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
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
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
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
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
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
Pages : 1 | More...