Aunt Wins Nephews Heart and Cock
My sister’s youngest son was extremely gifted and graduated from high school early. Rather than live in a dorm with older guys I volunteered for him to live with me since I live in an Ivy League town and live close enough to the school for him to easily travel to school. I am few years younger than my sister and few years older than Tom, my nephew, which I would soon share my small three-bedroom house with.
Tom is a lot like my father, average height with great looks, southern manners, charm and an enchanting personality. Girls always find him cute and irresistible but he is shy which also adds to his charm. Before I moved north 3 years ago, I would watch Tom and his older brother when my sister would travel. Tom was typically my shadow when I was around him while his brother was a total terror.
I could have trusted him with any secret and he always looked up to me. Although he was too young at that time to know the birds and the bees he noticed girls were different and suddenly I was a girl and not just his aunt. Interesting enough, even at a young age, his ”privates”, as he called them, seemed large for his body. When he graduated at 18, he was a heartthrob but still shy and really focused on school. Once he moved in at the end of the summer, many of my neighbors thought I had snared a young stud.
I only had one full bath in my house so once Tom moved in before the fall semester started I had to change some of my habits of walking around the house partially dressed. With a few exceptions I did well and so did he but his habit of peeing and not closing the door gave me ample opportunity to “accidently” see that his male member was still indeed very large. Additionally, his running shorts and boxer shorts gave a single woman like me something to think about even though I shouldn’t have. More than once I was wearing a short nightgown or a sheer sleeping gown that showed I was a real woman and I am sure he took notice.
About me: I am 5-6, weigh 145 pounds, have firm C Cup breasts, a little pudgy in the middle but small proportional hips and ass. I have green eyes, long dark hair and I am all natural. I admit that I am not a model; I feel that I am attractive. As a dedicated physician I work long hours but I still occasionally go out with friends. I don’t date much but we can go over that later.
Tom has convinced me to run and I try to run with him a few mornings a week but seeing him in running shorts and thinking of him in a non-family way had started to get my libido to a point I was masturbating a few times a week. I was sure Tom was feeling the same and began to wonder how many cum shots the walls of my shower had seen because I never saw stains on his sheets or clothes and at his age … well let’s just say I was sure he was empting his balls as much as I was relieving myself and since I did the laundry I should know.
We made it through the first year with little embarrassment and only a few open door full nude frontals. When he went home for the summer I was lost. I really missed him and for some reason I slept in his room to feel close to him although he was 2,000 miles away. I was so relieved when he agreed to stay with me again his second year that I made the third bed room a study area for him and switched his single bed for a double bed. I even added a second full bath to my room so that it gave him his own bathroom. He called me a lot that summer just to say hi and tell me about his job at the local hospital and when he didn’t call me I called him. My sister was clueless but I was starting to realize I was thinking of him more than a normal aunt should.
When Tom returned for his second year he declared pre-med as his major and started taking the challenging courses he needed to make it to med school. In addition to a heavier class load, his studies were long into the night. One benefit I had was that he would often ask me questions and I would help him with his studies. It was during these times that I started getting more and more friendly and touching him as I sat by him and explained things to him. I began to wear a little less around the house and I believe that he started asking me questions he already knew the answers to just to get my attention or spend time with me. It was more than fine with me.
More than once I saw him checking me out as I tried to answer his question only to end up checking him out myself. I was glad when he turned legal, for some reason it made my feeling for him a little easier to deal with. More than once I was rewarded with a growing bulge highlighting a solid teen erection. This gave me an idea and I started going into the study room when he was studying to read just wearing lower cut tops and often would go braless around the house. My nipples get rock hard at the drop of a hat so they were hard to miss. He took notice and it was after winter break in second year that I heard him masturbating for the first time.
I had come home from the hospital late on night and his bedroom door was not fully closed. I heard low moans and then the abrupt grunts as he was enviably shooting streams of cum somewhere. I was frozen as I stood outside of his door listening and imagining. I was soon shocked; he emerged from his room fully nude with a towel in his hand and a bright red penis with a distinctive curve sticking up at a 45-degree angle.
