Date: Tue, 1 Nov 2016 17:46:54 +0000 (UTC)
From: Robert Smith <daddyspussy123@yahoo.com>
Subject: With My Boss

I was a 16 year old in 1970, the year I lost my virginity to a 55 year old
man who was my boss - Robert. I had gotten my first job at a Sears store. I
worked at night after the store had closed, setting up displays in the
different departments in the store and stocking them. My boss was often
there to assist in the setting up of displays. He was a single man and I
had suspected he was gay (homosexual is what we were called back in the
'60's and '70's...or queers or faggots). He wasn't a studly man, but was
about 5'9", about 185 lb. With a bit of a paunch...not fat, but not a gym
body. He was slightly balding, but there was something sexy and confident
about him.

I, on the other hand, was a slight, 5'5", 130 lb. Boy. I was a swimmer, so,
I kept my entire body shaved smooth as all the swimmers did back then. I
even shaved my cock and balls which was uncommon back then...even for
swimmers. Today, I would be called a "Twink". I knew I was attracted to men
and I jerked off daily fantasizing about what it would be like to have sex
with a man...sucking cock, being butt fucked and swallowing sperm. I would
often taste my own sperm after cumming while jerking off, licking my hand
clean. I knew that I liked the taste of my own sperm very much and enjoyed
the sticky, slippery texture and its tangy-salty taste as it slithered on
my tongue and down my throat. I desperately wanted to know what it felt
like to have a cock ejaculate in my mouth.

I was constantly horny and often, at work, my boss would making passing
comments about what a good looking young man I was. He would comment about
how nice my ass looked in my tight jeans. I secretly knew he was hitting on
me, but, I was too self-conscious and shy to know how to respond. I would
blush and smile, then go back to work. He also would "accidently" brush his
hand over my ass while we setting up the displays and find ways to touch me
in a friendly way. It was like an electric shock when his hand brushed my
ass. One evening when I was in the stock room getting supplies, I came
across about half a dozen gay pornographic magazines in the back of the
store room. I was mesmerized and looked through them with lust. They all
had full color pictures of men and boys engaged in all kinds of homosexual
acts -- sucking cocks, anal sex, analingus, masturbation, group sex and all
sorts of other things. After work that night, I went to the store room and
took one of the magazines home. I masturbated multiple times that night
looking at the images and imagining I was one of the boys in the pictures.

After a few weeks of work, Robert asked me if I wanted to earn some extra
money on the weekends. I told him I would love to and asked what the job
was. He told me that he would like to hire me to come over to his house and
cut his grass on Saturdays. He lived about a mile out of town and had a
nice house in a country setting with a swimming pool that was very
private...no neighbors. He told me I could use the pool after cutting the
grass as well and winked at me as he told me that. I agreed and decided
that he was trying to seduce me. I also made the decision that if he was
trying to seduce me and get me alone at his house, I was more than willing
to let him and he would be my first homosexual encounter and that I would
give my virginity to him.

The next Saturday I got up to ride my bike over to his house and decided I
would help him know that I was receptive to his advances and ready to have
sex with him. I put on a tight t-shirt which showed off my thin frame and
smooth body. Next, I found a pair of gym shorts that I had worn in 7th
grade. They were so tight I had trouble getting them on. I purposely did
not wear any underwear. My ass was completely on display and the fabric
hugged my hips making the outline of my cock and balls very
visible. Nothing was left to the imagination. A coat of paint couldn't have
fitted any tighter. I wanted him to know that I was displaying myself for
him. I put on a pair of tennis shoes and rode over to his house.

It was almost noon when I got there and the sun was out and hot. He
answered his door in a pair of loose fitting swimming trunks and flip
flops. I stared at his body, his chest hair, his nipples and areola, his
arms...and I knew I wanted to have homosexual sex with this man. He also
stared at how I was dressed. His eyes rested on my cock and balls and my
cock started to swell. He smiled and asked me to come in. As I did, I could
feel his eyes watching my ass as I walked onto the back porch. The shorts I
had on rode up on my ass cheeks and into the crack of my butt. He showed my
the lawn mower and how to use it then told me he was going to sun himself
while I cut the grass.

