1 comments/  20357 views/  4 favorites

For Claudia Ch. 01

By: joelafayette



Chapter 01: Claudia and Jen

I lost my virginity in my early twenties. I held off until then, hoping for the fairy tale. What I got was about a thousand times better.

Tonight was supposed to be the night. I was about shower off and get really dolled up to go out. I looked into the mirror with satisfaction and pride at the beautiful nude body in the full length mirror. I wasn't arrogant at all. Don't get me wrong, I went through all those phases that every woman went through in her life of sometimes hating her body. But now at the ripe age of 23, I was very happy with it. I thanked God every day and gave him credit for my health, my facial features, my brain, and all the other gifts I had. I was in great shape because I simply worked harder at it than almost any woman on the planet. I trained mixed martial arts. I was about 5'9" and fought at 125 and was ripped. I started at the top and inspected my body all the way down. I had pretty, dark eyes and a cute freckled face. My hair was long and black. Although I had kept it up while at the gym that day, I could style it and make it really shine. My arms were toned from all the boxing. My breasts were a solid B-cup, perky and standing out nicely on my slender frame. They fit perfectly in the palm of my hand, and when I squeezed, it was all breast. I had two fashionable nipple rings, the small hoop kind. I loved them, having just installed them a few weeks ago as a surprise for my boyfriend, who was overseas in Afghanistan. They brought attention to my chest in a good way and I thought made them appear sexier and bigger. This was one treat I allowed myself, since I refused to get tattoos like all the other women that competed in MMA. I even skipped the tramp stamp that most women were doing.

My gaze went down lower on my body that was tired from working out, but energized at the same time and glistening with leftover sweat. My stomach had almost no fat on it, and my muscles were clearly visible rippling beneath my skin. I shaved my pussy every day, so there was no hair visible. I ran my fingers down to my outer labia, feeling just a little stubble, which I would take care of in just a minute. I turned and admired my backside for a moment. I loved my ass. I was rock hard from all the squats and other training I gave it every day. My glutes were large and strong, and that combined with my slender waist and Latin hips allowed me to have a nice hourglass figure despite the low body fat. I knew my figure wouldn't fit with every guy's taste, but if the guys liked a fit, slender woman, I would be perfect for him.

Turning again to look at my front in the mirror, I lazily ran my fingers through my inner labia, my fingers brushing up against my clit, lightly flicking it. I knew I would climax soon if I let myself. I was way too horny. After 23 years of resisting my urges due to my strict Catholic upbringing, tonight I was going to let myself go and lose my virginity. I looked at my pussy as some silly questions went through my head. Would I feel different tomorrow? Would my pussy look the same? Would people that knew I shaved completely bare think I was slutty even though I had never put out?

Then I laughed out loud thinking of those silly questions. I also laughed at myself for having this great body I loved, but overlooking one big problem. I had a black right eye. The bitch I fought in my last fight a couple weeks ago landed a few lucky elbows before I took her down and choked her out. The swelling was gone, but there was a little blackness in the eye still. I thought it was sexy and hoped a certain someone would agree.

I showered, shaved, and dressed in a nice black bra with a nice lacy black thong underwear. I loved wearing a thong. I hated panty lines, but the biggest reason was that I actually enjoyed the weird feeling as the strap slid in place between my cheeks, the perpetual wedgie serving as a constant reminder of important pink parts down there that would need my attention later. I put on my best pair of jeans and a top that was both revealing and just conservative enough to get by. I went light on the makeup as always, gifted with a Latin complexion that could afford to do that, then styled my hair and was gone. It was time to meet my man, if I could call him that yet.

I met Lance at the bar a few nights before his deployment while I was out celebrating getting my first big promotion, although I had seen him before at my church but never had met him. He asked me out for the next night, and we got along great. He was a young Captain in the Air Force reserves, 26 years old, and very handsome. The date ended at my place. I stayed up all night talking to him at my apartment. We never had sex despite his pleas for me to "take one for my country" before he left. He was in Afghanistan for a year. We agreed to not be serious while gone, but that when he got back, we would date and see where it went because we had such good chemistry. We had fun writing and talking, and I enjoyed knowing I was encouraging a serviceman and doing my part to help a great man cope with defending our country overseas.

As his tour went on, we got to know each other better. Every now and then we'd get to use Skype videoconferencing. He did manage to get my panties off and see my pussy briefly while online, but I never let it get kinky and masturbate for him or insert anything for his viewing pleasure. I had been naked around men a lot before, so this wasn't a huge deal for me, and I really wanted to do things to help him keep his morale up and cope with being away from home and in harms way.

By the time Lance returned home safely, I thought I might be in love. This had never happened to me before. Perhaps because we got to know each other slowly and because I was one of his connections to his home world helped. We had a special connection and had a lot in common compared with other men I'd been with despite the fact that nobody in my family was affiliated with the military. I had decided I wanted to date him steady for sure and see where things went, and I was going to kick that process off with some great sex I hoped.

But it wasn't to be. I don't know for sure what happened. When the phone call came in, Lance just said he didn't want to come tonight. I probed a little and he said mentioned he'd heard stories about me, and that "he should have gotten a BJ on out first date since everyone else does." I asked for more info, but he wasn't giving it. I assumed he'd talked to a friend or two that I'd serviced in the past. Who knows what was said. I had been with a few guys from the same military post. My college, my job, and my church were all nearby. The town had many people who had seen my lips wrapped around their cock. Lance wouldn't say, he just said he didn't want to pursue a relationship with me further. I was heartbroken. I wanted to scream out that I was a virgin and to consider that in light of whatever he'd heard. I wanted to rant about the bullshit double standard that made it cool for a man to get a BJ, but made a woman a slut for giving them out freely. But I held back. The virgin part was personal info about me that nobody knew and I was planning on rewarding him with later, and I was annoyed with him for not hearing my side of the story.

This phone call came right after I got out of the shower. I was crushed. But I still had to go out. A friend of mine in church named Bob was hosting a brief dinner for me in honor of my 23rd birthday which had actually passed the week before, but I was encouraged to celebrate on a weekend with about ten other people I knew. Everyone knew I was bringing a man, and he had just bailed. This was going to be awkward. But I pressed on, determined to have a great time.

I still had a great time at the party, but people noticed and asked why Lance wasn't there, then quickly dropped it. At least they knew what I did to stay fit and didn't think Lance had given me the black eye. As the party wound down and people started saying goodbye to go home or go to church for the social event, I was helping Bob clean up. My best friend in town was another Latina named Patricia, and she had just hugged me and left, promising to call later. So I took the opportunity to get to know the host better. I thanked Bob and gave him a warm embrace as we hovered around the dishwasher. I enjoyed feeling his strong arms around me, and for a second I thought everything was okay, and I took a step toward moving on from the guy that had broken my heart hours earlier. Bob was really cool, and he was very handsome. I was rarely drawn to black men. The few I had hooked up with in the past were always responsible, soft spoken ones that I didn't get that gangster vibe from like all they wanted to do was lay me, breed me, and move on. But the friendly, educated ones did sometimes arouse me.

Under different circumstances, I would have loved to thank him properly with my talented lips. He was a little on the tall side, maybe 6'3" or so, so I thought to myself he probably had a giant cock. I'd seen a few on black men his size already, and I liked them quite a bit. They felt so powerful, and I hungered for the day I could let go of my virtue and feel that black power between my own widespread legs. But seeing how my love interest had just canceled a date because he probably he knew about all the dick I'd sucked., I thought blowing Bob might be a bad idea. That was too bad, because I was probably the most orally talented virgin on the planet, and I liked to play to my strengths.

"Go sit down at the table. I have something for you," he said, bringing me out of my daydream As I sat, Jen came in and sat across from me and gave me a warm smile. I always liked her too. I didn't know her that well, but I was drawn to her. She always had something nice to say with a nice smile. She was a beautiful, tiny blonde girl, about six inches shorter than me, petite but with a monster chest. In fact, these might be my two favorite people at my church, even though I didn't know them that well.

She gave me that smile I was accustomed to, with the large, sultry lips. "Is it just us now and Bob?" I asked.

"Just the three of us," she said. "I think he's making us drinks. Real drinks I mean."

"Good," I said with genuine appreciation. It was a church function, albeit not an official one. We didn't see any alcohol during the dinner since everyone was a Baptist and was going to a church function afterward anyway, or going home to bed early.

"He's crazy, you know," she said. She held out her hands across the table, and I clasped her hands in mine. Her genuine smile and the human touch really put my at ease. I was happy to hold her hand. Despite my amateur fighting hobby and the fact sometime my mind seemed to think like a man, I was still quite feminine and did well with female bonding.

"What do you mean?" 

"Come on. He's been in a war zone for months with one of the most beautiful and cool women in the world waiting for him and he blew it as soon as he got off the plane."

I blushed at the compliment, but I really liked hearing it. "Thanks."

"Where are you from? You're an exotic beauty, and you have a Spanish accent perhaps?"

"Correct. I'm second generation Mexican American, but Spanish was my first language." I didn't look like the prototypical Mexican immigrant, very dark and a mix of native American. Although I'd never say there is anything wrong with that look, which I find beautiful. I was light skinned, but I still had the dark black hair and a nice light bronze skin tone. Of course, there are millions of Mexicans that look lighter like me, but hardly any of them were in the U.S., so people here always seemed surprised when I told them. My dark features and slight accent were just noticeable enough for people to think I was a Latina.

"Well, you're gorgeous. The cute freckles sure had me fooled. The best part is you are unique also. I don't know anyone who looks like you."

"Thank you so much, Jen. Coming from a gorgeous, blue-eyed mid-western blonde, that means a lot to me."

Bob came in and put three mixed drinks on the table and a shot glass. "The whiskey is for you, you deserve it," he said. The night was still young. At 9PM, I downed the shot quickly and then we nursed the first drink over small talk. He made them strong, and I knew I would be feeling it soon. But I needed it. He was soon serving us all a second one. "We can drive you home later if you need it, or there is the couch if you're desperate," he said.

"Thanks guys I needed this. I do not need to be at an innocent church singles gathering or moping at home alone tonight. I need to be drinking with the two coolest people in our uber-conservative congregation."

"Thank you for that," Jen said. "Bob, we're just among friends now right. Is everyone gone for sure; nobody is hooking up in the bathroom or smoking outside?"

He shook his head no. "Um, that was a church group," he reminded us. Smoking and hooking up would have been unlikely.

"Good. I hate this bra," Jen said. "My back hurts and the wires are digging into me. My tits are just too big. Do you mind if I de-bra?" She didn't wait for an answer. I was very surprised as Jen casually unclipped from the front. She then proceeded to remove the bra expertly without taking her top off. I couldn't help but look. I couldn't be sure, but they looked very real beneath her shirt. They had a nice natural hang to them, falling with a jiggle just barely lower than their supported position in the bra, and they still appeared perky and young. She had large nipples that immediately poked through her shirt. The shirt was kind of tight and low-cut, so I could easily tell Jen had remarkably large tits for a woman her size.

"I'm jealous of your rack," I said.

They are great indeed," Bob said and put his arm around Jen. I noticed the subtle gesture.

"Wait," I teased, "Is there something going on between you two?" I asked, feeling myself turn red as I thought with shame about what I was thinking of doing to Bob earlier.

"Not really," Jen answered. "We're just occasional fuck buddies."

I almost choked on a piece of ice. "Oh my god!" I said, half serious and half in mock, exaggerated surprise. "I had no idea."

"We're very discreet," Bob said.

"Why not, you know, date in public like everyone else?"

"I want to marry a nice white guy my mom will like," Jen said, obviously teasing as she rubbed the man's leg under the table. I thought I did detect a barely noticeable tone of regret or sadness in her voice though. "But this guy's cock is so big and perfect, I can only go about a week without needing a fix."

"Again, oh my God!" I joked. Bob didn't seem to mind the arrangement though and the reasons why. These two obviously had better chemistry and communication skills than most real couples. The look he was giving her only had affection and respect in it.

"Anyway, we are very discreet," Bob continued, "so you can talk to us about anything. Like what the fuck happened and why you came alone."

Their talk of casual sex emboldened me. But I didn't want to drag them down. "Come on, you guys are all upbeat and positive, I don't want to be the party pooper."

"It's not like that," Jen said. "We think you're great, and we know we can help you. Tell us what happened. We want to get to know you better and be closer friends."

"It appears my reputation is spreading further than I thought. Lance and I were never a couple really, it wasn't exclusive. But I was faithful anyway. Almost. We just had one great night, no sex, where we talked all night before he left. We talked every day we could and used Skype while he was gone. Then halfway through he says this is crazy and he wants a break from talking to me so much. I went out with a guy and hooked up. Then Lance and I started talking again. I think he might have known that guy and found out, or he might have figured out about my even more slutty ways before we were together, and that might have freaked him out. He won't talk to me, so I am not sure of the exact reason."

Both Jen and Bob were nodding. "What?" I asked.

Bob answered. "People around here have potty mouths. We know at least three people in our church that have hooked up with you. Word spreads. And you know Lance came to our church from time to time before he left." I turned a little red again, if my Latin complexion allowed it, and thought to myself I should have known this would catch up to me.

"Wait, we don't judge," Jen said, sensing maybe I was upset. "I fuck black men for fun." We all laughed at the joke.

"You know what the worst part is," I said, then stopped. I wasn't sure if I was ready to tell them all my secrets. But they did seem like they at least didn't run their mouths. They had their own secrets too, and besides, how could news spreading of what little virtue I had left actually hurt my reputation more? They looked at me expectantly. "God, this better stay between us," I said. I never talked to anyone about this kind of stuff. I had close friends like Patricia, but I left these details out of our deep conversations. But I always did want someone to open up to, and I had a feeling these were the right people. Or maybe it was the booze talking.

"Of course," Bob said.

"I never even went all the way with those guys. I just gave them head."

"We hear you're very good," Jen said and laughed.

"Thank you," I said, my mood improving, feeling more comfortable with my new friends. "I am. I've had a ton of practice." More laughter. I paused. "Forget it. You won't believe it."

"Come on!" Jen practically screamed.

What the hell. I was going to lay the cards on the table, and the conversation was about to get really interesting. "I suck dick. I love it. I do it on first dates even. I enjoy having that control over men's pleasure. I enjoy delivering satisfaction. If someone explodes in my mouth or shoots all over my face and in my hair, I like it. I would like nothing more than to have the honor of being the best women in the world at fellatio." I was looking in their eyes for judgment as I told my tale. There was none. "I don't even feel like I really know a guy until I've held his penis in my mouth," I said. I laughed at that last part, trying to make it seem like a joke, but it was partially true.

"How many men have you sucked off?" Bob asked.

Jen playfully hit him, "Let her tell it at her pace," she accosted him.

"I tried to count once, at least 30 or so. My senior year was very productive. But you guys are missing the point. I didn't get a lot of second and third dates, maybe because they were turned off by my slutty behavior, or maybe I just couldn't find anyone I was interested in. So I never went further. I'm still a virgin."

There was dead silence for about five seconds. "Wow, didn't see that one coming," Jen said. "You?" she said, looking at Bob.

"No fucking way," he said. I just nodded.

"But you're so incredibly beautiful, and confident, and you hang out with those aggressive fighter types, and you're 23 today!" Jen said. "You're not what comes to mind when I think 'virgin'".

"And you already like the taste of semen," Bob said.

I laughed. "I wasn't always this way. Up until I was about 20, I never did more than kiss a guy. My fashion sense was horrible. I was a nerd. Then I started fighting for fun my sophomore year in college. I got good at it, and I became more and more popular. I had friends that taught me a lot about boys and about how to dress. I carried myself with confidence. I was a virgin, but no boy or girl every made me feel naive anymore or under-confident.

"I decided to compromise with men as I became more and more curious about my own sexuality. I gave my first blowjob soon thereafter at age 20, and then that sort of turned into my thing. I sucked a lot of dick. Don't get me wrong, I wanted the complete experience with sex. I fantasized and masturbated all the time thinking about getting fucked. I knew without taking some kind of poll that I was significantly hornier than the average woman." I paused and laughed. "Why am I telling you this."


For Claudia Ch. 01



"Go on," Jen said. "We promise to keep it between us, and you know you enjoy talking about it."

I nodded; she was right. "I think part of the reason I hung on to my virginity through college was I never seemed to date anyone I wanted to go out with more than a few times. I was so horny, the right man could easily talk me into it probably, but that man never showed up. I didn't want to lose it to the men in the MMA gym community, although they were great looking and oozed testosterone. They would cast me aside in a second after I gave it up, always pursuing the next big challenge. As for the nicer or nerdier guys, they were probably deterred from my aggressive persona with the fighting mentality. And those are the guys I was interested in." I was rambling, so I paused. They didn't cut me off or interject. They wanted me to continue.

"Then I graduated and got a real job in marketing I still trained in the gym and took amateur fights, and there was no time for a serious boyfriend, or maybe that's what I told myself as I typically refused to return calls after a few dates. I went out a lot, and I had no shortage of action. I lived in the south. The obesity epidemic ensured I stood out even more than I normally would at the local night life scene. There were tons of wonderful women with great hearts and a few extra pounds that men perhaps foolishly stared past to look at me." Jen nodded, no doubt having capitalized on that also.

"It's been very hard. I want dick so bad. But I had a Catholic upbringing, and now I go to this Baptist church. Please don't laugh at me, I know I'm totally corrupted and a little whorish, and it's not accurate to call me a virgin. I just mean in the purely physical sense, penis-in-vagina, I still technically am."

"Wow, I think I might be getting aroused," Bob said. "Don't ruin it for me, girl. You can call yourself a virgin, I think it's very cool."

"Shit, me too," Jen said. They both laughed. "How do you do it? I mean 30 men, wow."

"It's so easy, that's the problem. People hit on me all the time, just like you I'm sure." Jen nodded. "I get asked out a lot, or I just meet someone while I am out. I know how to make myself noticed and approachable at a bar. Back in college there were frat parties. I met people on the Internet & in the martial arts community. I just have to kiss a man a lot near the end of the night, protest that I can't go further on a first time, but then say maybe there's something I can do for him. You get the picture. Then I'm tasting his load in no time. I know blowing someone shouldn't be so casual, but it was my outlet. My compromise. It's how I've coped. I treated men well, but I have to admit I enjoyed playing their game to a certain extent. Unless I really liked him, I always ignored their calls afterward. And they always called."

"You're gorgeous and provide great oral sex. I'm shocked they tried to get another date," Bob said sarcastically.

