• Delia365 just Friends and Babysitting

    From a425couple@21:1/5 to All on Fri Mar 31 19:26:12 2023
    be sure to check out

    https://www.literotica.com/stories/memberpage.php?uid=5744708&page=submissions
    Delia365

    https://www.literotica.com/s/just-friends-37
    JUST FRIENDS
    STORY INFO
    Two friends have the house to themselves.


    BABYSITTING
    STORY INFO
    I'm caught dressed in Jan's clothes by her husband.
    2.9k words
    4.638.1k207
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    Delia365
    Delia365
    15 Stories64 Followers
    I'm 18 years old and I've been babysitting for Jan and Tony for the past
    3 years or so. Jan is in her late 30s but could pass for 10 years
    younger. Blonde and big blue eyes, very attractive and with amazing
    legs. Tony was probably the same age, nearly 6ft, handsome and kept
    himself fit. They were a great couple, and very popular.

    Little Lucy was 5 and a dream to look after, never getting out of bed
    and never crying out during the evening, in fact i would have to check
    on her as she was so good. This was perfect for me, as i loved to
    crossdress and would often try on Jan's clothes. I've been a
    crossdresser since i was very young and wore my sister's clothes at
    every opportunity. Jan had some lovely dresses and some very sexy
    underwear, i would dress as soon as they left the house. Her underwear
    drawer was like a treasure trove to me, tights and stockings, knickers
    and bras aswell as corsets and see through nighties.

    One particular night, just after they had left, i went straight to Jan
    and Tony's room and picked out a black dress that i had been wanting to
    try on. Jan had a huge selection of underwear and i eventually picked
    out a black, lacey, padded bra and knickers to match. I decided on black
    tights rather than stockings, as i really enjoy how they feel on my
    backside and loved the sound of them rubbing together as i walk around.
    I went to the bathroom and stripped quickly, enjoying every second as i
    dressed up in the beautiful sexy clothes and underwear. Slipping on the
    dress made me feel incredible, it was tight against my body and stopped
    just before my knees. The sleeves finished at the elbow and it had a
    sheer front, from the chest to the shoulder. Doing up the button behind
    my neck, i gave a long excited sigh, i felt so sexy. I wasn't going to
    bother with makeup, just in case Lucy woke up.

    I felt so good as i looked at myself, then went and picked out a pair of
    low heeled shoes, they were a little tight but felt comfortable enough
    to wear around the house. Looking down, i couldn't help admiring how my
    legs looked in the tights, i could feel the excitement building up
    inside me. I went downstairs and walked around, loving how the dress
    felt, walking into the kitchen so i could hear the heels clicking on the
    tiles. If I sat down to watch television id stroke the tights, if i
    stood up i would open my legs, feeling the dress, tight against my thighs.

    After about an hour or so, i felt the urge to play with myself taking
    over. I knew where Tony kept some porn CDs and i picked a couple out. I
    put one in the machine and pressed play, using the remote to fast
    forward to the action scenes. On the screen was a young girl dressed as
    a maid, kneeling on the sofa and sucking the huge cock of the man she
    worked for. I sat down and watched in awe, wanting to be that girl. I
    couldn't take my eyes off the screen as the action got hotter and
    sexier. I was getting harder and harder as i watched, getting to my
    feet, i rubbed my hands up and down my body. Stroking the tights sent
    signals straight to my groin. I lifted my dress, exposing my knickers,
    and touched my throbbing cock, breathing heavily as i did so.

    I couldn't resist anymore and i pushed my knickers down to my knees,
    looking at my cock stretching the tights. I slid my hand inside them and wrapped my fingers around my shaft, and slowly started to masturbate as
    i watched the maid being pumped hard on the TV. I was totally lost in
    the moment, dreaming of being the maid and having to please the guy,
    when i heard someone cough behind me. I spun around and there was Tony,
    hands on his hips and staring at me. I dropped to the floor, trying to
    hide behind the armchair.

