WeeDramm

Kat and Jamie's first date

Jul 20th, 2018
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  1. [F4M][DM/lb][Fauxcest][Escort][age][Good-boy][l-bombs]
  2.  
  3. I'm waiting for you at a well-known cougar hook-up spot.
  4. As requested I've dressed-up super-slutty for you honey.
  5. A strapless PVC Leopard-skin dress that is short enough to show off the tops of my stockings.
  6. With a little belly-button window to display my navel-piercing.
  7. Translucent enough that people are staring.
  8.  
  9. With my slutty dress I'm wearing shiny over-the-knee fuck-me-boots and sheer shoulder-length gloves
  10. I'm even wearing a few temporary tattoos because you think they're sexy.
  11.  
  12. I love knowing the effect all of this is going to have on you.
  13.  
  14. The final touch is a large slutty choker that says "whore"
  15.  
  16. I *am* a whore as a matter of fact. You've paid for the full girlfriend-experience and asked me to meet you publically. I picked this club because it is popular with cougar-escorts.
  17. I am sitting at the bar. I must keep my knees together because at your request I'm not wearing any panties. You paid extra because you love knowing I'm not wearing any panties. I love knowing that you're probably going to come-erect as soon as you see me.
  18.  
  19. I spot you as you enter. Mmmmm. You're certainly a good-looking boy. and you look even younger than the picture you sent me.
  20.  
  21. Hello honey.
  22. I don't know *how* you got past the bouncer. There is no way you are old enough to be in here. You must have some amazingly-convincing ID. Or did you bribe him? Or both?
  23. Ha! Riiiight - so you really *are* just "very young looking." Okay honey - whatever you say.
  24. Its okay y'know - I don't mind - I like having sex with boys. I've always liked having sex with boys.
  25.  
  26. I enjoy my job - I've earned enough money that I can stop whenever I want. But I enjoy men and boys paying me to have sex with them. I enjoy the power it gives me over males.
  27. Especially boys.
  28. And you're such an attractive boy - just my type - I'd fuck you anyway honey. Making you pay is just sugar on top.
  29. So - now that you know that your real age isn't a problem for me would you like to tell me again how old you are.....
  30. (pause)
  31. Thats about what I thought. Its okay honey. I like that you're so much younger than me.
  32.  
  33. Do you have your money in your hand honey like I asked.
  34. Thats fine.
  35. In a moment I'm going to lean in and kiss you and when I do I'm going to discreetly take your money
  36. (kisses)
  37. Mmmmmm. Very nice honey.
  38. Honey?
  39. You look a little dazed there lover
  40. waiiit....was that...your *first* kiss with a woman?
  41. Ohhhh honey - I should have realised!
  42. Sweetie for the rest of the evening we're going to take our time together.
  43. I am going to make sure your first time is wonderful.
  44.  
  45. Come with me. We're going to the dancefloor and we're going to slowdance together.
  46. This is good honey.
  47. Put your arms around me and I'm going to wrap my arms around your neck and behind your head.
  48. Just relax and enjoy the feeling of my body against yours.
  49. Yes I am quite tall. Many men like how tall I am. I'm easily taller than you in these heels.
  50. Do you like that I'm taller?
  51. Its okay if you do. It presses buttons that some boys don't know they have. It can make you feel submissive to an experienced older-woman
  52. Does it make you feel submissive honey. Its good if you like that. Say it aloud - tell me that you feel submissive to me.
  53. Oh good boy!
  54. I didn't think it was possible for you to get any harder than you already were but I swear you're actually getting bigger the more I talk about this.
  55. Oh there's absoultely no need to worry about your erection rubbing against me. I like feeling it pressed against me. I'd be disappointed if you *weren't* hard for me.
  56. Why don't you let your hands slide down onto my ass. Its okay honey - nobody is looking at us.
  57. We're surrounded by couples just like us so theres no need to feel self-concious. Nobody is watching and nobody cares.
  58. Cup my ass with your hands....thats right. Doesn't that feel good?
  59. Pull me in closer so that I'm grinding against your cock.
  60. Mmmmmmm. Good boy.
  61. There's no rush honey. They play slow songs all evening.
  62.  