"Thanks, Bob. But it's getting old. I don't have any excuses for this. I don't have daddy issues, and I'm not depressed or have low self-esteem. I just love cock. I am so horny, I think someone with game should have popped me by now. Or if I could have met someone I was remotely interested in long-term. I've decided I don't have to wait until marriage, but I do want it to be special." I hung my head. Now I was thinking of Lance, and missed opportunities. Jen read between the lines and knew. God, she was smart.

"Oh my God," she said. I looked up and met her eyes as I felt her clasp my hands again, which I welcomed now. "Lance was the one. He was getting your cherry tonight."

I nodded. "Who knows for sure, but I was about 95% sure he was going to hit this tonight, or if not, some time real soon."

"Wow," Bob said. "He's such a chump and he doesn't even know it."

"Totally," Jen said. "He's acting like an immature, possessive child because he thinks you're slutty, and you've really been saving yourself for him. And she's a ten," Jen added. I smiled with my appreciation to her.

"Lance has been overseas risking his life. It's noble, and he's seen some hard times I could never understand. I'll give him a few extra chances to decide if he really wants to let me go that I wouldn't give other men," I said. "And in his defense, he might suspect several people at this party have had sex with me, which could make a Baptist gathering awkward. But I am not going to let it ruin tonight any more, okay?" I said.

"Those were some great points," Bob said. "Here's to Lance and what he's been through for our country, and here's to hoping he will come to his senses."

"Thanks guys," I said as we drank to that.

Apparently that last sip helped embolden Bob to give me a little more shit in good fun over this. "I still don't know if I'm buying this."

"Really?" I asked sarcastically.

"Come on, you fooled around with all these guys. Someone must have at least gotten the tip in. Come on, right? Every guy that lays eyes on you wants to fuck you," he egged me on.

"Well..." I said, thinking about the one night I almost lost it.

"Ha! I knew it, you've had one in there, beautiful." The compliment at the end of that retort helped remind me this was friendly teasing. Jen smacked his shoulder in protest.

"No seriously, a penis has never passed the plane where inner lips end and real hole begins." God, I was such a nerd. Was this a geometry class? We were laughing though. Apparently my virginity was an interesting topic.

"Tell us the story of the closest you came," Jen said. "Get me through this drink."

"Well it is a funny story." I said. They waited. "And nobody else knows, so can we keep it that way?" They nodded. "As if you don't know too much already. It was a lot of blow jobs ago." I said and laughed at that thought. "I'm more careful now. I keep the panties on most of the time to protect me from myself. You guys know Jamal Wilkinson, right?"

"The 6'9" power-forward that averaged almost 20 points per game?" Bob said. "You're kidding."

"It was near the end of my junior year. I was just starting to explore my sexuality and had been with maybe five guys orally. I went to the basketball team's party alone, started drinking and stayed late waiting to be noticed. Sure enough Jamal came over. My first date with a black man, if you could call it a date," I said as bob laughed. "I was hitting the Vodka hard that night, which is trouble," I said with a grin and slight lift of the glass I was holding right now. "Soon I was back at his place, which he had all pimped out with good stuff compared with the other college men I'd been with. He was charming, good looking, tall and famous, so he had my panties off in record time. I kept drinking and was half passed out when he was lying on top of me kissing me. I was so hot for him. I wanted so bad to get laid that night. Before I knew it, I felt him, you know, pressed against the entrance down there. He didn't even ask, he just tried to shove it in. He had no idea I was still a virgin of course, so he logically assumed we would fuck. I felt the lips part, but he couldn't get it in. He wasn't hard," I said with a chuckle. "Ironically, too much alcohol might have saved my virginity. And the fact his penis was just so thick it would take time to work it in."

"Wow, Jamal," Bob said. "Yeah if he's proportionate, that would have been a challenge for your first time."

"Uh huh, he was." I said. "But when I felt him trying to get in there, for the first time with a man, I didn't stop him. I said what the fuck, at least it will be a memorable first time. So anyway, we made out a little more and I sucked him hard, but by then I had wised up. I think if he would had have a very large condom and a couple more drinks in me, that would have done it."

"Awesome story," Jen said. "That turned me on, I admit it."

"Claudia likes black guys," Bob said and raised his eyebrows at Jen.

"Everyone does," Jen said. "It's good to be you."

"I have no racial preference," I said. "I've only been intimate with a few. But I think Jen is lucky because you're a great guy, not because you're black. Well, maybe also because you're black." They laughed, and that was just the beginning of our big black cock references.

We paused for about two minutes and finished our second drinks. Bob came back in with one for himself and one for me. Jen was slower and not done with hers. "You know," Bob said," I can tell you something about Jen and her first time!" Bob said with a sly grin.

"Oh God, don't." Jen immediately turned bright red, her fair skin hiding nothing. But she was laughing, and it seemed she didn't want him to stop.

"Jen hung on to her virginity a long time also. I think she was 23 too." Jen looked at me and shook her head in mock apology, for what I have no idea. I was eager to hear the story.

"Go on, tell me more," I said, "Get the attention off me for a while, I like this!"

"Jen lost her virginity to a woman."

"Wow, now I am surprised," I said sincerely.

"Don't judge me either," she said.

I shook my head no. I had never thought much about being with a woman before myself, and women never turned me on. But I did appreciate the sight of a beautiful woman. "I've never kissed a woman even, but hey, I won't criticize. Do you do women more, or men?" I asked with an enthusiastic smile.

"Men, of course." she said. "It takes a special woman. I only had sex with one a couple years ago as Bob said, and then got drunk and made out with one a few months ago, but that's all. You should try it some time, I mean whenever you're ready one day, not necessarily your first time," she hastily added, the drinks clearly loosening her lips a bit. "I think all women are bisexual when facing a combination of the right woman and the right circumstances." She paused, then looked away. She was still red in the face, slightly embarrassed.

"Are you coming on to me?" I asked her directly, sort of with a friendly teasing tone. I was a virgin, but like I said, I didn't lack assertiveness and confidence.

"No, I'm just explaining is all."

"So you aren't attracted to me then?"

She looked back at me then and smiled. "I didn't say that. Is it hot in here?" she said and pulled her shirt out and back in repeatedly, fanning cool air in." I peered in, curious to see more of her breasts as the neck of her shirt stretched open more when she pulled at it. I saw more cleavage, but couldn't make out any nipple. I was surprised to find that this excited me.

"You're not off the hook yet! How was it, I mean did it really count as your first time, you know because, there's no penetration." I joked to lighten the mood and made two "0" symbols with my hands and mashed them together to simulate two vaginas.

"Well, I would have counted it without that, but she strapped one on and took care of me properly anyway. She had some major hardware between her legs. Oh God, my pussy hurt for a week!" I laughed hard at that, and it was contagious and spread to my friends. "It was an amazing first time. I wouldn't trade it for any awkward third date with a man or a botched up wedding night." Jen paused for a minute and smiled to herself as she recollected her first time, then she pointed an accusatory finger at me. "We are all officially BFF's now. Nobody can know what we're all discussing tonight. Can you imagine the looks I'd get from women at church if they knew that?"

I nodded my agreement and quickly got us back on topic. "She was hung well then?" I asked.

Bob was still standing next to her massaging one of her shoulders, having never took his seat at the table. She rubbed his penis on top of his jeans right in front of me! I could see the bulge from his flaccid hang well. He had a nice package. I was trained well on spotting this, having seen a lot of men in clothes before, and then taken those clothes off. "Just like this," she said.

We laughed for a little and took a few more sips of our drinks. I looked at Jen with a new appreciation. She was so kind and knew exactly what to say to both build up my confidence and make me vulnerable at the same time. She was also being a great friend when I needed it the most. I looked at her beautiful long blonde hair and lips, and I could totally understand why a woman would make love to her. I was surprised to feel my panties begin to get a little moist. I wasn't sure if it was Bob or Jen, but together they were really, really, improving my mood fast. I decided to keep the party going a little, as best I could.

"Well, if I've blown half the county, I can see how that would scare Lance off a little," I conceded. "I'm breaking my own rule bringing him up again, but to close that conversation, I will tell you, there is one more thing he doesn't know about me." I paused, a little for drama and a little from shyness.

"Oh come on, no secretes now!" from Jen.

I pointed at my left nipple, then my right. "Nipple rings, got 'em a month ago."

"Oh, can we see them!" Jen blurted out.

"Well that was direct," Bob accosted her in a playful way.

"I won't go all lesbo on you, don't worry," she said.

I laughed. "Well, to be honest here, if they turn you on at all, I would be flattered."

Perhaps if we hadn't had a few drinks and had all this personal talk already, Jen would not have blurted that out. And perhaps I wouldn't be enjoying hearing the request. The truth was, I wanted to show them off. And after I'd sucked all this dick and had such a trashy reputation, really what did I have to lose? I was supposed to be sharing them tonight, just with someone else. I had my heart set on putting them into play, so here was my chance. "I've been thinking about getting them, seriously," Jen said. "I'll go first if it makes you feel better," she said, and reached down to pull her shirt over her head.

"It's okay, really, I want to show you," I said. She stopped moving her shirt up, and I briefly regretted not letting her show her body. "This is the one kind of edgy thing I allowed myself. I don't like tattoos like all the other women in martial arts, and I haven't exactly been putting out and being a bad girl that way." I tried to be as sexy as possible as I took my own top off and revealed the sexy bra I had worn for my man. I rose to my feet and came around and stood on their side of the table. Bob was standing with Jen sitting only a few feet away. "I want your honest opinion," I said as I undid my bra from the back and slid out of it.

I love my breasts. I might prefer them to be bigger, but I've never felt I gave up any hotness with smaller ones. I thought for B-cups they were perfectly shaped, hung naturally, and filled the hands of most men perfectly. I was proud of them, and to be honest enjoyed giving them a little fresh air in front of an audience.

"Love it," Jen said

"Agreed," said Bob. "Totally hotter than any tattoo, and less permanent."

Jen added, "You got the tiny hoop kind, which I like more than the studs, although you'd be hot with either. I think they make your breasts look even better. Wow." While Jen talked, I looked at her chest. She didn't notice me peeking, but I was pretty sure Bob did. Jen's nipples were hard and poking through the thinner fabric on her top more now, having been released from the confines of her bra. Was I turning her on? The thought didn't bother me, and I kind of hoped it was true. I wanted to see those nipples.

"Well, show me," I said, ready to share the spotlight. Jen looked at me and hesitated briefly, then she stood also. I think we both knew that standing made us look better when posing for this. Jen's top flew off, and I feasted my eyes on a perfect set of large breasts.

"Oh hell!" I said. "Your boobs are huge, even bigger than I would have guessed," I said.

"I don't accentuate them when I am out. They are for special people only, like you two," she said.

"Thanks," I said. "Can I have the name of your surgeon? That is the best boob job I've ever seen!" Jen's face twisted in protest, but I put her at ease quickly. "I'm just kidding."

Jen was a natural blonde with fair skin and little to no tan. It gave her breasts a glorious white glow to them. He pink areolae were large also, as were her nipples. She was perhaps a large D-cup with double the volume of mine, which was huge on her frame. But the large breasts hung naturally and firmly, blessed by her youth and pretty much perfect. "I don't think nipple rings would work for you," I said, teasing her a bit. She just kind of stared at me brokenhearted, and I laughed to reassure her. "I wear them to draw attention to mine. I have a much smaller bust, and it enhances them. Your tits on the other hand are large and 100% perfect and natural. They can't possibly be improved upon." It was a sincere compliment. She was amazingly beautiful.

"Wow, I never thought I would be this happy shelving my dream of getting nipple rings." she said.

"I've always thought women look hottest in a good pair of jeans and no top. Do you agree?" I asked her.

"Yes," Bob answered for us both.

"So, I've got another request," Jen said.

"Uh oh," I joked.

"I totally understand if you don't want to," she said. "I want to see your tushie." I raised my eyebrows at her, surprised at the boldness. "Seriously, you fight for fun. You're ripped. I want to know what a butt looks like on someone like you."

What the hell? I was having more fun the more I said "yes" to whatever they wanted. I was a little shy though. But, they had just asked to see what I thought was my best asset. It was a no-brainer decision for me. "Well, go sit on the couch. It's more flattering looking up at it". The den was only a few steps from the kitchenette, so they went there and got on the couch. I stood in front of them, still topless, and turned. My jeans were tight. I had selected my best butt pair for tonight in anticipation of impressing Lance and giving him this body after all. I unzipped and had to wiggle a little bit to get out of them. I pulled down to show my butt, but held the pants just above my knees. The sexual tension in the room was just starting to build. I didn't want to encourage nakedness yet. I was still stoking the fire and under the illusion that I was in control. I left them staring at a beautiful pair of black lace thong panties. I smiled to myself. This I was proud of. And I might be a virgin, but I had wowed plenty of men by showing my panties before. I was in my element.

"That is amazing," Jen said. "Your ass is ridiculous. It's so strong. I can see muscles popping out. And your waist is tiny, so you've got a very womanly figure." I really was starting to like Jen. She thought of my butt exactly as I did. It wouldn't take much for another woman to say something cruel or discouraging to tear apart my self esteem, as any women showing her butt would attest. But Jen was building me up, making me feel great. "Can I just squeeze it once?" she said.

I laughed and took one step back. "Sure."

I felt her two hands cup my globes. Of course, I tensed the muscles for her to show off a bit. Her hands were a little clammy. I was either turning her on or making her nervous, or both. Her hands lingered for a second, then I turned and stepped back. I let them see the lace panties in the front. There was enough opaque fabric to cover my my pussy so they wouldn't be able to tell I was 100% shaved. I pulled up my pants and zipped up, leaving the top button undone with an inch of open zipper to tease them. I also did that to be more comfortable, because damn, these jeans were tight! "You are stunning, Claudia," Bob said. "Incredibly beautiful, inside and out. It's pleasure to know you."

"I agree," Jen said, showing no jealousy to share the spotlight with another woman in front of Bob. "She's like supermodel thin, but healthy and muscular."

"That means a whole lot to me, guys. Now, what about you guys, let's see yours," I said. 




For Claudia Ch. 01



"Nope," Jen said.

"I don't think so, not tonight," Bob said. Jen pulled her shirt over her head, but left her bra off. I did the same.

"Well, I guess show and tell is over," I said laughing at the abruptness of the ending as we went back to the table. I was mildly annoyed, but I had a sense that we were not ending the night any time soon when Jen asked Bob for another drink, having finished her second one. I was one ahead of her, so I nursed my third slowly. It was a weekend, and it was barely 10PM. I had no idea what they had in store for me, but they weren't done yet. 

Jen sat across from me at the table again. I was surprised to find that I didn't like the barrier between us. She reached out her hand again, and I clasped hers eagerly. She smiled. "Are you feeling better now?" she asked.

"Can't you tell?" I said, my mood much improved. Lance wasn't the only fish in the pond. I was a winner and would find someone else if he was ashamed to be seen with me. Jen and I had some casual conversation for a bit. I heard a phone go off, and then Bob answered. He came into the room and Jen stood to get her drink form him, then he went into the office down the hall.

"Bob's on call for work," she said. "He'll, probably be back in five or ten minutes."

I stood and smiled at Jen. "I should go. You guys have been awesome to me, and I want to get to know you guys more now that I know how cool you are. But I don't want to interfere with your alone time. I know you want to use that man tonight," I said with a nervous laugh. God, I didn't want to leave. But I had to make the offer.

Jen came to me with arms outstretched, and my heart sank since I knew this must be goodbye. We embraced warmly, my arms above hers since she was shorter. I could feel her ample breasts pressed firmly against me, and now there was no doubt about what I was unsure of before: Jen turned me on. I wondered if she knew. She whispered in my ear, "I can feel them." Her hot breath on my ear sent goose bumps all along my neck and a tingle that went straight to my pussy.

"What?"

"Your nipple rings. Without the bra in the way, I can feel them. I like it."

"Well I can feel your nipples without the rings," I said and laughed. "That was a good hug."

Jen pulled back from the embrace a little, just enough to look me in the eyes, her face inches from mine. I could feel her hot breath on my face now. "Try it."

"What?"

"Kiss me," she said and leaned into me slowly. I froze. I was so nervous. I was never this nervous before, even when I got my first kiss from a boy when I was 16. Then I imagined the courage it must have taken Jen to ask. She was smiling, knowing my fear but also knowing I wanted it. I don't think she would have even tried if she hadn't known I would go for it. But my face was paralyzed with fear, and she stopped an inch from my lips to wait, looking me in the eyes. I came to my senses and puckered up just in time, and the blonde's full, kissable lips pressed firmly against my mouth. My lips were not as full as Jen's, but they were still a tad bigger than average, so we made a good pairing. Our lips settled against each other for a few seconds then we slowly began to move them. We made kissing sounds as our lips separated apart just barely, then reattached at a slightly different angle over and over. We did this for about 15 seconds, and I could actually feel my panties get a little wetter.

Jen then lowered her mouth and sucked on my bottom lip, pulling it out a bit before releasing it with a popping sound. She withdrew about six inches from me and looked at me expectantly. I understood. She wanted to kiss me again but was trying to see what the verdict was. Did I enjoy myself and want to kiss her more? I smiled at her and leaned in to initiate the kiss this time. Since we had established we both wanted this, we were a little less inhibited now. Both our mouths opened, and our tongues intertwined. I really got to know Jen's mouth and lips well. She had a delightful feminine smell to her breath combined with lime and alcohol that I found erotic as hell. We were two girls enjoying a kiss, and there was no dominant partner. Our tongues explored each others mouths in roughly equal amounts. Our heads went side to side as we enjoyed the variety of different angles on each others lips. There was no background music, so we could hear all the squishy kissing sounds, which turned me on more, especially when combined with the tiny moans of pleasure coming from my partner, slightly vibrating our lips. After about five minutes, we came up for air.

"You're pretty good at this," I said.

"I'm only good because it's you I am doing it with. I have to be really turned on to do this with a woman." she said. I was turning her on! This validation was just what I wanted to hear. Then Jen did the next move which both shocked me and sealed the fate on my seduction. I have to give her credit; it was a bold step.