    I just keep telling Tony that im sorry, over and over again. hoping the
    ground would open up and swallow me. Tony tells me to calm down, that
    I'm not in trouble, but my embarrassment is plain to see. He approaches
    me with his hands outstretched, telling me everything is ok. He offers
    me his hand, telling me to get up and sit down on the sofa. I'm shaking
    as i sit down next to Tony on the sofa, he places a hand on my back and
    strokes up and down in an effort to calm me. There is a period of
    silence before i gather my thoughts, i say that i should get changed but
    Tony tells me to stay where i am so that we can chat for a minute.

    As we talk, Tony gets a bottle of wine and pours two glasses. He gives
    me a glass and asks me to tell him about my crossdressing, i start
    answering his questions, explaining about the feeling and the need to
    wear women's clothing. I was on my third glass of wine when Tony said
    that i looked good in the dress i was wearing. I blushed and shook my
    head. Tony told me to stand up and show him properly. I did as i was
    told, pulling up and sorting out my tights and knickers then smoothing
    out the dress. He nodded his approval, telling me to turn round a couple
    of times. Tony looks me up and down, telling me that i had nice legs and
    the heels suited me. Maybe it was the wine, but i said thank you,
    excited at being told that.

    I sat back down next to Tony, a strange feeling flooding my body. He
    looks me in the eye and says that he thinks that i have feminine
    features, saying that i look sexy in his wife's clothes. I just stare at
    him, blushing, unable to reply. He then asks me if i have had
    experiences with any guys, i look at the floor and nod. Tony puts a hand
    on my knee, He tells me not to be embarrassed, that it's okay to be
    honest with him. His hand slowly starts to stroke my tights, the feeling
    is overwhelming and fills me with excitement. I keep looking down at the
    floor, parting my legs a little, as Tony's hand slides further up my leg
    and under my dress. I knew that i should stop him, but i offer no
    resistance, enjoying the feeling of his touch.

    My breathing becomes heavy as Tony softly strokes my inner thigh,
    instinctively i put a hand on Tony's leg. No words are spoken as i move
    my hand to the bulge in Tony's trousers, his fingers caressing my
    knickers, making me gasp and my whole body tingles. I look at Tony and
    ask about his wife coming home, he tells me that he had come home early
    as she had met some friends and wouldn't be home until much later. A
    wave of excitement flooded my body and without any thought, i slipped
    off the sofa and onto my knees and made my way between Tony's legs.

    I didn't look up at him as i pushed his legs apart, lust taking over as
    i start unbuttoning his trousers and tugging them open. Tony's cock was
    rock hard and stretching his underwear, i stared at it for a few
    seconds, then looked up at Tony. He just smiles back at me as i slip my
    fingers over the top of his boxers, then, pulling them down, revealing
    his throbbing cock. I smile and say a wow at the sight of his impressive manhood, long and thick and cut, with a rather large helmet. I wrap my
    fingers around the shaft, producing a groan from Tony. He looks huge in
    my hand as i gently start to stroke up and down, im totally absorbed in
    the moment until Tony awakens me from my trance and starts to get up.

    I move back a little, letting go of Tony as he stands in front of me,
    then he takes his trousers and underwear off. I look up at him and he
    tells me to carry on with what i was doing. I do as im told, taking him
    in my hand. I can't resist anymore, i kiss his helmet, i do it several
    more times then i lick his long shaft. Tony groans as i lick and kiss
    his length, running my tongue up to his helmet then down to his balls.
    Tony then calls me a good girl, hearing him call me a girl thrills me,
    really excites me. I stop licking him and immediately wrap my warm lips
    around his shiny helmet, i feel him throb as i tease him with my tongue.