I got to work, taking off my shirt and pushing the mower back and forth
across the lawn. In my tight shorts, no shirt and tennis shoes, I felt
almost naked cutting the grass and I was getting so horny in anticipation
of what I hoped was coming after I finished the yard. As I moved back and
forth cutting the lawn, I could see Robert laying back in a patio lounge
chair with his legs spread open. Up the leg hole of his loose swimwear, I
could see his cock and large ballsack hanging down. My heart was beating
100 mph as I stared at his crotch and anticipating what it would be like to
have his cock in my mouth and sucking on his balls.

Each time I stopped to empty the grass bag, I would turn my back to Robert
and bend over suggestively to empty the contents into a garbage bag. My ass
cheeks were clearly on display for Robert and once I even looked between my
legs as I was bent over, to see him licking his lips and fondling his
cock. When I was done mowing I came over to the patio with a sheen of sweat
clinging to my body. I could clearly see that Robert was rock hard and his
cock tented his swimwear in the most inviting way. He told me I could use
his outdoor patio shower to rinse off before using the pool if I wanted.

I knew that this was the moment I had been waiting for. I was going to get
completely naked for Robert and offer him my body for his and my sexual
pleasure. I walked over to the outside shower like a dancer as he watched
me. With my back to Robert, I straightened my legs and hooked my thumbs
into my shorts and began to move them over my hips. Then, I bent at the
waist and pulled them down my legs, exposing my bubble butt and my eager
rosebud. I looked at him through my legs and smiled. He licked his lips and
smiled back. As I let the water wash over me, I soaped up my body and
twirled around sensuously rubbing my body. As I turned my back to Robert, I
could feel my cock stand at full attention -- a respectable 7" with a nice
ball sack, all shaved a smooth as a baby's butt. After rinsing off
completely, I did a piroette with my hands over my head and displayed a
full frontal nude view of me with my cock pointed straight at Robert. To my
surprise, there was Robert, swimsuit in a pile next to his lounge, and his
hand wrapped around a his hardon and stroking as he watched me.

He moved to the shower and embraced me as our hard cocks mashed
together. He kissed me as we grinded our cocks together and his hands
grasped both of my ass cheeks and kneaded them like bread dough. I hugged
his chest and pushed my cock into him, moaning with passion. "Do you want
to have sex with me?", he asked. "Yes", I responded. "I want you to take my
virginity. I want you to show me how homosexuals have sex."

"Everything?", he asked. "Yes", I gasped as my heart nearly jumped out of
my chest..."everything!"

"Everything you saw in the magazine you took home?", he asked. I
blushed..."Those were your magazines?", I said. "Yes, there are mine. I
left them there to see if you were indeed as interested in homosexual sex
as I am. When I saw you had taken one home, I knew you were
interested. That's when I decided to hire you to cut the grass. When you
showed up at the door today dressed like you were, I knew you were ready to
explore your homosexual feelings."

"I dressed that way on purpose and was hoping you'd get the message.", I
told him. Robert responded, "Indeed I did and now, we should go inside and
start the lessons and give you what you want. I am honored that you have
chosen me to give you virginity to. I will do my best to make this a very
erotic experience for you."

Robert slapped my butt cheeks as I giggled and went inside of his house. He
took me to his bedroom and I turned to face him. His cock stood straight
out, was about 7", but was remarkable in that his cockhead was massive...a
beautiful mushroom and the shaft was thick...much thicker than mine. "Go to
your knees and suck your first cock, baby." I complied and opened my mouth
and moved forward. I felt the large mushroom head pass my lips and I closed
my mouth around it and began suckling on it like a baby on its mother's
breast. Robert moaned in pleasure. I then began a rhythmic back and forth
with my head...down the shaft, then back up the head...keeping suction on
his cock feeling it rubbing back and forth on my tongue. I was in
ecstasy. I was sucking a man's cock...my first cock. I could feel his
precum oozing from the slit and its taste was intoxicating. THIS was what
it was like to be a cocksucker! It was wonderful. I wanted to suck Robert's
cock forever. The taste, the texture, the musky smells. I LOVED it
all. After sucking Robert's cock for about 3 minutes, he asked me to suck
on his balls. I loved being on my knees and servicing Robert. I opened my
mouth and he guided one of his testicles into my mouth. I closed my mouth
on it and began sucking on it and washing it with my tongue.

Robert let out a long moan as he tossled my hair. "Suck on it and pull your
head back.", he instructed. I did as he said and stretched his scrotum
out. "Oh, yeah, I love that." he responded. "Pull my balls out."