I didn't even notice her right hand had left my waist until I felt a gentle tug at my zipper. From the pressure and sound, I knew without looking that the half open fly on my jeans was now completely unzipped. Jen was still looking in my eyes, probably to gauge my emotions and reactions. She wasn't so much smiling at me anymore, but looking at me with a deep longing, her mouth open as she breathed heavily with a neutral expression on her face. I felt Jen's breast press a little softer against me now as she took a step to the side and put her left foot outside my right one. She leaned in and kissed my neck, then my ear, sending shivers and goose bumps across the entire right side of my body again. Then she pulled back and looked at me again. I knew why she had moved now as I felt her warm hand against my navel. Her fingers wasted no time in finding their way to my crotch. I inhaled sharply as two of her fingers slid down the fabric of my thin panties and stopped by my clitoral hood and pressed against my outer labia. Then I exhaled forcefully as her fingers closed together and gently rocked side to side, squeezing and teasing my clit through the panties. "Holy shit," I said. "That feels amazing." I was powerless to stop her advances. I can't believe I had a woman's hand on my crotch. When she leaned to kiss me again, that's when I noticed that I had unconsciously spread my legs a little to give her more access, and I didn't have to lean down as far now to kiss her.

She just gave me a quick peck, then pulled back. I followed and leaned in as she broke off the kiss. She was teasing me. She looked up and smiled, "I want your V-card."

"Wow! Okay, so I'm not leaving then?" I asked smiling, surprised at her boldness.

"Of course not," she said confidently, as if she knew I would accept her offer. "I can't let you leave. I want you too badly, and you've had too much to drink to be driving anyway. Let us take your virginity. I respect you a ton. If I wasn't already certain you'd have the time of your life, I wouldn't even bring it up." I stood there, knowing already I wanted her. But if there was more to this pitch, I wanted to hear it.

"Sell it some more. Make it easy for me," I said.

Jen's tiny middle finger probed lower, and managed to squeeze under the tight jeans at the bottom of the open fly enough to rub right where my hole was through my soaked panties. "Wow, you're wet. You want me," she said. "You've already convinced yourself."

"How? I mean, what do we do?" I asked and giggled. I really wasn't sure what the next steps would be. But of all the suitors I had over the years, I was never more interested in having sex than now with Jen. I sensed she wanted me, but more importantly, I actually believed that she wanted also to do this for me. I felt she cared for me and wanted to give me something I would appreciate and never regret.

She smiled. "Kiss me some more and keep going until it isn't fun anymore. Otherwise, don't stop. When it's time, I have something nice we can insert and pop your cherry with," she said as the fingertip on my panties pressed right where my hole is. "I also have a boy toy at my disposal. Use as you see fit."

"That's a generous offer. Sounds like I'd be crazy to turn you down," I said. She nodded. "No promises," I said, suddenly nervous I might chicken out.

Jennifer didn't address my caveat, she just started kissing me again. I wasn't sure how far this would go, but I knew I didn't want to stop her right now. I could always put the brakes on later. I was about to learn my first lesson about making love to a woman: kissing wasn't just a stepping stone to sex like it was with many men. The act itself could occupy women for hours. We embraced and kissed for at least ten minutes, just enjoying each others lips, connecting emotionally and allowing our flames a little lower to just smolder and grow for a bit. It was a little tiring to stand and do this, but I barely noticed. We embraced tightly, and I adored the feel of her body against me as we kissed. We alternated styles, going soft and gentle, then occasionally hard and deep, tongues flailing about deep in each others mouths. We were both "eyes open" kissers, and that seemed to heighten the sexual tension as we held eye contact most of the time.

After bit it occurred to me Jen might be waiting for me to take the next step since I was the virgin, and she was going at my pace. Don't get me wrong, she was still the one seducing me, but I was controlling the pace. My hands were under her arms in the embrace, so I reached around and tugged gently at the bottom of her shirt and pulled it up as I stopped kissing her. She smiled and raised her arms, and I lifted the shirt over her head to once again reveal those fabulous large breasts I had seen earlier. I slowly removed my own top again, and once again we were both topless, but this time with a completely different agenda.

"Can I touch you?" I asked, tentatively reaching out as she nodded and cupping her left breast with my right hand. I gave it a gentle squeeze and lifted it slightly. Soft breast flesh overflowed out the sides of my grip. "So heavy," I commented. Soon I felt Jen's hands on both my breasts as well, and we gently massaged each other. "God, you have a great rack."

"I know, they're amazing," Jen said and pulled one of my hands tighter to her chest. The bold confidence made her even more attractive.

"You know, I'm quite certain there isn't another woman anywhere on the planet that could make me want to do this tonight. I am so hot for you," I told her.

"Have you been attracted to women before?"

"Never. I mean, I've wondered what it would be like, but I've never desired to try it before tonight."

Jen bit her lip and smiled back at me. "I haven't really had these urges since my first time. There's something special about you too for sure," she said. Jen leaned in and kissed me again for about a minute, but our hands stayed where they were, so our breasts did not mash together again for now. Then she initiated the next step. She pulled back and slowly kissed from my mouth down my neck, then further down until I felt her tongue lightly flick my nipple. Holy hell that felt great! She sucked my breast for just a second, which felt totally hot with the nipple ring in. It was better than when men had done it to me before for sure. But Jen didn't indulge my breasts further now. She continued down lower, kissing down my belly until she reached my navel and got on her knees. As she peppered my belly with small kisses, I felt her tug firmly at my pants. It was an easy chore to slide them down my hips since they were unzipped already, and I helped her by stepping out of them. It was a little hot in the room, and it felt great to be almost naked.

Jen stood and turned slowly. She looked over her shoulder and smiled, and I heard her attacking the buttons on her fly. She slowly peeled off her own jeans and stepped out of them. Jen had very sexy white lace panties on, which contrasted well against my own black thong. Her's wasn't a thong, but I could easily see how sexy her ass was with the panties she had on. She had a very voluptuous body type. She was very thin and fit, but she had just a tad more fat coating her, all in the right places. Her ass was perfect, a little wider than mine with a great waist and nice hips. Jen didn't dress as showy as she could. Her body was hotter even than I would have guessed when seeing her with her clothes on. She turned and came to me, and this time we kissed again without the jeans. I spread my legs a tad and she put her arms around my neck, bringing my breasts in line with those of my shorter lover. It felt heavenly to feel the skin on skin contact with her large breasts to complement our kiss. Jen inched forward, and now I could feel the heat emanating from her crotch as well. I let my hands drop a little until they were gently massaging her butt cheeks.

Suddenly the air filled with some nice background music. Jen and I stopped our kiss to see Bob coming in the room. He had apparently changed and donned a nice bathrobe. He looked hot, and it just made me think what he'd look like without it. "What did I miss?" he said, and we all laughed as he approached us. Jen kissed me again, indicating we should just keep going what we were doing. I was not inhibited at all with the addition of Bob in the room, since I had been naked around plenty of men before. Even though my body had never been penetrated yet, I loved to show it off and had plenty of experience doing that. I felt Bob's hand grip my shoulder and massage it gently as he did the same for Jen. Apparently this is exactly what he wanted us to do. I had no idea what his role was here, but I was just going with the flow. "Don't mind me," he said. "I am just here to make sure you ladies have what you need to get to know each other a little better for a while."

"Whatever, show us your six pack," Jen said. "Do you mind if he undresses a little?" she asked me.

"Not at all, it's weird if he's dressed and we're not" I said, but then kissed Jen again so she'd remember I was focused on her now no matter who else entered the room.

Bob took his robe off, and I did notice his ripped physique in my peripheral vision, and I did notice he was only wearing a hot pair of black boxer briefs on underneath, and I did also see the nice bulge between his legs straining against the fabric.

This night was turning out well! I had a beautiful woman to explore a new side to my sexuality with, and I had a big black cock to play with, which I already knew I loved.

Jen and I resumed our kissing while standing. I couldn't wait to find out what would happen next, but I knew the slower we went, the more we would enjoy the experience. And I also knew if we never even went further at all, I would still have one of the best nights of my life just kissing Jen. Bob continued to gently massage a shoulder of each of us with his hands. It felt good, and he seemed content to watch Jen and I getting to know each other, so it didn't stress me out by feeling like I needed to include him. I knew this was what he wanted. When he lowered his hand that was on me down my back until he gently massaged my butt cheek, I didn't object. He had earned it, and he certainly wasn't the first guy to touch my ass.

"You two are turning me on so much," Bob said. "You are two totally different looking women with different personalities and body types, and yet you are the two most beautiful women I know. What a pair." Jen and I smiled as we kissed, knowing it was true but not wanting to stop to tell Bob that he was a master of the obvious. Jen and I were still kissing passionately with our tongues like before, but our pace had quickened as the fire inside us grew. There was more of a need and desperation now. I wasn't just massaging her butt cheek like before, I was grabbing a handful of flesh and pulling it into me without realizing it, trying to bring her closer to my pussy for more stimulation. I was ready to bring my clit into play and really get off. Luckily for me, Jen was ready to help.

In the middle of a particularly passionate kiss in which my tongue was buried inside her mouth, Jen pulled back, sucking on my tongue briefly before releasing me. A short giggle later, she spoke while pulling me toward the couch. "Stretch out and get comfortable," she told me. Bob's couch was luxurious, with a nice cushioned arm rest. I sat slightly to the side, my back on the armrest and one leg stretched out on the couch. I tied to look relaxed but as sexy as possible. I noticed the silver nipple rings catching the light, and I left my legs nicely spread. I looked down and couldn't help but laugh. The light caught my panties just right and I could easily make out the large wet area against the black fabric. I was oozing pussy juice more than I probably ever had before. This didn't surprise me. I was trying something new and exciting, and I already had endured at least half an hour of top quality foreplay.

"What?" Jen asked.

"I just realized how wet you made me."

"I'm glad," Jen said. The gorgeous blonde that led me to the couch joined me there, briefly kneeling between my legs before gently settling her weight on me. Her left leg was between mine while her right dangled off the couch, which forced her leg and weight right into my crotch. She started a slow tease, kissing my lips, then working her way to my ear, then my neck, then down to my right breast. Her body slid down as she lowered, making her leg rub against my pussy as she descended. She paused at my left breast for several minutes. Her light touch with her tongue and suction drove me crazy. I had never climaxed from touching my breasts alone, but Jen was getting me close. I noticed a slight movement and quivering in her leg, which was stimulating my vulva a lot with her very subtle movements. Her right thumb and forefinger stimulated my other nipple at the same time.

"Your nipples are so hard now,"she commented. I looked and had to agree, they were noticeably larger. "I love your breasts."

"Glad you like them," I said. "I have other assets at your disposal you know," I teased. "It gets better the lower you go."

"I'm getting there," she said as she abandoned my breasts and started to kiss lower. Jen hovered over my taut belly for a few seconds, but by now most of her was fully relocated to down between my legs. I knew what was hopefully coming, and I dreamily looked at Bob while he stood next to the couch. I suddenly felt a warm feeling spread all over my pussy. Jen was blowing hot air on the porous fabric of my panties. Then I felt her mouth press against my mound, and I threw back my head in sudden pleasure. She tugged at the straps on the side of my skimpy panties. I lifted my butt as she slid them down , then I closed and lifted my legs as Jen pulled them off me and tossed them aside.

"Mmmm, that feels much better," I said. I resumed my position with my legs spread on the couch. Both my feet were on the couch, but I spread my knees wide and down, which opened and lifted up my pubic area nicely for Jen. It was game-on now. This was real. I was fully exposed in my birthday suit. I had nothing to hide behind anymore. I brought my finger briefly to my pussy, marveling at how wet I was as I spread my labia apart for them. Jen took a few seconds to look me over, and I was confident she would like what she saw. I had medium sized, symmetrical labia, revealed because I was completely freshly shaved.

Bob had moved a little so he could get a peak, and I reached over slightly so I could reach him. "I believe I saw that thing jerk and harden a little bit when these panties came off, Bob," I playfully teased, then I grasped his penis though his tight briefs. He was big. I could tell even though he wasn't hard yet about what his full potential was. He was huge, maybe even bigger than a couple other black ones I had satisfied orally before. "Oh my God, that thing is huge! I hope you don't plan on getting that monster anywhere near my tiny pussy," I said. But I was smiling, enjoying teasing him..




For Claudia Ch. 02



Part 2: Claudia and Bob; Claudia and Lance

This part picks up right after Jen deflowers Claudia with a dildo. Bob is invited to participate now. 

"That sounds great," Jen said as Bob eagerly got out of his boxer briefs, finally ready to really join in. I was rewarded with the sight of perhaps the most beautiful penis I had ever seen. He was almost fully hard now, and huge. He was both thick and long, and if I hadn't sucked black ones before, it would be very intimidating. Well, it still was intimidating.

"Oh my God!" I said, sincerely impressed with his size, but playing it up a bit for them. It was a couple inches longer than the dildo, and at least an inch thicker in circumference.

"So, I don't want to put any pressure on you or anything," Jen said as she playfully reached out and touched my lower lip with her finger, "but would you mind getting him ready for me?"

The thought of wrapping my lips around that thick cock was extremely appealing, but I didn't want to tread on Jen's turf. "I'd love to, but... are you sure?"

"If you want to, I'd love to see it, and I know Bob wouldn't mind having those pretty lips on him." I looked at Bob, and he moved a little over from the edge of his large king sized bed. He spread his legs, and I knelt between them. I reached out and grabbed the base of his large penis. It was truly a work of art. He was circumcised, although I didn't have a preference either way. I loved sucking both types. His pubes were completely shaved very recently, because there was no stubble. I rarely saw this completely shaved look on men, but I loved it, especially on the more well-endowed men. It really showcased his important assets.

"Be careful, you might end up with two black eyes," Jen said. I ran my hand affectionately up his leg and rubbed his belly briefly and pumped his shaft gently a few times. He was about 75% hard; soft enough to flop around a little, but almost ready for insertion. I swung his cock from the base in a circular motion and marveled at the large piece of meat as it flopped around.

"What are you going to do with all this size?" I asked.

"Bigger than Damon and Jamal?" He asked. Damon was the black guy form church they had heard I'd been with. I could tell Bob wasn't asking in that insecure way guys talk so much, but just to have interesting conversation.

"You're comparable," I said, then turned to Jen. "I think he's almost ready already. But I'll play a little, just to make sure," I said as I leaned down and flicked my tongue across the head.

"Do you like them big and black?" Bob asked.

"I have no preference," I said. "But I love your big back cock, yes." The truth was, I liked all kinds of colors and sizes of penis, but I had yet to have a reason to care about size. I wanted this big black cock simply because it was Bob's. He was a very appealing lover. He was both dangerous and kind, warm and easy to be around, but mysterious. He was smart and raised well. He had mastered the art of attraction, and he treated everyone with respect. I wanted his big black cock only because I adored the man wielding it.

My mouth opened about as wide as it could without being painful, and I took the head inside my mouth and slid down about half the shaft. I could feel him twitching and growing as I bobbed my head a few times. My left hand gently cupped his balls as my right hand stimulated the base. I looked him in the eyes and saw a good look of satisfaction on his face. This is why I loved oral. Sure, I liked feeling him in my mouth. But despite my dominant personality, I loved to please others. I enjoyed knowing my mouth was delivering this pleasure, and I was looking forward to exploring my sexuality and pleasuring men with the other tools at my disposal with this recently broken in body.

I counted briefly in my head. I wasn't sure, but I think I'd blown four black men before this night. Only one was comparable in size. I guess that made him tied for first place in my little black book of oral adventures. After about 30 seconds, Bob was fully hard. I was impressed a dick this large could be really hard and firm like this. I squeezed firmly from the base to the top, and a sizeable glob of precome appeared at the tip. "This has a white tint to it, Jen," I said. "I think he's as ready as he's gonna get. I'd love to keep going, but I'm going to get a creamy mouth if I go much longer." I licked up the glob and spread it on my lips for a second before cleaning it off with my tongue and swallowing. It had more than just the neutral precome taste to it. I could definitely taste real semen. He was close to blowing his load and incredibly turned on. "You have a nice taste," I told him. I swung my leg back over and got off the man.

Jen got to her knees and kissed me briefly. I wondered if she could taste Bob at all. "I'm going to try to make you as jealous as I possibly can, okay? All in good fun, of course," she said and patted my left butt cheek "Damn, you've got a nice ass," she said. A compliment like that from a beautiful blonde never gets old! It helped that my muscles were taut from being in the kneeling position.

Jen turned to face away from us and leaned over into a nice doggie style position. She was right, I was jealous already. She was in my favorite position and about to have sex. Of course, I hadn't been in that position before with a man grabbing my hips and thrusting into me over and over, but I fantasized often. Jen's ass looked perfect as she arched her back. With her forearms on the bed, her large mammaries brushed the sheets because they were so huge. She tossed her long, blonde hair to the other side of her head and looked back and said with those sultry, full lips, "I'm ready."

Bob was already up and in a kneeling position, approaching Jen's hindquarters. His large erection was almost against his belly he was so hard. "Why don't you put it in her for me, Claudia," Bob suggested. I though that was a fantastic idea.

Bob mounted her from behind as I knelt to the side. I ran my hand along her back. "You look beautiful, sweetheart. His cock is so much bigger than your crack. I know you've done this before, but are you sure you're ready?" I asked.

"Oh yeah. Feel how wet I am," she said. Bob spread her cheeks slightly, and a small hole appeared at the bottom of Jen's tiny crack. I slid my finger inside, and it went in completely unimpeded. She was dripping wet, and her moisture had leaked out, making her outer labia shiny with her own juices. I pulled my finger out and grabbed the upper part of Bob's thick shaft. I steered the very erect flesh down and watched as the large head pressed against that tiny hole and popped right in. I released my grip as Bob slid forward slowly. He took about five seconds to gently fill her up and bury himself all the way. Both partners moaned their approval, but I saw a slight grimace of pain on Jen's face.

"What's wrong, baby, I thought you've done this before," I said.

"The first few thrusts always hurt no matter what. God, he's huge. Take a turn and you'll see," she fired back, grinning through the pain. "Oh yeah, here we go," she said as Bob withdrew, then began a slow and steady tempo as he drilled her.

"That's hot, Jen. You always please me in just the right way," Bob said. "You are a credit to white women everywhere." I chuckled, knowing Jen was that and more for all women, and Bob knew it.

"Why don't you tease him a little bit? Give him something fun to look at while he uses me," Jen said.

"I think your ass and bouncing titties are all the eye candy any man could want," I said as I leaned back on my elbows. I spread my legs and gave my companions a nice view of my pussy as they had sex. This was actually comfortable, and I brought my right hand to my crotch and lazily rubbed my clit to enjoy myself as they did their deed. I got curious really fast, and I slid a finger inside for the first time since my deflowering. "Holy shit! You guys traumatized my little pussy," I said as I inserted a second finger into my dripping wet hole. "Spacious." It felt good to finally be able to really finger myself, but I had a brief moment of regret thinking about how I had held on so long to something that was now gone. But overall I was still thrilled to have done it. I noticed Bob was looking at me, and I hoped I was helping with his arousal. 

