This is a story about my first time with a women. it starts at my house and
where I lived with my grandmother ever since my mother had died 5 years earlier.
I was 18 at the time and had been jacking off for quite a while by then at least
3-4 years one day my grandmother was doing the laundry and out of the blue said
I wish you do you boy stuff in the bathroom and not get it on the sheets all the
time . I didn't say anything just turned beet red.
From then on I was careful not to get any cum on the sheets if possible
sometimes id wake up from a dream and have cum though and id try to wipe the
sheets but it was IM possible to get the cum out. I was a normal 16 year old id
never had any pussy and it was all I thought about id fantasize about every girl
and women I thought was sexy which was probably all of them at that age.
I did do my boy stuff in the bathroom a lot as my grandmother called it. And one
day I had been in there for maybe 5 minutes and just ran in to drain a huge hard
on I had I sat down and leaned back feet on the bath tub in front of me and was
stroking my cock and could feel the cum building in my balls and body I knew it
wouldn't be long until I shot a load all over my belly
When all of a sudden the door comes open and my grandmother was standing there
with a laundry basket.she had come to get the dirty laudry from the hamper and
there I sat stretched out stroking my 8 incher for all I was worth she didn't
even flinch she said oh sorry let me know when your done. And turned and walked
out shutting the door behind her.
I was so embarrassed I thought I had locked that door what an idiot I am. When I
came out which I didn't want to do to face her she said sit down for a minute I
want to talk to you. I did I thought she was going to bitch me out. But she
started out by saying she was sorry she didn't know I was in there and its a
natural thing for boys my age and asked if id mind answering some questions for
her ? I told her no
She said well Jimmy its just you and me and I don't have a man to talk to you
about sex so IM going to try and fill you in OK ? I said sure knowing this was
going to embarrass me almost as much as her catching me jacking off. She went on
to tell me about how baby's were made which I knew but let her talk and telling
me about protection and disease just the basic sex talk everyone gets.
Then she asked me if id ever been with a girl yet I told her no I was to shy to
ask any out she went on to tell me how the girls are just as shy as I am and I
shouldn't be shy just go ahead and ask them out they wont bite. Well I told her
id try which I knew I wouldn't, I just didn't have the balls to do it.
Well the conversation ended right there and things were back to normal for about
a month she never brought up sex again but she did ask me if id ever asked out a
girl and I told her not yet.are you going to ? Probably not.im just to damm shy
grams . She just looked at me and let it drop.
About 2 weeks more went by, she brought it up again I told her grams things
aren't like when you were young you can't just go up to girls and ask them out
of the blue for a date.every generation seems to think everythings changed just
for them when we all know its bull shit it just seems that way to us because we
young and stupid.
Another week went by and my grandmother asked if id go to her friends house and
put up some curtains for her. I always did this kind of thing for my grams
friends so it wasn't anything out of the norm for me.This time it was for Mrs.
Potter she was a little older than grams maybe by 3 years she was 65 then about
5 Ft 5 and chunky 175 mostly all of it in her belly. If she were younger you'd
have thought she was pregnant and she was definitely matronly though so you'd
never think that if you seen her now, just because of the way she carried her
She showed me where she wanted the curtains put up in 2 windows in her kitchen
and then one window in her bathroom I did the kitchen and was about to start the
bathroom and she asked if I wanted something to drink it was hot so I took some
soda and she said here sit down and rest until you drink your pop.
I did and she started talking to me and then out of the blue said your
grandmother told me about your problem. Problem ?Yeah your girl problem she says
your so shy your never going to have sex and she's worried about you. She
shouldn't be I guess ill do it sometime your grams is right you know girls are
just as anxious as boys are about sex .I know but its just hard to know what to
say when you approach them I get all tongue tied and forget what I was going to
Your grams wondered if maybe there wasn't something we could do to help you ? I
don't know what that would be ? Well what if someone showed you what a women
likes do you like that might help you ? Yeah IM sure it would but who would do
that for me ? It still hadn't dawned on me what was happening here. Well what if
I showed you a bit your grams said anything would be helpful to you and says
your just about busting at the seems all the time.
Now I was embarrassed for sure she told this older lady I was jacking off ?
dammit who else did she tell ?. u just looked at her not knowing what to say.
She continued jimmy IM older and don't look anything like a young girl I know
but I can show you some things that will help you in the long run if your up for
it ? Ah yeah sure I guess.i couldn't believe my grams had got this old lady to
show me about sex.
