My big crush at the end of my junior year was this tall, slender, vivacious blond girl named Susan who sat next to me in English. We really enjoyed each other's company and talked a lot, but of course she graciously declined when I finally asked her out. She at least told me that she liked me and we could still be friends.
From then on she would tell me about all of her dates and the sex she was having with several different boyfriends. Hearing this made me feel closer to her but rejected at the same time. I even jacked off at night imagining her fucking other guys, instead of always thinking about sucking cock down at the park restroom.
I was amazed when she actually suggested that we go out together at the start of our senior year. She said she'd been invited to a party on Friday. I didn't drive yet, but the place was nearby and we walked there after I picked her up. The party was only a few blocks away from the park I frequented.
A boy answered the door for us once we arrived. He was a regular at the park, so I got a little nervous. Then we stepped inside and I got REALLY nervous. There was a group of maybe a dozen or so guys waiting for us, but no females. About half of them were kids from school that I had sucked off and the rest were all adult men.
I thought that I understood what was going on and started to protest. I said "Susan...," but she cut me off with a big hug and my first real kiss.
"It's fine, Don. Really," Susan looked at me and smiled. "We're all friends here. Sit down and have a beer."
We found a couch and sat down with Susan between me and this boy named Ryan. Typical early sixties music was playing in the background. We just talked and joked about school at first while drinking beer. I was still nervous that everyone knew I was a cocksucker, Ryan included, so I chugged the first two. I didn't drink at all yet and was fairly buzzed before I knew it.
Susan was drinking too, of course. She was smiling and laughing at everyone's jokes, having a great time. She kept on kissing and touching me while we talked, actually flirting with me.
She was also taking turns kissing Ryan. Before long they were seriously making out, with her hand on his crotch and caressing an obvious bulge. Ryan undid his pants and his big, hard cock popped out right in front of everyone, but nobody paid particular attention.
Susan oohed like this was some big surprise and then bent down to start sucking. I had actually never seen anyone else giving head before, so I was very curious. After two beers it didn't feel awkward or rude to watch, but unfortunately I couldn't see very much from where I was sitting on the opposite side of Susan. Most of the group went on casually chatting and joking, as if a girl giving a blow job at a party right in front of everybody was perfectly normal. And for all I knew it was.
I just kept on staring, not knowing exactly what to think but feeling vaguely jealous that it was Susan who was sucking Ryan's cock instead of me. She found the right rhythm after a few minutes and I could see the tension and arousal building in his face. I thought that he must be ready to cum, but then he looked over to me and smiled. "Let me save it for Don, Susan. He likes swallowing more than you do."
That was a little embarrassing, even if most everyone in the room had already cum in my mouth more times than I could count. Conversation paused around the room. Susan looked back over at me, smiled, and gave me another big kiss. She stood up, helped me up off the couch, and led me over to kneel down between Ryan's legs.
"Go ahead, Don. I want to see this." Susan was daring me and I really didn't resist. Ryan was already very hard from her fluffing, so I just started working his cock the way I'd been trained. He was big and thick, large enough that it was definitely a challenge taking him all the way down. I closed my eyes and imagined I was back in the restroom. Everyone was watching me, including Susan. I had never had an audience bigger than one or two guys before, but after two beers it didn't matter very much.
I felt Ryan stiffen and his ball sac contract. Normally I would slow down at those signs to keep him from cumming too quickly, but after all of Susan's attention I knew that was a lost cause. I just kept on sucking and licking as he erupted; I don't think he had cum for a while and some of his load dripped out the corners of my mouth. Everyone was watching, and the room was quiet apart from an occasional rude comment like I was already used to. I just concentrated on what I was doing and went on enjoying Ryan's cock.
But then I was interrupted. "She's just as much of a cocksucker as you guys said. Such a faggot!" Coming from Susan the word felt like an insult, very different from how a man might use it almost affectionately. I felt ashamed for the first time in months. And I didn't yet understand why she would call me a "she," either.
"Well, she's got natural talent and had plenty of practice," John said. They had started talking about me as if I wasn't even there.
"Jailbait?" Another man asked.
"Sixteen now, although I know she looks younger. Started...two or three years ago, I guess. We still need to be a little careful. But honestly, how could anyone ever doubt she's giving us consent?
Susan giggled at that. She lifted me up off Ryan's cock before I was fully finished and held me in her gaze. "Look at you," she said, working some of the cum on my chin back into my mouth with an index finger. I smiled and let her do it. I felt rewarded by her attention, even if it was only amazement at what a cocksucker I was. She kissed me again and explored my mouth with her tongue.
"You even swallowed. That's more than I usually do!" Everyone laughed, so I laughed along, too.
"That was awesome, Don. Sit down and take a little break." John could see I wasn't entirely comfortable yet and handed me another beer. I drank it, and then another, while everyone else went back to talking and acting like this was a regular party. But I knew we were just getting started and still felt a little unsure about letting myself be treated this way.
Before long I had drained four beers since the start of the party. That calmed my nerves but I was also beginning to zone out. I realized John was talking about me and tried hard to focus.
"She was shy at first and just sat in the next stall after finally coming back in. But then I invited her to join me and she was sucking me off in no time once she saw my cock in front of her face. Couldn't help herself, really."
"Uh, you should mention how you even wrote some uh, graffiti on the wall. Asking me to suck you, I mean." I was having a little trouble with words.
"That's right, Don. That's all it took, wasn't it?"
"Yeah, John."
"And you've been sucking cocks regularly ever since, haven't you?"
"Uh, yeah." I was taking this all very seriously.
"How many do you suppose you've sucked by now?"
I earnestly tried to make an estimate but quickly gave it up. "Probably thousands. It's been years."
