A special thanks to Brad who now attends the University
of Minnesota for making this amazing evening come to
life.
My story I guess starts when I met my husband and his
brother Brad. At the age of 12 Brad was 13 years our
junior. During the two years my husband and I dated I
got to know brad quite well. He was a cute kid, a bit
shy and almost from the beginning started to show signs
of a teen boy crush on me. It was so obvious in those
early years that even his mom would tease be that I had
stolen the hearts of both her sons.
At the age of 14 Brad was in our wedding party and we
continued to become close friends and now family, My
husband and I moved close to the city so we did not see
brad as often but still had him over for the occasional
weekend or camping trip.
As the years went on Brad was growing up and his little
crush on me either disappeared or maybe he just got
better at hiding it. He was still sweet to me and on a
few occasions I caught him stealing a glance. But then
again at that age boys are a ball of hormones and will
look at anybody.
My husband and I were now three years into our marriage
and we lived in a small apartment as we saved to buy a
house and have a few kids. Brad had gotten accepted to
a great school at the last minute in the city but
couldn't get housing as he was put on a waiting list.
As soon as my husband heard he of course offered our
small couch as a place to stay during the week at
least. Brad had stayed over many times but felt bad, as
this was a big imposition in his mind.
My husband of course dismissed his concerns saying,
that's what family is for and wouldn't take no for a
answer, he also mentioned that Brad could be a help
since I was alone a few nights during the month while
he traveled. After some back and forth it was agreed
that Brad would stay with us and look for a place on
weekends or hopefully get a call on housing from the
school waiting list.
School started at the end of August so Brad moved in a
couple of days before to get settled. It was fun having
him around to chat with those first few weeks as he and
I got on great and enjoyed each others company. The
apartment was cramp and the bathroom/shower was a major
problem in the morning but we were dealing with it as
best we could. The mornings were so bad that when my
husband scheduled his first business trip since Brad
had moved in, the on going joke was that now we could
take 7 minute showers in stead of 5.
The close quarters came with some loss of privacy, my
husband and I could no longer spontaneously have sex
after work or in the morning because it would be
obvious so like parents with children we were limited
to after 10 or 11 when we called it a night and went to
bed. We also got used to not wearing a lot of clothing
in front of each other in the morning especially.
It was not uncommon for all three of us to exit the
bathroom in a towel and in a few cases be seen in our
underwear. I am not particularly shy about my body so I
didn't have a problem with this however because of
Brads age and his obvious interest in the female body
(mine included).
I made sure that he never saw me in anything less then
a respectable bra and panty and even then only briefly.
Not that having a 17-year-old handsome guy take a
glance at my 30 year old body was such a distasteful
experience but I also felt bad for him and didn't want
to drive him crazy.
On the third week of Brad being with us my husband went
out of town for two nights. Brad was great while he was
away, helping get dinner on since he arrived early
which gave me a chance to relax and get cleaned up. We
were like an old couple as we had dinner and watched a
little TV and then went off to bed.
The second night was pretty much the same as I got home
to a semi prepared dinner and got cleaned up. After
dinner I was in my pj's on my bed doing my toes and
Brad came in as he had the night before. There wasn't
anything on TV so we laid on the bed and played a few
board games and stayed up till almost 12am At that
point I was dead tired and the next day was a work day
so I said, "That's it I am going to bed."
I then offered the bed to Brad, he was too big for our
small couch and I just thought he could get a better
night sleep. I didn't think anything bad about it, I
had a nice queen bed so we wouldn't be on top of each
other and I would keep my pj's on. He looked very
awkward about it but after I offered a second time he
said, "Sure."
Like two good friends we got under the covers I gave
him his usual good night peck and went to sleep.
I slept like a log until morning when I woke up a few
minutes before my alarm clock to find that I had
shifted over to my husbands side of the bed and was now
facing Brad cuddled up in his chest with our legs
somewhat intertwined. I am not exactly sure how much
we were intertwined because I was so startled by this
that I quickly rolled over waking him up. I wasn't sure
if he realized so I didn't say anything and in reality
it wasn't all that big a deal, so we cuddled while
sleeping, not exactly a major sin.
