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Preface: Everyone in this real story is over the age of eighteen. If you read Part 1, you learned that in my younger years I ventured naked into my parent's neighborhood - sneaking around at night in only socks and sneakers. I was not caught. In all subsequent chapters (Part 2 and beyond) I describe what could have happened had I been caught naked, in public, by my parent's neighbors.
In Part 2, Mr. and Mrs. Smith exacted their punishment by coercing me into posing as a live, nude model for Mrs. Smith's adult art class. I was exposed to several community members, including the Smith's adolescent daughters. I thought that my torment was over, but...
Part 3 -
It was the early 1980's and I was home from college. It was late afternoon when my mother knocked on my bedroom door. "Hey Billy, I just ran into Barbara Smith at the store. She's such a lovely young lady. She asked whether you were home. I told her that you were. She told me that she's a bit bored, spending her summer vacation in her small hometown. She said that maybe you two could hang out together."
I was a bit excited. Barbara was older than me, and I had always found her to be so attractive. It was nice to ponder how the two of us might find something to do together to relieve our summer boredom. However, I couldn't help but cringe thinking about our last encounter.
Just a few days ago, she had seen me in a most vulnerable situation. I was coerced into serving as a live, nude model for her mother's art class. I had to sit, naked, before a group of people - including Barbara and her sister.
I had assumed that neither Barbara nor Tammy would want to share time with me, seeing as how I was so skillfully humiliated by their father and mother. They could not have been aware of their parents' nefarious intent; her parents basically blackmailed me. But, the damage we done nonetheless.
The doorbell rang. My mother retreated down to the first floor. I could hear my mother talking to someone. Next, she yelled, "Hey Billy. Come on down. Barbara is here to see you."
I was excited to see Barbara Smith - the sexy girl from around the corner that I've known almost all of my life. However, it remains to be seen whether the humiliation of my art modelling going to remain an awkward barrier between us.
"Oh, hey Billy", chimed Barbara. Tammy and I are just hanging out, and we wanted to know if you wanted to come over and hang out with us. My parents are out for the night, and I kind of miss hanging out with people my own age. We have some chips and soda", and she whispered so that my mom couldn't overhear, "and a six pack of beer".
She acted so normal, and I saw no reason not to take her up on her offer. It's not like many boys my age got to hang out with two sexy sisters on an otherwise boring summer evening. I followed her to her house.
We walked in to find Tammy in the kitchen opening a bag of potato chips. Barbara acted as I was expected, in her role as an experienced, college senior. She deftly opened three beer bottles, handing one each to Tammy and me. It felt so right, and so wrong; underage drinking with the attractive Smith sisters.
The sisters genuinely seemed interested in hearing about my first year of college. Barbara compared her experiences with mine. Tammy was leaving for her first year in college in several weeks, and she asked several questions about my experiences in dealing with my roommate.
Barbara innocently suggested that she show me her latest boombox. She was so excited in describing the cassette player and large bass speakers. She laughed a bit in describing how everyone at school had become enamored with punk rock. She asked whether I had heard of a band named 'The Clash'. When I told her that I had not, she insisted that we listen to her newest cassette tape.
After finishing my third beer I found myself following Barbara up the stairs. I tried to be furtive as I walked up the stairs behind her, looking at her ass. Tammy followed behind me.
We sat on Barbara's bed while she opened up her boombox and inserted the cassette tape. The music was different than what I listened to. I tried to act surprised, as if she had introduced me to some wonderful, new music.
Everything seemed to be going quite well. Actually, I did feel a bit uncomfortable. I had been dating my college girlfriend for about four months, and we promised each other that we would remain true to each other over the summer. While nothing was happening at the moment, the fact remained that I was in another girls bedroom. It felt a bit disloyal.
Barbara broke my thought, "Hey Billy, I have a question." Oh god, she simply had the sexiest way about her. The sultry voice, the long blond hair, the tight top. She was only three years older than me, but in my world that placed her in another social stratum.
I looked into her eyes as she continued, "Billy, we are all adults now... and seeing as how Tammy and I have seen you naked, I have a question." I sighed. What made me think that we could just ignore the fact that I had been forced to be naked in front of them? I felt a bit like a trapped animal - the prey, sitting vulnerable before the hunter.
Her voice purred, as if to hide her true intent. "I've had several boyfriends, and I am... I guess you would call it 'experienced'. Tammy really has had only one boyfriend. I have tried to tell her what to expect when she goes off to college next year, but there is only so much I can tell her, or more importantly, 'show her'. I need your help, seeing as you are a college man now."