She said OK why don't you come in here and we'll start OK ? My cock started to
get hard was this old lady going to fuck me ? I didn't know what was going to
happen but I was going to find out.i followed her to her bedroom and and she
said why don't you take your cloths off I looked at her like she was an alien
and just stood there frozen she seen my reaction and said oh IM sorry I should
have been more thoughtful I know your nervous here will it help if I go first ?
I nodded my head.
She pulled her top up over her head and laid it neatly on the chair careful not
to wrinkle it then dropped her polyester pants and laid them next to it. Wow she
had nice legs and her tit's were huge trying to bust out of that big white bra.
She unfastened her bra and let them swing free they laid on her bell they were
fucking huge her areola were as big as a soda can and nipples stuck out 3/4 of
inch and were dark brown. I have to say it she looked hot to me. My cock sprang
to attention and was starining trying to get out of my pants.
She bent slightly and dropped her panty's they were the big white kind old
lady's wear. Her pussy looked puffy but I could see the slit. She didn't have a
lot of pubic hair but some I could faintly see her clit poking out between the
slit in her pussy. Man what a sight she was. She said there now how's that ? She
sat on the bed and said now do you feel a little better ? Yes was all I managed
She said OK now lets get you out of these things. She unfastened my belt and
then pulled my shirt up.I helped and pulled it over my head and off I threw it
on the floor.she said my my you young kids don't take care of anything.She got
up grabbed it off the floor and laid it on the chair with hers. I dropped my
pants to the floor and then picked them up and laid them neatly on the chair.She
smiled and said that's better. She looked at my body and said your a well
developed young man. Thank you. She sat in front of me and said how about down
here she pulled my underwear down, my cock sprang out.
Oh my your well developed down here to. She reached and stroked my hard cock I
trembled. I knew I wouldn't last to long it felt so good. She said Marge wasn't
lying your ready to go aren't you ? Yes.Well How about we take care of that
first one so I can so you can learn some things? Do you think that would be OK ?
She leaned forward and took the head in her mouth and I could feel the cum
bubbling already and she hadn't stroked me once yet. She stopped and said if you
want you can touch my tit's while we get this first one out of the way . I
looked down at her. I reached down and fondled her nipple and it felt so
nice.She popped my cock back in her mouth and sucked the head. She used her hand
and started stroking me I was about to cum and didn't know if she realized it.I
didn't know what I was supposed to do just cum in her mouth or what ?
I said mam, IM going to do something if you keep that up. She popped the head
out and said you go right ahead honey that's the idea.And locked on the head
again gently sucking it and stroking my length with her hand no more than a
minute I started Cumming and felt my knees buckle under me. She grabbed my ass
with both hands and steadied me she started bobbing up and down on my cock it
felt so damm good I started shooting once ,twice,three, times four times, fives
times and I shot hard in her mouth and shot a lot to I know I did she didn't
spill one drop.
When I was done all that was left was that over sensitive feeling. She popped my
cock out and said there now that's over we can get to work.do you feel a little
better now ? Yeah definitely thank you. Your welcome.well come on up here now
and ill show you about a women and what she like's OK ? I moved up and she laid
back on the bed. She said of course women like their breasts rubbed you can do
it like this she took both palms and rubbed across her nipples in a circular
motion and you can lift them and tweak them like this taking the nipple and
I was hard again already watching her she seen it and said I can tell your going
to fine with women hon. And kind of giggled. There try rubbing my breasts like I
showed you.I did the circular thing then the tweak,she closed her eyes and
ummmmm that's nice.
Thank you. Your welcome. And now lets get to the basics of a women and what
makes her relay feel good OK ? I didn't answer she spread her milky thighs and
said you know what this of course ? Yeah. Well this is a clit right here and its
like the head of your penis its very sensitive and if you lick or rub it a women
can and will if you do it right have an orgasm.
These out lips are called a vulva and their very sensitive also, not as much as
a clit but if you start with these its a good thing just use your whole hand and
rub the women's vagina like this, she took her whole hand and reached back to
her asshole and palmed her pussy and just rubbed it for a few seconds then
pulled it forward and pushed it back while closing her eyes she looked like she
enjoyed it..I noticed her breathing was a little harder now.
