Tommy Caught Peeping
It had been a long day. My wife and I had just finished cleaning the dinner 
dishes and as usual Sheryl went to the bedroom to get ready for bed and I had a 
drink to unwind. Normally I would watch the news but it was such a nice summer 
night I decided to have my drink outside under the stars. When I opened the side 
door I noticed the gate to the backyard was open. That was odd because it was 
closed an hour earlier when I took the trash out. I quietly walked into the 
backyard to see what was going on. There was no moon and it was nearly pitch 
black. Our bedroom is at the back of the house and in the glow coming from 
through the curtains. I could see a figure peeking in. My first thought was to 
yell out, but I decided to get a little closer to see what was going on. I 
walked out into the yard and came up behind the figure. From there I could see 
my wife through the opening in the curtains. She was sitting nude in front of 
the dresser mirror brushing her long red hair. I moved in closer I recognized 
the figure as my next door neighbor’s eighteen-year-old son, Tommy. He was 
wearing a tank top and his shorts were down around his ankles. He had his cock 
in his hand stroking it slowly. By now my anger had turned to amusement. After 
all, what sixteen year old wouldn’t want to see my wife nude. At thirty, she was 
beautiful. She had milky white skin, small but very perky breasts, a gorgeous 
ass, and nicely trimmed bush. She was thin but had nicely rounded curves. 
Watching this young stud beating off while watching my naked wife was a bit of a 
turn-on and I could feel myself getting hard.
I could have just watch and let Tommy finish and go on his way, but that 
wouldn’t be any fun. So, I came up behind him and grabbed him by the shoulders. 
He almost jumped out of his skin and let out a yelp. “What are you doing Tommy?” 
I asked. He didn’t know what to say, first saying something like he was looking 
for his cat then apologizing all over him self. It was funny to see that after 
all that he still had a hard-on, sticking straight out. “Well, Tommy,” I said. 
“I guess we need to go talk to your parents.” “No, no! Please don’t tell my 
parents.” He pleaded. “I’ll never do it again I promise. I’ll do anything, just 
don’t tell my parents.” Of course, I had no plan to tell his parents but I 
thought I might use his fear of them finding out to my advantage. “Okay, Thomas, 
maybe we won’t have to tell your parents.” I said, “But we can’t just ignore 
this. The first thing is for you to do is go inside and apologize to Sheryl.” He 
agreed and started to pull up his shorts. “No way!” I stopped him. “I want her 
to see you just like this.” Poor Tommy was shaking with fear and embarrassment 
and his dick was starting to go limp. I led him inside and straight to the 
bedroom. Sheryl was in bed by now reading a book. The look on her face was 
priceless when I came in holding a half naked teenaged boy by the arm. “Look who 
I found peeking in the window at you.” At first Sheryl looked shocked, followed 
by embarrassed. “Where are your pants?” she asked. I told her, He pulled them 
down so he could masturbate while watching you.” She tried to act angry but a 
little smile on her face betrayed her flattery. Tommy, you were trespassing and 
invading our privacy.” Poor Tommy tried to apologize but was so nervous he was 
barely able to stammer “sorry.” 
Having a little more fun I asked Tommy, “Do you like looking at my wife’s tits?” 
“Yes, I mean n-no, I don’t know.” Sheryl caught on to what I was doing and 
jumped right in. “Do you want to see me naked again, Tommy.” He knew there was 
no right answer. He couldn’t take any more and sat on the bed, starting to cry. 
Sheryl got up from under the covers, still naked, and sat next to Tommy with her 
arm around him. Trying to calm him she told him that she wasn’t angry and that 
she was actually flattered that a good looking young man like he would be 
turned-on by her body. 
By now I was as hard as a rock, watching my wife, completely naked, with her 
arms around this kid, who by now was growing hard again. Seeing that Tommy was 
growing a little more comfortable, I explained to him that there was nothing 
wrong with looking at naked women or masturbating, but that peeking in someone’s 
window without their permission, was wrong and he would have to be punished. He 
understood, he said, but pleaded that we not tell his parents. “I’ll do ANYTHING 
you tell me.” Sheryl and I have never had hang-ups about sex and had talked 
about having a threesome. One look at each other and we knew we were thinking 
the same thing.
I could see Tommy was trying to hide his now raging hard-on with his hands. 
