3 comments/ 61376 views/ 10 favorites A Conversation with Emily May By: sarahloveitt Sarah, I'm 18, a senior in high school. I still live at home with my mom. My name is Emily May. I'm 5'3", I have brown hair and brown eyes. I want my mom so bad, but I don't know how to get her. I thought maybe you could help? Hello Emily May Tell me about your mom and your relationship with her. Are you close? Do you confide in each other. Have you a father living with you? Do you hear your mom masturbating? Has she seen you masturbate? That sort of thing ... have you read all my conversations with young ladies wanting sex with their mom? That would be a start. Sarah Hey Sarah, My mom is 38 and we look alike, only I'm a younger version of her. She's very beautiful! We are pretty close, especially since my dad left ten years ago. She hasn't been with anyone since and God how I want her! We talk a lot and she knows I'm a lesbian, I didn't exactly come out the way I wanted to, she caught me and my ex in my bedroom, so then we talked about it. I've always had this feeling that she was standing there longer than she let on, but I don't know. My mom just doesn't seem like the type you know? I've heard her masturbate and often masturbate listening to her. I know she's heard me, because our rooms are right next to each other and I'm loud in bed. I have read all of your conversations, but I'm just so timid and shy and embarrassed. I feel like, if I make a move, I'm going to mess things up. Emily May Well Emily May, I know what you're going through! Others have had the same misgivings, but you need to know how your mom feels about sex. At 38 she is at the peak of her sex drive I guess! Have you mentioned reading my stories to her? Others in a similar situation have managed to nudge their moms in that direction. The chances are that, if she does read them, she might send me a message, then I can help! For a start, flattery helps, if you tell her how much you admire her etc. What a lovely figure she has. How jealous you are of her. You know the sort of thing. But whatever you do, it is importatnt not to spoil the close relationship, so there always has to be a get-out! Do you sit and watch TV together? Why not cuddle up to her and put your hand on her thigh. Give her a kiss on the neck and tell her you love her. If she doesn't squirm, gently drub her thigh casually. She should pick up the message! Do you sit on her bed and watch her dress? Ask if you can borrow her sexy panties. Just let her know that you are interested in her. You never know, she might secretly be wanting sex with you, but is too shy to make a move. Has she discussed your lesbian relationships - shown any interest in knowing about them? If so, it could be a sign that she herself is interested. From what you tell me, she has no lover that you are aware of. But she clearly needs sex if she masturbates, and doesn't seem worried that you are aware of it. Another pointer wanting you to know she does it. Once mom feels you won't think her a wierdo for wanting sex with her daughter, she'll probably make the first move. What do you think?? Sarah Sarah, Thanks for understanding! I don't know if she would ever go near Literotica or any erotic story site! But I guess I won't know unless I try. I tell her I think she's beautiful and I'm so happy I got her looks. I've tried hinting at it. We do almost everything together when I'm not studying and she's not working. It's just the two of us so there's not much else for us to do if it's not with each other. We watch tv together on her bed, sometimes on the couch. The advice about cuddling up doesn't sound so bad. I think I could get away with that. I sometimes watch her dress. She asks for my opinion on things she wears and then after watching her dress, I have to go and masturbate she's just so beautiful and turns me on so much. She has asked about a few of my girlfriends, mostly about when I finally decided I was a lesbian. She knows some of the intimate details and I have discussed sex with her, but I don't go into the graphic details. I'd like more advice, help, anything you can give. Thanks again! Emily May xoxox Hi Emily May Well, it seems to me that your mom is fishing, hoping you'll take the bait, with this chat about sex. She's clearly a sexual person, needs sex, and seems comfortable talking about it. What I believe she needs, is some assurance that you don't lose respect for her because of it! When you discuss sex with mom, mention casually that you hear her masturbating and that it sounds wonderful and turns you on. Tell her you are desperately wanting to cuddle her as she does it. It would be such a wonderful experience. Mom will probably admit that she hears you as well, and may admit that