I was speechless and so was he. We both froze. I stammered that I just got home and tried to play it off but my red face gave it away. There I was staring at him standing nude in the hallway not able to keep my eyes off of his extremely thick 9-inch bright red penis that was sprouting from a thick tuft of dark pubic hair and still had cum oozing out of the slit on its large oversized purple head. I tried to gracefully make my way to my room but I got caught as I looked over my shoulder to see his firm toned ass turn into his bathroom off of the hall. Turns out, he was also checking out my ass but more on that later. I tried to push the visual out of my head, after all I am a doctor and I see nudity every day but this was different.
After a shower I jumped into bed nude and tweaked my nipples and rubbed my stiff clit and wet vagina to an amazing orgasm before finally falling to sleep. When I awoke the next morning, I threw on a robe and walked to the kitchen to find a note on the table that Tom had left apologizing for the “incident” in the hallway. He must have left it when he went to class earlier than usual. I hoped that it wouldn’t change anything. I didn’t even eat breakfast; I went back to my room and repeated the actions of the previous night in my head as I masturbated to yet another amazing orgasm. God, I wanted him so bad. I wasn’t sure what to do but I needed a plan that wouldn’t screw up things with him.
That night Tom was quiet and when he tried to apologize again I stopped him and said I was so glad he lived with me and he meant a lot to me and it was natural for boys to get erections. I felt it was best to leave out the part that was unusual. The part about your horny aunt seeing you totally naked in the hallway with you king sized dick in a raging hard-on, still red from masturbating and leaking and dripping cum.
He thanked me and we had a hug. I so wanted it to be a deep hug but it was a short hug. I tried to lighten up the mood and said without thinking, ”no problem with me, it sure made my night and I was soon right there with you.” After I said it was in shock, I couldn’t believe I had said it and immediately gave him a short hug and walked to my room with a red face and on very wobbly legs. Things were soon back to normal and we were fine but I was soon thinking of ways to turn him on again. I tried to remind myself that he was my sister’s son but my mind and body wanted more.
Late one night I saw Tom in the study room wearing only a pair of boxers having just come from the shower. He typically doesn’t dress like that to study but I was not going to complain. Wearing just a long t-shirt and a pair of panties, I fixed a drink of ice water and joined him in the study to see what he was doing. I stood behind him and place my hand on his bare shoulder. He felt so soft and warm and he smelled so great. When I touched him, It felt like a shock went through my body. He said that when he was showering a solution to a problem came to him and he wanted to write it down and figure it out. Again, without thinking about what I was saying I teasing questioned, “don’t things that usually pop up in the shower get taken care of right there?”
We both froze and I turned bright red. He turned around and looked strangely at me and there was an awkward silence before he turned back around and with a smirk said ” typically, but we both know that doesn’t always happen, don’t we?” Ok, the door was open and my horny libido was going to make sure it stayed open. My heart was pounding. I took a gulp of water, nudged him over on the chair some so that I could sit right up against him and thought I would have some erotic fun. He was trying to focus but when I sat down by him our bare thighs were together, my t-shirt had risen to a point where my pink lacy panties were visible and my nipples were at full power and clearly visible.
Actually, it was a wonder my nipples didn’t poke hole in my t-shirt they were so hard. I then said, “if you are referring to “the incident”, I had assumed that was the case considering your condition but I can honestly only speak for myself as far as typical showers go. Feel free to go on if you wish.” I was proud of my statement but soon realized I might have left a door open and wondered if he would he take it? “So” he asked, when things do come up in the showed, do you typically take care of it then?” My heart was pounding and from his tone, his heart was pounding too. Yes, he took it. Ok, I started this so I need to stop it or go with the flow. My head says stop right now and body says go. Winner is … body.
