My first time happened overseas, while I was visiting Italy on the
International Air Cadet Exchange program. As part of the tour, my group was
to stay for a week at an Italian airbase and learn about their aircraft, and
each cadet would stay at the house of a local family. When we got to the
base, the Carlonis picked me up, and I thought I had drawn the best luck of
the while group. There were only three people in the family, and two were
female. The daughter, Rosa, was a 14 year old pretty brunette, about 5'1"
with small tits, but her mother Christina was absolutely gorgeous. She was
36, had shoulder-length wavy red hair, about 5'6" and really huge tits,
which I guessed to be large D-cups, and was wearing a dress just on the
tight side. On the ride to their house, I had to hide my erection while they
asked me about America and what I was doing.

On the third day of the trip, it was over 100 all day, and I was wasted and
uptight from being in the hot cockpit of one of the Italian trainers all day
and having problems with the pilot, who spoke bad English. When Christina
brought me back to the house, she offered me a glass of wine to calm me
down, and since kids have wine in Italy, I took it. After I had had it and
loosened up, I went up to my guest room and peeled off my flightsuit to get
into swim trunks, since the Carlonis were well off and had a pool. When I
had changed, I went downstairs and was about to go out to the pool, when I
saw Christina in the kitchen starting to arrange things for dinner. She had
changed into a short robe from the heat, and everytime she leaned over, her
ass stuck out. I was so horny from the wine and from looking at her for the
past days that I instantly got hard, and thought "This is my only chance
ever if I want to have her", so I went up and put my arms around her waist
from behind and pushed my cock against her ass. For a second she
straightened up and didn't move, then she took my hands and moved them under
her robe flaps.

I was expecting to get slapped, so for a second I didn't know what to do.
But when I felt my fingers against her pussy, I immediately shoved two
fingers up her hole and started to work them in and out, and she started to
moan and buck her hips. After a few minutes of finger fucking, she came on
my hand, so I wiped it on her robe, and used that as an excuse to take it
off. I was so eager that I ripped the back trying to get it off, but it
finally fell to the floor, and she returned the favor my dropping my trunks.
After doing that, she knelt down and stroked my cock, now 8 inches long, a
few times and then took it in her mouth, and wrapped her toungue around my
shaft and started to suck. I was so inexperienced that I couldn't last more
than thirty seconds before I started to come. Christina began to pull her
head away, but I pushed over my shaft so that she was forced to swallow my
full load, which she did, and my dick sort slurped out her mouth, limp.

Once that happened she said "Let's take a dip now" and led me outside to the
pool. When we jumped in, her tits floated on the top of the water, and I
grabbed them and started to rub them, and flicked the nipples like I had
seen in a porno movie. She wrapped her arms around my neck and her legs
around my waist and started to kiss me, and gave me a better angle at her
breasts. My dick began to get hard again and pressed on her stomach, and I
decided it was time to act out one of my fantasies. I whispered to her "It's
time that you got fucked" and turned her around, still groping her tits. I
let go of them and used my hands to spread her ass cheeks underwater, and
shoved my dick up her tight ass. She screamed real loud, and tried to push
away, but I grabbed her red hair and pulled it her up against me, and
started to rock my penis in and out of her ass. Since I had just come, I
spent about 20 minutes fucking her ass, and she orgasmed twice in that time.
Finally, I tell I was about to come, and reached my head around hers and
gave her a deep kiss as I blew my load in her ass. She made a huge screaming
sound that was muffled by my lips, then sort of collapsed, but was still
conscious. I drew out of her ass, carried her up to her bed, and then laid
there and hugged and stroked her until she was back to normal. After that
night we fucked at least twice a day when Rosa and her dad Vincenzo weren't
home, and I even screwed Rosa in her mom's bed, but she wasn't anywhere as
good or sexy as Christina. After the trip, we kept in touch, and the next
winter, Christina faked a visit to relatives in New York and we had two week
fuckfest in Vermont at Mount Snow. The next year she divorced Vincenzo and
moved to her relative's house in NYC, so we now have sex almost every
weekend, since I live in CT (no we didn't get married, I'm not that sick).