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Watched By a Family Member?

Got caught jerking off by my niece when she was in college some years ago. She walked in on me while I was laying totally naked on a bed with my hard cock in hand. She watched quietly as I stroked it for about another 5 minutes until I came all over my stomach. She stepped back out of the room and to this day we never spoke about it.
 
Growing up with a single mom, I quickly noticed her feminine features as I began my puberty years. Evidently, mom either wasn't paying attention to the changes happening to my body, or she did and enjoyed taunting my poor brain. I began watching her as she got dressed for work. She would begin the day taking a shower in the Jack and Jill bathroom that we shared in the two bedroom apartment. She would go into her room after her shower to begin getting dressed so I would go into the bathroom and sneak a peek as she dressed. It never occurred to me why she left the door on her side of the bathroom open, I was just happy she did.
Anyway, when she left for work, I would go into her bedroom, grab a pair of her panties, then off to my bedroom with my imagination and her panties. By chance, she surprised me by returning after a short time and as I was stroking to my delight, I noticed her standing at my bedroom door. I don't know how long she had been watching, but I quickly covered myself. She never said a word, just turned away and I heard her leave.the apartment. I worried myself damn near sick all that day. When she returned home from work, she never mentioned a word about what she had witnessed. She cooked supper, we ate, then I spent the evening watching tv as she read a book.
When it was time for bed, she gave me a quick kiss, said goodnight, and was off to bed. When I went to bed, I turned down the covers, and grabbed my pillow. Much to my surprise, there was a pair of mom's panties under the pillow.
 
Suxnbenzover said:
Growing up with a single mom, I quickly noticed her feminine features as I began my puberty years. Evidently, mom either wasn't paying attention to the changes happening to my body, or she did and enjoyed taunting my poor brain. I began watching her as she got dressed for work. She would begin the day taking a shower in the Jack and Jill bathroom that we shared in the two bedroom apartment. She would go into her room after her shower to begin getting dressed so I would go into the bathroom and sneak a peek as she dressed. It never occurred to me why she left the door on her side of the bathroom open, I was just happy she did.
Anyway, when she left for work, I would go into her bedroom, grab a pair of her panties, then off to my bedroom with my imagination and her panties. By chance, she surprised me by returning after a short time and as I was stroking to my delight, I noticed her standing at my bedroom door. I don't know how long she had been watching, but I quickly covered myself. She never said a word, just turned away and I heard her leave.the apartment. I worried myself damn near sick all that day. When she returned home from work, she never mentioned a word about what she had witnessed. She cooked supper, we ate, then I spent the evening watching tv as she read a book.
When it was time for bed, she gave me a quick kiss, said goodnight, and was off to bed. When I went to bed, I turned down the covers, and grabbed my pillow. Much to my surprise, there was a pair of mom's panties under the pillow.
Click to expand...
Now that's hot and a very caring mother.
 
Suxnbenzover said:
Growing up with a single mom, I quickly noticed her feminine features as I began my puberty years. Evidently, mom either wasn't paying attention to the changes happening to my body, or she did and enjoyed taunting my poor brain. I began watching her as she got dressed for work. She would begin the day taking a shower in the Jack and Jill bathroom that we shared in the two bedroom apartment. She would go into her room after her shower to begin getting dressed so I would go into the bathroom and sneak a peek as she dressed. It never occurred to me why she left the door on her side of the bathroom open, I was just happy she did.
Anyway, when she left for work, I would go into her bedroom, grab a pair of her panties, then off to my bedroom with my imagination and her panties. By chance, she surprised me by returning after a short time and as I was stroking to my delight, I noticed her standing at my bedroom door. I don't know how long she had been watching, but I quickly covered myself. She never said a word, just turned away and I heard her leave.the apartment. I worried myself damn near sick all that day. When she returned home from work, she never mentioned a word about what she had witnessed. She cooked supper, we ate, then I spent the evening watching tv as she read a book.
When it was time for bed, she gave me a quick kiss, said goodnight, and was off to bed. When I went to bed, I turned down the covers, and grabbed my pillow. Much to my surprise, there was a pair of mom's panties under the pillow.
Click to expand...
That's a pretty good start to an intriguing story.
 
HornyTyler1998 said:
Has a family member ever peaked in on you while masturbating or having sex?