"Now, the other one. Do the same thing.", Robert instructed. I worked on
his balls for a good 5 minutes making him moan with pleasure. Then, Robert
told me to lie on the bed. I did, and Robert got between my hairless
legs. He took my cock completely into his mouth and began performing oral
sex on me. I had never felt such and incredible feeling. It was
overwhelming. He bobbed his head up and down, applying suction and swirling
his tongue over my sensitive glans. He tickled and kneaded my scrotum and
drove me to a point of arousal I had never experienced. Just before I was
ready to shoot my sperm into his mouth, Robert pulled off and pushed my
legs up to my chest. My rosebud was obscenely displayed for Robert and he
told me, "You are going to LOVE this!" He then lowered his mouth to my most
private place and began to perform analingus on me. He licked all around my
anal ring and lapped at my hungry boy hole. I was moaning in ecstasy as he
began to enter me with his tongue.

He french kissed my asshole making time stand still. As my ass relaxed
completely he gave me an oral assault which had me quivering like
jelly. After 15 minutes of analingus, Robert climbed on top of me and
kissed me. "Are you enjoying your homosexual experience so far, baby boy?",
he asked. "Yes, all of it. I absolutely love it. I have wanted this for a
long time. Are you going to take my virginity now?" I asked.

"I am looking forward to doing that for you, but first, I want you to try
something that will enhance the experience and relax you.", he said. Robert
reached into a drawer by the bed and pulled out a bottle of liquid. "These
are called poppers. It is amyl nitrate. It will give you a rush, like
getting high and it will cause your "soft tissue" to relax...which means
your asshole will be very relaxed when I penetrate you. It also gets me
REALLY horny when I snort them. Here, you try." Robert instructed.

I took 2 large hits in each nostril and Robert did the same. I felt a huge
rush to my head and my eyes lost focus for a second...suddenly I was
completely high and in a state of hightened arousal. It was like going into
sexual overdrive. Robert told me to get on my hands and knees and I did as
he instructed. He told me he was going to lube me up with olive oil and
finger my anal canal to get me used to penetration so that it would be
pleasurable when he put his cock inside of me.

Robert massaged my anal ring liberally with olive oil and then began
working his middle finger inside of me. I had expected a lot of discomfort,
but, Robert was correct, the poppers had worked their magic and my anal
ring was completely relaxed and the insertion of his finger felt good after
the prep work he had done previously with his tongue. As he went deeper, I
moaned and pushed back to meet his probing. I felt the knuckle of his hand
and realized that he had his finger buried entirely in my asshole. I moaned
and he wiggle the finger back and forth which stimulated my prostate which
sent shudders of pleasure through my body. I ground back against his hand
as he withdrew, added much more olive oil and plunged back into my
welcoming pucker and eagerly fingered my.

After 2-3 minutes of exquisite finger fucking me, Robert asked me if I was
ready to take his cock and be properly fucked by a man. I told him I was
wanting to be fucked more than anything else and he smiled and told me to
take another 4-5 hits of the poppers so that I would be good and relaxed
and horny and aroused. I did as Robert instructed as he stroked a handful
of olive oil onto his cock.

Robert told me to put my head down, my ass up and relax completely. I did
as he told me. My head was spinning with amyl nitrate, my rosebud was loose
and relaxed and I was excited with anticipation with being penetrated for
the first time by a man's cock. I felt Robert move forward and place his
cock against my anal ring and push. "Relax, baby boy.", he told me. "I'll
go slow at first...I'm going to push the head in and stop."

As I relaxed, I felt the large mushroom head that had filled my mouth
earlier, slip past my relaxed anal ring and enter my asshole. I gasped
audibly....not so much in pain, but in an unfamiliar pleasure that I had
never known. I clamped down, involuntarily, on his cock. I had fingered
myself and even used a hair brush handle in my asshole, but these were
nothing close to the feeling of having a warm stiff cock invading my most
private place. Robert stopped his invasion of my asshole to let me relax
again. He had the head and a bit of the shaft in my anal canal. After about
30 seconds and another hit of poppers, my anal ring again relaxed and
Robert pushed in another few inches. This time, I didn't clamp down, but
moaned and pushed back against Robert. I was expecting pain, but, instead,
I was filled with a pleasurable sensation that was driving me wild. I felt
his cock enter me deeper as I pushed back and he met my invitation by
leaning into my eager pucker.