“Actually, for me things like we might be talking about don’t actually or literally come or pop up but if they did I would wait until after I got out of the shower.” I was proud of my answer and even more excited and turned on. After all, I knew that I had masturbated very successfully after the incident. But I just couldn’t stop there, “but if we are referring to the “the incident”, you night have taken care of things prior to the shower based only on circumstantial evidence.” Tom stopped working and gave me a devilish grin I hadn’t seen since we stood in his parents shower many years before and, while he was looking straight at my crotch, and from his angle at that age, straight up at my crotch and at my hairy pussy, pointed to my vagina visible through the wet hair on my pussy and asked why I didn’t have a pee pee and why his mommy and I both had hair between our legs. ….Sorry, I regress.
Tom answered, “I am not denying I had taken care of things prior to seeing you in the hallway and since we are coming clean I might not have been totally done,” he paused, “but promise you won’t get upset?” I said “promise”. Tom continued, “Wrapped in the towel were a pair or your satin pink panties.” I playfully hit him and shouted his name. “you horny pervert.”
Now I was horny and hot. My heart was pounding but I wanted to play further. “So am I to guess that these pink panties were, how should I ask this …soiled?” Tom gave another devilish grin, “if you mean dirty no but if you mean that you had warn them you are correct.” His mood changed and he apologized but I cut him off. “So if I didn’t soil them, you did?” Tom: “yes”. I asked, “Tom, did you wear my panties?” Tom looked at me crazy like and said, “No, are you crazy.” I told him I was relieved but wanted to push him further, a lot further. “Did you masturbate with my panties?” A pause. ”Yes” …”Did you cum in or on my panties?” No answer and silence, “Tom” I asked again trying to be playfully stern …
He looked away and quietly answered “yes”. OMG, I was burning inside with passion and lust but trying to play cool. “Do you often cum in my panties?” Tom looked at me and said he had just a few times but he was sorry. I place my arm around his and told him I didn’t care as long as he put them in the dirty clothes and he assured me he did. Then as I sat there in disbelief, I couldn’t believe I told him it was ok he masturbated and came in or on my panties but maybe I would eventually find a pair still wet ..what am I thinking? . With my arm around his and him looking off into space I tried to redirect the questions to lighten the moment but when I looked down I lost total track of all thought.
I wasn’t the only one turned on by this erotic conversation. Sticking out the bottom of his boxers and running along his thigh was the last two inches of his penis. It was swelling and twitching. The head of his cock was large and its distinctive helmet shape I had seen in the hall as forming and his penis was swelling in girth and length. I chill ran through my body and an electric like pulse went through my crotch. The wetness of my pussy was uncontrollable. I could feel Tom squirm and try cross his legs but I am sure he was becoming more and more uncomfortable. I silently told myself to think quick, yes Beth, think quickly. I laid my head on his shoulder and told him that, as he knew, it was natural for a boy to get excited and what happened in our house would not leave it if that were ok with him.
He place his arm around my and pulled me to him still trying to conceal his raging erection. I gave him a peck on the cheek and looked down at his crotch again. He saw me look and tried to move but I stopped him. He looked at me and we kissed on the lips lightly at first and then I gave him some tongue. My head was spinning as I wrapped my arms around him. I asked him if he was done with his studies and he, in a very hoarse voice affirmed he had. I had either just blown it all or captured him securely in my web.
“Well Tom, considering the situation, you can go on a long run but it is really too late for that. You can take another shower and I can do what I do after a shower, yes I am excited too, or I can give you a pair of panties and we can go to our rooms. Do you have a preference?” Silence, total silence so I nudged his chins and kissed him passionately again. “That kiss was for me”, I told him. Since he still didn’t have an answer and my hormones were in high gear, I told him I would make the decision. He looked at me very strangely and nodded his head in approval. I quickly stood up beside of him and told him to hold out his hand.
He held out his hand and while looking into his eyes, and before I chickened, out I put my thumbs into the waistband of my lacy pink panties and pulled them down and off. I tried to be sexy but I am sure it was awkward and comical now that I look back at it. I placed my warm panties in his hand. We were both in shock and my heart was pounding through my chest. The dark wet spot on the crotch of my pink panties was right there on top as we both looked at them in his hand. “It looks like my secret is out just like yours!”