    Tony puts a hand on my head, he gasps and groans as i suck and tease. I gradually take more and more of him into my mouth, soaking his cock with
    my spit as he fills my mouth. Tony's thick cock is too big to take all
    of it, but i try, gagging with the effort. Soon Tony puts both hands on
    my head and starts to face fuck me, i offer little resistance, placing
    my hands on his legs as he continues to pump my mouth. It's not long
    before Tony tells me he is close to cumming and releases my head, but i
    don't pull away, letting Tony know that it's okay to shoot his load down
    my throat.

    Tony grips my head again, gasping as he keeps pumping. A minute or so
    later he stiffens and groans loudly as he shoots his thick, warm cum
    down my throat and into my mouth. He stops pumping, so i take over,
    bobbing my head back and forth as i drain every drop of man juice from
    him. Tony pulls out of my mouth and drops back onto the sofa. I stay on
    my knees watching him regain his breath, savouring the taste of his cum.

    He pats the space beside him on the sofa and i get up and join him. He
    says that the blow job was incredible and i thank him. Tony pours us
    both another drink, i ask him if i should go and change but he tells me
    not to. We chat about some of my experiences and he asks lots of
    questions, his hand finding my leg again. We talk for some time and
    after a while i notice that Tony is getting aroused and i let him know
    that i am willing to pleasure him again. He asks me to stand up and show
    him my knickers, i happily do as im asked.

    He makes me walk around with my dress lifted up, and i have to bend
    over, showing off my knickers, giving him a good view of my backside. I
    look behind me as im bent over, he smiles and tells me that im a tease.
    Tony gets up and stands behind me. He puts a hand on my back and starts
    to stroke my knickers, squeezing each cheek before sliding his hand
    inside my underwear. I stay bent over, enjoying the sensations filling
    my body. Tony tells me that i look good dressed as a woman, saying how
    sexy i looked in his wife's clothes.

    Tony strokes his hard on as he continues touching my arse. I can hear in
    his voice that he is turning himself on, getting worked up. I tell him
    how nice it feels having him stroke my arse through the tights, im
    willing him to continue. It's not long before Tony tells me to stand up
    and to go around the back of the sofa. Tony opens a draw in the wall
    unit and takes out a tube of cream as i stand excitedly behind the sofa.
    He walks up to me, asking me to lean forward and to put my hands on the
    sofa. I do as I'm told and bend forward, eagerly anticipating what he
    has in mind.

    My dress is lifted up and over my back, i bite my lip and say nothing.
    My knickers are taken down, Tony tells me to step out of them, and i
    begin to pant. Moments of silence pass as he strokes my tights, then he
    pushes them down to just below my cheeks. Tony's fingers find my tight,
    warm hole and a little squeal leaves my throat. Something cold and wet
    is gently massaged around my hole, then i feel his finger pushing
    against it. As his finger enters me i gasp loudly and shut my eyes, Tony
    gives a satisfying moan as he pushes deeper, shushing me as i give a
    whimper.

    Tony is gentle as he starts to finger me, telling me to relax and making
    me bend lower. He removes his finger and moves behind me, smearing the
    cream over his length. Tony pushes me forward and tells me to step
    backwards, my chest now touching the sofa. He slides his helmet between
    my cheeks, finding my pussy and starts to push. I hold my breath and
    clench the top of the sofa as the pressure builds. My knees bend
    slightly, as i feel the tip of Tony's helmet penetrate my tightness, and
    i groan loudly.

    Tony hushes me as he continues to enter my tightness. My eyes shut tight
    and my mouth opens as i silently pant and gasp. Finally my pussy
    stretches enough to allow Tony to enter me and a satisfying moan leaves
    his throat. His hands grip my hips as he calls me a good girl, he
    doesn't rush, just slowly inches deeper into me. Tony asks me if i am
    okay when he is about half his length inside me and i nod my head. He
    stops for a few seconds then starts to withdraw, the feeling is intense
    and i can't help but let out a moan of pleasure. Tony tells me how tight
    i feel as he gently pushes back in to me, i just groan and gasp for air.