I felt a shared bond with Barbara. She was insinuating that she and I were both more mature than Tammy. I felt good to be included in some manner that equated her and I. Perhaps she just wanted me to share my experience. I relaxed, but only slightly.
"I'm just going to spit it out", she continued. "Tammy told me that your penis is the first one that she's ever seen, in person. She really doesn't know what they look like up close, and how they work. When I think about it, I didn't really learn much from sex-ed in school, and heaven knows that my parents never gave me 'the talk'."
It was truly strange to be having such intimate discussion with Barbara. The more she talked, the more I realized that the few years of age that separated us really afforded her more confidence than what I held. Again, I began to feel less like a contemporary, and more like a study subject.
Barbara continued without reservation, "I had to learn everything for myself in college. I never got hurt, and I don't regret anything. But, it's kind of shitty to have to go off to college, all by yourself, without any real experience. Do you know what I mean?" I shook my head, but I truly had no idea of what she intended.
"Billy, I guess what I'm asking is whether you will help Tammy. She's already seen you naked, so it's not really that big of a deal. Maybe you could show her your penis up close and explain how it works? Maybe just tell her about guys, so that she doesn't go off to college and get some bullshit from a frat guy."
I must have looked shocked. I knew that for many reasons I was in a highly-unusual position here, but what she was suggesting was totally ridiculous. Some guys might jump at the chance to let two attractive girls play with their penis. I was not that kind of guy!
This was too much like the Penthouse Letters that I read when I snuck a look at the magazine hidden in my dad's sock drawer. While I got hard reading those implausible letters, I never believed that they were true. Plus, nothing like this could ever happen to me.
"Ah, come on Billy. This is no big deal. Tammy and I have known you forever. We've seen you naked. Can't you just show us your dick and give Tammy some advice? Most guys would have pulled their dick out by now."
She seemed exasperated, "Alright, I guess this seems a bit odd. Here's what I'll do. I will strip down to my panties. Then you won't be the only one naked. Basically, I will show you my tits if you show us your penis. Again, it's a penis that we've already seen!"
I stuttered, "But, I have a girlfriend, and we promised that we would kind of keep together over the summer."
Barbara seemed determined, "Look Billy, I don't want to date you. I'm not going to screw you. I just want Tammy to have some fucking experience before she goes off to college. Don't you think that your precious girlfriend would want you to help out some girl like Tammy? Besides, we promise not to steal you away from her."
I hated to admit it, but at that moment I was reduced to a simple, horny nineteen-year-old. I had a decent-sized dick, and I was in pretty good shape. How often will I get a chance like this? "Okay, you strip down to your panties, and then I will get naked."
I was already thinking about how my Penthouse letter would sound. Barbara casually shed her shoes, then shorts, and finally her shirt. Just standing there in her socks and underwear, Barbara looked like the underwear models that I enjoyed in the Sears catalogs.
So innocent, but so sexy, in just her panties and a bra. Just like those Sears models. This was back when young men used the Sears catalog as a learning tool. I felt myself getting hard.
"Okay, it's your turn", Barbara instructed. She looked at me expectantly. I pulled my shirt up and over my head. I tossed it on the bed. I kicked off my shoes. I hesitated, just to draw up my determination. I unfastened my belt and shorts, and then slid them down. I stepped out of them and tossed them on the bed.
Tammy finally spoke. "This is as far as Jimmy and I have gotten. I've only ever seen him in his underwear. We've felt each other up a bit, and kissed." It felt so awkward hearing such intimate details with my childhood friends. I also felt strange hearing specifically about how far she had gotten with her boyfriend. I knew that boys shared such details, but to hear girls discussing the topic was extraordinary.
Resuming control, Barbara offered, "Okay, I will take off my bra and you take off your underwear." She didn't wait for me to agree, she simply unhooked her white bra and let it slide down her arms. Her tits were marvelous. I never could have imagined such beauty - they hung down just a bit, and the nipples were just temptingly upturned. Why are men to turned-on by tits?
I abandoned all decorum, and slid my underwear down, and off. My cock was stiff, but not fully hard. I resisted, but then finally looked towards Tammy. She mouth was agape, as she stared right at my privates.
Barbara quickly left the room. I felt cheated - like she was reneging on her part of the deal. Tammy and I remained in our respective positions, in silence. Finally, Barbara returned holding a cloth in her hand. She wasn't timid in the least. She walked over, stood next to me, and pressed the cold cloth to my cock.