My knees were weak as I stood there. I looked down at his penis and then back into his eyes and said, ”there is an option that could help us both out if you want to take this a step further but it is ok if you don’t, I understand.” I then straddled his lap and place my arms around his neck and placed my lips on his. Our kisses were passionate and his hands soon traced down my back to my hips where he held me as I squirmed on the lump in his shorts. OMG I was on fire. The thin material of his boxers were the only thing the separated my extremely hot and wet pussy and his large swelling manhood. I wanted him and I wanted to feel him as only a lover could do.
All of those nights over the last year where I had masturbated wishing he would have come barging in my room and taken me were running through my head as were the thoughts of his large swollen penis and the sight of his glistening cum on its swollen purple head. The sight of his cum dripping onto the hall floor as we stood there was still etched in my mind. Now I had added thoughts of him masturbating and cumming in my panties. The feel of his bulging cock just under my crotch and ass was amazing. I was wondering of he could feel my bare body against him and the wetness and heat from my pussy as I ground it against him.
I was sure Tom was a virgin and I had only had a brief fling many years ago so our experiences were limited. My experience was with another med student that I later found out was married. That bastard took my cherry and screwed me for 3 months without telling me. So now you understand why I rarely date. I actually found out he was married by being introduced to his wife only a few hours after he fucked me on the inside window ledge in an empty hospital room. I was so stupid but I digressed!
Tom’s hands moved to my thighs and then he slid them under the t-shirt and over my thighs and he began gently massaging my ass, hips and waist as he occasionally pulled me down on him as he thrust his hips up pinning his trapped cock tighter between us. His boxers were the only thing separated Tom and I and the skin-on-skin intimacy I wanted with him. Over time, as we continued, I drenched his boxers with my womanly juices as ground my crotch on his thick hard cock. His hands were soon caressing my bare hips and ass and it felt amazing. I whispered in his ear that he felt so good to me. I reached around and ran my hand up his thigh until I found his swollen manhood.
God, it was so large and the head of that monster was as wet as my pussy. He jumped and moaned as I ran my fingers over his partially exposed penis. I traced my finger around the wet swollen head of his penis. It was so swollen and so warm and wet! I wanted to touch and feel more and from the movement of his hands how just under my swollen breasts, Tom wanted more of me. “Beth, you feel so good. You are so warm and so soft.” With those words his hands found my breasts and I arched my back and placed my hand back on the desk to steady myself as he gently massaged my breasts and tweaked my hard nipples. I was now beyond any form of self-control.
Tom fumbled around and soon reached down to lift my shirt. I would soon be nude, was this really happening to me? I leaned forward to assist him in removing my t-shirt and in the process I lifted my arms up over my head giving him a frontal view of my body and a close-up of my perky c-cup tits and hard dark pink nipples. He sat back and looked at his nude aunt sitting on his lap and, after giving my body a complete once over, he just said, ”God you are so beautiful.” His hands wrapped around my back and he pulled me towards him. As our bodies embraced and I felt my breasts push against his warm soft chest warm. The feeling of my body against his was amazing.
He caressed my back as we passionately kissed. His hands once again worked down my back and he was soon caressing my ass and the side of my thighs. This was better than I could have, or for a fact had, ever dreamed of. His tenderness overshadowed any clumsiness as he once again found my breasts. I again leaned back and his lips trailed down my neck to my breasts and soon he was suckling on my large, hard, red nipples with the tenderness of a child. My body shook as I lost control and I shot a small stream of pee just prior to having the most uncontrollable orgasm of my life. My body shook and I pulled him tight as my body pulsed and my pussy quaked spewing my internal fluids onto his long and hard boxer shorts-covered pole.
I held him tight and I sat there in his strong arms as I came back down off of my orgasm high. We kissed and I apologized for apparently biting his tongue. We laughed and teasing kissed for a while before I asked him if he wanted to take off his wet boxers. He looked surprised and then looked down and saw his wet boxers and my hairy natural bush covering his cock and crotch. He looked at me and said “I didn’t do that” and I agreed and further admitted to soaking his boxers in my excitement. He told me I was so sexy and beautiful. After a few more kisses I told him that he was the first boy to every see my hairy muff and to my amazement he said he remembered taking showers with me and how beautiful I was.