    Tony slips deeper and deeper into me as the minutes pass, his thick cock stretching my hole and forcing me to squeal and cry out every so often. Eventually Tony is pushing his full length into me, almost forcing the
    breath out of me. He keeps talking to me as he gets harder and faster,
    this really excites me and i find myself moving my hips and pushing back
    to meet Tony's thrusts. I encourage him to fuck me, telling him how
    great he feels inside me. I tell him to cum inside me, that i want to
    feel his throbbing cock explode deep in my pussy. A few minutes later
    Tony growls loudly and he pushes as far into me as he can, then stiffens
    for a second as his long, thick cock begins to pump thick, warm cum in
    my hole.

    Tony gives 5 or 6 hard thrusts, each time unloading his man juice and
    filling me up. I groan with delight, happily accepting all that he gives
    me, grinding myself against him, trying to drain every drop of cum from
    him. I feel Tony relax a bit as he gasps for air, he withdraws from my
    aching hole and i quickly drop to my knees and take his manhood into my
    mouth. I can taste the sex on his cock as i lick and suck him clean,
    continuing until Tony can't take it anymore and stops me.

    Tony walks to the sofa and sits down, i get up and pull my tights up. I
    slowly walk round and stand in front of him and ask him if he is okay.
    He smiles and says yes, telling me to sit down, i tell him that i could
    feel his cum oozing out of me so i should change before i get cum on
    Jan's dress. He smiles and nods, asking me to have another drink with
    him when im changed, before i go home. I pick up the knickers and go
    upstairs to the bathroom. I take Jan's clothes off carefully, replacing
    the dress and shoes as carefully as i can then putting the bra and
    knickers back. I clean myself up and put my clothes back on, putting the
    tights in my pocket as Tony's cum had leaked into them.

    I go back to the living room, Tony is still naked on the sofa. I sit
    down and take the drink that is offered, nervously looking at Tony. He
    says that he really enjoyed what just happened, telling me how good i
    was at giving him a blow job. I just smile and whisper a thank you as he continues to talk. Tony mentions how tight i felt and how much he
    enjoyed having sex with me, asking if i was okay and how i felt. I let
    him know how much i loved having him inside me, how i enjoyed making him
    cum. Tony looks me in the face and asks if i wanted to have sex with him
    again and i almost shout as i tell him that id love to. He asks me if i
    would wear makeup next time and i agree. As i get up to leave, he tells
    me that he is looking forward to seeing me again very soon.

    REPORT
    Delia365
    Delia365
    15 Stories64 Followers

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  • From a425couple@21:1/5 to All on Mon Apr 3 15:59:10 2023
    On 3/31/23 19:26, a425couple wrote:
    be sure to check out

    https://www.literotica.com/stories/memberpage.php?uid=5744708&page=submissions
         Delia365

    https://www.literotica.com/s/just-friends-37
        JUST FRIENDS
    STORY INFO
    Two friends have the house to themselves.


    BABYSITTING
    STORY INFO
    I'm caught dressed in Jan's clothes by her husband.

    That story is all on OP.
    The BABYSITTING story is just one page,
    it is a first ti8me CD, blow-job, and complete fuck.

    here is JUST FRIENDS,
    has CD, and Blowjob, has just been written and posted,
    indicates more to come, but nothing yet.

    JUST FRIENDS
    STORY INFO
    Two friends have the house to themselves.
    3.2k words
    4.69.7k214
    PUBLIC BETA
    Note: You can change font size, font face, and turn on dark mode by
    clicking the "A" icon tab in the Story Info Box.

    You can temporarily switch back to a Classic Literotica® experience
    during our ongoing public Beta testing. Please consider leaving feedback
    on issues you experience or suggest improvements.

    Click here
    Delia365
    Delia365
    16 Stories84 Followers
    I have known Phil most of my life, we went through school together, was
    always around each others house's. He was a little taller than me,
    slightly bigger build. Phil was blonde and i would have to say he was
    handsome.