My husband came home that day and things continued
pretty much as before. Brad and I continued to become
closer friends as I helped him hunt for an apartment
and just general conversations. I learned about all his
dreams and also problems. Brad was a bit shy and lacked
a little confidence in himself. He was always worried
about failing in school and had a difficult time making
new friends especially girls. Although he never said it
I was pretty sure that this poor kid was still a virgin
in college.
A few more weeks had passed and Brad had now been with
us for 6 weeks but seemed like he was getting close to
a dorm as he was next on the waiting list. I was happy
for him and we were so cramped in our apartment and my
husband and I looked forward to our privacy again.
However I also knew I would miss him in many ways. He
had become a great friend, person to talk to and our
late night board game wars had become addicting as we
were constantly playing and wagering who went first in
the shower, who cooked etc.
At the time I wouldn't admit it but I would also miss
his youthful attention. I had gotten used to and fond
of his little glances. Not that I was aroused by them
but I found them sexy and reassuring that I was still
attractive. He would never stare or touch me in any way
or be rude but I would occasionally catch a glance as I
exited the bathroom in a towel, or when I got home from
work in a skirt and especially on a rare occasion when
had caught a glimpse of me in my underwear
My husband's next trip was upon us as he was leaving on
a Thursday and returning on a Saturday morning.
I had a slow day on Thursday and got home a bit early.
Brad greeted me at the door with a big smile. After a
hello hug he said he had brought two steaks and that he
wanted to make them on the grille on the terrace. I
thought that was a great idea. I noticed his little
glance at my black mid thigh skirt with a cami top and
jacket, black heels of course. It was an Indian summer
day so I went out to the terrace and sat on a lounger
with a bottle of water relaxing and chatting.
As I sat on the lounger of course my little ball of
testosterone peeked up my dress hoping to see some
panty I guess. I just laughed to myself and as usual
pretend to have a blonde moment and not notice. He
cooked the steaks and we eat them on the terrace, I
even opened a bottle of wine to go with the steaks. As
we ate we chatted about what to do, whether we should
have a major monopoly match or watch a movie.
We decided on the spur of the moment that it was early
and we should go to the movies, I said, "Sure it's a
date." I cleaned up after dinner and he threw some nice
clothes on.
Before we left I gave him money and car keys playfully
saying that he should pay, drive as I accepted to be
treated like a lady on a date, this way I could train
him for his college girl friends. He laughed but seemed
to like the idea of at least appearing to be my date as
opposed to a kid brother being taken to the movies.
We walked outside and he promptly opened my door and
even held my hand as I got in of course his hormones
got the best of him as I sat his eyes left mine and
went south. I thanked him and he closed the door and
walked around. For some reason I decided that it was
time to teasingly cure him of his little habit.
As he sat behind the wheel I said that I had his first
dating lesson of the evening, he stopped and listened
wondering what I was going to say. "You never check out
a date's legs when you help her in the car, its kind of
rude because she is trusting you not too, so if you do
look you need to get better at it," I said.
He turned red and was somewhat speechless, as he must
have thought I was pissed. "Besides," I said, "you have
known me for years and been living in my house for 6
weeks so you have seen plenty of my legs, see they
haven't changed." As I said this I slowly pulled my
skirt up fairly high without showing panty, then pulled
it down. I laughed shook my head and said, "Lesson
over, let's drive."
For the rest of the evening out he was a perfect
gentleman as he opened doors, stood on lines, carried
the food, held my hand on his arm as we walked etc. We
watched the movie and I even found myself resting my
head on his shoulders, as the theatre was a bit chilly.
He even smelled good as he wore cologne I had bought
him for Christmas.