"What the fuck, Barb?" I was thrilled to be touched by a female, but I couldn't make sense of her holding a cold cloth to my penis.
She looked at me, as if I should have anticipated her move, "I just want to show Tammy how it grows. So, I have to make it small first."
I was shocked by her logic, but had no reasonable objection to offer. My penis was confused; the situation was extremely erotic, but the cold cloth forced my penis to soften. My body couldn't quite determine how to react. This was so clinical, but so strangely carnal.
Barbara must have felt a change, she removed the cloth from my penis, "There we go. It's back to its normal size. Come see Tammy." Tammy lifted off the bed and stood beside me as well. They were both bent over examining my cock.
Barbara commenced her instruction, "You can see that the balls... well, they just sort of hang there. They don't really serve any function when you're having sex. But, guys like it when you fondle them. Isn't that right, Billy?"
Shit, I wasn't prepared for questions. I stuttered, "I guess so." Barbara resumed her schooling, and simply cupped my scrotum. She rolled my balls in her palm as if testing their weight. "Tammy, feel them. They're kind of weird."
Barbara stepped back and Tammy took my balls in hand. Barbara was watching Tammy, and I was staring intently at Barbara's tits. I don't know where this was heading, but I was pretty excited, despite the boorishness of the entire situation.
Tammy let her curiosity take hold, and she gently cupped my balls. The feeling was electrifying, and I could feel the charge in my penis. Tammy seemed amused as my penis became engorged and hard. "Oh my god. It's growing!"
Tammy seemed so enrapt, and she showed no sign of embarrassment. I just stood there like a laboratory specimen. I had no expectations, so I wasn't disappointed in whatever direction this took. So far, I had convinced myself that I had done nothing to violate the trust of my girlfriend. But, I prayed that she wasn't doing something like this with her summer friends.
Barbara walked over to retrieve her purse, and began searching through it. Tammy resumed her guiltless examination. She squeezed the head of my cock, "It's so spongy. Is that normal?" Before I could answer she pulled down on my cock and let it spring back up into its erect position. She just giggled.
Barbara reclaimed her role as the experienced instructor. "Now Tammy, I'm not proposing that you have sex when you get to college. But, there will be plenty of guys trying to get into your pants. Isn't that right, Billy?" I didn't know how to answer. Tammy was my sweet neighbor, and I couldn't admit to lusting after her.
Barbara continued, "If you do have sex, you really need to be careful. A couple of my girlfriends got herpes from sleeping around. And, you better not get pregnant! Never, and I mean never, have sex without a condom."
Barbara pushed on Tammy's shoulder, backing her away from my crotch. Barbara held out a little foil packet, "Billy, can you show Tammy how you put a condom on you penis?"
I was at a loss for words. I just looked at her, trying to explain a fact that I did not want to explain. Barbara looked at me confused. Then it dawned on her, "You haven't used a condom, have you? You haven't had sex yet, have you? Are you a virgin?"
I mumbled, "Yes". It was noticeably weak, so I said it again, with more force than I intended, "Yes". It just hung there, as if I had divulged some great secret.
"Oh my goodness. I'm sorry, I had no idea", offered Barbara. "Here, then I will have to show both of you." She tore open the foil packet, and squeezed the slippery rubber condom out into her palm.
Barbara felt my erection to ensure its firmness. "Okay, it's good and hard", she said. "Now you both watch how this is done. You both need to use condoms whenever you have sex."
She examined the condom and flipped it over in her hand. Next, she pressed the condom over the head of my penis. I was in disbelief. How had I gotten into a situation in which Barbara Smith was touching my penis? I was so excited, I couldn't consider the impact on my relationship with my girlfriend. I was so far gone, and fully at Barbara's mercy.
Once the condom covered the tip, Barbara pinched the tip with her thumb and finger, "You have to squeeze out the trapped air... and, you need to leave some of the condom loose so that the cum has a place to collect."
When she pinched the head of my cock I nearly fainted. She unrolled the condom all the way down to the base of my shaft. "You each need to practice this."
Barbara felt for the end of the condom at the base of my penis, and then she began to roll it back up until the entire condom fell into her hand. I felt my cock throb. She almost put me over the edge.
Tammy took hold of the offered condom and lined it up with my cock. It wouldn't unroll. She pushed harder and my cock yielded to her, but the condom still would not unroll. Barbara looked closely, "Tammy, you have the damn thing inside-out. Turn it around".
Tammy flipped it over and positioned it over the head of my cock once again. She used her hand and rubbed down my shaft in order to cover it with the condom. It seemed so easy and she was proud of her first effort.