    Phil fancied my sister, Sally, was always going on about her and made
    any excuse to chat to her. She was 18 months younger than me and had
    just left school. I have to say that Sally was attractive, blue eyed and blonde. She always dressed nice, i could see why she was popular.

    So i had the house to myself for the weekend and Phil decided that he
    would stay over. We got some drinks and snacks in, rented some videos
    ready for Friday night. Phil arrived about 6ish and we got started on
    the drinks. We were sitting in the living room, drinking and chatting,
    and Phil decided he needed the bathroom.

    After about 10 minutes i started to wonder where Phil had gone. I went
    upstairs and saw Phil in my sister's room. He was holding a pair of
    Sally's knickers and going through her underwear draw. I shouted at him
    but he just smiled at me, i had to pull him out of Sally's room as he protested.

    Finally back in the living room, i start to tell Phil that he is out of
    order and how much trouble he could get me into, he just laughs and acts
    like nothing has happened. We sit in silence for a while, drinking and
    watching television. Phil again starts to talk about Sally, he tells me
    that he thinks im lucky as i get to see her all the time. I tease him by
    saying that i get to see her in her underwear or wearing very little.
    Phil sits up, asking me to describe what I've seen.

    I indulge him and tell him a few stories about seeing Sally in her
    knickers and bra, going into detail. Phil hangs on every word, wanting
    more and more details, i know that he is aroused and i keep talking.
    After a while, and a few more drinks, Phil looks at me and asks if i
    have ever been tempted to try Sally's clothes on. I pause a second and
    then stutter as i tell him that i haven't. Phil quickly sits up, calling
    me a liar. I continue saying no and telling him to shut up but Phil
    continues to probe.

    Eventually i tell him that i had thought about it, but Phil keeps
    pushing, sensing that there is more to the story. I could feel my cheeks blushing as he kept on at me, then i blurted out a yes. A few seconds of silence followed before Phil shouted out that he knew i was lying. I ask
    him to not go on, but even i knew that that would be impossible.

    Phil starts asking questions about what things i had tried on, i stand
    up and start to pace backwards and forwards, asking him to shut up. Phil
    tells me that it's okay, that he would not say anything to anyone. He
    tells me to calm down and that he doesn't think badly of me. I sit down
    again, embarrassed and nervous, i start to explain that i had been
    dressing up in Sally's and my mother's clothes for a long time. I tell
    him that i couldn't help myself and dress up when ever i can.

    Phil gives me a drink and tells me to relax. I sit there, not quite sure
    what to do next. Phil says nothing for a long time, then asks me again
    what i wear and why. Slowly i start to tell him about wearing tights and knickers, mainly for pleasure, that i love the feel of the underwear. As
    we talk i start to open up, and i go into more detail, explaining about dressing up in dresses and high heels, even telling Phil about wearing
    makeup. Phil asks more and more questions, even asking if i was
    interested in guy's, i shake my head, explaining that i was definitely interested in girls, that i dress up just for pleasure.

    After a while Phil looks at me and asks if i would dress up in my
    sister's clothes and show him. I tell him no, shaking my head,
    explaining that i have only dressed up when im alone. Phil asks again
    and again, saying that we are friends, that it would be a bit of fun,
    that no one else would know. Eventually i give in, i tell him that i
    will put on some of my sister's clothes but not makeup. Phil agrees,
    asking me to put on a dress and high heels.

    As i enter Sally's bedroom i start to shake a little, i can't believe
    that i had agreed to dress up in my sister's clothes, let alone agreeing
    to show Phil. I took a deep breath and opened Sally's underwear drawer,
    a smile spreading across my face as i run my fingers over the pretty
    female garments.

