So here I am in 1982, a year out of high school with no girlfriend and no idea as to what I wanted to do with my life. Lisa, my ex girlfriend who I had dated most of senior year was off to college in California. She said that we could still have a relationship but I knew that was bullshit, especially since I knew she was one horny bitch who loved to have her pussy licked constantly. But that wasn't really a problem either. Ever since junior high, when my cousin Randy taught my brother and some of his friends how to masturbate, I really became fixated on cocks, well cocks and wearing panties. All through high school, I played the macho school jock, football, diving team and track. I dated chicks, lost my virginity when I was sixteen but I still thought about hard cocks. That and being in the locker room as often as I was, I saw a lot of them and fantasized about a few of them in my mouth.
I was living two lives here sexually, the manly man chasing the women and the guy wearing panties, pantyhose, stockings and garters and jerking my seven and a half inch - one of my girlfriends measured it - cock off while thinking about guys. This was the early eighties in the suburbs, guys were NOT gay. Stuff like that was never talked about and if it was, it was in a derogatory way. So here I was...
Things got a little different when I decided to drive over to an adult bookstore that summer. We alway passed it on the way to my great aunts house. I had saved some money working for one of my neighbors and working on my great aunts house, doing the up keeping. Since she lived nearly a half hour away, there was no chance of me bumping into any of my friends on the street so I figured that I could pull this off. The day before I went there, I also decided that I should start buying my own panties, bras an pantyhose. After doing some work at my great aunts house, I cleaned up and drove over to, get this, the Sears Department store. I wondered around for a while and "accidentally" ended up in the lingerie section. God, I was SO FREAKING NERVOUS, thinking any minute that half of my graduating high school class would appear out of nowhere and ask me what I was doing in the women's panty section. Because I had been wearing panties since before junior high school, I knew what size to look for but what size bra was something new for me. As I was browsing around, I noticed a lovely nylon and lace lavender bra and panty set. After checking the panty size, size 6, I knew I had to have this. Right behind, on the same rack, was the exact same style only in a deep royal blue! I took both of them, hoping and praying that the bras would fit. I perused around some more and found a pack of five hip hugger nylon panties in various colors, from pink to blue to tan and I grabbed these to. Now I needed a couple of packs of pantyhose. I found those and I also grabbed a couple of packs of thigh highs, thinking, what the hell Kelly, you only live once!
Now came the hard part, actually standing in front of someone and paying for these. The nervousness never really left me but now my heart started pounding out of my chest and my mouth dried up. I walk up to the cashier and lay out my treasures. She was kind of cute for an older woman, like in her late twenties. She looked at me kind of odd and I mumbled to her that I was buying these for my girlfriend's birthday. She definitely was not buying that but whatever, my heart was pounding so hard that I thought everyone in the store could hear it and with trembling hands, I gave her the money. The whole transaction probably only lasted like two minutes but it seemed like two hours to me! As we finished, I tried to casually walk out of the store but I'm sure I was running! One back in my car, I peeked into that packages at my new clothes and was dying to try them on!
Once back home, I carefully disguised my purchases by wrapping them up in my track suit that I had brought along and headed right for my basement bedroom. Quickly locking the door, I laid my clothes out on the bed and admired them. Just as quickly, I got undressed, pulling my Hanes bikini underwear off and noticing a big wet spot in them, I put them to my face and licked the precum on them. Using my fingers and a hand towel, I wiped the rest of my precum up because I didn't want to get any in my new panties, at least not yet anyway. Slowly, I picked up the royal blue bra and panty set and held it up in the mirror. I popped the tags off of both items as I took them off the hanger. I slipped the panties on first, loving the silky smoothness of the fabric against my skin and on my semi hard cock. Then came the silky bra and I was worried about that. Not knowing how bras were measured, this was going to be real hit or miss for me. I hooked up the back while it was in front of my chest, turned it around and slowly pulled my arms through the straps! It fit PERFECT, with just a little room for me to twist and tug my nipples through my silky fabric. I stood there in front of the mirror, loving the way this looked on me while slowly rubbing my cock and pinching my nipples. My cock grew harder and harder, trapped in the silky fabric. As I looked at it in the mirror, I loved and have always loved a hard cock bulge in a pair of panties! Pretty soon, I pulled my panties down until they caught on my balls, one hand stroking it while my other continued to play with my nipples. Harder and harder I stroked my cock in the mirror and just before I came, I cupped my hand and shot my load in it. While still looking into the mirror, I raised my hand to my mouth and started licking my load out of it, eventually rubbing it all over my lips and chin!