He again walked with me to the car and helped me in,
this time of course never looking; as he got in I
kidded him saying that was better or at least you got
better at it. He blushed and surprised me by saying
that he got better at it that of course got him a
playful smack on the arm. I took the opportunity to
kind of say I was sorry for teasing him about my legs,
I assured him I wasn't mad just kidding as I understood
he was just a curious 18 year old. He smiled somewhat
embarrassed and didn't say anything else
We arrived home and I wanted to get comfortable and so
did he, we agreed that we would play a few games before
bed. I got cleaned up, put on a pajama pant with a
braless cami and some socks. Brad met me in the bedroom
in a pair of gym shorts and tee shirt. I flipped thru
some TV channels as we talked about what game to play,
it was to late for monopoly so we thought and then Brad
came out with Truth or dare.
I was quite familiar with that game and wasn't sure
about playing it, but after some discussion I figured I
would play for a while. I made sure the rules included
that we had 3 passes and no dares out side the house. I
didn't think he would have the nerve to give me a bad
dare but just in case I had enough passes to last me to
bedtime. I told him to get me a little wine from the
kitchen, as I might need it for some of the questions.
I selected truth or my first turn and waited for him to
ask. I expected him to ask me some personal stuff and
some curious sexual stuff but was surprised at how
quickly he started. His first question was how many
guys did I date before his brother. I reminded him that
I was 25 when I met his brother and then said that I
dated about 20 guys but some might have been just one
date.
He selected truth and I figured whets fair is fair so I
asked how many girls he had dated, he said he had gone
to the movies once with a girl in high school. I felt a
little bad as I hadn't realized he was that shy.
I sipped my wine and chose truth again; his next
question was even more personal as he wanted to know at
what age I lost my virginity. I couldn't say I was a
virgin for the wedding after admitting to having an
active dating calendar so I went with the truth, 17. He
was surprised when I said it. I asked what he thought I
would say and he said 20.
It was his turn and I think he was scared that I would
ask the same question so he picked dare, I tried to
think of something that a college guy would consider
funny and I came up with him mooning the sliding doors
by terrace, knowing that being on second floor no one
would actually see him. But he wasn't budging as he got
pretty shy and took a pass. "Too bad," I said. "The
neighbors would have enjoyed your butt." He responded
that he doubted it but I reassured him that I know they
would have and gave it a slap as he walked by me.
I kept sipping wine as I decided whether to go truth or
dare. I had passes but I also wanted to win as the
loser tonight would have to do all the cooking and
cleaning tomorrow. So I went with dare, Brad thought
for a while and then came up with a pretty good one. I
had to do twenty-five jumping jacks next to the bed.
My first thought was that's pretty lame no problem
however as I stood I realized I had on braless pajama
cami and by breasts would bounce like crazy. I gave him
a look as if to let him know that I knew and proceeded
to do them. When I got to 15 I had to quickly stop as I
thought my left breast was going to pop out, he laughed
and I finished the last 10 without incident.
For his turn he again selected a dare, I couldn't think
of anything and then I figured I would make good use of
it so I dared him to give me a 5-minute foot massage.
He said okay and I told him to bring some hand lotion
from the bathroom.
I sat up on a pillow and he pulled off my socks and
then brought my feet up on his thighs as he rested them
there. He proceeded to give me the foot rub. I was
kind of surprised as he had a nice touch gentle yet
firm. It felt wonderful and I told him so as his hands
massaged every inch of my feet. Before I knew it my
time was up. Brad put my socks back on and went and
washed the lotion off his hands.
A few more sips of wine and it was my turn, I wasn't
sure again whether to go truth or dare, so I finally
went with truth. I braced myself for a personal
question and I got it, the question was is your husband
good in bed. This was an odd question at first but then
I guess I realized that coming from the younger brother
who all his life has heard how great his brother was at
everything he probably was hoping that there was a
chink in the armor.
Although my husband wasn't the best I ever had in bed
he was very good, but I felt bad saying that, so I
figured what harm could there be in a little white lie.
I told brad that I loved his brother very much but that
sexually he was okay then I really made his day
whispering that he could be a little bigger. As I
expected he lit up like a light.
It was Brad's turn and he picked a dare, having enjoyed
the foot rub I knew another innocent part of my body he
could work on, "5-minute scalp massage," I said. "Just
like at the beauty parlor," I said. So Brad came up
behind me and took his big hands and for 5 minutes gave
me a heavenly massage on my scalp
It was my turn again and I as always was undecided. It
took a few more sips of wine to decide. I said, "Dare,"
and waited for Brad to come up with something clever.
