Holiday encounter with older man
This happened to me when I was th*rt**n and on holiday.
My family had gone on holiday to Spain and as I'd turned th*rt**n I was
thought to be old enough to have my own room in the hotel we were staying
at. My room was a floor above my parents and younger sister, the hotel
was based on a number of blocks which were separate from the main
building where you went for meals and that kind of thing and you could
come and go as you please.
We had been there a couple of days and I got talking with an older man,
probably in his fifties, who was on holiday on his own. He was slightly
chubby but seemed really nice and was funny, he said his wife had passed
away and this was the first time he'd been on holiday on his own. We got
on really well and after a day or so he asked me if I had a girlfriend
and what the girls were like at my school. I was a bit embarrassed, I
hadn't had anything to do with girls at that point but I had started
masturbating for a couple of months and he asked me about that. He told
me that l1tt1e boys needed to wank as often as they could, it was
healthy. I felt less embarrassed and even felt my penis stiffening as we
talked about it. He asked what time I went to bed and I told him I was
usually in bed by about 10, he knew I was in a room of my own and asked
for the number, he was in one of the other blocks. He asked if he could
come and see me later, at about 11, and I said that was okay. I wasn't sure
what we would do but the thought made me feel excited and nervous.
After we'd been out for our evening meal and spent a bit of time together
I said goodnight to my parents and sister and went up to my room. It was
about 9.30 and I had a quick shower and waited on the bed, I was naked
and it was still warm even though it was night-time. Even though I'd
masturbated twine the night before my penis was rock hard with excitement
and I couldn't help touching myself, then I heard a gentle tap on the
door.
I hopped over to the door, conscious of my cock bouncing up and down so I
took hold of it with my left hand and opened the door. The man came in
straight away, he was wearing white trainers, shorts and a polo shirt. He
saw I was holding my cock and said 'Just having a quick wank?' and
laughed. I mumbled that I wasn't, embarrassed but it broke the slight
tension. He said we needed to be very quiet and started taking off his
clothes.
He was quickly out of his shorts and polo shirt and I saw immediately
that he was already semi-erect. He stood in front of me and held my hard
penis in his hand and squeezed it gently, I thought I was going to come
but I didn't. He told me to kneel down, which I did, and I soon had his
fully erect cock near my face, it was darker and much thicker than mine
with a large, purple head compared with mine which was pale pink. I knew
what he wanted me to do and opened my mouth to receive him, his helmet
felt filled my mouth and with his gentle encouragement, I sucked him. It
was only a couple of minutes before he whispered that he was coming then
I felt his cock throb and then warm liquid hit the back of my mouth. He
told me to wait till he was finished and finally pulled out and said I
should swallow his cum. I did that and showed him my empty mouth, he said
I was a very good boy and as a reward he masturbated me and I ejaculated
over both of our bodies. He told me he liked the smell of spunk and wiped
all my teen cum over us both.
He got dressed and left but came back to my room regularly. I would
usually suck him off and he either came in my mouth or spurted over my
face. Towards the end of the holiday, he got me to kneel on the bed with
my bottom in the air and squirted aftersun cream down my crack, he also
coated his cock in the cream and although it took a little time and was
painful at first, he squeezed his cock into my tight hole. I winced as he
pushed it all the way in and then drew it back and pushed back in for a
few minutes. It started to feel very nice and my cock grew hard. He held
on to my hips as he stroked in and out and I was surprised to feel an
orgasm building, one that felt different to when I masturbated, as his
cock filled me up inside. I cried out as I pumped semen onto the bed in
an incredibly intense ejaculation and he moaned as well, leaning over my
back and pushing hard into me, releasing himself forcefully inside me.
After a minute or so he let his softening penis slip out and I felt his
warm semen run down my leg. We both went into the bathroom together to
clean up and he thanked me and left me some pocket money on the dressing
table and left.
That was an experience of sex with an older man.
My family had gone on holiday to Spain and as I'd turned th*rt**n I was
thought to be old enough to have my own room in the hotel we were staying
at. My room was a floor above my parents and younger sister, the hotel
was based on a number of blocks which were separate from the main
building where you went for meals and that kind of thing and you could
come and go as you please.
We had been there a couple of days and I got talking with an older man,
probably in his fifties, who was on holiday on his own. He was slightly
chubby but seemed really nice and was funny, he said his wife had passed
away and this was the first time he'd been on holiday on his own. We got
on really well and after a day or so he asked me if I had a girlfriend
and what the girls were like at my school. I was a bit embarrassed, I
hadn't had anything to do with girls at that point but I had started
masturbating for a couple of months and he asked me about that. He told
me that l1tt1e boys needed to wank as often as they could, it was
healthy. I felt less embarrassed and even felt my penis stiffening as we
talked about it. He asked what time I went to bed and I told him I was
usually in bed by about 10, he knew I was in a room of my own and asked
for the number, he was in one of the other blocks. He asked if he could
come and see me later, at about 11, and I said that was okay. I wasn't sure
what we would do but the thought made me feel excited and nervous.
After we'd been out for our evening meal and spent a bit of time together
I said goodnight to my parents and sister and went up to my room. It was
about 9.30 and I had a quick shower and waited on the bed, I was naked
and it was still warm even though it was night-time. Even though I'd
masturbated twine the night before my penis was rock hard with excitement
and I couldn't help touching myself, then I heard a gentle tap on the
door.
I hopped over to the door, conscious of my cock bouncing up and down so I
took hold of it with my left hand and opened the door. The man came in
straight away, he was wearing white trainers, shorts and a polo shirt. He
saw I was holding my cock and said 'Just having a quick wank?' and
laughed. I mumbled that I wasn't, embarrassed but it broke the slight
tension. He said we needed to be very quiet and started taking off his
clothes.
He was quickly out of his shorts and polo shirt and I saw immediately
that he was already semi-erect. He stood in front of me and held my hard
penis in his hand and squeezed it gently, I thought I was going to come
but I didn't. He told me to kneel down, which I did, and I soon had his
fully erect cock near my face, it was darker and much thicker than mine
with a large, purple head compared with mine which was pale pink. I knew
what he wanted me to do and opened my mouth to receive him, his helmet
felt filled my mouth and with his gentle encouragement, I sucked him. It
was only a couple of minutes before he whispered that he was coming then
I felt his cock throb and then warm liquid hit the back of my mouth. He
told me to wait till he was finished and finally pulled out and said I
should swallow his cum. I did that and showed him my empty mouth, he said
I was a very good boy and as a reward he masturbated me and I ejaculated
over both of our bodies. He told me he liked the smell of spunk and wiped
all my teen cum over us both.
He got dressed and left but came back to my room regularly. I would
usually suck him off and he either came in my mouth or spurted over my
face. Towards the end of the holiday, he got me to kneel on the bed with
my bottom in the air and squirted aftersun cream down my crack, he also
coated his cock in the cream and although it took a little time and was
painful at first, he squeezed his cock into my tight hole. I winced as he
pushed it all the way in and then drew it back and pushed back in for a
few minutes. It started to feel very nice and my cock grew hard. He held
on to my hips as he stroked in and out and I was surprised to feel an
orgasm building, one that felt different to when I masturbated, as his
cock filled me up inside. I cried out as I pumped semen onto the bed in
an incredibly intense ejaculation and he moaned as well, leaning over my
back and pushing hard into me, releasing himself forcefully inside me.
After a minute or so he let his softening penis slip out and I felt his
warm semen run down my leg. We both went into the bathroom together to
clean up and he thanked me and left me some pocket money on the dressing
table and left.
That was an experience of sex with an older man.
2 months ago