“Tommy,” I said, “you shouldn’t be embarrassed about having an erection.” With 
that, I dropped my shorts revealing my engorged member. Tommy looked shocked and 
couldn’t move his eyes. He was transfixed on my cock. “An erection,” I 
continued, “is a perfectly natural thing. And since you are the cause of mine, I 
think a fitting punishment would be for you to help me take care of it.” “Then,” 
Sheryl interjected, “you can work on me because I’m getting pretty horny 
myself.” Tommy gave a uncertain “okay” but said he didn’t know what to do. “have 
you ever given anyone a blowjob?” I asked. “No,” he answered, “I never even seen 
someone’s dick this close before and I never even been with a girl either.” 
“Don’t worry, Sheryl said, “we’ll teach you.” Then Sheryl demonstrated on me how 
to start by licking the shaft from top to bottom, not forgetting about the 
balls. Then she showed him how to suck on it. 
After showing and telling him what to do, she took his right hand and placed it 
around the base of my cock. I could feel his hand trembling as he put his lips 
to the head and licked the pre-cum. Then he ran his tongue down the shaft to my 
balls, sucking on them gently. I could tell Tommy was really getting into it 
because he was starting to moan and was stroking his own dick. After giving my 
member a good washing he wrapped his lips around the head and started to suck 
moving his lips up and down my shaft. Meanwhile, I was kissing and sucking on 
Sheryl’s supple tits as she fingered herself. After a few minutes I couldn’t 
hold back anymore. As I started to spasm and spurted my load deep into Tommy’s 
virgin mouth. “Suck it all up.” I ordered him. He tried his best, sucking my 
tool was dry. Sheryl helped him clean up, there tongues working together to get 
every last drop of semen.
Sheryl gave Tommy a long wet kiss sharing the taste of my jism. “It’s my turn 
now,” she whispered and lay on her back pulling the teenager on top of her. He 
was so excited he was stabbing everywhere with his cock, unable to find his 
target. With a little help from me he was finally able to find the warm crevice 
of my wife. Humping away, it took about twenty seconds for him to blow his load, 
crying out with each spasm. Sheryl, hotter than ever now, pushed his face down 
to her pussy and demanded that she eat her. Tommy seemed to enjoy lapping up his 
own semen. Sheryl directed his tongue like an expert teacher. Seeing my wife 
being fucked and liked by this young stud was such a turn on that my cock was 
harder than I had ever seen it. 
Tommy was very muscular had very little hair on his body. He was on his elbows 
and knees licking Sheryl’s pussy with his hard cock swinging underneath him and 
his inviting ass sticking up in the air. I grabbed some K-Y and started to give 
him a hand job while at the same time lubing his ass. He hesitated for a moment 
but his moans told me he didn’t want me to stop. Grabbing his hips I put the 
head of my swollen cock to his awaiting bung hole. Slowly, I pushed, moving my 
dick in and out a centimeter at a time. He ass was so tight I wasn’t sure I was 
going to get it in. After a minute or so my head was in, then another inch until 
my pubic hairs was pressed against his young ass. Then, at slowly first, I 
pumped my cock in and out gradually increasing my momentum. As his asshole 
loosened up I pounded harder and harder. He grunted in pleasure with each down 
stroke as he stroked his own cock, all the while continuing to lap at Sheryl’s 
pussy.
After several minutes Sheryl couldn’t hold back her screams as she orgasmed , 
grabbing Tommy’s head and driving his face into pussy. Then it was my turn. With 
a grunt I drove my cock deep into Tommy’s ass, shooting my load deep within him. 
Exhausted, we all collapsed on the bed. Tommy was still stroking his cock. He 
had been a good sport, taking his punishment so well. Now it was his turn to lie 
back and be pleasured. I took his cock into my mouth and started swirling my 
tongue around the head, savoring the taste of his pre-cum. I had never had a 
cock in my mouth. The velvety texture, the smell and taste of his cum mixed with 
my wife’s juices was intoxicating. I kneaded his balls while sucking his shaft, 
moving my head up and down in rhythm. The thought of his semen shooting all over 
my tongue was exhilarating. I occasionally caught a glimpse of Sheryl 
masturbating as she watched her cock sucking man. Just when I thought that Tommy 
had shot his last load he started gyrating his hips and moaning. Then it came 
like an eruption, spurt after glorious spurt of salty spunk. 
I’m not sure who was happiest that I caught Tommy the boy, whacking off while he 
peeped in our window, but Tommy the man had an open invitation to come back 
anytime. Tommy visited often after that night. Sometimes it was all three of us, 
other times with either me or Sheryl. Most of the time it started with Tommy 
peeping in the window so he could take his punishment. 
 
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