He came up with a bit of a shocker, a ten second kiss
he said. "No more wine for you," I answered. Which of
course brought a sad puppy dog look to his face. "I
can't give you a real kiss Brad, it wouldn't be right."
He answered that he knew it was just that he never had
one and got carried away, "I will think of something
else," he said.
After about a minute I said, "Okay I will do it, but
only because its your first." The smile of course was
ear to ear. "How do you want it I said?"
Puzzled he said, "on the lips."
"No I mean you want me to lean over as we are now, or
standing up so we can hold each other or laying down
its your first kiss you want it to be special." He
thought and said, "Lying down on the bed." I took him
and we lay facing each other on our sides. I put his
arm around me and mine around him. I then took a deep
breath and said, "Ready?" He shook his head nervously.
I figured I would give the kid a good one so I started
slow, just wet little kisses on his lips, then I sucked
his bottom lip a little bit then I placed my mouth
fully on his and opened my mouth for his tongue. Our
tongues danced as we held each other tight Although we
weren't grinding each other we were close enough that
our bodies touched and I could feel his bulge against
me.
We continued to kiss past the 10 seconds. I
occasionally broke the kiss to give him soft wet kisses
and then went back to tongues. Finally at about 30
seconds I broke the kiss and said, "Okay 10 is over."
All he could say was wow!
I sat up and took a sip thinking how weird this night
had gotten. After the kiss I said that it was getting
late and we would just play a few more turns and then
go to bed. He then selected truth so I asked what three
celebs that he would love to have sex with and he named
them putting Angelina Jolie at number one.
It was my turn then, I go for a dare and he turns the
massage table on me saying I should give him a 5-minute
full body massage. I of course said, "You cant do a
full body in 5 minutes and I am to tired to anyway so
pick an area like I had with my feet and later scalp."
He selected his back. I love giving and getting massage
so this one wasn't bad at all I told him to take off
his shirt and I then straddles his butt as he laid on
his stomach. I slipped fingers in the back of his
waistband and pulled his shorts down a bit in order to
do the small of his back. I start at his neck,
shoulders, then back, sides and lower back. I did it
somewhat fast since I only had 5 minutes by worked his
muscles well with the lotion. I remember thinking while
I did, what a nice body he had. I finished the 5
minutes and jumped off his back, giving his butt a slap
on the way up.
It was his turn and it would be possibly be the last,
he picked a dare and I thought about it and then I
figured that I would also take a back massage. I handed
him the lotion and said, "Back please," laughing.
I made him turn around and when he did I took off my
cami and used it to cover my breasts as I laid on them
and my stomach. Brad turned back and straddles me to
massage my back. I wanted to make sure he got the small
of my back (best part) so I told him to pull by waist
band down a bit so that he could do my lower back as I
had done to him.
Nervously and very gently brought my pants down ever so
slightly but enough to actually catch a look at the top
of my panty. He then starts with the lotion and quickly
shows a very nice touch as he had with my feet. He
slowly worked my back, sides and shoulders ending each
time on my lower back. He would go from firm to a
softer touch as he spent a good 10 minutes on my back.
I was in heaven and totally lost in the moment.
So whether it was the massage or the wine I don't know
but when he finished I asked him to do more, saying my
legs. He said, "Okay and shifted location," he tried
pulling up my pajama pants but could not and the
without even giving it a thought I said, "Take them
off, just make sure you don't pull my panties down with
them."
He must have been floored cause I couldn't believe I
said it, but before I said anything he softly grabbed
the band and slowly removed them all the way off my
legs leaving me in panties and a folded shirt covering
my breasts. I then made light of the situation by
joking that it was a night of first for brad, first
real kiss and first woman in her panties. Brad laughed
and agreed thanking me.