Just as I was cleaning up, my brother came downstairs and banged on my bedroom door. " Hey, mom and dad are taking us out to eat so get ready!" Then I heard him turn on the TV and plop into the couch. Quickly, I finished cleaning up and stashed my new purchases away except for the pink pair of panties that I took out of my new pack. Realizing that my clean clothes were outside of my room, on the couch, I walked out, pink panties and all and grabbed my white corduroy pants and my pink polo shirt. I pull on the polo shirt and my brother says, "Ah, matching your panties to your clothes I see. My girlfriend does the same thing!" I just stuck my tongue out at him and headed upstairs. Later on, while we were at the restaurant, my brother leaned over to me and said, "Hey, I have known about you wearing panties since grade school but you might want to be a little careful here. Every time you lean over, I can see the top of your pink panties and I know the waitress saw that too." Boy, was I embarrassed but didn't care either, this was a part of me that I didn't ask for so I had to learn to live with it.
So the next day rolls around and I am finally going to go to the adult bookstore and buy some porn that I have only dreamed about. I slip on my new lavender bra and panty set, some tight faded jeans and a hoodie. The tight jeans feel luscious with the silky panties and I find myself getting a little hard even before I get to the car. I get to this adult bookstore and drive around the block a few times, for what reason, really don't know. I park, get out of the car and I am getting all nervous again, just like I was yesterday when I was buying my panties. I look around, making sure none of my relatives or high school friends are around and then thinking what an idiot I am to be thinking that. With a trembling hand, I open the door and walk in. There's a couple in there and a young woman behind the cash register. I wonder around, looking at the straight porn first then the lesbian porn. I really, REALLY like lesbian porn but that's because I wish that I was a lesbian myself! Someday!! Then I wonder into the BDSM section and not really knowing what that was all about, I keep walking until I "accidentally" end up in the gay and tranny section! Yes, this is what I am looking for!! Gorgeous men with juicy cocks in their mouths and chicks with dicks getting fucked in the ass!!! I am looking through dozens of magazines, mainly the tranny stuff but also a few gay magazines as well. By now, I have a full blown hard on in my panties and jeans and when I go to adjust my cock, a wet spot as well. Most of the magazines are singles but they have three packs as well and they are a little cheaper to. After like 20 minutes, I narrow my finds down to two gay magazines and two three packs of tranny magazines. Now it's time to pay and here I am with a hard on and a bunch of gay and tranny magazine, what's this woman going to think of me?! Screw, it, I don't care what she thinks, these are for me and if she's got a problem with that, whatever.
I walk up to the counter and lay my magazines down. She asks me if I found everything I wanted and starts to look at the magazines. She points to the two guys on the cover of one of the gay magazines and says, "Wow, these two guys are really cute!" That threw me for a loop! She then looks at one of the tranny magazines and points to one of the women and said, "I really like her hair, it's gorgeous. That and she has a really nice cock too!" Again, my first time in an adult bookstore and this is how the cashiers act?! I looked at her to and said, "Yes, she is really pretty and I think both of them have nice cocks too." She looked at me and smiled and I handed her my cash and left, trying to use the package to cover up my boner and the big wet spot I had. I get back into my car but I know that there is no way that I can drive in the condition that I am in. I had parked far enough back in the parking lot that I thought I might be able to do something about this. I pop the button on my jeans and move the zipper down half way, just enough so I can expose the tip of my cock in my panties. Everything is soaked in precum and I am wiping it up with my fingers and licking them, enjoying my taste. Carefully, I pull part of my dick out from my panties and start to stroke it. It takes only about a minute before I blow my load and blow I did, literally cumming buckets! I barely had time to pull my hoodie up from my waist and I still blasted cum on it. I spend like five minutes cleaning up the cum from my stomach, scooping it all into my mouth but between the wet spot on my pants, the cum stain on my hoodie and my package of gay and tranny porn, I have no idea how I am going to get into the house when I get home!