    I pick out a pair of dark tan tights, always loved wearing tights. Next
    i chose a pair of pink knickers with a lace front, i also picked out a
    black bra, id worn it before and loved how tight it felt. Sally had lots
    of dresses to choose from and i knew the one i wanted. It was a short
    sleeved navy dress, velvety and soft, high neckline and stopped just
    below my knees. The shoes were an easy choice, 3 inch heel, black and shiny.

    I took the clothes to my room and laid them out on the bed, excitement
    building up inside me as i stared at the feminine garments. I suddenly
    became aware of what i had agreed to do, but couldn't stop myself. I
    stripped quickly, gathering the tights and slipping them over my foot. I
    held my breath as i slowly pulled them up my leg, then slipping them
    over my other foot and pulling them up over my waist. I took a minute or
    so to calm myself, then pulled on the knickers. The pink lace front
    looked so sexy and feminine.

    I then put on the bra, always loved wearing a bra, it felt tight but comfortable. I slipped on the dress, almost gasping with pleasure, it
    hugged my body and felt so soft. I tugged it down, just covering my
    knees, enjoying the feeling of the dress against the tights. I slipped
    on the high heels and went to my sister's room to see how i looked. I
    felt wonderful, my stomach turning excitedly as i stared at myself.

    I finally walked downstairs, stopping at the living room door. I tell
    Phil to close his eyes and that he is not to look until i tell him to, i
    tell him that he is not to tell another sole about this. Phil tells me
    to stop talking and just show him what i was wearing. I take a deep
    breath and walk into the room, standing just in front of Phil. I tell
    him to open his eyes.

    Phil sits there, looking me up and down, mouth open and saying nothing.
    I ask him what he is thinking and he just shakes his head and smiles.
    Finally he tells me that the clothes look good on me, i say thank you to
    him, my body trembling. I ask if he has seen enough and tell him that i
    should go and change. Phil tells me to sit down and chat for a while,
    asking me to stay dressed the way i am.

    After a nervous few minutes i decided to sit on the sofa with Phil. I
    sat on the edge, legs together, tugging the dress over my knees. I can
    feel myself shaking as i look at Phil. He tells me again that i look
    good, telling me that my legs look amazing in the tights. I say thank
    you to him, then i ask if he is ok, asking what he really thinks. Phil
    leans forward, he looks me in the face and says that he is perfectly
    fine with me being dressed as a girl, telling me to relax.

    After a while, and lots of questions, i start to feel at ease. Phil asks
    me if i would walk around the room, saying that he would like to see the clothes properly. I do as he asks, walking from side to side then around
    the living room. He tells me that i have great legs and the heels make
    my bum wiggle nicely. His comments make me smile and i start to enjoy
    the fact that i am dressed up as a girl and showing myself to someone.

    Phil asks me to sit down next to him, patting the sofa close to him. I
    do as he asks, sitting very close to Phil, my stomach turning as my
    heart beats faster. Im nervous, staring at the floor, hands fidgeting on
    my lap, then Phil asks if he could touch my legs. I nod, not looking up,
    Phil puts his hand on my knee. I take a deep breath, electricity
    shooting through my body, Phil slowly starts to stroke my tights.

    I'd never experienced anyone seeing me dressed as a girl, let alone
    touching me. The feeling of his hand on my leg was incredible, so
    thrilling. We were both silent as Phil stroked all the way down to my
    ankle then back to my knee. I don't make any protest as his hand slips
    just under my dress, touching my inner thigh. Phil stops and asks me to
    stand up in front of him. Without thought, i do as he asks, standing
    right in front of him. My whole body starts shaking, nervousness turning
    to excitement.

    Phil is quiet as he looks me up and down, talking to me quietly, telling
    me again and again that i looked good. He asks me to turn round, i do as
    he asks, knowing that he was getting aroused but unable to stop myself.
    Phil touches my back, feeling the soft fabric of the dress. I feel his
    other hand touch my leg, touching my tights, fingers slipping under the
    hem of the dress. I'm told to bend forward a little, my whole body
    tingling, i put my hands on my knees. Phil pushes my dress up and
    exposes my knickers, i offer little resistance. Phil starts to stroke my thighs, making his way to my underwear. As he touches my cheeks, i pull
    away and tell him to stop.