"She just broke you in and made you good for me. You want to see ruined, come look over here, Ms. Innocent."

"What?" I said, intrigued and pretending not to notice his not-too-subtle implication that he wanted to fuck me.

"He likes to gape me. You should see it I suppose," Jen said wearily, but really happy to show. I got up and went back to Jen's rear. Bob pulled her cheeks apart with his hands, and just like in the best porn movies you can see, he pulled his cock out and left a giant hole where Jen's cute, tiny pussy used to be.

I was feeling kind of frisky and brave, so I brought my hands to her pussy and inserted two fingers from each hand into the open hole and gently pried it open even more. "I can see your tonsils," I joked to Jen.

"She's opening your hole with four fingers," Bob said. "That's hot."

"So is that what you want to do to me, stud?" I said as I withdrew my fingers and patted his strong ass muscles.

"I was hoping I might," Bob said.

"No way," I teased as I backed away.

I resumed my old position of relaxing and watching, and Bob focused more on Jen now and less on me. He began to fuck her harder, and the harder he did it, the more beautiful she became in my eyes. She began to sweat again as she met his thrusts, and her large tits bounced around in a chaotic mess all over the place to the sides and front and back It was a beautiful sight to behold as the large black man contrasted against the petite, fair skinned blonde.

I began to turn my attention to Bob more and more, my hetero urges starting to take over as the impressive man performed. I liked Bob's strong ass in this position. I become more attracted to him. He had superb erection quality with his rock hard oversized cock, and I started to wonder how that cock would feel sliding inside my pussy. 

I wondered how long Bob would last. He had been fucking her over five minutes now after over an hour of eye candy foreplay. Jen seemed to read my mind and put her hand back and signaled him. He stopped his thrust halfway in. "Slow down," she said then mumbled something to him I didn't hear since she was turned away from me. Bob pulled his cock out and got back on his back. Jen straddled him, facing away. He guided his prick into her, and she began to ride him reverse cowgirl.

"Come here, gorgeous," she told me and held out her arms. I came around to her front and knelt with her. I was at the very end of the bed. She embraced me and kissed me a few times as she slowly rocked up and down on Bob's cock. "You know, it's my first time too. First threesome anyway. I've always wanted to kiss a beautiful woman while Bob did me."

"Well I'm happy to make your fantasy come true," I said and kissed her some more. As we made out, my finger went to her crotch, and I attempted to rub her clit as she rode Bob. "How's that?" I asked.

"I like it a lot," she said. "I can get off with just the penis, but that will definitely speed things along." It wasn't an exact science for sure. I knew my fingers were occasionally on target and occasionally flailing around outside her crack since she was in motion. But the large cock at least did stretch her outer lips very wide and make her tiny clit more exposed and easier to find. "Mmmm" that's nice. Keep going," she cooed as her hands found my ass while we kissed. "God, he's so big. It feels great to be this full."

She broke off our kiss and leaned next to my head and briefly nibbled my ear, again sending goose bumps down my side and sparks to all pink parts on that side of my body. "Are you attracted to him?" she asked. "Do you want to fuck him?" She pulled her head back so she could look closely into my eyes. She was speaking quietly and turned away from Bob, so I didn't think he heard.

I thought carefully. "No, because I don't want to come between you two. I would never do anything that might hurt your feelings."

"Don't worry," she said again whispering in my ear. "I really want to see this. Especially if you want it, too. Think about it while you make me come."

I didn't realize how badly I really wanted to fuck Bob until Jen gave me her blessing. I hadn't pictured my first time with a man to be like this, with a new female lover's fuck buddy. But things don't always work out the way you expect. If I wasn't going to lose my cherry in a wedding bed or at least to man I loved, suddenly the exotic and taboo appeal of a big black cock in a hot threesome just went way up. At least I would be broken in completely and ready to enjoy any penis, assuming I could take this one.

I suddenly felt the need to make Jen climax as quickly as possible. I continued to stroke her clit with my fingers as she rode the powerful black man. I noticed as she approached orgasm that she slowed her pace down instead of increasing it. She spent more time at the bottom, with his shaft fully inserted, and slowly rocked her hips forward and back. I think she liked the sensation of being full, and when she slowed and stayed bottomed out, it was easier to keep my finger on her clit. Jen's breathing pattern became deeper and more regular. Her face was flushed again. She stopped kissing me and just stared into and through me. She was almost there. "Come for me, baby," I said. I increased my pressure against her clit and grabbed her right ass cheek, pulling her into my hand.

Jen sat motionless on the cock for a few seconds without breathing. Then she smacked her hand on the bed a few times as the pleasure began to ripple through her body. "This is it," she said. "Rub hard. There you go. Oh God, this is amazing!" Jen's body shook for a few more seconds in orgasmic bliss. "Okay," Jen said and reached for my hand. Now experienced in this matter, I knew she was hypersensitive and I shouldn't touch her clit for a while. Apparently a penis insider her didn't bother her as long as it wasn't moving. She sat back on her knees and recovered her breath.

"Uh oh," Bob said. "You came."

"Fuck yeah I did," she said in an uncharacteristic burst of obscenities. Jen looked at me and raised an eyebrow. The ball was in my court to decide what to do next. I smiled at her and nodded. She returned my smile as she slowly eased herself off Bob's monster and unstraddled him. "Don't worry stud,'"she told him. "Claudia will finish what she started earlier for you."

"Nice," Bob said. "The infamous talented lips of Claudia," he teased.

I approached him from his feet. He was about to spread his legs to give me access for a blow job, but I held his knees together as I straddled him. I had to laugh inside my head, because this was the position I normally put women in right before I rained down vicious elbows to their head to incapacitate them in the cage, and here I was doing something even more fun with it. I felt the underside of his huge penis press against my crack as I settled my weight on him. I closed my eyes dreamily and shuddered involuntarily as I felt the powerful weapon beneath me. I had only straddled a man before like this dry humping with clothes on a few times, and they weren't nearly as well endowed, and I wasn't nearly as aroused then as I was now.. This was totally different. I tossed my hair to the side and leaned in and gave him a quick kiss, my breasts mashed against his beefy chest. "I think we can do better than a blow job now. Can I take a turn?"

"Yeah for sure," he said, clearly enthused.

"I'm going to try. No promises, big boy." I told him. I slowly rocked forward and back, just feeling the throbbing member between my legs sliding beneath my dripping labia for a bit, marveling at his size and potency. He was going to tear me apart inside. I was nervous. "If I hadn't just seen your tiny body take this thing, I wouldn't even believe it was possible," I said to Jen as she appeared at my side.

"I'll hold it steady for you," she said. I raised up a bit more forward and higher than normal, and Jen steered his erection to my hole. I settled my weight again and felt the large, blunt head against my tender lips. The tip slipped inside easily as I lowered. I had a brief moment of optimism as the spongy tip of the head barely opened me, but I quickly felt the pain and stretching as I tried to engulf the head and beginning of his shaft, since this represented his full girth. I knew right away this just wasn't going to happen. "That's it baby, come on down," Jen said. I grunted and gave another push. My pussy burned in protest, and I could feel his thickness outside my hole trying to pry its way in. I was getting frustrated after two more attempts. Now that I had made the decision to take my first real cock, I really wanted it inside me!

This time I pushed down really hard and contorted my face in concentration as a I gritted through the pain, and I felt the head fully enter me. But the pain escalated, and I chickened out and slid forward off the penis. I leaned down and kissed Bob briefly on the lips. "I'm so sorry. I want it in me."

"You have all night to take this, baby, so you take as much time as you need working it in. I am dying to fuck you, but we're in no rush." Bob smiled up at me and touched my cheek, and I was reassured.

"I'm not giving up, don't you worry," I said.

"Lean forward into doggie," Jen said. "Let me add some more lube."

"Okay," I said. I wasn't sure I needed any more. I was already super horny and dripping wet, but anything that might help was a good idea. Still straddling Bob, I elevated on my knees into doggie style as I heard Jen open the lube. I looked back and saw her apply it to two fingers, then I felt her easily enter my hole. The fingers burned inside me just a tad, but this time I knew it was not from the stretching, since I was sufficiently opened up, but just that my canal was getting a little tender from all the attention.

I turned back and looked at Bob, and he winked at me and nodded his head. "Oh yeah, it's going to work this time. We're going to have sex now, and I am just here thinking how beautiful you are and how much fun it's going to be to fuck you, Claudia." I felt Jen's fingers probing me at various angles, testing the walls on each side of my pussy. She applied lube several more times in the process. Then I felt myself slowly stretch more than I had before, but it was done carefully and did not hurt. It felt more sideways, but then I felt the stretching top to bottom too, and she alternated back forth a couple times.

"What was that?" I asked her and looked back. Both her hands were attending to my rear end.

"Four fingers. I'm stretching you a little to prepare you. You will have no problems now," she said and pulled out her fingers and patted my butt. She had used two fingers from each hand and spread them inside me, prying me open. "Let's try again. I lubed him up a bit more too." Jen held his erection steady for me again as I lowered myself. I felt the difference immediately as the head entered my well oiled hole. I felt Bob's hands on my hips, pulling me down. He was gentle but firm. I was not getting away this time. I felt the first couple of inches of his enormous shaft enter my pussy now. It was an amazing explosion of fullness and stretching. It hurt. I gasped. I could feel my pussy being seemingly permanently re-sized and adjusted to accommodate him, and I know I would never be the same down there. "Yes. Slip that right in there," Jen said enthusiastically.

"Ummppfh," I grunted. "Arrgh," I said in a very un-ladylike way as I pushed again and felt the next couple of inches nudge inside me. This time, instead of blocking the large head, my tight muscles opened just enough to allow the head to squeeze past them. "God, you are huge," I told Bob, half complaining and half giving him a compliment. I looked over my shoulder at Jen and smiled, then noticed the mirror on the dresser for the first time. Jen was slightly to the side, so I could easily see the large black cock half buried inside my pussy. I had just a couple seconds to reflect on the situation I was in, and I was very happy. So many white (or as in this case, very light-skinned Hispanic) women had this fantasy of having a big black cock, and here I was living that fantasy on my first time! It turned me on immensely to see the dark, taboo penis penetrating my delicate, tiny, light-skinned body. It made no sense that something this big could fit, and yet here it was inside me. Wow, that was a turn on! I turned back around and looked at my lover with a new-found desire to fuck him good. "You're only half in and I'm running out of real estate here," I said with a laugh.




For Claudia Ch. 02



I pushed down more and felt every single millimeter of him as I was slowly impaled. Since it was my first time and the penis was so large, I easily felt even the slightest bit of progress as I took him. Never again in my life would I feel this exhilaration as my body was forced open for the first time. Despite the pain, I was more excited than I had ever been. As the tight muscles in the front of my vagina descended .and began to slide down and finally arrive near the base of his shaft, I felt the pain and stretching deeper and deeper until it seemed like it was behind my belly button. I was scared that I wouldn't be able to take the full length, or that if I did, it might damage me. But I sensed that somehow against rational thought that there was still room inside. I pressed on, and was rewarded with a sense of finality as I felt my butt cheeks first contact his thigh, then merge and press together with them to ensure every bit of penis was crammed inside me. Just when I finished and knew there was no more penis to take, I felt an unfamiliar sensation as his penis pressed against a barrier deep inside me. Was it my cervix? I didn't know. I just knew I was more stuffed with cock than I ever thought would be possible. I was so proud of myself as I sat there and ground my hips against him, feeling the enormous manhood completely sheathed.

"Wow," was all Jen said as she witnessed the act and Bob moaned. "You took it all." I looked into Bob's eyes to maintain that connection. I felt a wetness and realize my eyes were watering and one tear slid down my right cheek. I wasn't even sure whether it was a tear of pain, fear, or pure joy. Maybe all of the above? "Are you okay?" Jen said with sincere concern in her voice. I just nodded and smiled slightly. I was hovering over Bob with my hands on the bed near his head. I leaned slightly to the side and down and kissed him , a slow lingering one but with no tongue that we both enjoyed immensely as I spent half a minute or so stationary on him, trying to let my body adjust before proceeding. My nipple rings and long hair brushed his chest briefly. He met my gaze intensely, but didn't say anything. We were both just enjoying the sensations in our genitals and sensed talking might just fuck things up right now. Now that I was broken, we both sensed there would be huge amounts of energy released soon as we began to fuck. So we enjoyed the calm before the storm.

Jen's hand was on the small of my back, and while I sat for the moment impaled and motionless, I felt her finger slide down my crack and lightly press against my anus. I was worried for a brief second she would penetrate with her finger. She grinned at me playfully. "If it hurts too much, we could try your backdoor. Are you still half a virgin?"

I nodded. "I'm saving my butthole for marriage," I joked.

"I've never tried it either," Jen confessed. "One day with a smaller penis."

We laughed a bit, then sensing it was time, I raised up slightly and put my hands on Bob's chest, feeling deliciously feminine and petite as I felt his muscular frame. Finally, I began to raise my hips. I closed my eyes and enjoyed the sensations as the penis slowly slid out of my virginal hole. It felt a little different going out versus going in. The enormous penis filled every possible bit of space inside me, so all my rich nerve endings came into play as the skin of his shaft slid against me. The gentle tug against my flesh in the opposite direction seemed to stimulate areas of my pussy that hadn't been accessed yet, and the result was immense pleasure for me. Of course, it still hurt like a motherfucker too.

I swear I could almost feel the contours of his penis inside me, that's how tight the fit felt. When his mushroom head was just barely lodged inside my opening, I knew it by sensing the shape of the object wedged tightly inside me, and that is when I began to rock back down. I was glad I was in control and could go at my pace, although I had confidence that my handsome, experienced lover would have taken his time to make this experience great in any position.

"You're doing great baby," Jen said a she ran a hand affectionately up and down my back.

"God it hurts so much, I can't believe the pain," I said through a grin as I bottomed out, paused for a second, then began my second withdrawal. Bob brushed the hair out of my eyes and cupped my cheek and looked at me with what I knew was sincere, tender caring. I know he loved fucking me, but I could tell he didn't enjoy seeing me in pain. "Don't worry," I told him. "I'm glad it's you. I didn't know before I came here tonight, but now I wouldn't want it to be anyone else." No more tears left my damp eyes as I descended on his cock for the third time. I settled into a rhythm of about five seconds per stroke, and none of of us spoke again for a few minutes as I slowly rode him and acclimated to his size.

"This is so fun to watch," Jen said. "Claudia, your pussy is so tight and your lips are so big I looks like he is pulling you inside out every time you lift up. That is hot. Is she as good as I think she is?" she asked Bob. I was impressed with Jen's sharing attitude. Whatever Bob answered, she would be happy for me. "There's a little blood here again, so I know she must be tight as hell around that dick."

"She is heaven," Bob said. "This pussy is perfect. You broke her in just right and made it great for me." I smiled at the compliment. "It helps that this gorgeous virgin comes with such a great personality too," Bob said, looking back at me again."

"Thank you," I told him.

"Thank you," he said back and gave me a gentle smack on the left butt cheek.

I estimate that I rode Bob for a good ten minutes. Over that time, the pain in my pussy died down, but just a little. It would continue to hurt a lot for my entire first time. That was the price to pay to have big black cock on my virgin fuck, and looking back, it was worth it. Even though the pain was overpowering, I still felt more pleasure than with the vibrator earlier, and undoubtedly than if I had chosen a less well-endowed man for my first time. I really liked the feeling of being filled to maximum capacity, and I enjoyed the feel in the back of my pussy too as the penis slid in deep., I could feel the potential for unsurpassed pleasure that this penis could deliver to me under different, less virginal circumstances. Even without having had sex many times for comparison purposes, I just knew now without doubt that I was a size queen. Also, my mind was more aroused with Bob than perhaps with anyone else. I still couldn't believe I had taken this huge cock in my body, and it was a huge turn on knowing I was fucking him.

My hole did loosen a decent amount, and while I had no trouble gripping him tightly, I did notice he flowed in and out easier. I was ready for a change. I appreciated Bob letting me be in charge during my breaking in period, but it was his turn to lead the dance. I leaned forward and for the first time since it had entered me, Bob's penis slid out. The sharp pain immediately left me and turned into a dull ache, but I also felt a sense of loss as I was left empty, wanting more. "Thank you for being patient with me. How do you want to take me now?" I asked.. Bob was ready to take charge, and he assertively picked up my small frame, turned, and put me on my back with my butt on that pillow Jen had used under my butt while deflowering me earlier. I spread my legs eagerly as Bob knelt between them and quickly brought cock to my moist hole.

Bob drove into me and began to fuck me slightly faster now. He remained in a kneeling position at first instead of laying on me as he stroked me, and I knew why as Jen appeared to my side and had room to pinch my nipples, kiss me, or do whatever she wanted to be a part of this. She brushed a bit of sticky hair out of my eyes and wiped my forehead, slick with sweat now. "You look beautiful, Claudia. I thought that when I first saw your body naked, but know seeing it in action, I am even more impressed." I grabbed her shoulder to show my appreciation and was about to say something when Bob drove into my pussy again a tad deeper and distracted me.

We continued for a few minutes as he slowly picked up the pace until he was probing with about one cock stab per second. Then he leaned in and supported his weight slightly on me and slightly on his elbows. This time when he penetrated, I felt him deeper than he had ever been before. He seemed to be rearranging my internal organs again. I grunted in surprise as I felt his balls press against my cheeks and realized he hadn't been penetrating all the way in missionary thus far. "Oh God," I told him. "I thought I had taken you all the way. Maybe I was wrong." I think while riding him, My cheeks must have pressed against his thighs and block maybe a fraction of an inch of his length from entering me. But now with my legs spread wide, he was able to fully bury himself inside me. Bob's face was inches from mine, and I stared into his intense, piercing gaze and smelled his masculine breath as he breathed harder from exertion. It was very erotic. He began to pump his cock into me all the way with each thrust. We both were groaning and breathing hard, the only difference is I grimaced about half the time.

After a couple minutes, Bob raised his torso again to a kneeling position and grabbed my hips. Now I was completely broken in and ready, and Bob knew it. He began to fuck me hard. It was just what I wanted. He was such a skilled lover. It still hurt like hell, but for reasons I don't understand, I needed him to do me hard now. Instead of just pressing against my butt cheeks, his heavy balls slapped against them loudly now with an intense "Whap, whap, whap" sound as I was thoroughly plowed over and over rapidly. My pussy responded with more and more of its own lubrication to aid the dirty act. I became a babbling, incoherent mess as I attempted to vocalize my feelings. It felt so good and hurt so much. I found that I couldn't really controll the exclamations and moans coming out of my mouth. I was unable to stop this response to my lover's actions.