As luck would have it, no cars in the driveway or in the garage meant that no one is home! I quickly unlocked the door and went straight to my basement bedroom, closing my bedroom door but not locking it I dump out my magazines onto my bed, retrieve my secret stash of girl clothes and set about slipping into my new thigh highs, garter belt and clean panties. I am looking through my new magazines, stroking my cock and swallowing my cum. At one point, I lay on my back, put my legs behind my head and jerked off into my eagerly awaiting mouth!! I came five times in an hour and a half, being 19 does have its advantages!!!
This still left me without a clue as to what I was going to do with my life after high school but I was beginning to understand my sexuality somewhat. As to the what to do, my folks had offered to help pay for a year of college and if I liked it and felt it was worth continuing, they'd work with me on the rest of the finances. So by the fall, there I was back in school. Still living at home but going to the local state college. When I was given the tour of the campus, I spotted the LGBT center and marked that spot. Since there were kids there that I went to high school with, there was no way that I'd ever walk in there but I knew where it was in case I got up the guts to do so. Eventually, I got into a habit of sitting on some chairs across from it and do my studying there. I people watched and eventually got to recognize a few people who would come and go there. Then one evening, I was at the student union, having a beer and a sandwich when one of the guys I saw at the LGBT center asked to sit at my table. Has WAS cute, short brown wavy hair, slim build and maybe pushing his late twenties. He introduced himself as Dave and said that he remembered seeing me sitting in the chairs outside of the center. "Yep, that's me, the guy who doesn't have the guts to go into the LGBT center so I sit outside," I thought. Dave had a beer and a slice of pizza and the place was packed so he saw a familiar face and decided to join me.
As we talked, I admitted that I remember seeing him heading into the center on several occasions. "I hope that me being a member of the LGBT center doesn't bother you Kelly." Dave said. "No, not in the least Dave." I replied. "Kelly, is there a reason why you sit in those chairs by the center? I'm just curious and hope I'm not being too bold." Dave asked. I stammered a bit and said, "I don't know, maybe, I guess." "I can venture a guess, maybe you aren't to sure about your sexuality and you can't decide whether to actually come into the center and ask questions." Dave replied. "Maybe," I replied. "Hey, any chance that we can talk about this some where less crowded?" I asked. "Sure, how about those same chairs outside of the LGBT center?"
We finished up our drinks and food and walked over to the center. I was nervous as hell but I needed to unburden myself to someone and Dave seemed like the guy to talk to about this stuff. We sat down and I explained how nervous I was and that yes, I have been questioning my sexuality since junior high. I explained about learning to masturbate from my cousin and his friends, getting turned on by their hard cocks and not understanding why. I explained a little bit about wearing panties but I didn't get too deep on that. And then do nothing but chasing and having sex with chicks in high school but how that didn't feel right. He replied that he had a similar childhood, except for the crossdressing and that he realized that he was gay by his junior year. I also said that I didn't think I was gay but definitely bisexual. We talked for nearly an hour and I felt a lot better about myself, that I wasn't crazy or the only one to ever have these feelings.