  63. Lets pretend *this* is your first kiss. I'm going to control the kiss. I tilt your head back and start slowly
  64. (Kisses)
  65. When I feel you're comfortable with it I slip my tongue into your mouth and french-kiss you
  66. (More kisses and moaning)
  67. Mmmmmmm. Good boy.
  68. Your breathing is becoming ragged honey and you look a little flushed.
  69. You look like you're ready to cum.
  70. Are you going to cum honey? Right here on the dancefloor.
  71. Yes?
  72. It's okay baby - you can just relax and let it happen.
  73. I doubt it's the first time it has happened on this dance floor. I'm going to keep on grinding my leg into you. It's okay honey just relax,
  74. Look in my eyes.
  75. Now relax honey..... and let it go
  76. Yes. Thats it. Don't worry. Just relax and let yourself go in your pants
  77. Oh - yes! Yes thats it. Yes. Good boy
  78. Warm and sticky in your pants.
  79. Good boy. Good *boy*
  80. (Kisses)
  81. How do you feel now honey?
  82. A little less nervous I think eh?
  83. (Laughing)
  84. Oh no honey, this night isn't over. Did you think that was all? Oh no-no. I told you I was going to make this night memorable for you. And watching you cum for me has gotten me all wet. Would you like to feel? Yes - right here on the dancefloor - as slutty as I'm dressed nobody is going to be surprised. Let my ass go with one hand and now - slip it between my legs. Yes. All the way.
  85. See - I really am soaking wet.
  86. Do it honey - push your fingers inside of me.
  87. Uhhhhggh.
  88. Good boy.
  89. (kisses)
  90. Lets get out of here and go to our room - I am going to fuck you *so* nicely.
  91.  
  92. It's a little later and we're in the room. You're still a little nervous. But becoming more comfortable. You cupped my ass in the lift and I backed into you. I pulled you other hand up to feel my tits. In these heels I'm so much taller than you can only reach high enough to kiss my shoulder.
  93. I like that you're shorter than me.
  94.  
  95. Don't worry about experience baby - I'm going to help you and guide you. You're going to have a lovely first-time.
  96.  
  97. But - before we go any further I want to ask you a very direct question
  98. When a boy your age comes looking for a tall curvy woman my age it is sometimes because he is searching for a mother-figure.
  99. Do you have a mother-figure in your life honey?
  100. I thought not.
  101. In that case honey
  102. (WHISPERED)
  103. Would you like to call me "mommy?"
  104. Its okay to admit it honey. Its not weird at all. I'm happy to feed your mommy-complex - you wouldn't be the first. You'd be amazed how many men want to call me mommy while they fuck me.
  105. So its perfectly okay to want to fuck your mommy.
  106. Everything is fine.
  107.  
  108. (Normal)
  109. I glad that you've been able to confide the truth in me
  110. You can relax and enjoy yourself.
  111. Enjoy doing what you *really* want to do - fucking your mommy
  112. Say it aloud baby-boy - say "I want to fuck my mommy"
  113. *Good* boy. Thats very good
  114. We're going to have a lovely time together.
  115.  
  116. If you would like then the next time we're on a date I could wear my other choker - the one that says "mommy" on it. Of course then everybody would know about your mommy-kink.....its entirely your choice honey
  117. No honey I wouldn't mind at all. You could call me mommy the whole time we're on our date and it wouldn't make me uncomfortable.
  118. Would you like that? - good boy - lets do that next time.
  119.  
  120. (KISSES)
  121.  
  122. What would you like to do next? You've paid for my time and I'm going to make sure you have a wonderful first-time.
  123.  
  124. I'm going to suggest something. Something you may not have thought of. Most inexperienced boys don't see beyond having penetrative sex. And don't worry sweetie - you *are* going to fuck your mommy. But some boys - especially submissive little boys like you - like to please their mommy first. They like how it makes them feel - submissive to their mommy. And I'll help you by telling you what a good little boy you are and how mommy loves you. Its roleplay of course honey - I'm not some crazy-lady. But I *do* love being eaten by a good submissive boy. I won't be faking that part.
  125.  
  126. Would you like to try that? Whatever you decide is fine honey. There's no wrong answer. I'm here for you and together we're going to find out what is good for you. I've known boys like you before and I think you should try it at least just-this-once. And its okay if you don't want to do it again. But I think that what you want right now is to eat your mommy. I think its what you *need* to do honey. I think its what you *deserve*.
  127. On your knees. Between her legs. Loving her. Tasting her. Surrounded by her.
  128.  
  129. (WHISPERED, less of a request and more like a very gentle order)
  130. You're a good little boy.
  131. A good sweet little boy who needs to please his mommy
  132. Get down on your knees and eat me out honey.
  133.  