I looked again in the mirror on the dresser. All I could see was my widespread legs with a large ebony figure moving furiously between them. It was so wrong, so immoral, and yet felt so fucking incredible! My mind was alive with erotic energy, craving what this man was giving me. I was reminded again as I gazed in the mirror at the dark skinned butt muscles as they clenched rhythmically as he pumped me that I was letting a black man fuck me. This was wrong. I was supposed to lose my virginity to a nice Hispanic or white man who was in a committed relationship with me; someone with an average sized, white penis that would be attached to a man I would spend my life with. Instead, I was getting pounded in my blown out, ruined pussy by a black man I barely knew and likely would never even go on a date with. I couldn't be happier.

I wondered why I had waited so long. If only I had known how much I would enjoy getting fucked, surely I would have done it sooner? But I knew the real truth was that it was this couple that did for me what nobody else could do. They had seduced me and made me want it more than ever before. It wasn't just any man fucking me, it was Bob. My pussy was burning and stretched out, but it wasn't just physical permanent changes I was experiencing. They were changing my priorities in life. I knew with every loud slap of his balls against my ass, he was turning me into more and more of a whore for black cock.

While a large penis would bring me many wonderful orgasms later in life, it just wasn't going to happen on my first time. And I was okay with that after climaxing so many times with Jen. Although my mind was ready and the pleasure was intense, there was just too much pain, and the feelings in my body too unfamiliar to move me to orgasm.

After a minute of really intense, hard fucking, Bob paused and slowly withdrew his penis. His erection quality was superb, and his penis sprang up against his belly as it vacated my pussy. "I'm going to come soon, baby. Do you want me to pull out and come on your belly, or in your mouth? Tell me what you want."

I felt the cool air tickle my pussy in an unfamiliar way. It was more internal. I wish I could have seen the gaping hole that must be showing. I always enjoyed seeing that in porn, and now it was happening to me.

I sort of had a feeling Bob wanted to come inside me. I wanted it too. I desired a complete first time, to include a man finishing inside me the way he was mean to. I ran my hands across his chest, enjoying feeling his muscles during the break. "I've swallowed a lot of come before, Bob. Do you want to be just another man to ejaculate on my face? You're different; special. I think you know what to do."

Bob inserted his penis with a grin, and he settled his weight forward again and supported himself on his hands but kept his face near mine again for intimacy. He pumped me a little slower now, and he alternated between shallow thrusts and deep, deliberate strokes. He was using the tight muscles near the front of my pussy to stimulate the sensitive underside near the front of his penis combined with occasional deep thrusts to stimulate his entire shaft in order to help him achieve orgasm. I ran my hands along his strong arms that were supporting his weight, enjoying the feel of my tall, dark, masculine lover. "Almost there, baby," he whispered. It was so different from the porn I had seen. Sure, he had loved fucking me hard. But to finish, he needed the slower strokes where you could feel the texture of the vagina better. The motions were less exciting to watch, but perhaps more exciting to feel.

I reached around and gently gripped Bob's cute butt cheeks as he probed me. His breathing had changed, he was moaning differently, and his muscles were tensing up in the right places and patterns that I knew he was about to climax. My extensive experience blowing men had me dialed in on the cues, but this time he would be pumping his ejaculate inside my pussy, which turned me on incredibly. "Come for me," I told him and smiled, hoping I sounded like I knew what I was talking about and could tell he was getting close.

He laughed for just a second, then said "Argggh, here it comes. Oh God." He raised up slightly on his forearms again, which seemed to allow him to drive his penis as deep as possible inside me, where he left it for his first few spurts as he began his ejaculation. I gasped. He felt huge. He was really cramming it in hard, and I felt more stuffed than I had all night long. His cock seemed to swell in pride for its final act as men do right before they come. My eyes rolled back and I stared off into nothing as I enjoyed the sensations inside me.

In that next half second or so of bliss, I realized this was the most erotic and satisfying moment of the night. It wasn't my own numerous orgasms, the first kiss with Jen, the deflowering, or anything else. It was knowing my pussy was bringing him off; knowing that I was finally using my body for its intended purpose, which right now was to satisfy this man's penis. And he totally deserved to be the first man to defile me after the patience, caring, and overall skill he had displayed all night before and after taking my virginity.

Adding to the emotionally charged moment was the surprising revelation that I could feel him come inside me. It wasn't just the jerking movements of his erupting erection inside me or the convulsions of his body or the clenching of his butt muscles that were still in the palms of my hands. But this night, on my first time, I felt the pressure against the back of my pussy at my womb as his semen was ejected hard into me. Despite the fact that our genitals were the same temperature, I felt his warm semen as it splashed against my walls, pooled up and spread the wet and warm sensation inside me. It would be years and many lovers before I again felt all of these things at the same time when a man finished inside me. Maybe it was the impressive size of his manhood as it accessed the deepest part of my pussy and opened me wide, leaving bare my unprotected cervix, or maybe it was the size of his load after teasing him all night. Of course no man had ever climaxed inside my pussy before, but I still new beyond any doubt that this was a very potent load.

As Bob's semen was forced against my cervix, it stimulated some sort of hormonally triggered contraction deep inside me. I don't know what the hell it was. I didn't orgasm at that moment, but I certainly felt a great wave if pleasure inside me. I felt Bob hold steady for about five seconds as he transferred the bulk of his fluids into me. I came back to my senses and returned my eyes to meet his gaze. He looked very happy. 

He withdrew and made about ten slow, complete thrusts as he finished ejaculating. Now it was his turn to moan uncontrollably, and he let me know how good it felt. Each thrust dragged some semen into the front part of my vagina, and he also continued to emit more as he moved, and the result was a fresh coating of semen all along my tunnel. If felt deliciously wonderful. He was gradually settling his torso back onto me, and I welcomed the closeness and wrapped my legs around his back and held him tight as he emptied himself inside me.

Bob now was almost spent. He flattened himself on me completely, his chiseled chest pressing hard against my nips. He turned his head away from me and gave a guttural, animalistic moan as I felt his body give its most violent spasm yet as he pressed his dick hard into me deep again. This was his final orgasmic wave. He was finished with me and spent. This was a reminder for me that despite his sincere caring for me, at the end of the act, I was still just a tool he used to get himself off and a place for him to deposit his sperm.

I ran my hands across his shoulders and back affectionately. He was quite sweaty after pumping my tight pussy for so long. I could smell him better now, and it was a very masculine smell which I knew was all over my body as well. Two had become one, for the moment. But now it was over. I could feel my own pussy muscles able to relax as his organ inside me shrank to a more reasonable size. Bob regained his senses too and looked into my eyes and gave me a quick kiss. His breathing and heartbeat were slowing. "Amazing," he said wearily, but with great enthusiasm as I felt him being to pull himself out of me.

"Yep," I said. I couldn't agree more. That was the best virgin fuck I could ever ask for. It hurt like hell all the way to the end, but I had loved every second of it. I felt the flaccid head of his penis pull out and leave me empty. I realized that I missed the fullness of him already, but the real happiness was knowing that when I wanted to, I could have another experience like this. By popping my cherry and wiping out my inhibitions, Bob had in a sense set me free. My legs were tired and I let them hang limply. He rolled off of me.

Jen gently grabbed one knee and encouraged me to spread my legs. "I want to see what your pussy looks like now," she said. "It's hanging open a little still." I was happy to oblige her. I spread my legs but put my feet together like I was doing the butterfly stretch. This opened me up nicely. I leaned up on my elbows so I could see the show as gravity did its thing.

"I wanted a cream pie, and I am pretty sure I got a good one," I joked. Just then I felt the wetness at my entrance. I squeezed just slightly to give it a nudge, and I heard a lewd slurping sounds as the beginning of his load bubbled its way out. It must have been a lot. I felt his cream slide down my butt crack and coat my anus. I looked down and could see the goo on the towel a bit, and also saw blood stains. They were new. Bob had made me bleed a little also, even after Jen had finished the defloration. I wasn't surprised. He felt like he was tearing into me good the whole time.




For Claudia Ch. 02



Jen was looking intently at my pussy, and I didn't object when she moved her head in for a close look. Suddenly I felt her hot breath against my vulva, and Jen's tongue quickly entered me. I felt her swish it around a bit, then I was even more surprised when she came up with her mouth hanging slightly open and moved up towards my face. This act would be a little kinkier than what I had expected to do tonight, but I was in the moment, and the thought if sharing a load with her turned me on. Plus if I didn't do it tonight, when would I get another chance, and what hard could it cause? I could smell Bob on her breath before our lips met, but when they did, it was an overpowering smell. I had tasted plenty of ejaculate before, so that was big deal, but sharing it with another woman was very new and erotic for me. Jen didn't waste any time. She position her head slightly above me, and opened her mouth immediately when our lips touched. I opened mine, and the taste of Bob's come filled my senses as the load oozed from her mouth into mine. It was a decent amount. I was very impressed considering most of Bob's load was probably still inside my pussy. Jen just left her mouth open and connected to mine for a few seconds as the load transferred, then she thrust her tongue forward and began a hot french kiss as I swallowed reflexively. We continued for a few minutes, the sounds of our suction and lips smacking turning us on. By the time Jen broke it off, the load was gone, leaving a strong aftertaste.

Jen stayed close to me, looking into my eyes as she brought a finger down to my hole and inserted it, then pulled it out and licked it. "Mmm," she said, then giggled. "I have to say, I've never shared a load with anyone before. That was hot."

"I know this will surprise you, but it was my first time too," I sarcastically added. "I agree, totally hot."

"Feel your pussy now," she said. She brought my hand to my pussy. When I inserted one finger tentatively, it went in so easily that I immediately inserted two more. I was amazed that three fingers slid in so easily. I knew Bob had broken me in good, but now I was verifying for myself the damage his large weapon had done.

"Oh God," I said. "Bob, you ruined me!" I added with mock protest.

"You loved it," Bob said. He was lying on his back now without a care in the world.

Jen added her two cents. "Just stay away from small penises for a couple days as you return to normal and it will be okay."

And with that, we all just relaxed for a few minutes. "I'm spent," I said. I must have been an interesting sight. My body was glistening with sweat, and all my limbs and muscles were relaxed as I lay down on the bed. My legs were slightly spread, and I knew a tad bit more semen had flowed out since Jen had licked me clean. It must have been visibly dripping from my gaping hole.

"So, which one of us gets credit for taking your virginity?" Bob said.

I had to laugh. "I was thinking the same question earlier. Can we just call it a tie? Let's put it this way, if Jen left any tread on it for you, it is gone now."

Jen came back in from the bathroom. "Um, Claudia?" She was holding my phone. "Did you put your phone on vibrate?"

"No, I put it on silent. The only people I care to talk to are in this room."

"Well, your voicemail and text indicators are lighting up here." I entered my password and inspected the damage. I had eight voicemails and 15 text messages over the past two hours. I informed my lovers.

"Looks like someone has had a change of heart?" Bob astutely observed.

"I'll listen to the last one first," I said. It was about five minutes old. I put him on speaker. There were no secrets here.

Lance's voice was unmistakeable. "Hey, I'm just going to come over there. I have to see you. You're not at church so you must be at Bob's still. I've screwed up really bad, and I know it. If you don't come to the door, I understand. I won't bang all night. But I'd love to see you and try to explain. Please give me a chance."

I listed to a few more of his voicemails randomly and read a few of the texts. It appears his phone divided the texts up automatically, so maybe he only sent a few longer ones. I liked what he was telling me. He gave more detail about how he did hear about me being with other men, but then thought about it more and realized he couldn't let me go and didn't care about my past, etc etc. I was still annoyed, but it seemed very sincere.

"How far away was he when he called I wonder" Jen asked.

I did the math and was jolted awake again. "Shit. I've got five minutes if I'm lucky." I sat up quickly.

Bob put his hand on my shoulder. "I know a confident woman like you doesn't really need me to say this, but you are amazing. Go where your heart leads you, but put a high price tag on yourself. Any man is lucky to be with you, including Captain America there."

"Thanks," I said. "And thanks for taking my virginity, guys. No matter what happens when I leave, I'm glad I gave it to you two."

"That's sweet," Jen said. "Now go clean up a little, unless you want to invite him in for a foursome! We'll take care of this mess."

A few minutes later, I hoped I was somewhat presentable. My hair was a little messy, and more sweat was beading up on my forehead since my body was still cooling off from all the pain, pleasure, orgasms, and passion of the night. I had used a damp cloth to wipe my pussy as best I could, but when I put a finger in, it still came out smelling like sperm.

When Lance arrived, we welcomed him inside. He was soft-spoken and humble, not angry or arrogant or anything. Bob and Jen were very polite and shook his hand and welcomed him back. I laughed on the inside thinking his loss was their gain! But Jen did give him one of those "You take good care of our girl" comments, which I adored her for. They offered him a drink, which he declined. Then he started to apologize. I bailed him out of that for now and the obligation to stay and have a drink. I also knew Bob and Jen were probably ready to be alone, and they perhaps didn't want to hang out with the man that had crushed my heart earlier. Not to mention they were in the same room with him and his recently deflowered love interest at the same time. We had to leave; it was time. God, I was going to miss these two!

"It's okay, I am ready to go spend some time alone with you," I told Lance. "I got your messages, and they were sweet. We can talk later." Lance nodded, then his gaze fell to my chest. This is a normal action for any man I am speaking with to take, but my instincts told me something was off. Then I was horrified as I realized I had forgotten to put on my bra. My tits were headlighting big time with swollen nipples and the rings that had pierced them. I couldn't help it and giggled, and Jen stepped in and helped me.

"Lance, can you wait outside and give me just a minute with Claudia?" She was grinning and non-threatening, so Lance agreed readily, and Jen closed the door behind him. Bob got up and went to the kitchen, sensing perhaps she wanted to talk to me alone, and I already had said bye to him. She handed me my bra. "It was between the couch cushions. I almost had to let you leave without it," she said. I took off my shirt again and dressed properly. "I'm going to miss those," Jen joked as she leaned in for another embrace. "I think I created a monster today," she said. "No regrets?" she asked.

"No way," I said. "I've never had more fun in my entire life that I can remember. You guys treated me really well. I won't be able to walk straight tomorrow, but that's how it should be after my first time if you ask me."

"Look," Jen started, suddenly uncertain what to say it seemed, "I don't mean this in a relationship kind of way or anything to make you uncomfortable, but as a friend and someone I care about, I love you." She looked serious, smiling slightly, and she playfully patted my butt. "That might have come out wrong."

"No, it was awkward, but perfect. I feel the same way."

"Now go have sex with men, and don't be a stranger."

"Well that's easy because It don't like to make love to women," I said. Then I added, "Except you." She smiled as I kissed her sweet lips one more time then walked out.

We decided we would go back to his place. Lance asked me to come over and talk with him for a while, and if I was still upset, he could drive me home. Then I could get my car tomorrow when I was more sober and thinking clearly. It felt a little odd climbing into the truck belonging to the powerful Captain Lance Steele after having just given myself to a thorough tag teaming at the hands of another couple, but I was confident and upbeat. The diesel engine in his large truck improved my mood further. The powerful engine vibrated my clit through my tight jeans on his leather seats, starting to fan the flames of my desire again. I had thought I was spent for the night, but maybe not! I had been fantasizing about being underneath this man for a few month now after all, and I might now finally get my chance.

The conversion on the way home was pleasant small talk. When we pulled up to his apartment, I had to hike up two flights of stairs. That seemed to jiggle things just the right amount. I was horrified about halfway up to feel a wetness well up in my crotch then slowly drip down my left leg. I tried not be obvious as I pressed my pants against my leg to stop Bob's semen from making it all the way to my shoes. I even had underwear on, so I wasn't sure how the load managed to escape, but it did.

When we got to his apartment, he continued to treat me very well now, just like he had done before the shit had hit the fan earlier. I had to excuse myself to freshen up a bit and get rid of some evidence. He was preparing drinks when I returned. "I need a shot," he said and laughed. He chose tequila and downed one then sipped a mixed drink. The night was still young, about midnight, and we were both night owls. I declined a drink, since I was still buzzing a little from the party I had just left. Soon we were both on his the couch and began lightly touching each other as we talked. He looked so good sitting there. He was handsome and strong and tall. Other than his lapse in judgment with the whole possessive jealousy thing, here was a man who knew what it meant to serve his country, risk his life for others, and treat women well. He was turning me on like crazy. My pussy was getting wet again, augmenting the little bit of artificial lubricant still coating my privates from before. It still burned from its earlier plowing and defloration, but here it was telling me it wanted more action.

"I'm sorry for everything earlier," he said and kissed me deeply and passionately. It might have been the best one he'd given me. I was lost in him, ready to give myself to him completely. But then my mind put on the brakes. He had taken me for granted earlier. He had made me feel like a slut. Maybe I was a slut, but he would have to respect me anyway if we were to be a couple. He was pressing me against the back of the couch, in front of me. His hand was about to touch my breast outside my shirt. Using my grappling experience, I moved my hips effortlessly to the side and pulled him in, then lifted a leg over him rather roughly. Now he was sitting on the couch and I was straddling him. I could feel his cock pressed against me beneath my jeans. It felt like it was semi-hard. I decided to lay down the law in the way he would enjoy it the most.

"Ouch. Wow, you are tough, girl," he said.

I smiled at him, then leaned in and gave him about a five second kiss, then pulled back and slowly took off my top and bra, revealing my breasts to him for the first time not via a webcam. He gazed at them as he smiled. I smiled too, more confident than I had ever been in my entire life about my own beauty. A that point without the slightest bit of arrogance, I felt sure I was the most beautiful woman he would ever lay eyes on. Freckles and b-cup titties only enhanced my glow. I pulled his hand to my right breast, and he cupped it gently, feeling the nipple ring between his fingers. His fingers brushed my nipple ring. "Where those there before?" he asked.

I shook my head no. "A surprise for you." I could tell he liked them. "Listen to me very carefully," I said. "I will be a very loyal and loving woman for you, but I do have a past. You have to decide now if you want to move on with me. But you can never ever again make me feel like you did tonight because of that past." He seemed surprised at my seriousness, but nodded, eager to move past this. Maybe he just wanted to get in my pants, but I sensed he was sincere. I decided to push my luck and make sure he meant it.

"Your past is bigger than most," he said, but he was smiling now, not insulting me.