Dave then said something that really rocked my world. "How about Friday we get together at my place and continue our conversation?" Oh my God, an actual gay guy asked me if I wanted to go to his place and talk!! Screw those magazines, I might actually get to try the real thing!! "Sure, I'd love that!" I nearly shouted. "Ok, meet me here and we'll take my car. I live about twenty minutes away from campus." The rest of the week flew by and Friday night was here. I really didn't know what to expect but I did pack two extra pairs of panties, jeans and a shirt in my book bag just in case this turned into something more than an evening. When Dave showed up, I was excited and nervous again excited and nervous that I might have my first gay experience!!
Dave walked me to his car, open my door for me and took my book bag and put it in the back seat. As we pulled out of the parking lot, Dave asked me if I was nervous. "Does it show." I asked. "Yes, it does." he replied. He then put his hand on my thigh and said, "Don't be. All we're going to do is talk. If something more happens, it happens." God, his hand on my thigh felt like electricity! After he said that, I put my hand on top of his and he wrapped his fingers around mine. This was starting out great!! Once we got to his place, we kicked off our shoes and he motioned me to sit on the couch. He went into the kitchen, grabbed two beers and a joint and came back out. After a few hits on the joint I was really loosened up and we started our second beer. After a bs'ing about the weather and some other trivial stuff he asked me if I had ever kissed a guy. "Nope, plenty of girls in high school but no guys. "Would you like to try?" "Sure, who do you have in mind?" I joked. Dave then leaned in and gently kissed me on my lips. I put my hand on his smooth shaven face and I returned the kiss, gently opening my mouth and letting our tongue dance in each other's mouths. We kissed like that for a few minutes before he asked very quietly, "Well, what did you think?" I leaned in and kissed him some more and said, "I think I'm going to have to do this a whole lot more before I can really tell if I like it." Dave then started to nibble on my ear and softly kiss my neck, driving me wild. He slowly pulled my shirt off and then removed his. He started kissing me on my chest, sucking and biting my nipples, sending waves of passion through my whole body.
Dave then asked me if I was wearing panties tonight. Yes, I replied. "You wouldn't mind showing them to me, would you?" "Not at all," I replied and I got up and took my jeans off. "Man, those do look sexy on you! Looks like someone has a wet spot too!! Now slowly turn around." As I did, Dave grabbed my ass and then smacked it. "God, you have such a cute bubble butt, it almost looks like a girls!" he said. By now, Dave had stood up and taken his jeans off and underwear off, revealing his gorgeous seven inch cock. Dave sat back down on the couch and told me to face him. As I stood there, Dave starts to slowly rub my cock through my panties. "God, this is such a turn on Kelly!!" By now, Dave is using his other hand to stroke his own cock, it wasn't hard but it was getting there. "Kelly, if you never kissed another guy before tonight, I think it safe to say that you've never sucked a cock either." "No Dave, I haven't but God do I want to suck yours tonight!" I replied. "Ok Kelly, get down here and I'll teach you." "You want me to get down on my knees and suck your cock? Yes, there is a God!" I replied.
As I got on my knees, Dave gently cupped my face in his hands and said, "There are many things that you can use your mouth for on a cock. Kissing, sucking, licking but remember to watch your teeth. Now start out slowly, kiss it, lick my precum off, there that's it, do you like the taste of that?" "I love precum and I love the taste of cum too!" I replied. "Oh, that's good to know Kelly, good to know! Now slowly put it into your mouth, that's it, now more of it, that's it!" Dave was gently using the back of my head to help feed more of his cock into my throat. Pretty soon, I had just about all of it in my mouth and I wasn't hardly gagging. "That's it Kelly, keep sucking it, oh good, you are good at this Kelly, goooodddd! Now lick my balls, yeah, that's it, keep stroking my cock Kelly!" After like ten minutes of bouncing up and down on Dave's cock, I was in heaven! Nothing felt this good to me ever!! Just something about pleasing a guy while I'm on my knees just tuned me so completely on!! I started to feel Dave tense up and he stood up. I kept on sucking his cock until he pulled it out and ordered me to keep my mouth open. I had my hands on his thighs when I felt them tense up, "I'm cumming Kelly, I'm cumming!"