I teasingly called him a pervert and he reminded me that I was the older one of the two of us in the shower! I then told him we were now even, he came in my panties and I came on his boxers. He smiled and said “I like you cumming on my boxers.” “So do I!” I asked him if he liked the pee too and he said it was “all good” for him. I was relieved since I knew that I often squirted when I had an orgasm and I wanted to have many more with him. I slowly got up and tried to give him a little show as I did. The way he looked at me and the way his eyes traveled up and down my body made me feel so appreciated.
After I stood, and while he was lost surveying my nudity, I looked down at his crotch. His massive cock was straining as it bent and ran out the leg of his boxers. It was fat and long and the swollen head was leaking precum all over the inside of his thigh and down into a small pool on the carpet. His boxers were completely wet from my pee and cum. Just above his boxers was a beautiful set of abs that had a slight six-pack etched in them and above that was a chest with enough hair just to make it even sexier. I held out my hand and he took it as he stood. He immediately needed to adjust his boxers but I took over and gently, carefully and slowly pulled them down to reveal his beautiful manhood.
Once released from the confines of his cum and pee soaked boxers, his massive cock sprang up and almost hit me in the face as I continued to push his boxers down to his ankles. It was as thick as my wrist at the base and, just as I remembered from the “incident”, it was long and curved which pointed the large swollen purple head oozing with cum towards his belly button. I stood and, as he stepped out of his boxers, I placed my arms around his neck and drew him against me. With his hands on my hips and our bodies in a full embrace I literally stuck my tongue down his throat. I was in control for now and we both knew it. As we embraced I felt his massive cock between us and soon his hands were caressing my hips and lower back.
I broke the kiss and told his that it looked just as I remembered it in the hall and again in my wet dreams that night and the next morning. He looked almost embarrassed but I said, “I did see a difference though.” He mouthed, “What is different?” I took a step back, looked at he penis sheepishly and then looked in his eyes as I wrapped my arms around his neck again and said “well for one it isn’t as red as I remember it and, although it is oozing your seed, it isn’t dripping as much as it was the other night.” I kissed him again and whispered in his ear between playful licks and more kisses on his neck “I have an idea that should keep your beautiful penis from turning bright red and, if you are up for it, a much better place for you to deposit your cum than in the crotch of my pink satin panties.” I could feel his heart pound as we tightly embraced.
I broke our embrace and took his hand. With a slight tug I started walking to my bedroom with Tom in tow. Once we hit the hallway, Tom told me that he had a much better view tonight of me walking down the hall than ever before. “So Tom, you watch me walk down the hall, when you are watching are you checking out me or my ass?” “Yes, every chance I get” was his response. My response to that was “it sure felt good when you were holding it earlier, maybe I will let you check it out a little more real soon!”
As we got to my bedroom door, Tom picked me up and we crossed the threshold with me fully in his arms. I felt like a queen for the first time in my life. He laid me on my bed and fell beside me taking me in his arms and holding me tight. “Beth, I have never been with anyone and I don’t have any birth control”. “Tom, are you afraid?” “a little Beth, I don’t want to disappoint you and I know I won’t last long.” “Well Tom, I have already showed you what happens when I orgasm so let’s just take it one step, or in this case, one inch at a time. Anyway Tom, your dick is huge and I am not sure how much of it I can handle.” We embraced and his gentle hands began to caress my body like a saint.
He kissed my lips an began working his way down my neck and as he did, I told him that my period had just ended so we were safe but I hope he would want me to get on the pill. He moaned yes as he took my left nipple into his mouth and gently sucked it as he gently massaged my right breast with hand. My body was on fire as he kissed and licked the silver dollar sized dark pink areola and sucked on the pencil eraser sized nipple while caressing my other breast softly and gently tweaking its nipple with his thumb and index finger. He worked his way down to my belly button while caressing my stomach and sides and continued caressing me as he kissed across the top of my pubic hair before making his way to my right breast with his warm soft mouth.