she gets turned on by the thought of you having orgasms. I really believe that mom is as keen as you are. And just as nervous!! Once you've planted the seed in her mind that you really care about her and think she's a wonderful person, I'm sure she'll take over the running and suggest mutual masturbation maybe. Ley me know what happens. Sarah. Sarah! So I took your advice and it happened!!! We were in my mom's bed and I put my head on her breasts and my hand on her thigh. She didn't do anything so I continued my advances and rubbed her thigh. I told her I could hear her masturbate, and it turned me on and that I masturbated to the sounds of her masturbating. She looked at me for a few seconds, then tongue kissed me. She rolled on top of me and started undressing me. I don't know! OMG! She was so dominant in bed. I'm very submissive, so that got me really hot. She stripped me quickly. I tried to take off her clothes, but she pushed my arms down to the bed and kissed my neck. She said I had to wait. She had been wanting this a long long time. She kissed me again and kissed down my neck and then kissed my breasts. She sucked my nipples and licked them and bit them as she fingered me. She kissed down my stomach and down to my pussy she licked my clit and I just about hit the ceiling with ecstasy and lust. She fingered me harder until I came. Then she ate me out and rubbed my clit bringing me to another hard quick orgasm. I couldn't take anymore just then. But I wanted to show her what her little girl could do. So I pushed her off of me and mounted her. I rubbed my pussy on her thigh as I tongue kissed her. Thanks to her thigh I actually came again and then I was really lusty. I kissed down her neck to her breasts and sucked her nipples. I kissed her breasts. I kissed down her stomach kissing down her legs and back up. I began to finger her as I licked her clit. She moaned so loudly for me I just about came. I ate her out to orgasm and then fingered her to another. We've had sex every night since. Thank you sooooo much! Emily May OMG Emily May That is just WONDERFUL! It took a lot of courage on your part, but having taken the plunge, it all worked out! I'm delighted for you. It sounds as though you had a passionate, wild, uninhibited experience together. I'm proud of you! Enjoy your new sex life together! And it took less than a week from emailing me first! WOW! Give your mom my very best wishes - I wish I could join you both for a threesome! Sarah XXXX Sarah, You are amazing!! I never thought it would happen but it did! I wish you could join us for a threesome, I would enjoy that very much! I've got a thing for older women. Thank you so much again! I could kiss you, I'm so happy!!! Emily May xxxxxxx Hi Emily May You are sure to have a very happy Christmas together! I must admit though, that I never thought it would happen so soon! Your mom was clearly feeling very much in need of sex! Sex starved! And it all came out! How marvellous. I'm delighted!! I only wish I could see you both! Mmmmm! Have fun! Sarah xxxxxxxxxx Thanks Sarah! Merry Christmas!! I enjoyed meeting you! You're a truly amazing person! Maybe you will see us. Also, my mom might email you from here. She really wants to thank you! Emily May (Then, out of the blue as they say, I got this massage - ) Dear Sarah, This is Paula, EM's mother. Thank you so much! Unfortunately, I have to use Emily's iPod as she is in between my legs at the moment so I can't use my laptop. Thank you so much. It is quite hard typing right now as Emily has already brought me to two orgasms and .... OMG ... she is very close to giving me another! God I didn't know how expert her young tongue was. I wish you could join us! Must go ... OMG! ... I'm cumming again! So delightful! Paula xxx Hi Paula I'm so pleased I was able to be of help! And how kind of you to think of me when you are busy doing other exciting things - or rather, Emily May is! Gosh! Unlimited orgasms for you from now on. You both sound so wonderful and gorgeous. Have a happy Christmas - it's sure to be an active one! By the way, Paula, how long have you lusted after Emily May? She didn't think you were at all interested!! But we know different! Sarah xxxxx Sarah, She's just so beautiful and a great young woman. I think the first time I realized I wanted her would have to be when I caught her and her at the time girlfriend in bed. EM was between the other girl's legs. I stood watching for at least ten minutes rubbing my clit. Paula xx Thanks Paula. Emily May told me that you'd 'caught' them having sex! So that got your juices running - mmmm - and a glorious orgasm followed! Well, now your daughter's between your legs! I'm so delighted for you both. And you are very beautiful. I have a