So after the excitement of seeing me in my panties Brad
proceeds to massage my legs like a pro. As he does my
legs and calves and thighs I cant help but think for a
minute how dam sexy this is being almost naked on my
bed with my 18 y/o brother in law. Brad does all the
way up my thighs but keeps a respectable distance from
my private area. After about 10 minutes he finishes my
back legs. And he says rather causally turn over sis.
Enjoying the massage way to much to stop I hold my
shirt close to breasts and flip over thinking he has
seem the back so no harm in seeing the front As I
finish my turn Brad looks at me disappointed. I say
whets the matter, as I couldn't imagine what he was
miffed at.
He laughs saying that I moved way to quick for him to
catch a glimpse and being such a night of first he had
hoped, I laughed, you little bastard maybe you should
call your brother and tell him you are massaging his
wife in his bed in her panties and was wondering if I
could put on a little girls gone wild breast show for
you. He stopped laughing for a moment as he realized
how bad this looked and didn't know if I was kidding.
I noticed he looked rather worried so I threw caution
to the wind and pointed my finger at him saying, "Our
secret right," with that I pulled the shirt that
covered my breasts off and announced another first.
I then tell him he can enjoy the view while he massages
my legs and by the way at this point a compliment would
be nice. He of course responds with great enthusiasm
saying that they are amazing.
Brads is totally shocked and overwhelmed by his luck
tonight but gets a hold of himself and gets back to
massaging my legs taking glances at my perky b cups. As
before he is very good with his hands and slowly
massages my feet, ankles and my legs. Very slowly he
comes up my outer leg and thigh all the way up to my
panty. On the inner thigh he also comes up but a
respectable distance.
I lay there enjoy all of this and thinking about how it
all happened and how I am enjoying it. The massage is
great of course but I also feel very sex. Lying there
in nothing more then a white cotton bikini with my
young brother in law massaging me and enjoying my body,
as his first look at a woman's body is pretty amazing
and sexy. Something about being first and that kid in a
candy store look he has is very sexy. The other sexy
thing of course is that for the last 30 minutes or so
it has become quite impossible for Brad to hide his
excitement.
I couldn't help getting caught up in Brads excitement
as it not only made me feel sexy but a little sorry for
him because of his shyness around girls his age. He was
a cute kid with a killer body and a smile that could
charm the pants off any woman but he didn't engage
people.
I started to think of ways to help him and have some
fun but the wedding ring on my finger kept getting in
the way. I then began to rationalize to myself that
somehow if something more then the nudity was to
happen, as long as it was limited and more importantly
if it happened solely for the purpose of treating Brad
to a wonderful experience and not for my own pleasure,
well then it wasn't like real cheating.
As silly as it seems now I was thinking that as long as
our activities were limited it wasn't much different
then when I had taught him to dance a few years ago for
the junior prom he never went too. What would be so bad
after seeing most of me nude if I just let him look at
me, maybe touch a little or what would be so bad about
me jerking him off. He was a kid his awkward touch
probably wouldn't even be enjoyable for me and jerking
him off would take seconds at most.
Just as my mind was in deep thought Brad finished the
massage, I thanked him with a great big thank you that
was great and got up in just my panties. I mentioned
that now that I knew what a good masseuse he was I
would have to make him massage me more often, with less
nudity of course I said giggling.
I then pulled the covers back and slipped into the bed
without putting anything on, I asked him to get in with
me. He hesitantly did and I then looked him in the eyes
and told him the that I knew he was really aroused and
if I weren't married to your brother I would be honored
to be your first and take your virginity as you are so
cute and sweet but I wouldn't feel right. I do however
have a compromise, something that I feel okay with
considering how tonight has developed I will get
totally naked and allow you to touch and explore my
body, you can kiss me, touch me, even lick me. At the
end I will touch you and give you what they call a
little happy ending, okay.
Brad lay there with his mouth opened and the biggest
smile on his face. He couldn't believe his good fortune
as he said, "Thank you so much," about 10 times.
I lay on my back and let him enjoy my body and explore
it. I was pretty surprised as Brad started to slowly
kiss my lips, then tongue kissing me and his very soft
touch of my nipples and breasts. This was not the touch
of an awkward kid I expected, instead he had a great
soft touch that felt great and was arousing me. Brad
advanced slowly with gentle wet kisses and soft
touching my breasts and nipples. I could feel my breath
getting heavier. He then lowered his head and started
to play with my breasts and nipples with his mouth.