I was on fire. My pussy ached for him as his lips and tongue gently caressed my breasts and kissed his way back to my neck and eventually my lips. Now was the point of no return. Now was the point that I had dreamed of for so long. I was nervous; he was so large but his tenderness and willingness to please me was unquestioned. This was so natural to me and I wanted to please him. I spread my legs and Tom instinctively positioned himself so that his legs were between mine. As Tom rose up on his elbows I spread my legs further and opened the fullness of my womanhood to him. The smell of my sex was ever present and the shaft of Tom’s penis was now firmly in the folds of my womanhood.
Tom raised his pelvis and I positioned mine to take him while trailing my hand down his chest and stomach until I found the thick shaft of his manhood and wrapped my hand around it. His large hard dick was throbbing and I looked between us to see its large purple head glisten with precum. I traced the head and ran my finger over his opening, which covered my finger with his cum. I brought it up to my mouth and tasted cum for the first time. It was mildly salty but had little flavor and no real smell. At some point I was going to have to take him into my mouth and run my tongue over the slit of his penis and taste his cum and feel the soft skin of his penis on my tongue but not now.
Now I wanted to feel him inside of me. Maybe one day Tom would want to run his tongue through the folds of my womanhood and suck on my clit. I hope that my hairy pussy was not a turn off like it had been for my only previous lover who only wanted to stick his short fat cock into me and fuck me hard until he filled the condom with his seed as his pregnant wife sat at home. Maybe Tom would want to stick his tongue inside of me and feel the softness of my pussy, trace its lips with his tongue, tease me and taste me.
My hand traced back down his chest and abdomen to his penis and we kissed as I massaged his large hairy balls before I gently wrapped my hand around his shaft and guided the head of the stiff monster to my entrance. I moved the head across the lips of my pussy as I moved my hips. This was the first time I had felt the softness of the skin of a man on my womanhood and it was wonderful, I could feel the warmth of his enormous cock radiate heat as the giant head traced and eventually stretched the lips of my pussy open. We both moaned as our warm bodies merged and joined for the first time as one. His virginity disappeared as the head of his cock disappeared into the soft folds of my pussy, stretching its lips and then traveled down my cunt!
He was slow and deliberate as he pushed inside of me. I moaned as his cock stretched me but assured him I was doing great. “I love you Beth.” “I love you too Tom.” He was breathing hard and I knew he would soon release the contents of his large balls into me. Although I had felt a pulse like feeling when Frank, yes his name was Frank, ejaculate into the condom, I was wondering if it would be any different. Tom was only 4-5 inches deep when I felt him twitch and he gave a little shove sending another very un-expecting inch of additional cock into me causing me to moan in unison as he began releasing stream after stream of rope thick cum into my waiting vagina. My womb was getting its first taste of man seed and it would want more.
The pulses of his penis in my pussy were violent as his balls jettisoned the seed laced thick white cream that coated my insides and the warm douche like feeling immediately took me to a new place in orgasmic pleasure. Part physical and part mental, I quickly went over the edge and pulled him down on me as I grasped his arms tightly with my hands and squeezed my legs against him. As his penis was still spewing out the last of its load, the walls of my pussy milked him. I added to the mingling of fluids that filled my pussy and coated our gentiles by Cumming and I assume squirting uncontrollably. Oh God, that was incredible Tom!
We lay motionless in each other’s arms for a while taking it all in except for the occasional spasm of his penis or the spasm of my vagina. He eventually rose up on his elbows and kissed me. “Sorry I didn’t last long, but you are totally incredible.” Is this man crazy, I just had the orgasm of my life and he is apologizing? “Tom, that was awesome, you still seem rather hard, can you cum more than once in me tonight?” Boy that was sure a dumb question.
He slowly started fucking with his semi hard cock but as I felt his penis grow harder, thicker and longer in me we flipped over and he played with my tits, sucked my nipples and massaged my ass while I gently rode him before he flipped me back over and flooded my pussy for a second time. I fell asleep in his arms.
Four bestfriends drunk and horny!!! THIS IS KIND OF LONG...
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