    I tug my dress back over my knickers, telling Phil that it was wrong. He
    just shakes his head and frowns. I tell Phil that i need to go and get
    changed, that i don't feel comfortable. He stands up, stopping me from
    leaving. As Phil grips my arms he tells me that everything is ok, that
    we have done nothing wrong. I start to say something and he steps closer
    to me, gripping my hands in

    his. Our eyes meet and Phil smiles, he quietly speaks, repeating that everything was ok. As we look at each other, Phil slowly guides my hand
    to his crotch. He is fully hard and i pull my hand away. I start to
    protest but Phil shushes me, again guiding my hand back to his cock.

    I don't know what came over me but i didn't pull away this time. I just
    looked Phil in the face, then started to rub his manhood through his
    jeans. We stayed like that for a few minutes, the occasional gasp
    leaving Phil's mouth. I say that we should stop, but i carry on
    stroking. Phil ignores me, putting an arm around my back, his hand
    slowly working it's way down to my backside. I push myself away,
    protesting, saying, again, that it was wrong. As i try to walk away Phil
    blocks my way, telling me to calm down, saying that it's just the two of
    us. He gets me to sit down on the sofa, he sits down close to me and
    starts to reassure me that it's okay again. Part of me knew that i
    should go and get changed, but i didn't.

    Phil leaned in closer to me, talking in almost a whisper. Somehow my leg
    ended up on his lap, his hand on my leg. He slowly stroked my tights,
    the feeling was incredible and i didn't try and move. The sensations
    shooting through my body were incredible and i didn't want them to stop.
    Phil's hands slowly worked their way up my leg, finding my knickers. I
    was now very aroused and Phil found this out, his fingers stroking the
    lacey front, stretched by my very hard cock. I gasped and grabbed his
    hand, telling him to stop. He knew that i didn't mean it though, he knew
    that i was very aroused. He tells me to stand in front of him, and i do,
    then he asks me to kneel down and again i do as he says.

    Phil stands up, nothing is said as he undone his trousers. He quickly
    pushes them down along with his underwear, his big cock standing erect
    inches from my face. I stare at his erection for a few seconds, then
    without any thought, i take him in my hand. His warm hard cock throbbing
    as i slip my fingers around his shaft. I hear Phil take a deep breath,
    but i don't look up at him. I instinctively start to stroke Phil's
    erection, not thinking, almost hypnotised, a powerful wanting taking me
    over. His cock is about 7 inches long and quite thick with a large
    helmet. Lost in the moment, i move my head to his throbbing manhood,
    softly kissing Phil's shaft.

    Phil let's out little gasps and groans as i kiss his length, my tongue
    licking him, making it's way to his helmet. Lust fills my body, im
    almost not in control of myself as i work my way to Phil's shiny helmet.
    I lick the tip, Phil oozes and throbs. My lips envelope his helmet and i
    gently suck, using my tongue to tease as i swirl it around his manhood.
    Before long i find myself taking more and more of Phil's rock hard cock
    in my mouth. He groans with pleasure as i start to bob my head, making
    myself gag from time to time as i try to take as much of him as i can. I
    don't stop, wanting to make Phil shoot his load, i know that i want to
    make him cum.

    It's not long before Phil tenses, almost on tip toe and holding my head,
    he cries out. I pull my head back, his cock throbbing as he ejaculates, shooting his thick creamy load over my face. He covers my eyes and
    shoots cum over my mouth. I continue to rub him until he can't take it
    anymore. Phil collapses into the sofa as im left kneeling down covered
    in Phil's warm cum. I wipe the cum from my eyes and look at Phil, a huge
    smile on his face. He is breathing heavily and repeating the word 'wow'
    over and over. I don't know what made me do it, but i started to lick
    Phil's cum off of my fingers.