I shrugged my shoulders. "I make no apologies. I like to satisfy the man I am with. Besides, I know the stuff you're into. You're pretty kinky anyway, so it shouldn't bother you." He was still nodding. I wasn't sure if he meant he agreed that he was kinky or if he was saying he wanted me anyway. I looked into his eyes as I gave him a series of small kisses between breaths as I continued. "These lips you are kissing have sucked off many, many, men. You're special because you're the first man to get in my heart, not because you are the first man to have these lips around your cock. Because many men have gone before you there." I ran my hands through his sexy buzz hair cut as I felt his other hand cup my other breast.

"Have you sucked a black man? People bigger than me?"

Uggh. Why does every insecure white man fear this? I smiled, thinking about Bob and the few other black men I'd pleasured before. I wasn't hiding who I was anymore. Lance needed to be okay with this. "You have me now, and I know you can satisfy me with what you're packing, soldier."

"Excellent!" he said. "It does turn me on a bit to be with an experienced woman anyway."

I kissed him again and continued, "Good, because I wasn't done. I've had tiny white ones and some really big black ones. There is nothing more gratifying to me than when a man, any man, explodes into my mouth." I kept kissing him between short phrases, and he wasn't pulling away or gagging. "Are you going to be okay with this, or do I need to move on to a man that will not get jealous of how I got my talents?" I asked. I already knew my answer. He cock had grown fully hard during my little speech.

"Oh hell yes," he said and smiled.

"I know," I said. I scootched back a few inches so I could put my hand on his crotch.

"And you are one of the big ones I was talking about, by the way," I said, and we both laughed. I got off him and stood by the couch. "Why don't you take those pants off and let me service you properly like I should have done the second you got off that plane." It took him about 10 seconds to take off his jeans and boxers. The shirt followed. Wow. It was the first time I had seem him without his shirt since he got back. The desert had left him with an even more ripped physique. I rubbed my thighs together in anticipation. He sat back on the couch and put his hands behind his head and smiled. I was comfortable in my jeans. I would have preferred to remove them also, but I wanted to leave him something to get excited about later, plus I was worried I would still drip more semen.

I knelt between his legs. His penis was slightly above average size. It was noticeably smaller than Bob's, but still bigger than most cocks I'd held in my hands before. I had definitely sucked smaller. It was a good size for my talents. I was actually better at fellating smaller penises because I could manipulate them better with my mouth using different angles and pressures. Large ones just sort of took up all space and left me no room to work. He was already fully hard, so I wasted no time warming him up. "You have a handsome penis," I said and laughed a little dorkily as I took it in my hand. He had the pubes trimmed short above the shaft, and the balls were shaved clean. I liked the look. I cupped the balls tenderly, enjoying the hairless feel, careful not to squeeze. I licked from the base slowly up the underside of the erect shaft and teasingly took the head into my moth and slowly slid all the way down. He moaned throatily and I felt his hands running through my hair.

He wasn't going to last long. I could tell from the first bob of my head. I fell immediately into my go-to move. It was nothing fancy, just a consistent power stroke. My tongue slid along the sensitive underside as I bobbed up and down with firm suction, oozing drool all over his manly shaft. He tasted very clean and masculine. I ensured my suction was noisy, and I drooled all over him to turn on all his senses. After less than two minutes, I could feel his heart beating faster through the blood running in his shaft. "Come for me, stud." I said. To expedite the process, I used the pad of one of my fingers to press against his anus while I was cupping his balls. It was a firm pressure, but I did not insert the finger. That was a surprisingly reliable cum trigger for most men I blew. He complied almost immediately. I felt his balls tighten and his breath stop for a second. He was looking down at me, so I decided to give him the show he wanted. I pulled my mouth off his head slightly, my tongue still pressed under the tip. My hand milked him as the first powerful spurt shot out into the roof of my mouth, then slid down, coating my tongue and splashing into the back of my mouth.

The Captain proceeded to pump my mouth full of the biggest deposit of sperm it had ever received. He must have been saving up the last couple months of his deployment! I loved heavy cummers, so this was just what I wanted. About the first seven volleys were as powerful as the first. I don't love the taste of sperm so much as I love the act of being defiled, of feeling a man in the throes of an orgasm that I brought him to. I like to have him pour his essence into me as a validation of a job well done. I always swallow on about the the third spurt then inhale deeply so I can feel the texture of the creamy load sliding down my throat combined with the erotic smell and taste that fills my mouth. Unfortunately with Lance, it backfired. He quickly filled the back of my mouth as I swallowed, and when I inhaled again, he surprised me with his volume and made me cough. I lost my composure just for a second and one spurt missed my mouth and coated my cheek before I corrected his aim. It was a little embarrassing. I was supposed to be an expert at giving head!

His thigh muscles were still flexed as his body shook. I swallowed two more times as he finished ejaculating, then let more of it pool into my mouth for savoring for a bit. Instead of swallowing quickly or spitting up like a lot of women that don't appreciate a good ejaculation, I enjoyed the sticky, creamy goo. I quickly moved my tongue from under the tip of his head back into my mouth and used it to move the load around a bit, coating the rest of my mouth with his sperm. I then put my hand back at the base and milked him a couple more times as a few more drops dribbled out. "Ahhh, god that's so great!" he exclaimed as his convulsions finally slowed.

"Wow, that was the biggest load I've ever even heard of," I said, mouth gargling a bit since I still had semen inside me. I squeezed him hard from the base to the tip, and a final large glob appeared at the tip. I wiped it onto my finger tip and stood and straddled him again, my mouth filled with his come an inch away from him.

"You are amazing!" he said and looked at me gratefully.

I rarely offer men a taste unless I am pretty confident they might like it, as was the case here. "I haven't finished swallowing," I said in a sexy voice as I rubbed his final drop onto my outstretched tongue. I then wiped the sperm from his one errant spurt on my cheek and coated my lips with the sticky goo. "Your call, kiss me now or later?" I said, leaning in but stopping two inches from his lips to give him a moment to consider. I had swallowed a lot of semen already, but much of it still coated my mouth walls and lips. A few globs remained deliberately on my tongue, and his scent was strong on my breath. Lance leaned in and met me the rest of the way. First my sticky lips met his, then our mouth opened at the same time for a closer kiss and I used my tongue to push a few globs into his mouth.




For Claudia Ch. 03



Tonight's entertainment was John, or "Johnathan" as the pretentious medical student liked to call himself. We had met on eharmony. I was happy to be one of his Internet conquests. I began by holding him in my mouth for a bit to easily bring him to full hardness. He had a decent size and a good smell. I always sucked a man's penis briefly before allowing it to penetrate my vagina. I just didn't feel comfortable skipping that step. I'm not exactly sure why, but I think it was because I could evaluate him with all my senses and really get to know what was about to plunder my reproductive system. I guess it was a form of safety net. He passed the test, and soon was fucking me in missionary position, occasionally kissing me, and occasionally reinserting his penis when he carelessly let it flop out. He was bad at fucking, and he was mediocre at kissing. At least he smelled good, was reasonably handsome and intelligent, and was a nice guy. He had some game. He certainly had no trouble getting me into bed. But once here, he was a clueless, lost soul. I would enjoy tonight's sex somewhat, but he wouldn't be getting a third date. At least he was better than last night's lay.

I would say my slutty behavior was making me worry about getting men to fall for me as a realistic long-term prospect, but last night's date had left two voicemails already. I was 100% sure John would call me tomorrow too.

My mind wandered for a bit, as I imagined he was someone totally different. I alternated between better sex I had before and sex with certain celebrities that I wanted to experience. Then I gradually came back to the present. John had been fucking me for about two minutes, and I knew he was about to blow. I grabbed his ass-cheeks. They were firm. At least he believed in fitness, presumably since he was going to be a doctor. I was blessed with a pussy that self-lubricated very well since he didn't spend much time on foreplay, and I worked to keep it fresh and tight. I gripped him enthusiastically and said just the right things to bring him off. If he was a little more skilled, I would have offered to have him ejaculate on my face or something, but I thought that would be a little ambitious for this man to pull off without more practice. Sure enough, after a few more second he began talking to God, and then he quickly convulsed and poured himself into the condom that I had made him put on.

As he softened, he kissed me softly. It was pleasant. Then he pulled out and went to clean up. I correctly assumed we were done. Unless he liked the taste of rubber and enjoyed going down on a woman after he got himself off, I knew I'd be getting myself off later. John offered for me to spend the night, and I'm certain he was sincere. I declined respectfully and thanked him for a wonderful evening.

When I left, I knew I'd never talk again to this nice, nerdy future doctor that wanted to save the world and would even probably be rich one day. Why? This guy had tons of potential. But deep down, I knew the answer. The two men that made love to me first stole the show. To win me over, a guy needed to touch my heart like Lance did, or my cervix like Bob did. It was hard to find a man that could do either.

It had been about a year since that torrid night with Bob and Jen, followed by a nightcap with Lance that kick-started our relationship. I didn't have sex with Jen or Bob again after that night. They did not approach me for a repeat performance, perhaps because I had lost some of my mystique when my cherry was taken. Or perhaps since I was in a relationship now they figured I needed to just focus on Lance. But they were very friendly every time I saw them in church, which incidentally put my mind in the gutter for the entire sermon. Perhaps they were waiting for me to approach them, which I never did. Only once at a party did Jen and I even act like anything had happened. I met her in the stairwell outside the apartment we were at and and just gave her a quick kiss. We smiled and moved on.

Lance and I were a great couple for about three months. After that I don't for sure how or why it happened, but everything fell apart. I think the slutty way I acted the first night we spent together finally caught up with me. When we broke up it devastated me, even though I could tell it was the right thing to do. My old tricks emerged quickly again. I wasn't perfect after all. I took my new-found sexuality and put it to use, getting a lot of dick. In my defense I was sort of looking for a relationship, but I went out on a lot of dates from people in my different social circles and on internet dating sites. I gave it up pretty liberally, sometimes on first dates. I had a great time being an easy lay and slowly replaced my innocence with more and more sexual skill as I evolved as a lover. I was wiser this time and steered away form men at church and work. I thought if I wanted to bang a lot of guys, that was my business and people shouldn't judge me, but I was aware of the attitudes and double standards of the world I lived in. I took the necessary steps to protect a reputation I didn't deserve based on societal norms.

At least I was more aware of safety after the first night. Only Lance and Bob ever had the privilege of riding me bareback, let alone coming in my pussy. I became very good at getting men to ditch the condom just in time to explode on my face, since I loved when men did that. I felt whorish and guilty of course. I was still religious. But I had fallen into a life of sin, partly because I was in a dark place after Lance and I broke up, but mostly because I was simply way too horny.

Anyway, while I was getting all this dick, Lance and I stayed in touch, and occasionally we used each other for a booty call. We kept it casual and didn't discuss who each other was dating or anything like that. There were maybe five or six of these during second half of that year. Then Lance's unit got notified that he was going to Afghanistan again. I was upset. I knew we might never be a couple, but a man I cared about was going back into harm's way. I called him up a week before his deployment. He was leaving to spend a few days of vacation with his parents, and this turned out to be his last night in town. After small talk, the conversation went something like this:

Me: "It's your last night in town. I hope someone is taking care of you. Do you have a girlfriend? Or is someone going to step up and 'take one for their country?'" I was referring to the phenomenon where women pick up men in bars that are about to deploy and give them gratuitous sex. Here was one man that deserved it.

Lance: "Haha, nothing like that. Just relaxing here at home."

Me: "No way, Lance. Come over tonight about 8:00. I'l make sure you're sent off properly."

Lance: "Why are you so good to me? I don't deserve that from you."

We went back and forth, then he enthusiastically agreed.

I thought about what I could do to send him off properly, and an idea began to take shape in my head. I would call Jen. It was Friday night, so she probably had plans, but it was worth a shot. I had heard she stopped hanging out with Bob, since he had moved a few hours away, and they were never really steady anyway, at least officially. I decided to make it a little exciting for her. I sent her a text: "You are the sexiest woman in the world." It was dorky and perhaps unoriginal, but I got her attention.

She came back a couple minutes later with: "That's how you make me feel. What can I do to make your day better?"

Me: "If you don't have plans tonight, I have an idea."

Jen now was texting me back right away. "My plans were to hang out with you."

I was happy to see that response. Although I was sure she already did have something to do, and I had just talked her into something else. "Come over about six. We will stay in, but may I suggest a cute pair of jeans and some nice undies."

I had time to visit the sex shop about half an hour away, the one that was smart enough to have drive-around-back parking. I bought the props I needed. My thong underwear always felt good riding between my butt cheeks, but today that took on a whole new meaning, serving as a constant reminder of my cute butt and the tight hole in the middle and the potential the upcoming night had to offer. I got more excited as the day wore on. I'm embarrassed to say that I even reached into the back of my jeans while in the parking lot and just gently rubbed my anus for a few minutes just teasing the entrance. I had never played with my backdoor before or allowed anyone else to, and suddenly it seemed very erotic. I wised up and stopped, seeing as how I was in a public parking lot still.

I spent some time on the Internet researching anal, being the nerd that I am. I knew a lot already, but my "research" made me more prepared. I was very happy. I owed Jen a threesome, and I was about to deliver. I already knew with a little coaxing both Jen and Lance would go for this, or else I wouldn't even try, because it might be disrespectful to just assume.

I hit the gym hard for an hour. Feeling refreshed, I showered, shaved my pussy, and put on some nice jeans and a cute top. Jen arrived fashionably late. She was worth the wait. Her long, blonde hair was styled perfectly, and she had great jeans on and a nice top that was showing some cleavage. It wasn't a top I had seen before, since it wasn't appropriate for her church crowd, which was the only place I ever saw her. She was well put together for sure. It was great to see her again, and we hugged for about a minute at the doorway. I really missed those breasts mashed against me. More important than that though, I had my cool friend here with me again. I had wasted the last year not hanging out with her and getting t know her better.

"So, I do have an idea for us but I think we should relax and have a drink first and catch up before I run it by you. We have a couple hours. How does that sound?"

Great!" she said.

I had some premixed Long Island iced tea, so we both nursed one of those while we talked. They were strong, and I could feel my inhibitions lowering with each sip. Jen was on the chair with me on the couch in my townhouse living room. First Jen brought me up to speed on her life. She was dating casually, but Bob was pretty much out of her life, although they stayed in touch via Facebok and stuff. He wasn't fucking her any more, probably just because of geographics. There was one guy she dated until a few weeks ago. He was the only guy she'd put out for besides Bob in over six months. She said it just wasn't the same. He wasn't as cool, didn't treat her as well, and just didn't have the hardware Bob had. 

"Your man crowned me a size queen the night he broke me in," I told her. "I like sex with all kinds of men, don't get me wrong, but the bigger, the better. Was it the same way for you?"

"God no. He fucked me for months before I got used to him. Once I did though, it's hard to go back to normal."

"Hmm, " I said in agreement.

I gradually eased into telling Jen about my life, making sure she was on her second drink before really shocking her. I told her about Lance first and how he had broken up. She was annoyed. "But he is so good looking, and so are you, and you are both athletic, go to church, and I could go on an on. What the hell is his problem?"

"He just isn't that into me, at least for a relationship. It's frustrating, because he always treated me very well after that night last year, and he's very honest. He's a great guy as you know, he helps everyone, volunteers, serves his country. I can't fault him. I guess if he can't love me that way, I don't want him wasting my time."

"I see, and plus he's leaving again, and that would be hard. Well are you seeing anyone else?"

"It's still hard to see him leave. It's a mess. Have you heard anything about me?" She shook her head no. "Good, my discretion is working this time. I have been fucking so much, you wouldn't believe it." 

Jen smiled and looked shocked. "No way! We created a monster."

"Yes you did. I've had so much dick. Different dick, too. And Lance and I have a booty call about once a month still. Don't worry, I am keeping my emotions out of it as much as I can, and I'm still dating around."

"Liar. About the non-emotions. But I get it," Jen said. "He is a hunk, and he's familiar. I would do the same thing. I like him a lot too, I just like you more, so if I need to hate him for breaking your heart, I will." She giggled. My drinks were working. "So, you've been getting a lot of dick?" She wanted to know more.

"I usually make them buy me dinner first. But not always."

"So naughty," Jen said. "You can't have sex with five guys and act like you're an experienced slut though, Claudia."

"Twenty-ish," I said. "I've taken a liking to whoring myself out."

"Oh hell, I'm impressed, and very jealous. I want to be more like you."

"You came to the right place then! But I'm jealous that you still have morals. The good news is Internet dating helps run up the number fast without everyone else getting in your business. I don't tell my closest friends these thing even, but for some reason I enjoy full disclosure with you."

"And full frontal, don't forget you enjoy that with me, too." We both laughed. "By the way, you need to be referring to me as one of those 'closest friends' even if we only hug once a year."

"Agreed," I said. "You know I think of you that way."

There was a natural pause in the conversation. The TV was on mute, but we both looked. NBC was showing tape delayed coverage of the Olympics in London. "Let me get us the next round." When Jen came back with out third drink, I motioned for her to sit next to me on the couch. "It's about time," she said. Instead of leaving space between us, Jen sat right next to me with our legs touching.

"So I can I tell you why I asked you to join me?" I put my arm around her and ran my hand through her blonde hair.

"Yes, I'm dying to know, although we can drink and talk all night and that is fine."

"I agree, and that is the backup plan," I said. "But I do have a better idea. Firstly, of course I am going to make love to you. That's a given. Unless you object."

"I'll think about it, what else?" She was just teasing, and I could tell from her blushing and body language that she wanted me too.

"Well, I have a confession. I stacked dates. Have you heard the expression 'Take one for your country?'"

She had. And she quickly connected the dots. "I thought Lance left already."

"Tomorrow. I demanded that he come here at eight since nobody else was sending him off properly. And..." I said with a dramatic pause as we looked into each others eyes, "I want you to stay and help me send him off right, if you are interested."

"Wow," Jen said. "I am so interested. In both of your proposals. But I am worried about the same thing you were with Bob. I don't want to come between you and him emotionally.

"And I will tell you what you told me in this situation, and it's the truth. I would love to see you fuck him."

She smiled and nodded. "Well he is very hot, and interesting. And I want to send him off right also. Nice plan."

"There's more," I said, enjoying teasing her.

"Really?"

"Are you still half a virgin?"

"The purity of my backside is nobody's business," she objected playfully.

"So that's a 'yes' then. Don't worry, by the end of the night you won't be."

"Perhaps I could be persuaded to give it up. I've always wanted to try. He is gorgeous, and he won't split me open as bad as Bob would."

"Good. I'd like to lose mine too, and I know I'd enjoy it more if we lost it together."