Soon, I felt his hips against mine and could feel his pubic hair rubbing my
ass and realized I was fully impaled on his thick, veiny cock. As he leaned
into me, I moaned audibly and buried my face in the bed. I felt so
full...so stretched...so good. He pulled back a few inches and pushed in
again, forcing waves of pleasure through my body. My anal pucker was fully
relaxed and I loved the feeling of him inside of my body. As I lie there,
head down, ass up, savoring the wonderful feeling of being impaled on a
man's cock, Robert began to pick up speed as he held my hips and pumped in
and out.

"This is so nice, baby...I love fucking your boy pussy." Robert was clearly
becoming lost in the pleasure he was receiving from fucking my tight
hole. I had never considered that I had a "pussy", but Robert uttering that
phrase turned me on. I really DID have a "boy pussy". Letting a man fuck me
in my "boy pussy" really was turning me on. I began to think about how
girls felt getting fucked and loved the idea that I was being used by
Robert as a "Pussy Boy". I loved the idea and it made me hornier...I
responded, "Oh, yes, Robert...fuck my boy pussy...fuck your Pussy
Boy. Sodomize me, sodomize me. Take my virginity and cum in my pussy,
baby."

As I became lost further in the anal pleasure Robert was giving me, the
more I thought about how much I enjoyed becoming a Pussy Boy and providing
men with sexual pleasure. I loved giving up my boy pussy to Robert and
loved the feeling of him stroking in and out and massaging my anal canal
with his wonderfully thick and hard cock. I moaned and bucked as he
continued his anal onslaught and I spread my arms out to my sides, buried
my face in the bed and begged him to fuck my little boy pussy. Robert had
been continuing to tell me what a good Pussy Boy I was and how much he was
enjoying teaching me about homosexual bonding. He had been fucking me
continually for at least 15 minutes and I became aware that he was changing
from long, deep strokes of his beautiful cock, to shorter, deep, hard
thrusts.

I was deeply impaled on his cock, when he told me he was getting ready to
fill my boy pussy with his sperm. "Oh, yes!!", I replied..."Please, cum
inside of me. I want to have your sperm inside of me all night." Robert
began to moan loudly and in 5 short, hard pushes, Robert removed my
virginity and replaced it with 8 large spurts of his warm, sticky sperm. He
pushed in deep and held his cock deep in my asshole as he coated my anal
canal with his sperm. I was in heaven! I realized I had caused a man to
orgasm by giving him my butt to fuck. I felt a sense of great
accomplishment...I loved that he had cum in my ass and the feeling was
wonderful. Robert asked if I was OK, and I assured him that I was more than
OK...I was fantastic and in a state of intense sexual arousal.

Robert told me it was my turn to experience a homosexual orgasm and rolled
me over to expose my raging boy stiffy. He pushed my legs up as his sperm
began to leak out of my boy pussy and he dove in to have a long deep
lick. He continued up my ball sack and took my raging cock into his mouth
and began a rhythmic sucking of my cock. I knew I was not going to last
long. He inserted his middle finger into my slimy pucker and pushed me over
the edge. My boy pussy spasmed over and over milking his finger as my
orgasm washed over my entire body. My body shook and spasmed as my cock
spasmed over and over, pumping my essence into Robert's eager mouth. He
moaned as he swallowed spurt after spurt of my boy cum. I had never had
such and intense orgasm in my life. Robert continued to softly suck my cock
as it wilted and withdrew his finger from my well used hole.

I laid there for several minutes catching my breath, as my breathing
returned to normal. I smiled at Robert and said, "Thank you...thank
you...thank you for taking my virginity and showing me how much fun being a
homosexual can be!" Robert replied, "No, thank YOU for giving me the honor
of taking your virginity. I'm so happy it was a good experience for you and
that you enjoyed it so much. You are a very eager and receptive lover."

As I lay there, I told Robert, "I don't have to be home for at least
another 6 hours....do you think we could do this again?" and I giggled as I
presented my boy pussy to him again. Robert replied, "Oh, my my, sweet
boy...I would be very happy to give you all the homosexual passion you
want. Come here and let me feast on you boy cock and balls. I have some new
tricks to teach you!"

For the next 3 hours, Robert and I engaged in rampant homosexual activities
and he sodomized me 2 more times -- pure ecstasy.

More to cum....

daddyspussy123@yahoo.com