His first load splashed on my face, some of it in my eye! This turned me on even more because I had seen a porn film where this happened to a woman and now it happened to me! He adjusted his aim and the rest of his cum landed in my mouth! It tasted so delicious, better than mine! He slowly wiped the cum from my face and placed that in my mouth to. "Let me look at that Kelly, what a beautiful sight! And this is your first mouthful of another man's cum?" Yes, I nodded dutifully. "Let me see you swallow it Kelly, yes, that's a good girl Kelly!" I swallow it and then proudly showed him my empty mouth! Dave fell back on the couch and motioned me to lay next to him. We kissed deeply while I gently tugged his semi hard cock. He then sat up a bit and said it was my turn to get my cocked sucked. I wasn't about to argue with that!!
I got up and straddled his chest as ordered. Dave grabbed my panty clad ass cheeks and pulled my crotch closer to his mouth. He started kissing my cock through my panties, stopping to lick my wet spot. He pulled my panties down until they caught under my balls, my rock hard cock hitting him in the face. Gently and slowly he started sucking my cock, using my ass to rock it in and out of his mouth until I got the motion going myself. He was squeezing and needing my ass cheeks as I was tugging and pulling on my nipples. I began moaning, "Yes Dave, Yes, YES Dave, suck my cock baby!!"As I was doing this, I was reaching back and stroking his now hard cock. It wasn't long before I threw my head back, arched my back and blew my load deep into his mouth. Dave motioned for me to get off of him, and get back on the floor again. With his mouth full of my cum, he motioned for me to open mine as he positioned his face over mine. Slowly he started dripping my cum into my mouth, turning me on even more! When my mouth was full, he leaned down and kissed me, my cum mixing into his mouth again and all over both of our faces. "And that, Kelly girl, was a cum kiss!" "Dave, I'm going to be needing more of those baby, PLEASE!" I replied.
After a good sixty nine session, both of us were hard again. Dave asked me if I wanted to try something else, "Sure, what?" I replied. "Just a second, I'll be right back." Dave disappeared into what I think was his bedroom, then the bathroom and finally into the kitchen. When he got back to the couch, he had some towels, a bottle of lube and two more beers. He fired up what was left of the joint and took a long pull, he then leaned over and blew it into my mouth where I inhaled deeply. We did that a couple of more times all the while stroking each other's hard cocks. I knew what was coming and I wanted it, no, needed it. Dave told me that he'd be gentle, that he'd be slow and stop every so often to ask me how it felt. He wanted me doggy style on the floor but I wanted him to fuck me like a woman, on my back, with my legs in the air, with him kissing me as he fucked me. I didn't have to twist his arm to get what I wanted. We opted for the where he had me laying on my back as he pushed my legs into the air. Being in sports in high school, especially the diving team, made me pretty flexible. Dave slid my panties off and put them on top of the couch. He then started sucking my cock again and then he worked his way down to my ass, kissing and licking my tight hole. This was a new experience for me as they all were the whole night but this was a new and very pleasurable feeling. I asked him not to stop as I felt his tongue lick and poke my hole. Dave enjoyed this as well and after ten minutes finally got down to losing my virginity. Dave lubed me up and slowly slipped a finger into my asshole, then two, asking me how it felt numerous times. Finally, he inserted three fingers in there and felt I was ready to go. Finally he asked me if I wanted him to cum in my ass. "Is that what you like Dave?" "Yes, I love the way the warm cum feels in my ass, it's awesome." he replied. "Then that's what you are doing to me baby!!"