"None of those guys got in your tushie? I find that hard to believe," Jen teased.

"I'm an untapped resource. Surprising isn't it? Honest to god, when I was just blowing men, they tried for regular sex less often then the men I put out for tried to get anal now. What is the obsession with fucking our asses lately?" We both laughed for a bit.

"Are you sure this is what Lance wants?" she asked.

"He's asked for anal a few times, so yes. And I know he'd love to have sex with you, because you're you."

"Thanks." We relaxed for a few minutes, my arm around her, and her hand on my knee causally. They showed the US swimming team half naked on the TV, and we talked briefly about which one we'd like to be underneath the most. Then NBC switched over to the back-story on the hurdler Lolo Jones, and reminded us for the tenth time that she was still a self-proclaimed virgin. "Okay, maybe her instead," Jen joked, implying she was more attracted to her than the entire male swimming team. I admit it was a close call.

"Well you are good with virgins," I said. "She has my butt, or I'd like to think so, so I can see why you're interested. Have you kissed a women since we were together?"

"No. Nobody's sparked an interest in me. You?"

"No. It's weird. I've seen a few over the last year I was marginally attracted to, but I had no desire to act. You're the only women that can do it for me."

"Do you think about me when you masturbate?"

"Oh God!" I was taken by surprise with her humor and direct inquiry. "Sometimes," I confessed. "Can I kiss you now?" We turned sideways to face each other on the couch. Her hands went under my arms and pulled me to her for an embrace as our lips met. Wow, I missed this. We only kissed for about five seconds, but it was enough to get my panties moist. Jen pulled back and looked into my eyes. I could tell right away her whole demeanor had changed. Our small kiss had flipped a similar switch for her too. She was focused but lost in the moment at the same time. The small talk was over.

After that tentative kiss to feel each other out that just ignited that spark in us again, there was no holding back. The history between us served to remove inhibitions further, and Jen and I began to kiss with a passion and urgency that we have never done with anyone before. Our mouths pressed together hard, our tongues darting in and out. I explored every part of her mouth. I sucked her tongue. I bit her lip. I grabbed two handfuls of blonde hair and pulled her head into me. She matched my aggression, and I felt a hand on my ass cheek and another going under my waistband right at the ass crack. It was as if I couldn't get close enough to her and was trying to merge with her. Her soft, feminine moans as she gasped for breath heightened my arousal.

This was amazing, and I was so glad I had decided to call her. After a few more minutes that left my panties no doubt drenched, Jen apparently decided to escalate things rapidly. "I'm just going to take all my clothes off now, is that cool?"

"Uh huh," I said. "You go, then I'll go. No need to wait. Five minutes kissing you is equal to an hour of foreplay with anyone else."

"I agree," she said. "I've been wet since I got in the car to come over. I kept thinking about what I wanted to do to you." God, I loved it when she talked to me like that.

She already had her top off, and soon she peeled off her jeans. Jen had on a very sexy bra and panty set. It was black and lacy, the expensive kind you wear when you know someone will see them. She took her bra off, and those tits that I loved a year ago bounced out to meet me. She slid out of her panties, and the goddess stood before me naked again. "Wow," was all I could muster for a few seconds. "You've filled out more; I like it."

"I knew you'd notice. I'm embarrassed. I've gained about five to ten pounds." Jen was pouting, but there was a hint of playfulness behind it. She had just the right balance between uncertainty in her body and confidence that she looked great with the changes. "It's frustrating, because I'm more fit than I ever have been in my whole life, but it just fuels my hunger too."




For Claudia Ch. 03



"Yeah I heard you did that half marathon last month and you are in Crossfit now." She nodded.

Jen came a little closer, and I looked up to her from the couch. I put my arms around her hips and gently cupped her cheeks and kissed her belly. "I could worship your body for hours. You know I wouldn't bullshit you. I think you look even better than before, and you were already the sexiest woman I know." She smiled as I let that sink in for a few seconds. "Trust me when I say all that extra weight has gone to the right places." Jen's belly didn't have quite that ripped look from low body fat as it did before, but it was still flat. She didn't have any pooch sticking out, not that it would have bothered me anyway on this beauty. "You've taken your curves to a whole new level, girl. Your boobs are even bigger. Your back must kill you sometimes." She nodded. "Totally worth it though. You have an all-world rack." 

Jen already had a very large chest last year when I had seen her for the first time. With the extra year and mass on them, perhaps they had just barely begun their trip south, and she looked a little less like a barbie doll. But I thought the slight hang just made her more natural and more like a real woman, while still keeping a very youthful look. I thought she was even sexier than before. My hands went up and cupped her breasts. A flood of happy chemicals entered my brain as I became reacquainted with them. I felt all warm and tingly. Her nipples were large and hard already, ready to cut glass. The flesh of her heavy breasts spilled out of my hands. I lifted them gently. She was so sexy. "Honestly, I love your body. I want to kiss you everywhere. I do have one complaint though."

"I know."

"My little blonde patch above the crack is gone."

"Well if I'd have known I was coming, I would have left it for you. Can I see you now again?"

"Of course." I stood and rapidly removed my clothes. We had quite similar outfits, since I had worn black panties as well. Mine was a thong though, as always. Jen sat on the couch again for her show.

"Well you look the same. Perfect."

"I'm happy you like it," I said. I still did amateur mixed martial arts and kept my weight under tight control, so I had the same body I had as a virgin the last time I was with Jen.

"Come," Jen said as she spread her legs and patted the couch between them. I eagerly sat down with her and felt her nipples press against my back, shortly followed by the warm, spreading feel of the flesh of her breasts as she pressed them against me. She gave me short kisses along my neck as I felt her hands reach around and gently cup my breasts. I softly moaned and settled my body back a little bit, now feeling her hot, moist crotch against my back. Jen took her time warming me up. She knew just the right pressure to apply to my breasts and just where to kiss me along my neck and ears. Gradually her pressure increased until she was lightly pinching my nipples and the surrounding flesh. Occasionally she gently tugged at the nipple ring, driving me crazy. She was an amazing lover. When her hand descended between my legs, I spread them eagerly. I reclined myself slightly back against her also to give her better access not only to my clit but also the hole, in case she wanted to go there.

I looked over my head and Jen brought her mouth to mine just as her fingers reached my clit. I gasped, then settled into a soft moan as Jen gently stimulated me and sucked on my tongue. She lightly rubbed me at first using a circular motion, mostly rubbing the clitoral hood, then gradually sliding her fingers between the damp folds and touching my clit directly and increasing the pressure as I was ready for it. After a few minutes, Jen's finger probed lower and nudged into my hole. "Mmm, there you go," I purred as her digit entered me. I welcomed the intruder with a naturally tight embrace, and I enhanced it more by contracting my muscles and gripping it.

"Oh hell, you're tight, girl," Jen said.

"I was hoping you'd notice."

"I've seen you take giant black cock, and I know you've got some miles on it since then. How?"

"Those kegel exercises work. I do them religiously," I told her. "I used vaginal cones too, they actually work. Google it."

"Well I'm jealous, because it's working." She flowed her finger in and out. I was indeed noticeably tight, but due to my wetness and extreme arousal, Jen had no trouble fingering me. And if I had a big cock, I could accommodate it easily also. "Do you think we can find a place where you can stretch out a bit and I can properly service you?" she asked.

I led Jen to the bedroom and my queen bed, and she proceeded to give me an orgasm in no time at all using her unparalleled oral skills. We'd done this together before of course, but it had been a year, so it sort of felt again like my first time with a woman. I really had missed her! I returned the favor for her, and Jen tasted great just like she did the first time, and I enjoyed going down on her just as much.

After we each had an orgasm, we relaxed on the bed casually touching each other and talking. I looked at the clock and realized we only had 45 minutes until Lance would arrive. I knew he would not stand me up, and he would be on time. So I decided to move things along so we'd be ready. Jen was lying on her stomach with her head turned toward me. My hand was already lazily running along her back, so I just moved it lower until I arrived at her crack. She smiled now, knowing it was time to take things to the next level. My middle finger found its way between her cheeks, and the pad of my finger pressed against her anus. "We need to do some prep work so we'll be ready for him. Are you excited?"

"A little nervous. I've never had anything at all in my butt the wrong way before that I can remember, not even a finger. Have you?"

"Nope," I said truthfully. "But I've done a lot of research, and I have some equipment to help us."

"Our roles have changed. You've had more dick, and now you're the anal teacher," she said.

"Well, we're both virgins, but we'll do great. Lance has done it before a while back too, just not with me of course. He'll take good care of us." My finger was massaging her anus, but I knew I could not penetrate yet. We had some work to do. "Get in doggie, baby."

I went to the bathroom and came back with the two disposable enema bottles I had purchased earlier. Jen was already on her hands and knees, looking gorgeous on my bed. "Let's get clean," I said.

"Oh good," she said as I opened the boxes. I also pulled out a bottle of unopened lube from the night stand. It was a little thicker lube, very good for anal I had read. I ripped off the plastic seal and had it ready.

"This might not be the pleasant part, but we'll both be more confident if we do this first," I said.

"I agree," she said.

"Ready?" I asked. She shook her tushie and arched her back a little more, making her perky ass accessible and beautiful. I put a couple drops of the thick lube on my finger and pressed it against her anus. I pressed my finger just inside the hole against her sphincter and got a preview of how tight Jen's ass was and how much fun it was going to be to pry her open. She gave a surprised moan. The enema came with some lube on the tip, but I figured a little extra wouldn't hurt. "Here we go," I said as I brought the slender tip to her butt.

She moaned as I slid the tip inside. "How's that?" I asked.

"Weird," came the response. "I'm glad it's us right now. I couldn't let anyone else do this." The tip was inside her fully, so I squeezed gently and emptied the contents inside her. "Ooh I can feel it. Not bad."

I pulled the empty enema from her, and her fully closed off asshole stared back at me, glistening with lube. I patted her butt affectionately. "Wait until you can't wait anymore, then you have the bathroom here. I am going to go to the downstairs one, and I'll meet you back."

In the downstairs bathroom, I took the other enema. It did feel weird for sure. But with the assistance of patience and lube, I had no trouble slipping the tip inside me, and I hoped my ass would accept larger objects as willingly. I ensured I was clean enough for her to lick me on the outside also after the enema did it's job. I came back up to the bedroom clean and new and empty and met Jen on the bed. We had abut 25 minutes to get ready for Lance. We didn't speak of the exorcisms that just occurred in two of my bathrooms, but I had left supplies in hers also, and we assumed each other was as clean as reasonably possible and good to go.

Jen smiled as I approached, and she got back on her hands and knees facing me. I held up two packages, each containing a butt plug. She bit her lip and looked at them a little apprehensively. "Wait a minute," she objected. "You bought these before you asked me to come over."

"I knew you'd say yes," I said with a bit of cockiness. "It's going to be so much fun to break you in for a change." I had already opened them and washed them, I just left them in the packaging. So they came out easily. I had the plugs and the lube on the bed now.

"How do you want me?"

"Doggie works for me," I said as I sat on the bed at her rear. Jen moved down from her hands to her elbows, which opened her butt a little more and pushed it out, giving me easier access. "Not too cold?" I asked as I put my lubed finger against her hole. I teased the entrance for a couple minutes, using my middle finger to rub the tightly quenched hole. Then I began to press into her. I applied pressure in gradually increasing amounts, starting from barely putting a dent into her hole, until a little later feeling her sphincter muscle as I slid in to the first knuckle and pressed against it. This was the true barrier, and I could tell this is where here tightest point would be. I left my finger in and applied a steady pressure. Instead of forcing my way through the tight muscle, I waiting patiently, and sure enough after a minute, she relaxed, opened, and accepted me. My finger slid in to the hilt relatively easy.

She moaned a little in protest. "You okay, baby?" I asked and patted her butt cheek.

"Hurts a little. It's okay."

Jen's ass was amazingly tight. I only had one finger in, and she was clamped down hard around it. I knew from reading about this that with some gentle preparation, Lance could fuck her no problem, but if I hadn't read it, I wouldn't believe it was possible. I gently flowed my finger in and out of her tushie. It did get easier after a minute, and I pulled out to reapply lube. Jen was alternating between looking back over her shoulder at me and looking forward. I could tell she was enjoying herself even if it hurt and was a little weird. She liked trying new things. I continued with one finger for a few more minutes and definitely felt her loosen up a good deal. I pulled out and lubed up a second finger. "I'm going to try two fingers now. Talk to me, okay?"

She nodded as I pressed two fingers inside. I had to twist them a little and wiggle them, but they went in without two much trouble and protesting from Jen. She was again as tight as when I started, but this time around two fingers and not just one. I left my fingers in her for a minute and kissed her butt while I waited, then I began to flow them in and out also.

I never got two fingers to feel as loose as just one did earlier. Jen's involuntary muscles did relax some, but I sensed two fingers approached the normal diameter of her anus when fully dilated. Maybe there was a little more room, but for sure Lance's cock was going to be a tight squeeze. This didn't surprise me. Jen was a petite woman, about six inches shorter than me. I focused on pressing against her walls in each direction as I thrust my fingers slowly in and out, trying to stretch her a little without causing pain. She seemed to be okay with it. I added lube occasionally. Soon Jen was ready for the next step. "It's time for the plug, girl," I said as I retrieved one of the plugs.

"Uh oh," Jen said. "It looks bigger now." The plug was maybe five inches long, perhaps a little over an inch in diameter at its widest point with a flared base for easy retrieval. I had carefully selected plugs that were both big enough to prepare us well for our first cock, but also small enough so we'd still feel like virgins when Lance popped us. They had a good ratio from the widest point to the skinny area right near the base so they'd stay in place. I am such a dork, because I had read a lot of reviews on these and researched the best one to buy earlier.

The lubed butt plug slid in surprisingly easily right up until the widest point tried to squeeze past her tight entrance. Then it got hung up, and Jen protested. "Ouch, maybe it's too big." she complained.

I slapped Jen's ass hard enough to sting, but soft enough so she'd know we were just playing. "Don't give me that nonsense, Jen. You're gonna take it." I slowly rocked the plug forward and backward, each time opening her muscles a little more. On the next thrust, I pressed a little firmer, but did not pull it out. She groaned. I pushed more and also pulled her hips back when she tried to move forward to escape. "Come on, baby. Push out with your muscles, relax, and it will slide right in." Jen complied, and the plug finally passed through and slid completely in place. "There you go! Good job."

"Ooff," Jen moaned. "Wow, I can feel that in there for sure."

"Leave it in now for a while if it will stay, so you can get used to it."

"Okay."

I moved around to Jen's front and smiled at her. She smiled back, and we kissed for a while. "That was hot. Your ass is so tight, girl. That was a challenge."

"I know," she said. Jen stood on her knees on the bed and faced me. She kissed me, then pushed me back on the bed aggressively. "Your turn." I grabbed a pillow and slid it under my butt to give Jen easier access to my butthole. I spread my legs, and Jen got between them on her hands and knees. Suddenly I saw the plug fall onto the bed. "Oops," she laughed.

"Go on, I want to see you put it back in," I told her. "Get some practice before you come near my virgin rear." Jen laughed and picked up the plug. I couldn't see her butt since she was facing me, but after a moment of fiddling, I saw her twitch a bit in surprise or pain, and I knew the plug has slid back inside.

"It went in easier that time," she said. She then took a couple minutes and fucked herself, which was a huge turn on for me even though I couldn't see it. Then she left it in and was ready to give me attention. I was worried she'd loosen up and not be able to keep the plug in, but I guess that would be a good thing if it did happen since she would be able to take a penis better. That was our goal after all. We weren't preparing to be good at wearing a butt plug. We wanted to get fucked in the ass. It was very erotic to see Jen lube up a finger just like when she had taken my virginity a year before. The lube felt cold on my anus, but only for a second. Jen's tender skills making love to me when she was concentrating on my pussy translated well to instant skills with anal. She teased the entrance gently for a while, then I felt her pressing forward. The finger was held up at my sphincter for a couple seconds, the very tiny tinge of pain growing as the pressure increased against the stubborn hole. My legs were on the bed, so I raised them up and pulled them back, giving Jen better access to my anus. That timed well with her push and seemed to open up the hole more. As my legs lifted up, her finger slid inside. It felt deliciously weird and erotic at the same time. There was absolutely no pain at all for me yet.

"Is that the first time your finger has been inside a butthole?" I asked. "Do you give one in the tush for blowjobs or anything?"

"No, but I might now. I like this."

I enjoyed the finger very much as it slid slowly in and out. I don't think I could orgasm just from this, but it still felt very good. The super tight feeling slowly faded away, and soon my ass felt pretty loose even around Jen's single digit. This made sense to me. Obviously my anus could expand much bigger and did so every day. I knew Jen was slowly relaxing and training my involuntary muscles, and that I wasn't actually stretching so much as fully relaxing.

By the time Jen lubed up a second finger and gave me two in the rear, I was completely ready. "Good job, baby," she said. Two fingers felt even better. She gently flowed them in and out, changing the angle a little occasionally. I could tell based on how it felt inside me that my ass was expanding better up and down than it was side to side. Jen added lube a couple times as she broke me in. I began to experiment and found the right muscles to clamp down on her finger. I clenched and released a few times, trying to gain some skill before my ass was stimulating a cock. "Can you feel me grip you?"

"For sure," Jen said. "You're going to be a fine anal slut."

I laughed. "You can give me something a little bigger now if you want."

Jen eagerly lubed up the second butt plug. I wasn't nervous at all. I knew if Jen could take it, I would have no problem. When she fed it to me, I did feel brief resistance when the widest point crossed my tight barrier. I relaxed as much as I could and pushed down on it, and the plug slid into place. Insertion was easy. I gave a soft grunt, not out of pain, just out of surprise at being full. I sensed something that sort of registered as pain, but it wasn't so much from a stretched anal canal as it was my muscles doing a spam dance around the plastic going in the wrong way, and it stopped quickly. So far I was an anal enthusiast. Suddenly I felt a jolt as Jen sucked my clitoral hood into her mouth. I laughed out of surprise and pleasure. She came up between my legs and gave me a kiss. "It's all the way in. Are you okay?"

"Mmm hmm," I said with a nod. "That's no problem.

"You're such a slut. I'm so jealous. You're going to have great anal, but it's going to tear me apart."

"Nah, we'll go slow, and we'll both have a great time. I can tell you are naturally a little more tiny and narrow than me though in there. If it's not good, we'll stop. Come here," I said. She settled her weight on me between my legs, and we made out for a few minutes. I was acutely aware of the sensations in my anus even though the plug wasn't moving. I wondered how long I'd have to keep it in before I didn't notice it so much. Not that I would want that anyway.