photo from EM! I would be very happy to get between your legs as well, but only after a lengthy preliminary kissing and fondling! Hope you had a very happy Christmas. I'm sure you did!! Sarah xx A Conversation with Emily May Ch. 02 EMILY MAY CAME BACK FOR MORE (My first encounter with Emily May was to help her and her mom to find each other's sexual needs and I thought all was well with them. The last I heard from them, she was between her mom's thighs as mom emailed me. So I was rather surprised some months later to have got this email from Emily May.) Sarah I've missed you so much. I'm wanting you so much. I'm a horny submissive girl and I want you. I think about you a lot. From Emily May's iPod Hello darling. I do hope you enjoyed your orgasm thinking of me - perhaps looking at my naughty pics. How's your mom though? Doesn't she make love to you any more? If I was with you, you'd certainly know what orgasms are! Several - one after the other until you screamed for mercy, your body arching and shaking in delirium. Mmmmmm. Xxxxxxxxx Sarah Ooooh my god Sarah!!! You make me cum so hard. I very much enjoy my orgasms that I have thinking of you. Yes, my mom still has time for me, but not as much. She met someone and all of a sudden decided that what we were doing "was wrong", so it ended - well except for brief moments. A month of crying and I am still not over it. I just wish I knew what to do... Emily May Sorry to hear that Emily May. You just need to find a new lover of your own. Meantime, think of me trailing my finger tips along your inner thigh, feeling the trembling beneath the skin and hearing your sighs until my fingers find the warm damp pussy lips inside your panties. Sneaking between thenm, I can slip two fingers inside the wonderful jewel, a gorgeous wet vagina. Deep in your secret place. Mmmm. You have a special fleshy inside - I adore feeling it and pushing my fingers against it. Mmmm - I'd love to hear you cum. Dribble your lovely juices over my hand, ready for me to lick clean before I press my own hot pussy over your face, rubbing your nose and lips until I cum all over your face as you cry out in an exploding orgasm, your thighs thrashing wild in ecstasy. Exciting and sexy darling. Sarah xxxx I can taste your juices already!!! From Emily May's iPod Thought of you this morning as I enjoyed playing with myself - imagining hugging you and stroking your bottom and thighs, feeling the flutter in your belly as your body responded to my touch. I knew yo were lubricating for me, so I squeezed my hand into your panties and fingered your labia. Mmmm - yes! Wet! I imagined the pussy I was fingering was yours - it was so delightful to be feeling you again, the trembling of your thighs as the orgasm built up - and I CAME for you Sarah, juices all over my palm. I held it out for you to lick, as you came with me!! Ooooo yeeees!Emily xxxxxxxxxxxxxx (Several weeks passed without further messages from her. Then ...) I miss you Sarah. Emily May xxx Darling Emily May, It's been a while since I heard from you, so it was lovely to get your note - I know you were masturbating at the time. I could tell! Maybe you could feel my fingers exploring your soft warm pussy - or my tongue slipping in and out of your vagina whilst my nose rubbed your clit - feeling you jerk and gasp as I taste and smell your private juices. Mmmmm - yes, you're trembling and moaning darling - your labia are so soft and tasty - I'm chewing them with my lips, still pushing my nose into your clit. Are you cumming already? Ooooo yes, please do. Cum for Sarah. Gosh I'm getting so wet. Perhaps a quick feel inside my knickers ... gosh yes. Soaking. Here goes. XXXXXXXXXXXXXX Are you cumming back to me darling? I need your pussy in my face. Sarah xxxxxxxxx Sarah, Oooooooh Jesus how you make me quake and moan and cum so violently! I want to taste you so bad! I've missed you so much! I've been thinking about you a lot! Emily May Mmmm Emily May I often think about you in bed when I'm masturbating - trying to visualise your dripping pussy - it's smell and taste. OMG you're so sexy - gorgeous body - I love your moans and quakes darling as I finger you and rub my nose over your clit. Do have another orgasm for me. Please!!! I'm playing with myself right now - sticky keyboard - wet knickers - all for my Emily May. Oooooooooooo yeeeeeeeeees!!! Sarah xxxxxxxxxxxx. Ooooooooooh christ Sarah!!!! You make me cum so hard every time you talk to me!! I want to taste you! I'll lick your keyboard clean for you! Let me taste you please!!! Cum on then darling Emily May I'm waiting for your tongue to lick my pussy - your fingers to open the labia and tease my clit. I could cum all over face Emily. Mmmm. OMG. Kiss me! Sarah Oh yes, Sarah. Kissing