts ---
Years ago while still in high school, I was hanging out with a girl, mostly just a friend but also an occasional make-out buddy, on a night when neither of us could think of anything to do. Just talking and hanging around her house, she brought up the subject of streaking. I tried to remain non-committal and disinterested, but I was got slightly embarrassed when she worked her way around to confronting me with the fact that she knew I had streaked a friend of hers' neighborhood.

I was embarrassed mainly because on the night in question I rode my bike about 4 blocks down through an area close to my house, but in a different school district where I didn't know very many people. I loved the feeling of being out at night completely naked, maybe a little too much, because about halfway out I started getting an erection; as my cock got harder, the sensation of the cool night air became more and more pleasurable. As I turned the next corner, I noticed a group of people out by the street a couple of house down. I hadn't anticipated that big a crowd, but there was nothing to do but speed past. As I did, I heard various reactions from the group, mostly positive laughter; a couple of the guys even ran after me, calling out for the girls to follow. Fortunately by that time my anxiety dropped my erection down to about half-mast, so I didn't look like a complete fool.

Anyway, I wasn't sure what her friend had told her, and I was sort-of hoping she would drop the subject. Instead she surprised me:

"So, was it fun?" she asked.
"Yeah, I guess, I probably mumbled."
"All the girls at Kelli's house said they'd like to see you streak; Kelli said you looked... pretty cute. You're turning red."
"So you and Kelli and who else were talking?," I asked.
"Kelli, DeAnn, Dena, and Linda. And me. But only Kelli saw you. And Kelli's little sister, but we didn't let her go with us when we did it."
"What?"
"We streaked your house, but I don't think anyone saw us. I don't think you were even home."
"Wait, what night was this?"
"Friday."
"I was at Kevin's."
"Anyway, we took Kelli's car, and just ran up the street and back by your house."
"Lightweight," I kidded her, inside I was kicking myself for having missed the incredible spectacle of 5 naked girls running down my street. I had made out with B__ enough to have a sense of her body, but I had never seen her completely revealed.
"Oh yeah? I bet you wouldn't go all the way around this block."

"I would if you would," I responded, expecting her to back down. The next few minutes were a haze, and before I knew it, we were on her porch together, me in my boxers and B__ in cutoffs and a t-shirt.

"You go down by the driveway, and when I'm ready, you start and I'll catch up. But no turning around to look at me, or the bet's off."

I went down to the driveway, took off my boxers, and waited. A moment later, I heard her signal, and started jogging, resisting the temptation to turn and take in the sight of B__ naked in the moonlight. After B__ caught up with me, the streak itelf was fairly uneventful. We ran side-by-side, and although I could see her small-ish breasts and pink nipples bouncing along in my peripheral vision, I didn't try to take advantage by stealing a glance. We were both just running along as if nothing was unusual, except my heart was pounding, and every so often one or both of us would burst out laughing.
But then the novelty of the situation and the cool night air began to have an effect on me, and against my will, my cock started getting hard. We were on the back stretch, a street with houses on only one side, so our chances of being seen were pretty small. At that point I didn't know if B__ could see or sense my predicament, but then I glanced over just as she happened to look downward, and I saw her eyes widen. I pretended not to notice anything, but she had a sly, knowing smile on her face.

"You, uh... comfortable?" she asked, still smiling.

That was enough to drop my hard-on down a few degrees as we rounded the last corner. B__ sprinted ahead as we turned up the walkway, and I followed her to the front door, both of us panting and laughing a little. She hurried through the doorway, and I was mesmerized by her smooth back, slightly protruding shoulder blades, lean thighs, and jiggly little ass, slightly paler than the surrounding flesh and flushed pink. The sight of her as she hurried to the couch and pulled a blanket around herself was heart-breakingly beautiful.

She turned to face me as I closed the door. She wasn't laughing or smiling her sly smile, her expression had turned to something irresistible that I had never seen before.

--- look for the second part, there's more action there! ---

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Mar 5, 2010 05:28 PM in First time, by gilesgoatboy

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#66, Girl's story: This was my first time with my last boyfriend. I can be frustrating for most guys. I generally don't have sex until many months into it. I like to know that sex isn't the only thing keeping us together. What also makes this differant is that I like long sex episodes. Not the 30 minutes before bed stuff, but the screw all night with nothing to worry about the next day (just imagine our 3 day weekend on valentines was like once, another story prehaps), etc. This guy was on about 4 months when this happend. My roommate and I lived in a protected apartment, so I had to go downstairs to left him in. I had a tight shirt and daringly short skirt. I couldn't too crazy as I walked in the public for all to see. On the elevator ride up, his arm kept exploring around. Probably to see whether I had a bra or type of panties I had on without staring. I could see he was getting hard and breathing fast and I don't know how much he was going to stand. Whispering "I have a surprise" probably didn't help. Once inside the door and when I heard the door close, I simply turned and dropped to my knees. I unsnapped his pants and dropped everything to the floor. His dick just stuck right out and an "oh god" was groaned. I simply started to suck it. Now I like the sucking and licking, but I just don't get into going the distance, great for getting things going, I just screwing. While sucking, I raised my arms and off came my shirt went and the unsnapping of the bra and I was topless. Next I unzipped my skirt showing my skimpy panties (I hate thongs, they are so uncomfortable). I didnt' take long for him to rock hard. I just got up and bent over a small a few steps away. He wadled over since his pants were at his ankles and simply pushed my pantied down and speared me hard. Then he just screwed my silly. Banging the table around a bit. I am a screamer of sorts and I was letting it out. It didn't take long and I was just screaming and I knew he wasn't going to last long. Shortly I heard the "oh shit" and I felt the warm cum enter me. My knees were weak from cuming so hard myself. I then made my way to the bedroom while he stripped off the rest of his clothes and went to the room as we warmed up for part 2. He got on top and started to work me over real well. After a bit he started to get hard again and was in me again giving me a hell of a screw, legs in the air, back to screaming again, until....my roommate came back early with some friends. We tried our best to screw quietly (which isn't easy, try it, not a sound), and screaming silently with a finishing orgasm leaving a messy wet spot. My roomie must have known what was up with the clothes at the front door, and I had to gather them up to get him dressed to go back home. My now husband still reenact this when we really just want something hard and fast which is rare, since as I said before I like a nice long screw that lasts all night. True Story

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Feb 9, 2010 03:21 AM in First time, by ChicagoGirl

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