Again he showed great instinctive skills combining soft
licking with occasional harder sucking which was
driving me insane. For what seemed like forever he
continued to play with my breasts alternating between
his hands and mouth while also giving me what were
becoming harder and more passionate kisses.
Then his hand slowly lowered to my clit, he softly
rubbed my clit and lips. Again as with my breasts he
started with a very soft touch, more exploring then
anything else. After a while he started to touch me a
bit more forcefully and I started to feel an orgasm
building. I couldn't believe it this punk kid was going
to make me cum just like that. He alternated from
fingering me to rubbing my clit directly; during one of
those clit rubs my body spasmed and my arms and legs
wrapped around him as I came. Kissing him hard and even
whispering his name as I came. As my orgasm subsided he
looked all excited that he had been able to do that to
me, he asked if I was all right and we talked a little
about what had just happened.
I now felt quite aroused and a little guilty but I
wanted to make him cum as I had promised, I had planned
to give him a quick hand job but felt he deserved a
little treat. I had him lay on his back and I straddled
him as if I was going to fuck him, instead I started to
rub my soaking wet slit on the bottom of his cock,
slowly at first like a wet dry hump.
My hips rocking and leaning over and kissing him I
whispered little things in his ear like how good this
felt, how hot he had made me and how much I wish I
could put it in me. I continued this sensual slide up
and down on his cock for a few minutes and then his
body tensed and I felt him cum shooting blobs of cum
all over my pussy and pubic. I continued until he was
done and then slowly got up. I laughed and spread my
legs showing him the mess he had made. He laughed also
as he saw, I then figured it was time to end this and
get cleaned up. I got up and said I was going to jump
in the shower.
As I walked to the bathroom Brad asked if he could join
me, I turned and thought a bit. I said that what had
happened was a one time thing but he of course said
with his cute little smile that it was a night of
firsts and it was just a shower still not violating the
limits which I had set. Despite my better judgment I
agreed and we both entered the shower.
Once in the shower of course he wanted to wash each
other so I went first. I didn't want to continue our
little naughty session so I washed him rather quickly
from his head to toe on his backside and then started
the front. Of course when I got to his penis I couldn't
help actually touching it for the first time as I gave
it a quick but playful washing. I had finished him and
it was now brads turn.
Brad was much more deliberate of course as he enjoyed
every minute and every inch of my body. I stood there
as his hands explored all over my shoulders, back and
ass cheeks. I closed my eyes as I enjoyed the moment
with no thought to any guilt for my pleasure. He then
bent down and did my legs, feet and of course all the
way up my inner thigh not being bashful. He then turned
me around and repeated my washing on my front. He spent
forever washing my shoulders, breasts and nipples. His
nice touch coupled with his soapy hands had my eyes
closed and little moans escaping my mouth.
Then he kneels down doing my legs and feet. Then works
his way to my pussy, as he washes it softly he leans
over and give it a kiss. I was surprised as my eyes
were closed and I didn't sense it coming, I gave him a
playful slap on the head saying that the fun was over
and this was just a shower. He continued to wash me
there giving me extreme pleasure and after I had let
out another little moan he leaned in again and this
time put his mouth on my clit.
I couldn't help myself at that point; I collapsed onto
the wall behind me, let out a louder moan and even
instinctively placed my right foot on the tub ledge so
that he could have access. For a moment I was going to
stop, how could I do this again, this wasn't part of
the deal, I am a married woman I thought. But his
tongue on my clit proved to be too much, it wasn't long
before my body was bucking and having spasms from a hot
orgasm.
The orgasm subsided and I got a hold of myself. I told
him he should not have done but couldn't help smile as
I did. I put on some panties and a top and climbed into
bed, he followed me in after putting some shorts on and
I said, "Goodnight." I turned my back to him as I
wanted to end our fun, he gave me a hug and then also
went off to sleep, at least for now.
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