"Do you even understand why you like it so fuckin' much?"
"Hard to say. I...I...I just like it, I guess." I was starting to feel self-conscious again.
"You're a natural, Don. A cocksucker for life now."
"I know it." And I could tell I was blushing.
Susan saw my vulnerability and pounced. "Don, you know that all of us here really like you."
"Yeah."
"And you know I invited you tonight so you could be more be popular and have some fun, right?"
"Um, yeah."
"And we would never force you do anything to embarrass you or make you feel bad, or have anyone think less of you for being such a cocksucker?"
"No, everyone here thinks it's a good thing." A few guys nodded.
"Good. Could you please try these panties on for me? I think you'll look really hot." Susan took a pair of skimpy, lacey pink panties out from her purse and held them up by the waistband.
Everybody agreed with her suggestion. I had honestly never thought about wearing panties, so it did sound a little strange at first. But it also didn't seem like such a big deal and Susan wanted me to try it.
"Sure, why not?" I saw a few glances exchanged around the room as I reached over for them.
"You'll need to undress first, silly!"
"Um, OK." I hadn't thought about that, but I stood up and got out of my shoes and clothes in front of everyone. I looked pretty small and thin once I was nude, both overall and where it mattered.
Susan looked down between my legs and giggled. "Not the biggest I've seen." I did have baby penis, although it grew an inch or so getting hard. My balls were small, too. "It's good you like sucking cock so much with that little thing. More of a clit, really. It won't show very much under the panties."
I took the panties and put them on with everyone watching. She was right; there was only the tiniest bulge once I'd tucked myself down between my legs.
"That's really cute. Can you take your socks off now and put on these nylons?" They were part of a set with the panties, pink with lacy tops. I sat down and Susan showed me how to get the heels in the right place and pull them up without snagging. They felt so very nice and smooth on my legs. The room was quiet. Some guys had their cocks out already and were stroking themselves to get hard.
She helped me with the matching garter belt, which seemed pretty complicated that first time. She finally had me slip into a little lace nightie called a "baby doll." It was a very basic set of pink lingerie, really, but this was my first experience crossdressing and I was both excited and embarrassed to be on display like that in front of other people.
Susan took some lipstick and eye makeup out of her bag and had me sit down and keep still while she applied it. John handed me a shoulder-length blond wig (why would he have that? I wondered), and I went back to the bathroom and tried putting it on correctly while looking in the mirror. The overall effect was...well, not entirely convincing yet, but something stirred inside me and I knew I liked it.
I went back out to the living room. "You look pretty sweet now, Dawn. Give us all a good look." There was this "aw" sound instead of a soft "o" when John said my name, and now I finally understood why everyone had been calling me "she." This had been their plan all along. I felt so exposed, but I gave them my best smile and twirled around slowly. All the guys were stroking their cocks now.
I had been trying so hard to get a date for three years now without any success. Who knew my first time would end up like this?
"Let me start her out if that's OK." John stood up, came over, and led me to the middle of the room. His pants were already off and his cock was sticking straight up, so it was obvious what he needed. I got down on my knees and took him in my mouth without hesitating. I had never sucked a cock before while half drunk, so this was a little different than usual. I felt looser, hotter, maybe sloppier, not as concerned about proper technique. I just wanted to make him cum quickly, never mind the audience.
My cock started swelling like it often did while giving head, and Susan noticed I was growing. "God, she's getting hard just from sucking!" I felt her hand reach into my panties to play with my "clit." I couldn't help but get aroused and Susan knew exactly what she was doing. She was conditioning me to be even more of a cocksucker than I already was. All my disparate sensations and emotions blended together. It felt like I was hard and needed to cum since I was sucking John's cock instead of because Susan was stroking me. All the thrills and insecurities from being dressed up in public merged together, too. This was a new level of conditioning.
I got so lost in these musings that John was cumming in my mouth before I knew it. I still swallowed his load and went on sucking without a hitch, even if I was too far gone to walk a straight line. I had just started enjoying my reward and cleaning up his cock when the guy jacking off next to him took his place in my mouth without any warning. It was getting pretty intense.
I just went on sucking without even knowing who this guy was, since I was still kneeling and couldn't see any part of him above the waist. But I didn't care by that point. The urge to continue was irresistible, especially with Susan still massaging my clit and keeping me horny.
Well, I certainly wasn't unsure or self-conscious anymore. I entirely lost track of how many cocks I sucked or how long the feeding frenzy lasted, but it certainly beat a typical Tuesday afternoon at the park. I eventually needed a break, so I went to the bathroom and then sat down on the couch to relax. Someone handed me another beer and I drank it. By then I realized that I was supposed to stay fairly drunk and accepted it.
During that pause it finally began to, um, "dawn" on me that I might have crossed some sort of line this evening. I sat quietly and tried to process what I'd done. Meanwhile the party went on around me, with guys talking about girlfriends, their weekend plans and other stuff. I was basically on standby until they were ready for the next round of cocksucking.
Then Susan was speaking to me again and her tone was friendlier. "Dawn, I need to go. I have other plans now." I knew she'd gossip, but it didn't seem to matter much anymore if still more kids, even girls, heard I was a cocksucker. "It's been fun getting to know you better. Can we do it again some time?"
"Um, sure. Thanks for bringing the lingerie and helping with the makeup. Yeah, this really is fun."
"I knew you'd like it. Just return the outfit next week at school." Susan gave me another big hug and a real kiss, said a quick goodbye to everyone else, and then she was out the door.
[To be continued. Send comments to laceyfemme@yahoo.com, and please consider making a donation to Nifty at https://donate.nifty.org/ .]