And this here hon. is the vagina opening. She used both hands and pulled her
pussy lips open. Look closely at the location so you wont be fumbling when you
get a girl.I did, my cock was busting I wanted to fuck her bad. Her hole looked
super tight it was barely a slit even when she held it open with both hands .She
said oh and I almost forgot I know here something ill bet you'll like and need
I looked on anxious to see what this new revelation was going to be. She lifted
one of her saggy tit's and brought the big brown nipple to her mouth and said
this is how to suck a girls breast for her she started sucking like a baby this
sight was hot as hell and I squirmed and grabbed my cock,she stopped and said
you like seeing that don't you ? Yes. Well don't forget to do this once in
awhile she started gently biting the nipple and running her tongue around it in
a circle my god I was going to cum just sitting there if she kept this up.
She was watching me watch her and I could tell she liked me getting off on
watching her.she said finally OK are you ready to try some things ? I said yes
.What would you like to try ? I looked at her. Can I do that, and pointed at her
tit's. Sure go ahead I leaned forward and started sucking her tit and gently
biting it.She reached down and grabbed my cock and said very nice. I reached
down and palmed her pussy like she showed me she moaned and said quick learned I
ran my finger up and down the crack gently nicking over her clit and she started
wiggling all over.
She threw her head back and started moaning a little not loud just some grunts
and unh's and ahh's so I thought I was doing good she started jacking my cock .I
wanted to fuck her bad but didn't know when I was supposed to. She finally said
her take these pillows and shove them under my ass when I raise up OK ? I took
them she raised her ass with her feet and shoved them under. She laughed and
said IM not as young as I use to be and we have to get this belly out the way if
your going to get in me . I just looked at her not knowing what she meant,
She said how would you like to lick my vagina for me ? You don't have to if you
don't want but its a very important thing to know.
I said sure. She pulled her legs back her almost hairless pussy gaped open. I
could see cum running down her brown tight asshole.and got between her chubby
thigh's I took both hands and spread the lips because her pussy was a little
chubby and I had to get in there I could see everything from here it was great.
Her inner thighs were darker from where the rubbed together when she walked and
she had some pimples, but they didn't turn me off at all. I remembered what she
said about the clit and I stuck my tongue on it she started wiggling right away
I flicked it with my tongue and like seeing how I could make her react.
I could see juice running down her brown asshole more now. She pulled her legs
back farther and was completely exposed and open to me she smelled musky but
nice her pussy hair what little she had wasn't a bit gray like the hair on her
head.i looked up with my eyes to see her react her belly was shaking and
twitching so was her chubby wonderful thighs and she was sucking air in short
quick bursts and expelling them them the same way. She looked me in the eyes and
lifted one of her huge tit's to her mouth and gently started biting and sucking
the nipple.She whispered to me, that's it honey suck my clit good for me.
She dropped her saggy beautiful tit and picked up the other shakily still
looking me directly in the eyes breathing choppy breath's she whispered IM going
to cum dear.she started biting her nipple hard and pinching the other. Still
looking me in the eyes it was so erotic her watching me lick her pussy while she
bit and pinched her huge perfect nipples .
She started Cumming her belly started shaking all over and she bit her tit with
more urgency as her breathing got very loud and hard she still watched me doing
her her legs pulled back wiggled in the air as she came and trembled for a good
3-4 minutes straight when I sensed her orgasm subsiding I had a surprise of my
own for her.
Her cum was running down her ass crack onto the bed I could feel it all over my
chin that was buried in the folds of her nice fat pussy. When she was almost
done I dropped down and licked the cum from her asshole slurping up all the way
through the crack over her clit her legs trembled wildly and she let out a very
choppy whispered sentence with her breath. Oh my god baby that feels good. I
locked on her asshole and started sucking she threw her head back hard and
palmed both tit's and held them squeezing.
Her heals flew to the bed and she raised her ass as high as she could, but
couldn't escape me I don't think that was the intent anyway. I seen her somewhat
get control and she pulled her legs back again to let me get at that asshole
better and looked down at me again as she had when I sucked her pussy. She
started whispering oh that's so good baby, keep sucking me. I stuck my tongue
out and up her tight asshole I seen a look of panic in her eyes a good panic she
knew she was going to cum again.
And I did to she started repeating over and over so good baby so good as she
came and started trembling all over again she grabbed her ankles and pulled them
to her tit's and I could see her toes flexing hard as she came over and over I
kept licking her pussy juice that never stopped running down her ass crack she
was filling my mouth nicely and she tasted great. I could feel her asshole
contracting hard on my tongue and it quivered and spasmed through her orgasm,
all the time lookng me in the eyes with a pleading don't stop look in her's.