Dave slowly started slipping his cock in my ass, giving me how much in length he had in me and asking how I felt. To be honest, it hurt a little bit at first but one his full seven inches were in there, it felt pleasurable. Slowly, he started to fuck me, leaning down to kiss me. As he picked up the pace, I could feel his balls slapping my ass as I moaned loudly. Pretty soon, I screaming, "Fuck me harder, HARDER! Oh God, Dave, fuck me harder!!" Dave let go of the back of my knees, and I wrapped my legs around him as he pounded me harder and harder. Between his deep kisses, stroking my hard cock, and just pounding my virgin ass, I thought I was going to pass out!! Finally, I started feeling him tense up and then I felt it, his hot cum shooting in my ass!! He kept fucking me and with each thrust, I felt more and more of his cum shoot deep in my ass! "Oh baby, you were so right, that cum feels so good in my ass!" I moaned. By now, I had my arms around his neck, passionately kissing him as I shot my own load on to my stomach and his. We laid there, in a heap, kissing and hugging each other for nearly a half an hour. "Oh baby, if this is all that happens the rest of the night, this was SO worth it Dave!" I purred into his ear. But that wasn't it by far. Dave got up and licked my cum off of my stomach and feed it to me. He then licked his cum out of my ass and feed THAT to me.
We then hopped in the shower and quickly cleaned up. We dried off in the living room and I slipped my panties back on and slipped right back into Dave's arms. We started at it again but I needed to call my folks and let them know that I wasn't going to be home tonight. When they asked when I be home, Dave whispered in my ear, "Monday night!" and then went back to sucking my cock. "Not until Monday night, I'll see you then." and I hung up. Just as I hung up, I heard keys enter the lock on Dave's apartment door. The door opened and here was another gorgeous guy! "Hi, I'm Dave's roommate, Kevin." he said. "And you must be Kelly, Dave's been talking about you all week!" "Dave hasn't had a virgin in years but from what one of our neighbors said, I don't think you're a virgin anymore!" Then Dave said something that puzzled me at first, "Kevin, do you want to join us?" "Sure, I'd love to! Just let me throw my coat in my room and make one phone call and I'll be right out! Oh and those are really cute panties Kelly!" As Kevin left the room, Dave says to me, "Hey, we are having a lot of fun tonight. I haven't met anyone as sexy and as passionate as you in a long time. If you want, we can explore your sexuality even more with a threesome. Kevin does have a boyfriend but he's out of town for another two weeks and I thought he'd enjoy us taking care of him tonight. What do you say Kelly?" "Dave, right now, if you told me you had ad ten more friends coming over, I'd try to take care of them all!" Kevin heads back out into the living room naked and my eyes nearly bug out of my head as I look at what I think is his 9 inch cock. "Kelly, get your mouth off the floor and get on your knees with me!" I totally get what Dave is saying as we crawl over to Kevin's cock. "You go first girl!" Dave tells me. Slowly, I put Kevin's semi hard cock in my mouth, gently sucking on it as I feel it get harder and harder in my mouth. I pull it out and look at it when he's rock hard, it has to be eight and a half inches easy!
Dave and I are both going to town on his beautiful cock when Kevin says, " You know, we might want to move this into your bedroom Dave and give our neighbor across the hall a break." Kevin lends me a hand and pulls me right onto his eager lips, passionately kissing me. Both Dave and Kevin grab hold of my hands and lead me to Dave's bedroom. The three of us plop onto the bed together and Kevin says, "Dave tells me that you are 19 so that makes you the youngest either us has had by far. Old Dave here is 29 and I'm 33." "Wow, it looks like I'm in to older men and I didn't even know it!" I laughed. As we are stroking each other's cocks, Kevin asks me, "So Dave noticed you hanging out by the LGBT center at school and finally approached you and asked you why you weren't coming into the center?" "Yes, that's how it pretty much happened and I am glad it did. I mean, I've only been with Dave for about three hours tonight and I have learned a lot about myself and my sexuality. Before I thought I might like cocks, sucking on them and swallowing cum, no I know I LOVE cocks, LOVE sucking on them and LOVE swallowing cum!" We all laughed at that and then Dave asks me another question, "Kelly, do you know what it means to get spit roasted?" "Hmm... no but if it's like anything else I have learned tonight, I bet I'm going to like it!"