I looked at the clock. We had ten minutes before Lance would arrive. He was seldom late. I began to push Jen lower between my legs. "Can you fuck me with it a few times to get me used to it?" I asked.

"My pleasure," she said. Each time Jen fucked me with the plug, the widest part constantly reopened my sphincter. It became easier each time, and I knew her actions were preparing me well for larger objects. After a few minutes, I had to stop her. "He'll be here any minute. Are you looking forward to it? Are you still cool with this?"

"I would do it for you just because you asked. But don't you worry. I want to do it for me, too."

"Great!" We discussed briefly the plan and how to seduce Lance and deliver the maximum amount of pleasure for him. By the time we had worked our way downstairs and put the correct clothes back on and the right background music on with a good beat to it, there was a knock at the door.

I opened the door just a crack to make sure who it was. Only my face was visible. Lance smiled at me. He had a small bouquet of white roses, and he was dressed casually but smart. He had on his best pair of jeans, nice shoes, and a sharp looking untucked button down with the sleeves rolled up. He had a fresh high and tight military style haircut since he was about to deploy. God I loved the velcro-like feel of his head when he went down on me with a fresh haircut. "Is anyone else out there?" I asked. He looked to the left and to the right at the townhomes next to mine. I could see nobody was in the street.




For Claudia Ch. 03



"Nope. How are you, gorgeous?"

"Good. I'm glad you made it," I said. "Come in." I opened the door and took a few stops back.

He started laughing when he saw me. "That's awesome. You are such a great woman."

"I know," I said. I was wearing my jeans again, but I had no top or bra on, so Lance was greeted with the sight of my perky tits and nipple rings. This would set the tone right away and let him know my body was here to serve him. He shut the door and locked it behind him as he came in. I welcomed his strong embrace. That turned into a brief but passionate kiss. He had a very slight smell of great cologne, and his breath was fresh. That's why I liked Lance. He took care of all the small details. I knew if I went down on him right now, he would also have a clean, freshly shaved penis waiting for me.

His hand found my left breast, and I enjoyed his touch as my breast filled his hand perfectly. My lips smacked as I pulled back and looked him in the eyes. "I thought for a while about the perfect way to send you off, and I came up with a great idea you're going to love." I looked to my right, and Lance followed my eyes. For the first time he noticed who was sitting quietly on the couch next to the door. Jen was relaxing and waiting to be noticed, looking like a perfect ten with her nice jeans. She was topless also, her erect nipples quivering atop her very large breasts as she moved slightly. She smiled up at us. Her blonde hair glowed, and her lips seemed fuller than they had before. She started to rise to greet our guest.

"Jennifer. Oh my God." Lance whispered, his mouth hanging open. I was still pressed into him, and I actually felt his dick jerk and harden over the next couple seconds. It was Jen's show now, and I took a few steps back as she sauntered over, exuding confidence as she gave him a big hug, followed by a big kiss. It lasted for a couple minutes.

This was a defining moment for me. I had been worried I would feel jealous when Lance actually gave Jen attention. I was very happy to realize that I felt the exact opposite. I felt a rush of pride for arranging such a sweet send off for a man that deserved it. I came to the lovers and put one arm on Lance's back and one on Jen's and rubbed them. Jen pulled back from Lance and leaned to her side, meeting my lips. It was a great kiss, and we made sure our tongues were visible to Lance as they flowed in and out of each others mouths. "Holy shit." Lance muttered. That was an understatement.

Jen reached down and grabbed Lance's cock through his pants. "Mmm. Nice size. He's hard for me already." Lance just smiled and laughed to himself. I knew he must have felt like he'd just won the lottery.

"Lance, Jen is a great lover," I told him. "I would love to watch you fuck her. Are you interested in a threesome?"

Lance looked into Jen's eyes she was nodding. "I want you." she said.

"Oh God, what have I walked into here?"

"The best night of your life," Jen answered him. "You have 30 seconds to take all your clothes off, or the deal's off," she said. Lance looked at me. I shrugged my shoulders and nodded.

There was about five seconds of indecision, then Lance started erratically undressing. Of course he knew he didn't really have to strip in 30 seconds, but the game was fun to play. Soon Lance was smiling confidently at us completely naked. His abs were defined, his penis erect, and I knew Jen would find him irresistible. "Nice," she said.

"Told you," I fired back.

"Now I'd love to see a little more of you ladies, since I am baring it all for you," Lance said. Jen and I smiled at each other, then slowly stepped out of our jeans. Neither Jen nor I were shy or lacking in confidence. We both had on the same sexy black undies from our earlier lovemaking session, and we were happy to show off our bodies.

"You know you have the two most beautiful women in this town here dying to fuck you, right?" He nodded, smiling big. I continued, "Well you might think your night can't get any better than this, but it's about to." That was Jen's cue, and we both turned away from Lance, giving him a great view of our asses. My panties were a thong unlike Jen's, but Lance didn't see my surprise underneath the thin strap, because he was looking at Jen's ass since he hadn't seen it before. We slowly stuck our butts out for emphasis and peeled off the panties, revealing the blue flared base of the butt plugs protruding from our stuffed assholes. I was looking over my shoulder and I saw Lance raise his eyebrows in surprise and catch his breath, then close his eyes for a few seconds. Panties off, Jen and I came back to Lance and each put an arm on his shoulder. "I've decided I don't want to be an anal virgin anymore, and I was hoping you'd want to help me with that." Then I couldn't help myself and started laughing. I knew he was dying to tap my ass, and it felt great to finally give him what he wanted. His gaze shifted to Jen.

"Can I help you out in a similar fashion?" he asked her.

I swear Jen turned just a slight shade of red. She reached out and touched Lance's cock for the first time, gripping it and giving it a slow pump. "I will be very upset and jealous if you don't also deflower my backdoor also, so yes. Can you handle two virgins on one night?"

"Holy shit, I've died and gone to Heaven. Well how would you ladies like to begin? I take requests."

"I'm a little intimidated by this size, big boy," Jen said, giving his penis another pump and a peck on the lips, "but I was thinking you could get to know me a little better vaginally first. What do you think? I'm ready for you. Claudia has given me an hour of foreplay already." Jen had a way with words. Of course, she got plowed regularly with much bigger cock. But she looked innocent, and her petite frame combined with the fact that Lance was bigger than average helped her sell the harmless white lie. She was an expert lover and knew how to turn on her man.

Lance looked at me questionably, perhaps sensing any minute I would try to veto everything. But he had nothing to fear. I gestured towards the stairs. "Come to my bedroom and fuck her. We are all setup for you." It was turning me on to talk dirty, and I knew it must be working for Lance too. My words definitely assured him he had my endorsement to violate the tiny blonde.

Jen and I found the plugs had a tendency to plop out. But they managed to stay in all the way up the stairs. I had to squeeze my muscles a little to hold it in place, but I had a feeling Jen's tighter rear had no such issues. My room was setup in advance for the impending anal escapades. I had lube and towels easily accessible and lots of pillows. The bed was already setup well for Jen in missionary position. I had a towel on a pillow for her tush and another for her head. She climbed up eagerly and spread her legs. She held out her arms towards Lance, asking him to come on top of her. I'm sure Lance looked at the blonde's tiny crack for the first time and wondered the same thing I did: would an object that large fit inside? He mounted the bed and knelt between her legs. Jen raised and spread her legs, and the plug plopped out. We both giggled.

"Maybe that's okay," I said. "I don't think you're ready for double penetration yet." I took the plug and put it on the bedside table, which I had placed a hand towel on so I could locate lubed up objects there if needed. "Let me lube you up a bit, Lance. She's pretty tiny up in there." I leaned in and closed my mouth around his rock hard erection, generously slobbering all over it for a few seconds. I then steered his erection towards Jen's tiny pussy and helped guide him inside. Lance was super hard, his erection almost flat against his belly, and I felt the tension in his ligaments as I had to bend it down to align with Jen's pussy. Lance always had great erection quality. He was rock hard and could stay that way forever without climaxing if I needed him to. He was the only man I consistently climaxed with from sex alone with no clitoral stimulation, especially in missionary due to that upturned cock rubbing my G-spot area so well. This, combined with his slightly above average size and the fact that, well, I loved him, made him my favorite lover. Only Bob, the large black man that deflowered me, was on par.

Even though Jen's pussy crack was impossibly small on her tiny frame, and her outer lips covered her crack completely and made it look like there was no hole to be found, the head parted those tiny lips and slipped in the hidden hole with no problem. I knew she was ready inside too, because I could see her natural lubrication coating her outer labia all around the vicinity near the bottom of the crack. Lance slowly pressed on and filled up the blonde's tight pussy, easily sheathing his cock to the roots.

"Mmmm, that's nice. You feel good inside, baby," Jen told him. "Fuck me now."

My bed was a small queen, so this was poised to be a very intimate threesome. I reclined parallel to Jen but propped up next to her, so I could look at her and touch her as needed. Lance seemed to flow naturally into the threesome, and he didn't neglect me. As he began his slow stroking of Jen's pussy, he connected with her and myself both, occasionally touching me also. "Jen, you have a great body, and you feel so good," Lance said. "Thanks for organizing this, darling," Lance said as he stroked my hair with one hand. That was the first of many times he would thank me that day.

I was cupping and playing with Jen's right breast, and the other one had a barely noticeable jiggle to it. "Doesn't she have the most gorgeous breasts you've ever seen?" I asked Lance.

"I would have to agree," Lance said as he cupped her other one. "If this were a normal night, Jen, I would spend more time on them you know." Jen smiled and nodded. Lance knew I loved my own breasts but also thought they weren't my best feature, so complimenting Jen like this would not make me jealous.

"Fuck me harder. Let's make them bounce a little," Jen said.

Her boobs were tamed a little in missionary compared with doggie style, looking smaller and more flattened against her with gravity keeping them close. But once Lance's pace increased above a certain threshold, they changed. At first her nipple was slightly quivering over a stationary mass of breast flesh that spilled to the middle of her chest and to the side of her body a little. Soon her entire breasts began elevating and flopping front to back to provide us with mesmerizing eye candy. Lance stayed in a kneeling position without laying on top of her, so Jen's chest was free to jiggle chaotically as his hips slammed into her over and over, his penis able to fully penetrate the tiny girl since she was well accustomed to longer cocks. I know this violent movement of her chest must hurt Jen a little, and it was about to give her a black eye if she wasn't careful. To her credit, I think she did it mostly so we could watch.

I had to stay out of the way for this part, so while this was going on I leaned to the side so my butt was accessible, and I played with the plug, slowly pulling it out and pushing it back in. I still felt very tight back there, but the in and out motion wasn't causing me any pain. I was confident I was ready for anal.

This pace was too much to keep up for long. We needed Lance to save his load until after he'd taken two anal virgins. Also, Jen's boobs would hurt soon, and Lance would tire. So after a couple minutes Lance settled into a gentle stroking again and leaned down to kiss Jen. She wrapped her arms around him and flowed them up and down his strong back, then playfully grabbed his ass. "I'm ready," she told him. She looked at me and continued, "Let's do it before I lose my nerve."

Lance withdrew his penis, his cock still rock hard. Jen's impossibly tiny crack closed up quickly, and you could barely tell she had just been plowed as hard as Lance could give it. Lance grabbed Jen's hips and slid back, pulling her with him. He got off the bed and pulled Jen until her ass was perched on the edge. "Ooh," Jen said as the strong man relocated her petite body in a hurry. I moved the pillows and towel, and Jen's butt was once again slightly elevated. It was a smart move by Lance; the bed was the perfect height for Lance to stand and fuck her ass.

"I think I should give you another quick warm up, because your muscles have probably tightened back up a bit," I said, recalling something I hoped was intelligent I had read earlier. Jen nodded, and Lance moved so I could stand at the foot of the bed in front of Jen's spread and uplifted legs. I brought the lube and plug with me. I started with one finger, adding lube again liberally, then quickly worked up to two. Soon I had reinserted the butt plug. It did meet some renewed resistance in her tight tunnel. Jen nodded at me in appreciation. It would be easier for her to take Lance's manhood after redoing this prep. I slowly worked the plug in and out for about a minute, then moved it aside to make way for something more challenging. "She's all yours," I told Lance and got the heck out of the way.

Lance took the lube from me and applied it generously to his erection. He pulled her hips toward him a little to make a minor positional adjustment. Lance was smiling like always, but I knew him well. I could tell by his body language, and I could read it in his face: he was just a little more excited than normal. This wasn't something a man was called to do every day. He knew he was lucky. Jen was smiling enthusiastically, but biting her lower lip also, which I knew she did when she was nervous. She reached down and pulled her own cheeks apart even more, lewdly exposing her tush as much as possible for the impending defilement. "Nice cheek spreadage. You've clearly given this some thought," I teased her.

I watched with fascination as the head of Lance's penis pressed against Jen's impossibly tiny hole. The head quickly disappeared inside her with his skilled guidance. He pushed forward, and suddenly Jen gave a yelp of pain and moved her hands from her cheeks to his chest and for second looking like she might jump off the table. "Hang in there, baby, you can take him," I encouraged her. I grabbed one of her hands and held it to show my support. I looked down, and Lance had not retracted his cock. His head and first inch or two had disappeared between her cheeks. "Oh, you're in then?" I asked him.

"No, not yet. I'm just pushing the hole inward, but not getting inside. We're almost there, though. I can feel her yielding."

I looked at Jen again and squeezed her large breast "Come on baby, relax and push into him. You got this."

"I know," she said. Lance rocked his cock back and forth a few times, penetrating to just the point where the head was opening her muscles. Jen regained her courage and pulled her cheeks apart again, which tightened the flesh around her anus and made it easier for me to see his cock head again. This time, Lance pressed forward and left the head lodged inside the opening, pressing against her tight sphincter. 

"This is it, Jen, give up that ass for me," Lance said. Jen grimaced and inhaled deeply and pushed. "There you go, It's going."

"Arrggghh," Jen moaned as Lance sank half his cock inside the blonde's virgin ass. Jen made the most awful face ever and turned her head to glare at me as she squeezed my hand hard. Lance slowly withdrew almost all the way, then probed back inside a little further, slowly working his way in with each thrust until he was balls deep. Jen groaned continuously through this process. He left his cock all the way in for a few seconds, then slowly pulled it all the way out, his erection flopping up against his belly. Jen breathed a sigh of relief then took two full breaths before complaining to me.

"God, he's killing me."

"Do you need to stop?" I asked. She shook her head no. "Keep fucking her," I commanded Lance. Lance reinserted, and with another grunt, Jen accepted his penis inside her ass again. Lance began to fuck her slowly with full strokes. Jen was a trooper. She wasn't enjoying it at all, but she continued. We all remained silent for a couple minutes, waiting to see if it would get better. She was still groaning and occasionally shaking her head. "You're going to abort, aren't you?"

"No way," Jen said. "I want it to count. He can't just shove it in once and say I did anal." Jen laughed nervously.

"This is the tightest hole I have ever been inside by far, so I completely get it if this is difficult for you," Lance added. Jen wanted us to continue though, so we did. I massaged her breasts and kissed her cheek affectionately. I cared for her and wanted her to have a good experience. I hoped she would get used to the penetration soon.

Lance fucked her for a few more minutes without going too much faster. Then he began to pull his cock all the way out each time before reinserting. Jen grimaced as her muscles were allowed to fully close up tight behind the expelled member before being forcefully pried open again. But each thrust seemed to be easier. I couldn't see her ass from this position, and I wondered if she was gaping open like a porn star. Then he left his cock in but began fucking her faster, maybe about a stroke per second or so. "You're doing great baby. You ass is relaxing for me now, is it getting better?" Lance asked.

Jen nodded. "I think I can count it now. Are you going to keep stalling, or are you going to take a turn?" she said, turning to me.

"I could go for it," I said.

"If I went through all this and then I don't get to watch you lose your anal cherry, I will be so annoyed with you," she teased. I looked at Lance. He raised his eyebrows to me, and I nodded. He withdrew his cock from her ass for the final time.

"Whew!" Jen said and scootched back off the edge so she could relax her legs on the bed. And right there in that two second pause, Jen let off a small fart. It was hilarious, and we all laughed.

"I'll be back in a minute. My dick is clean, but I still want to freshen it up between acts," Lance said.

While he was in the bathroom, I laid down next to Jen and draped an arm over her and kissed her tenderly. "I'm sorry you didn't love that," I said. "But it was so hot to watch, you have no idea."

"No I had a great time!" Jen said.

"What?"

"No, really. I like a little pain in moderation sometimes. It was a huge turn on. I loved it. I mean, I won't be an anal queen and do it often, and I hope it hurts less next time, but I really enjoyed that. I'll get off later in about two seconds thinking about it while I touch myself, let's put it that way."

"That makes me feel a lot better," I said. Jen reached around me and grabbed the flared end of the plug that was buried in my ass. "What about you. Are you still going to do it?"

I nodded just as Lance came back in. "I didn't know you liked to be intimate with women like this, Claudia," he said.

"Just this one, she's special," I said as I slid off the bed and handed him the bottle of lube. Lance's cock had faded a bit and was about half mast, but when he put a big glob of it on his shaft and stroked it to rub it in, he quickly returned to full harness. I gave him a quick kiss and then turned. As I stood by the bed, I slapped my own ass playfully for him. "Do you still want to tap this?" He nodded as he stroked his fully hard cock. "Let's do this." I went back to the bed and got on my hands and knees, prepared to received my first anal in doggie style.

Jen appeared on the bed at my side with a mischievous look on her face. She reached back and slowly removed the plug with a plopping sound. My asshole suddenly felt very open and vulnerable in this position. I wasn't nervous at all. I had done my prep work well, and my ass was as ready as reasonably possible. My conscious was clear. I was 100% sure I wanted to lose my anal virginity and had the right man to do it. I felt Lance's familiar strong grip on my hips as he adjusted my position slightly to his liking as he mounted me. Then I felt the lubed head press against my tight backdoor. I closed my eyes and concentrated, pushing back with my body and my ass muscles, trying to open up to him as he pushed forward. We coupled well together. There was no fumbling or false starts. The pressure built up momentarily as the ring expanded around the head, then it engulfed him and allowed him in. I grunted softly. A very brief and tiny flash of pain flared up as my ass stretched and spasmed around him, then it was fine. I felt the head and at least an inch of shaft pass into me. Lance paused briefly to assess the situation and feel the tight ring around the sensitive first few inches of his manhood.