"Tammy, you forget to squeeze the air out." Tammy pinched the head of my cock. My cock was pressed so firmly against the end of the condom that there was no gap - she just squeezed head of my penis. I grunted, from pressure. But, the lingering feeling wasn't pain, it was all lust.
Barbara felt compelled to warn us that you can never reuse a condom, nor could you turn it inside-out after it's touched the head of the penis. She was determined to deliver a worthy lesson.
I couldn't get over the beauty of this moment, regardless of its absurdity. I simply followed Barbara's order and removed and reinstalled the condom, just as Tammy had. It felt so strange touching myself in front of these two familiar, and sexy women
Barbara felt compelled to complete her lessen. "Okay, so it's pretty simple after this. If Billy was going to have sex with us, we would simply lay down on the bed. He would kneel between our legs and lower himself so that his penis entered our vagina." It sounded so simple... like it might actually happen one day.
She seemed so confident, "It comes naturally. The guy simply thrusts into the girl repeatedly until he comes. If the girl is lucky, she will come as well." She laughed out loud, "Well, we're not going to practice fucking right here. You'll just have to use your imagination."
A wicked sort of look appeared on her face, "You know. There is something that we can try, without having sex. My college roommate told me about the how she milks her boyfriend's prostate. I have wanted to try it. Billy, can I try it on you?"
I had never heard of a prostate, nor of milking one. I was too dumbfounded to respond.
Barbara now seemed obsessed with the idea. "Billy, just get up on the bed - on your hands and knees." I was confused, "What do I have to do?"
Barbara seemed so overly intrigued with the idea now, and I was too excited to pause for any consideration of her request. "Just climb up on the bed. I will show you. You really don't need to do anything".
I climbed up on the bed. My ass was sticking up, and I had never felt so vulnerable. The only thing that I had to compare this to was my high-school sports physicals. One time, the medical professional was a female doctor. She poked my balls while the school nurse observed. I just did whatever the doctor instructed. I was too naïve at the time to derive any pleasure from the moment. But, now I found it strangely exciting.
Barbara said that she needed another condom for her finger. That made little sense to me. I heard her tearing open another condom package. "Okay Billy, I am going to try to do what my roommate described. She said that her boyfriend loved it." I felt her finger press against the opening of my ass.
"Wait! What is this?", I asked nervously. I felt her press insistently, and the tip of her finger slipped into my ass. "Hold on!", I yelled.
She ignored my plea, and pushed. I could feel her knuckles against my body. Before I could respond further, her whole finger was inside of me. She moved her fingertip around. It felt like I had to go to the bathroom, and I instinctively bore down back against her finger.
I felt pressure. It felt like I needed to pee. I squirmed. My body's reaction must have given Barbara indication that she was accomplishing her intended task. She continued to massage deep inside of me. As she continued, I felt a deep, internal throbbing.
I was so totally subdued. I groaned. I felt drool leaking out of the corners of my mouth. The waves of pleasure arrived and I felt a warmth throughout my entire body. I was whimpering, and I didn't care. My body was reacting in such a disgraceful manner.
I couldn't see Tammy, but I heard her through my fog, "Oh my gosh, Barbara. What are you doing to him? lost it."
Barbara resolved to complete her novel experiment. Her focus on my prostate was too much. My cock throbbed, and then jumped in orgasm. I shot into my condom, moaning in shear rapture.
The release was unbelievable. I felt Barbara's finger slip from my ass. It was a harshly reminded of the invasion that my body had suffered. The mixture of lingering pleasure outweighed the humiliation, but I felt shame, nonetheless.
Barbara was unconcerned with my feelings, "Holy shit! That was intense. My roommate was right. Normally, during sex it's the boy who is in charge. When you milk a boy, you have all of the power. Billy was totally under my control. That was fun."
Tammy was ecstatic, "Well, I want to try it. Can I do it?" I was still too overwhelmed to respond.
Barbara resumed control, "No Tammy. I think that Billy needs to recover. Besides, mom and dad will be home soon, and we need to get Billy out of the house."
I dressed and left without ceremony. There was really nothing apropos to say. It was exciting as hell, but I left feeling as if the Smith family was continually gaining advantage over me.
I supposed that I never had any real sex. And so, I didn't ponder for too long on whether or not I had been unfaithful to my girlfriend. I'm pretty sure that what happened with Barbara and Tammy was not something that I would be doing with my girlfriend, at least not in the near term. At least there was some honor in that.
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