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o The Bookshelf Directories offer a very wide variety of stories. o
o They have been submitted by people from all over the world. Also o
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Gail, My Sister, My Girlfriend (MF, inc)
By Anonymous Author (c) Jul 1996
*
My story is true, I feel some guilt but I have rationalized it with the
fact that the sexual act was between consenting adults. I think some
will find this arousing and interesting, some will think it is entirely
B.S. I would be interested in any feedback. This happened about 5 years
ago so some events are a little cloudy I will try to tell the story the
best I can remember, of course I have changed names to protect the
innocent.
So here it goes: A group of my friends and I rent a beach house each
summer in a Long Island resort town. We usually get about 5 to 6 guys
and gals to go in together to get a place. Depending on the weekend and
the guest's people invite there could be from as little as one person to
15 or 20 people staying at the house.
Each year I take a weeks vacation and stay at the house. The first
weekend of my vacation I invited my younger sister Gail (younger by
three years - twenty five years old at the time), and her boyfriend Tim
to stay at the house. There would be plenty of room that weekend - it
would be me, another couple, my sister and her boyfriend. I would have
the place to myself Monday through Wednesday.
The weekend was fun - we hung out on the beach and went to the clubs
Friday and Saturday night drinking and dancing. On Sunday Gail decided
she would take a couple days off and stay at the house if I could drive
her back to the city on Tuesday. Tim needed to get back for work on
Monday so he left around noon Sunday. After Tim left Gail and I decided
to go to a local restaurant and bar and have some drinks on the deck
over looking the ocean.
Gail was wearing a pair of cotton shorts and a pink and black bikini
top. My sister is about 5' 5" and weighs approximately 135 - 140 pounds.
She is not what you would call fat, but she is rather curvy and
voluptuous. She has large round breasts, shoulder length dusty blonde
hair, brown eyes and full lips. I have never thought of my sister in
sexual terms but I admit on that day she looked rather attractive and I
felt myself sneaking glances at her cleavage that was accentuated by her
bikini top. We were drinking beer and eating hot wings in the hot sun on
the deck, joking and laughing and having a great time.
Gail was getting a little sweaty from the sun and her cleavage was
glistening with perspiration. I couldn't help but notice and felt myself
getting aroused. My god I thought this is my sister I can t be having
these thoughts!
We ended up getting pretty drunk and decided to walk home about 5:30. On
the way home Gail grabbed my hand and said Hold my hand while we walk
and let s see if people think we re a couple This caught me totally by
surprise, I guess since I was somewhat inebriated I wasn't totally
shocked. Also Gail and I look somewhat similar. If you look closely,
especially at our chins and nose, you can see the resemblance. But we
were both drunk, I thought she looked really good and it seemed daring
and exciting. "Won't Tim be jealous!" I said. On the way home she yanked
me into a souvenir T-shirt shop. She grabbed a T-shirt and brought it to
the sales counter.
She turned to me and loud enough for the clerk to hear said, "Honey, do
you have a twenty on you?"
I fumbled for the bill and she kissed quickly on the lips and said,
"Thanks, hon."
When we were back on the street I said Gail, how far are you planning to
take this little game? Gail said Lighten up, we re just having a little
harmless fun.
With that she leaned forward and again pecked me on the lips. Gail, I
said, You are my sister I don t want to kiss my sister Gail said John, I
m just playing a little game, besides I saw you staring at my breasts
all day! Embarrassed I apologized, Gail said Don t be embarrassed, I
like the fact that my brother likes my body.
Wanting to get out of this conversation I said Gail let s get home I m
kind of tipsy and I need a nap. I don t want to play this game anymore.
Gail blurted Fine, let s go. The truth was I was so worked up by my
sister's game, staring at her breasts all day, and the fact that I
hadn't had sex in about three weeks that I wanted to go home so I could
masturbate and relieve myself. At this point I wasn't really considering
fooling around with my sister - even though she was being very
flirtatious - the fact was it would be legally and morally wrong.
When we got home I excused myself to the room where I was staying and
got into bed. Gail came into the room and I blurted Gail, I m trying to
sleep! Gail got on the bed and straddled me through the covers and said,
John, don t say anything and listen to what I have to say, I know you
were staring at my breasts all day. I liked it, it made me feel sexy. It
doesn't matter that you are my brother - I like it. I think you are very
cute and any girl would be lucky to have you.
Look, maybe this is the beer talking but I m really worked up right now.
I want to kiss you - not like a sister but like a women. No one will
ever know, it will be our secret. Just this once. I couldn't believe I
was hearing this. Part of me was afraid and confused but part of me
wanted to do it. It was dangerous, daring and exciting. Without hearing
my reply Gail leaned down, pressing her full chest against mine and our
lips met.
I closed my eyes and felt Gail s full lips brush mine, our lips parted
and our tongues met in deep sensual kiss. Gail whispered Tell me what
you want me to do and I'll do it John At this point I had totally given
in and was prepared mentally and physically to engage in a sexual
encounter with my sister. Gail, I said You tell me what you want Gail
didn't answer, she leaned forward again and kissed me deep and long. We
kissed hungrily for a long time. Gail shifted over and yanked the covers
down.
She asked me to undue her bikini top. I know you want to see these she
winked at me. She removed the top to expose her large round breasts. Her
nipples were large and a dark brown color. She rolled on her back and
cupped her breasts together. I rolled on top of her and began licking,
kissing and nibbling her breasts while grinding my hips into hers. Gail
was breathing deeply and making small sighs. I reached down and tried
awkwardly to remove her shorts and panties. Gail said wait and got up of
the bed and stripped down. She got back in bed and told me to lie back.
My penis was standing up hard and straight. Gail straddled my chest
facing away from me. She leaned down and slid her mouth over my hard
penis. She wiggled her hips down so I could lick her pussy. Her mouth
felt incredible on me. She slightly lifted my right leg and reached down
and began tickling my anus. No one had ever done that before and it felt
incredible. I told Gail I was about to come as I was about to she eased
her moist finger into my anus. I started coming, Gail took me out of her
mouth and let my come hit her chest and my belly. I had never had such a
powerful orgasm. The finger in my anus certainly intensified the
feeling.
Gail lifted up slightly and looked back at me and said I think my big
brother liked that.
With that she leaned back down and licked some cum off my belly. Again
she wiggled back and started grinding her pussy into my face. I licked
her and inserted my tongue into her. By her motions and her breathing I
could tell she was coming. Gail was sighing, "Oh yes John, yes make me
cum."
After she came she got up of me and lay down next to me. "Everything
o.k.?" she asked.
I said Yes, "I think so. No one has ever done that to
me before."
"What," Gail said, "No one has ever given you a blowjob
before?"
"No," I replied, "No one has ever fingered me before."
She explained how while she has never had full blown anal intercourse
that she has powerful orgasm when her anus is stimulated with a finger
or tongue while she is either having regular intercourse or oral sex.
Lying there we talked openly about sex and our sexual preferences and
experiences. I felt comfortable talking with her about it.
I told her one of my fantasies was to have sex with two women. Gail said
she didn't think she could get into group sex and wasn't interested in a
lesbian encounter.
Gail said one of her fantasies was having sex with me and going out in
public pretending we were a couple! She said she was acting out her
fantasy today and teasingly said I had ruined it.
I tried to explain my reservations and concerns but ended up saying that
the night was still young and we could do it now! I suggested however
that we go up the highway to the next town so we wouldn't be recognized
by anyone.