The first time I ever performed analingus, I was already past my teens and unbelievably horny and eager to do it. The few girls I had been with before were all fairly young and inexperienced, eager to go down on me right away, then jump on top before I could even move. Don't get me wrong, I like a good blowjob from time to time, but I much prefer going down on women, and I get off from giving them pleasure. Most girls, in my admittedly limited experience at that point, enjoyed receiving cunnilingus from me, but it never felt right to push things further and get a little more kinky. I had fantasized about eating ass for as long as I can remember, but in the end, I never really had the opportunity in those years to act on it.That all changed when I met Rachel. Wow. I still remember that first time like it was yesterday. Rachel was a classic golden wavy-blonde haired girl with emerald green eyes, and perfect body to boot. Medium height, thin, but curves in all the right places - decent sized tits and seriously perfect ass. I mean, seriously perfect. Firm, perky, full and round, made the hottest upside down heart that I've ever seen. So how did I get the honor of being her first, and by her accounts since then, only rimmer (she says I ruined her for other tongues)? Honestly, it was probably just one of those cases of being in the right place at the right time.
She was just turning 21 and I was 22. I was at the kind of club I would usually never have went to, but a lot of women went there, and I was determined to interact a little out of my comfort zone. It turned out to be the best decision of my young life. I went there with a few friends, but we quickly went off and did our own looking around to check the place out. Right away, I saw Rachel at the bar, sitting with a pretty brunette friend. Her friend caught my eye first, and I automatically smiled when she looked my way. She smiled back and looked quickly at Rachel as if to say, "look out, some dude's coming our way." I now felt like I had to play the part, even though I originally wasn't thinking about it, but I walked over to them both, "Hi, I'm Jack," I tried to be confident, "Can I buy you girls a drink?" The brunette looked over at Rachel, as if for approval, and Rachel replied for them, "Actually, we're just having some water, but why don't you sit with us?"
I grabbed the empty chair next to the brunette, who wasn't quite as pretty as Rachel, so I figured I'd have a better chance with her, whatever that means. "Sorry, I didn't catch your names."
"She's Jenny, and I'm Rachel. Why are you sitting all the way over there, come sit by me. Jenny doesn't talk much anyways," Jenny laughed and smacked Rachel on the shoulder. OK, was I being used as a prop for some inside joke between these two? Oh well, keep playing the part. I walked over to Rachel's side, and stood between the two. "There we go, so what brings you here, Jack?"
"Not much going on in the club, and you two looked like you'd be fun to talk to."
"Are we?"
"What?"
"Fun to talk to? The two of us?" Rachel smiled at Jenny.
I pointed at Jenny, "Don't know about her yet, but you seem to be having a good time."
"A good time. I wish. Here, come sit by me so we can talk more privately. Jenny is waiting for her other friend, anyway." Jenny rolled her eyes, but turned to look back around the bar. I got the feeling that I was claimed by Rachel, but I still wasn't confident that she wasn't just fucking with me. I sat in the seat next to her and waited. "I'm crashing in a hotel room tonight since I'm downtown for a friend's birthday party. But we're not real close, and right now she's being kind of lame. Anyway, I like to cut to the chase - do you think I'm pretty?"
"I think you're gorgeous."
"So you want to go back to my hotel room with me?" Rachel arched one eyebrow.
This was moving fast, honestly a little too fast. I could barely understand what was going on. "Uh, wow, yeah, I guess."
"You guess, huh? That sounds hot." She was loving this, how uncomfortable she was making me.
I tried to recover, "I mean, of course I would. You want to go?"
Rachel ignored that, "What would we do, if we went back to my room?"
"Whatever you wanted to do."
"Don't you like to do anything?"
"Of course I do. Do you?"
This makes her pause a little bit, "Yeah, I do. There's something that I'd love to do."
I was getting very excited, "What's that?"
"First, let me ask you something... What is your favorite part of a woman's body? And you can't say face." Rachel smirked.
"Hmmm. So what, is this a tits or ass question? I'd have to say I'm an ass man."
Rachel's lips curled up in a full blown smile, "Ass, eh? So what would you like to do with a girl's ass?"
Now I was totally flustered. I must have been blushing because Rachel's eyes were sparkling with mischief. She was like a cat with a toy, "Wow, right to the point. Ummm, ha, uhhh..."
"Uh, what?"
"Fuck, lick it, I guess." I stammered out.
"Ohho!" her face was exaggerated shock, "You want to lick a girl's ass?" She was teasing me, a little too loudly, but to be honest I was kind of excited. Talking like this to a hot girl without seeming like a total creep? Well, maybe I did seem like a creep, but she was still talking to me. "What do you mean by that? Lick it where? Are you talking cheeks, or are we talking a more centralized licking?" To my surprise, she was looking straight into my eyes, and had placed her hand on top of mine.
"Uhh... more centralized." I knew I was completely flushed. My voice must have been shaking, and so were my hands. I needed a drink. Trying to keep my cool and keep the conversation going in this direction, I managed, "Don't get me wrong, I love the whole thing, it's just I'd like to spend my time... more centralized."
"Life is so crazy... the one guy I talk to." Rachel glanced down, and smiled. She looked like she was considering something. She caught the bartender's attention. "One last drink." The bartender came over, "I'd like a Margarita, and can you bring a little salt on the side?" He walked off, and Rachel caught my eye directly and said, "The salt is for you. I want you to rim my glass for me." Her sexy smile and delivery killed me, right there. I could barely breathe, let alone think. Did she just suggest what I think she did? She grabbed my hand and pulled me off the stool and toward the exit. I guess she had no intention of getting that drink. She looked back at Jenny and smiled, and gave the phone to her ear gesture that meant she'd call and explain everything later. Jenny laughed and went back to talking to another friend that had arrived, but I was now paying full attention to everything Rachel did. Was this actually happening? Is this really what she meant when she said she'd love to try something? Could I be this lucky? It turned out, the answer to all three was "Yes. Yes, you lucky bastard, yes."
We got into the cab, and she gave the name of a nice hotel a few blocks away. I was intent on not screwing this up, but I kind of needed to know if we were on the same page.
"So you must have liked my answer," I offer.
She smiled devilishly at me, "It was perfect."
"Do you ask that of all the guys you talk to?" I was trying to figure her out.
"Never. Something about you made me lose my mind, I guess. I wanted to make you uncomfortable, but you just made me horny!"