your breasts and sucking on your nipples moving my way down to your pussy opening up your labia and licking your clit sucking on it softly as I finger you. licking your pussy lips and sucking on them. pushing my tongue into your pussy tasting you. God you taste amazing! But im not as experienced as you! Emily May xxxxxxx Perhaps not Emily May, But you're learning fast! I love the feel of your tongue penetrating my vagina, and flicking over my clit. You could a lady some damage Emily!! Exquisite damage. And I shall fill your mouth with cum as I explode. Mmmmmmmmm. Sarah (A few days later, while checking to see who was 'available', there was Emily May's little green light. I sent her an IM.) "Hello Emily May. What are you doing online - waiting for me - or chatting?" "Waiting for you." "I just noticed you were 'available', so thought I'd say hello, maybe even give you a quick kiss." "Don't tease..." "And a big hug - and stroke your bottom." "Ooooooh god." "And listen to your moans and chew your ear and kiss your neck." "SARAAAAH!" "Run my hands over your thighs." "Ooooooooh pleeeease." "Feeling the warmth between your legs." "Pleeease touch me - pleeeeease!" "Mmmmm fingers roaming over your groin, finding your sweet little clit." "Oooooh goddd Sarah - don't stop pleeeease." "Then fingers pushing between your labia to feel the wetness oozing from your vagina - kisssing your stiff nipples as I start to finger fuck - my other hand rimming your bum." "Oooooooh Saraaaaaah - fuuuuuuuuck." "Feeling your thighs begin to tremble and shake, your bottom lurch and judder with the thrill." "Pleeeeeeeease dont stop - I'm going to cuuumm." "Hearing your gasps - panting - shuddering - trembling belly. Hearing your scream of agonising ecstasy. Cumming for Sarah." "Oooooooh Goddddd - I'm cuuuuuuummmminngggggg." "Cumming cunming cumming. Ooooo darling - how I miss that soft delicious pussy, dripping with lovely juice." "Ooooh Sarah. That was so intense. It's been a while since you made me cum." "Phew - so glad you made it. How about another?" "Yessss pleeeeease." "This time I'm gong to get your whole vulva in my mouth and chew and chew and chew, scooping out all the nectar with my tongue, pushing my index finger deep in your bum." "Oooooooh Saaaaaaraaaaahhh." "Biting you clit." "Oooh Goddd. Pleeease. Fuuuuuuuckkkkk." "Sucking your labia - sliding my tongue deep into your vagina, tasting your divine, delicious juices, smelling Emily May's delicious nectar." "Oooooooh jesuuuuuuuuuus christ!!!! Fuuuuuuuck." "Oooooooooooo I feel you shuddering again - cumming - cumming for a second time." "I ... aaaaaaaaaammmmmmmmm - ooooooooooooooooohhh. Ffuuuuuuuuuuuuuckkkkkkkkkkkk." "How was that, Emily May?" (After a pause.) "Magnificent!" "You see how beautifully I make you cum darling." "Yesss. Oh - panting hard here." "A third?" "I'll do anything for you Sarah. Oooooh goddddddd ... anything you want .... yesssssss." "I love your delicious body - those cute stiff nipples and that wonderful piece of womanhood - between your thighs. I could gaze at it all day - and finger it, rolling the clit between my thumb and finger. Watch the juices oozing out of the dilating vagina." "Oh fuuuuuuuuuckkkk." "Feeling your belly shuddering - shaking and leaking onto my lips - your cum dribbling into my mouth. Hot wet thighs gripping my head as I bring you to another thrashing orgasm. Cum on Emily May - cum on me - fill my mouth with your sweet juices. Mmmmm - you taste so very good darling. So wholesome!" "Again pleeeeeeeeeease. I've never cum so hard - please don't stop." "Gosh how many more can you have?? Your labia are so swollen and your clit so big and stiff." "I'm a teenager - my libido is that of a horny teenage guy." "Cum on then, let me rub my soaking pussy over your mouth and my clit over the tip of your nose. Push your tongue inside me Emily May, taste my womanhood." "Ooooooh Godddd ... pushing my tongue deep inside of you." "Feel my juices dripping into your mouth." "Ooooooooh godddd." "Cum again darling - shake and tremble - thrashing thighs and legs." "Ooooooooh pleeeeeeease, I'm going to cum again!" "Weak at the knees, I'm eating you hungrily - chewing your pussy, kissing your clit - biting it - eagerly. Feeling you cum again - shaking - shouting my name. Oh shit - I'm cumming myself now. Wow!!" "Mmmmm saraaaah- yes - yes- yes - YEEEEEEEEEEEEEEEEEEEEEEEEEESSSSS!" "OMG. Emily May, I'm CUUUMMMMMING FOR YOUUUUU. AAAAARRRRRRRRRRRRRGH!" "Ooooooooooooh - oooohhh my godddddd ... Unbelievable!" (After another lengthy pause while I get my breath back.) "Phew - what an orgasm!" "Please don't go. Stay Sarah!" "Afraid I must darling - but I'll be back later." (And I did return for another session with her. Mmm! Lots more orgasms!)