    After a few minutes i get up and tell Phil that im going to wash my
    face, he begs me not to get changed. I wash myself, looking in the
    mirror, i can't resist a smile. I decide to stay dressed in Sally's
    clothes, then go back to the living room and sit down next to Phil.
    There was silence for a while, a kind of uneasiness in the air. Phil
    asks if im ok and i say yes, he goes on to say that he enjoyed me giving
    him a blow job. I don't know what to say back, but i wanted to smile,
    getting aroused at the thought that i had just made another guy cum. My
    bulge is obvious against the tight dress, i cross my legs trying to hide
    it but Phil had noticed.

    Phil tells me that he isn't going to do the same thing for me, that he
    doesn't want to stroke me either. Before i can protest, he tells me that
    he would like to see my hard cock bulging inside my tights. Instantly my stomach turns, and excitement fills my body. As i sit there i pull my
    dress up, exposing my sister's pink knickers and tan tights. My hard
    cock tightly restrained, desperate to be released. I smile as i watch
    Phil staring at my knickers, i run my fingers up and down my length,
    making myself throb.

    After a few seconds i slip my thumbs inside the lace trim on the top of
    the knickers, then push them down. I push the knickers down, almost to
    my knees, my erection clear to see through the tan tights. Almost in a
    whisper i ask Phil if he wants to watch me cum. He doesn't look up,
    staring hard at my cock, he just nods. I push my hand inside my tights
    and grip my cock, knowing that im being watched, and slowly stroke
    myself. I get more aroused and open my legs, stretching my sister's
    knickers with my knees. I whisper to Phil to stroke my tights, and he
    slides his hand up and down my legs and over my inner thighs. The
    feeling of being touched sends shockwaves through my body and i
    masturbate faster and faster. I don't last long and quickly pull my
    throbbing cock out of the tights just in time, spurting threads of warm
    cum onto my stomach. I cum hard and gasp loudly with each throb.

    A minute or so passes and i look over at Phil, he is smiling as he says
    that he enjoyed watching me cum. I tell him that i hadn't cum as strong
    as that before. He hands me a towel and i clean myself up, trying hard
    not to get anything on my sister's dress. I pull up the knickers and
    sort out the dress, sitting down again i pick up my drink. I ask Phil if
    he wants me to go and change, he tells me that he doesn't want me to. We
    sit in silence for a while as we watch the television, then i ask if we
    should talk about what just happened.

    Phil is reluctant at first but i tell him that i didn't want what
    happened to get in the way of our friendship and he starts to talk. I'm surprised when he says that he liked seeing me dressed as a girl, going
    on to say that he really enjoyed me giving him a blow job. I listen to
    him as he says that he would love to see me in makeup and how he would
    love me to give him another blow job.

    Phil stops talking, then apologises. I put my drink down and turn to
    face him, looking him in the eye. I smile and tell him that he doesn't
    need to apologise, that i too, really enjoyed what just happened. I
    pause for a second or two, then i tell Phil that i would love to wear
    makeup for him, reminding him that we have the whole weekend in front of us.

    To be continued......

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    Delia365
    Delia365
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    COMMENTS (4)
    COMMENTS

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    4 COMMENTS
    PetraFrederica2062PetraFrederica2062about 13 hours ago
    Yes this is a great story about true friendship. With romance and a
    friend helping another friend coming out as a pretty crossdresser. And
    with morel support. Without affection their true friendship.

    DragosLoveDragosLove2 days ago
    I highly recommend running a spell/grammar check and getting an editor.

    Mark_MichiganMark_Michigan3 days ago
    Very hot story, and I bet something a lot of friends wished they could participate in with one of their sisters garments, I hope it continues!!!

    Anonymous3 days ago
    Great comeing out story ! More please !

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