My mother has watched me jerk off to completion and also watched a girl deepthroat me while I was sitting on the ledge of the hot tub. She didn’t know how obvious her silhouette was in the window and watched the entire thing. It was extremely thrilling.
Click to expand...
When I was very young I tried peeking in on my aunt in the bath room
 
CuriousGuy62 said:
When married to my first wife, we went over to her sister's house with a pool one day when we both took the day off work. We had a standing offer to use their pool, and they were gone. We started getting it on poolside, and I happened to look up to the window that overlooked the pool. My sister in law had returned and was watching us. She continued to watch us, and, as far as I know, my wife never knew about it. Sister in law and I never discussed it.
Click to expand...
WOW, I have had the exact same scenario play out! Only difference is that was about a week before our wedding, 8-24-85. Future SIL came home early and watched me taking her sister, never to be mentioned ever...
 
My aunt watched me on two occasions.
The first time, my uncle (mom's brother), aunt, and I were at a nudist resort in FL waiting for my wife to arrive the next day. We had been drinking by the pool a lot of the day, and went inside. Inside, I excused myself to lay down a bit. After being with my aunt most of the day splashing in the pool, I laid down and just started to day dream about her body and face. And as I got hard, I started to jerk off. I'm really into this and the next thing I see as I'm about to cum and look up is my aunt, leaning against the door frame with a smile on her face. I then came hard, all over my stomach, chest and even a bit up to my face. As I was coming down from that high, she quietly left and closed the door.
The second time, the same three of us were in their FL condo, waiting again for my wife to join us as we headed to another nudist resort in central FL. We had been drinking a bit out on their patio and after a light dinner, went inside to play Yahtzee. As we were dressed and itching to get naked, we somehow changed it into a game of strip Yahtzee. After 15 minutes, my aunt was nude and if I lost next, the shorts would go and I'd be naked. The trouble was, between the drink and my aunt's sexy body, I was quickly getting rock hard. I feigned being tired from the sun and said I was going to bed and excused myself before I'd have to strip and show my excitement. I went into my room and started jerking off. Without knocking, my aunt comes in with towels for me, asking if there was anything else I needed. Like before, I was so close that when she came in with the towels and smiled at what I was doing while taking a seat on the bed to watch, I just spayed my chest with a big load. She patted my knee, said, "Good thing I brought extra towels," winked and left.
 
Up4fun&69 said:
My aunt watched me on two occasions.
The first time, my uncle (mom's brother), aunt, and I were at a nudist resort in FL waiting for my wife to arrive the next day. We had been drinking by the pool a lot of the day, and went inside. Inside, I excused myself to lay down a bit. After being with my aunt most of the day splashing in the pool, I laid down and just started to day dream about her body and face. And as I got hard, I started to jerk off. I'm really into this and the next thing I see as I'm about to cum and look up is my aunt, leaning against the door frame with a smile on her face. I then came hard, all over my stomach, chest and even a bit up to my face. As I was coming down from that high, she quietly left and closed the door.
The second time, the same three of us were in their FL condo, waiting again for my wife to join us as we headed to another nudist resort in central FL. We had been drinking a bit out on their patio and after a light dinner, went inside to play Yahtzee. As we were dressed and itching to get naked, we somehow changed it into a game of strip Yahtzee. After 15 minutes, my aunt was nude and if I lost next, the shorts would go and I'd be naked. The trouble was, between the drink and my aunt's sexy body, I was quickly getting rock hard. I feigned being tired from the sun and said I was going to bed and excused myself before I'd have to strip and show my excitement. I went into my room and started jerking off. Without knocking, my aunt comes in with towels for me, asking if there was anything else I needed. Like before, I was so close that when she came in with the towels and smiled at what I was doing while taking a seat on the bed to watch, I just spayed my chest with a big load. She patted my knee, said, "Good thing I brought extra towels," winked and left.
Click to expand...
she was lucky to come to your room when she did. She got to see you naked and stroking your cock and cumming. She was ready the second time. She knew you were going to go masturbate. She came and watched. Sat by you as you cumed. She got to see you cum up close mmmm Any thing else happen? DM me
 
Whenever we were visiting my in-laws, my ex and I would sleep on their living room sofa. Several times I would see my mother in-law’s outline in the dark watching us. From the day we met she never liked me so I took particular joy in knowing she was watching us.
 
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