She said honey I was going to show you more but that can wait until next time. I
need that cock inside me come up here and give it to me. I got to my knee's and
she reached down and positioned my cock at her entrance and said push forward
now I did the head popped in her she was tight as hell I didn't expect her to be
it felt so warm and slipery and nice. she OK baby give It to me hard OK make me
cum good. I slowly but firmly pushed all the way in she let out a serie's of
short stacato breathe's that sounded like ha ha ha ha ha then said oh god
soooooooo goooood fuck me she held her ankles to her tit's and scrunched her
face up as if she was in pain but I knew she wasn't.
I started stroking her hard and deep I could feel my cock bottoming out on
something up inside her.But every time I hit it she would cry out so I kept
aiming for it. She had a look of hurt, so I got a little scared and asked her if
I was hurting her? She whispered and half breathed in a paniced voice no keep
fucking me........like That yessssssssssss. I started slamming her harder, she
started whimpering like she was almost crying but I leaned forward on her and
just drove it in her harder. She screamed yes like that ! fuck me like that !
Her toes were clenched open wide and I leaned my head down and sucked a big
nipple and bit it.She started Cumming even harder and whimpering and saying
something I couldn't understand. She kind of reminded me of a cat in heat that's
getting fucked the way she was almost crying but loving every minute of it. She
started flexing her toes open and closed and I was almost ready to cum before
that and that did it. I told her IM going to cum! All she could force out was,
cum! then about 5 seconds later. cum do it!!
I started shooting in her I was so sensitive I could feel her pussy grabbing me
hard in time with her toe flex's. she whispered I can feel you. I suppose she
meant she could feel me cum but was to busy Cumming to ask. I came hard and I
started urgently fucking her like I was a wild man hard as I could. She
whimpered under me. I could see tears running down her face as I pounded in her
plump pussy I came loads inside her it was one of the best cums I ever had to
this day and I've had some good ones but the sight of her made me cum harder.
God this old lady was erotic. She could fuck so good.I was hardly done Cumming
and my first thought was I hope I get to fuck her again she's fucking hot. I
finally collapsed on top of her she laid there rubbing her hands through my hair
telling me good I fucked her I was great just laying there between those saggy
huge tit's and smelling our sex filling the room.We laid like that for a good 5
minutes with her telling me how much she loved it and she hadn't realized she
needed a young cock to fuck her she had forgotten how good young men could fuck.
She smiled at me and wiped my cock with a towel she had by the bed and then
wiped her pussy. I looked at the pillow her ass was on there was a cum spot from
both of us that was at least 10 inches wide.She took off the pillow case and
threw the pillow in the corned and laughed and said we'll use this pillow again
That made me happy thinking there was going to be a next time. I wanted to fuck
her as much as I possibly could she sure beat jacking off by a real long shot
and I couldn't see any young girls wanting to fuck me. After that day I've
always had a thing for older women, preferably older fat womenand I've never
passed the chance to fuck one ever since. In fact I seek them out more than
women my own age they can fuck so damm good.
She helped me get dressed and she slipped her robe on and asked me how I liked
my first lesson ? It was great she ruffled my hair and said ill have more to
show you tomorrow come by about 4 OK ? I left happy knowing I'd be fucking that
tight chubby pussy again the next day. When I got home my grandmother looked at
me and smiled I didn't say anything she finally asked is everything OK ? Great !
That's nice anything you care to talk about ? No not really. I went to my room
and heard the phone ring I went to the door and listened to my grams side of the
It went something like how did it go ?Then, he did ?How many times? Was he good
? Really ? I told you he was huge I caught him jacking off and couldn't believe
my eyes. And then she laughed when ? OK that's good I think it will help him
out. I know its helping you as much as him though isn't it she laughed again no
dear idont think I could ever do that although don't think I haven't given it a
thought since seeing him.realy the best you've ever had ? Wow that's pretty
good. I don't know maybe but IM like him in that way I think id be to shy to
ever ask him to do it for me. Oh well we'll see oh and thanks for doing this
right you owe me one. She laughed and hung up the phone.
She called me for dinner and didn't mention me fucking her friend I was kind of
thinking she might but she did ask are you going over to Mrs. Potters again
tomorrow ? Half smiling . I said yeah about 4 she smiled and said did you get
most of her work done ? Yeah mostly she smiled again and said good.
To be continued...
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