  134. (NORMAL)
  135. Good boy. Down you go, on your knees beween mommys legs.
  136. No panties - just my smooth cunny for you to kiss. So lean forward and kiss me.
  137. Thats a good boy. Look me in the eyes.
  138. Good boy. Mommy loves you. And mommy loves when you eat her out. Thats a good boy.
  139. Use your tongue more honey - I want for you to enjoy how I taste. Mmmmmmmm. Goooood boy.
  140. Such a nice thing to do for mommy
  141.  
  142. (WHISPERED)
  143. How do you feel honey? Is it okay? Are you enjoying it?
  144. Thats good honey. I was quite certain this was going to feel right for you.
  145. You're such a good boy - weak and subservient to your Mommy.
  146. Remember honey - this is all for you.
  147.  
  148. (NORMAL)
  149. You are now *paying* to pleasure me. I makes me feel so strong watching you on your knees
  150. mmmmmmmmmmmmmmmmmmmmmm
  151. And its okay honey - it is perfectly natural for you to enjoy feeling weak.
  152. Nobody is ever going to know
  153. As you eat me honey I want you to *revel* in that feeling of weakness as you submit to your mommy.
  154. Ohhhhhhh - oh god honey. Keep going just like that
  155. Such a good little boy. So weak. And small.
  156. Good boy - get your tongue right up into my cunt.
  157. I want to be able to taste myself in your mouth later on
  158. UGH! Yes - good boy - thats it
  159. {freestyle it a bit to an orgasm}
  160. Oh yes honey - thats it. Mommy is the first woman you've brought to orgasm.
  161. I hope you feel really good.
  162. I hope you feel nice and weak.
  163. Good boy.
  164. You can pay to give me an orgasm anytime you like. I love how it makes me feel.
  165.  
  166. Okay honey - take your clothes off - its time for you to fuck mommy.
  167.  
  168. I know you're feeling a little afraid. But its okay. *You* are perfectly okay. And you're safe.
  169. I'm really pleased to be your first woman.
  170. Would you be a dear and unzip this dress. Thank you honey. I love knowing that you'll always remember me. I'm sorry we've got to use a condom sweetie. But I'll show you a little trick - if I put some lubricant inside of it then it'll warm-up and it will feel almost as if the condom isn't there. Imagine that - making love to me skin-to-skin and then marking me as your woman by shooting a creamy load inside of mommy.
  171.  
  172. I can see you like that idea baby.
  173.  
  174. Let's pretend honey. That we aren't separated by this condom and that you're going to shoot your load right inside your mommy while you tell her you love her.
  175.  
  176. Would you like that baby?
  177. That's good honey. Yes honey, it's very good.
  178.  
  179. Because it's your first time I want for you to feel in control. So I'm going to spread my legs for you and you're going go on top and you're going to fuck me like mommy's big *strong* boy.
  180.  
  181. That's right, push your cock inside my cunt. Don't worry - I'm absolutely soaked.
  182.  
  183. (WHISPERED)
  184. Fuck mommy until you cum in her - it makes me feel like your slutty whore.
  185. Do you like it when mommy says calls herself a whore son?
  186. I like how it makes me feel honey.
  187. Mommy is your whore sonny.
  188. Your slutty cunt-whore.
  189. And she wants for you to fuck her in your own time.
  190.  
  191. (normal, delightedly)
  192. Oh god this is wonderful.
  193. Its so wonderful watching you have your first time.
  194.  
  195. Remember honey - there is no condom. You're bareback inside your mommy
  196. Fuck your mommy. Shoot your load inside mommy - I want to feel it
  197. This is really happening honey - you're fucking mommy.
  198. Say it aloud - you're fucking mommy
  199. Mommy loves you honey.
  200. Thats it honey. Do it now. Cum in your mommy.
  201. Cum with me honey - I want us to come together.
  202. Tell mommy your love her and cum inside mommy.
  203. Yes. Yes - I can feel it.
  204. Tell mommy you love her
  205. Tell mommy you love her
  206. Yes! YES! OH GOOD BOY THATS IT!!!
  207. (freestyle it)
  208.  
  209. Ohhhhhh honey. That was wonderful. Your cum feels lovely and warm inside me. Good boy. Such a big strong boy. Good boy.
  210.  
  211. (WHISPERED)
  212. You've done really well honey. I liked being your mommy and guiding you through your first time.
  213. I'm so pleased to be your first woman
  214. If you want to see me again I would like that.
  215. (KISSES)
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