{"id":552,"date":"2025-05-22T12:54:22","date_gmt":"2025-05-22T16:54:22","guid":{"rendered":"http:\/\/sissyplaytime.com\/wordpress\/?p=552"},"modified":"2025-05-20T12:10:31","modified_gmt":"2025-05-20T16:10:31","slug":"sissy-training-phone-sex-debbie-ms-jennifer-1-877-368-7505","status":"publish","type":"post","link":"http:\/\/sissyplaytime.com\/wordpress\/sissy-training-phone-sex-debbie-ms-jennifer-1-877-368-7505\/","title":{"rendered":"Sissy training phone sex |Debbie | Ms. Jennifer 1-877-368-7505"},"content":{"rendered":"<div id=\"attachment_110\" style=\"width: 209px\" class=\"wp-caption alignright\"><a href=\"http:\/\/sissyplaytime.com\" target=\"_blank\" rel=\"noopener\"><img loading=\"lazy\" decoding=\"async\" aria-describedby=\"caption-attachment-110\" class=\"wp-image-110 size-medium\" src=\"http:\/\/sissyplaytime.com\/wordpress\/wp-content\/uploads\/2012\/08\/jennifer-199x300.jpg\" alt=\"Panty boy phone sex 1-877-368-7505\" width=\"199\" height=\"300\" srcset=\"http:\/\/sissyplaytime.com\/wordpress\/wp-content\/uploads\/2012\/08\/jennifer-199x300.jpg 199w, http:\/\/sissyplaytime.com\/wordpress\/wp-content\/uploads\/2012\/08\/jennifer-99x150.jpg 99w, http:\/\/sissyplaytime.com\/wordpress\/wp-content\/uploads\/2012\/08\/jennifer.jpg 375w\" sizes=\"auto, (max-width: 199px) 100vw, 199px\" \/><\/a><p id=\"caption-attachment-110\" class=\"wp-caption-text\">Panty boy phone sex 1-877-368-7505<\/p><\/div>\n<p><a href=\"http:\/\/sissyplaytimne.com\" target=\"_blank\" rel=\"noopener\">Sissy training phone sex<\/a> with my new cross dressing gf Debbie.\u00a0 I have a wealth of information about a new trainee she is very willing to embrace being feminine.\u00a0 I am going to be posting in a few updates &#8211; starting with the very beginning.\u00a0 This is so you wannabee sissies will be able to learn and possibly dress up like Debbie does.<\/p>\n<p>She contacted me originally wanting to know what I thought about her dressing up for the first time.\u00a0\u00a0 She is lucky because she already has a boyfriend in mind.\u00a0\u00a0She told me that she \u00a0called him and informed him to get her some lubricant and I also mentioned some lipstick (I had suggested these). \u00a0He did. \u00a0Afterwards, she told him, if he wanted me to do so again, I would need more lingerie and clothes. \u00a0He agreed and said he would get some more. \u00a0 I will call to inform you how it all went.<\/p>\n<p>I was so happy when I found out that she told her bf to get the items I had suggested to her on the phone.\u00a0\u00a0 After her bf came over, she said &#8220;Oh, what I didn&#8217;t like, I had cum dripping out of my sissy butt while working last night. \u00a0I had to go to the restroom and put paper towels in my underwear. \u00a0I wasn&#8217;t prepared for that.\u00a0 Does the seeping normally happen? \u00a0If I continue, should I get some panty liners like women do?&#8221;<\/p>\n<p>That is pretty funny. I had to laugh when I heard that, but told her it was perfectly normal.\u00a0 I also suggested that she start getting some female things, like lingerie and makeup.\u00a0 This is what I heard back,\u00a0 He called and informed me, he has some cosmetics (eye liner, mascara, a small box eye shadow, lip liner) bra, panties and a peignoir set (I had to look it up). \u00a0I asked him where he got them, he said he asked his sister to pick up. \u00a0She is aware that he likes his guys in lingerie but doesn&#8217;t know who I am and that he pays her back for her expenses. \u00a0I told him to get some panty liners from her. \u00a0He agreed and said he will be over around 6. \u00a0We both have to be to work at 11pm.<\/span><\/p>\n<p>I was very excited when I heard this. I think Debbie is moving right along.\u00a0\u00a0 That night he came over to visit Debbie, this is what she had to say &#8220;He helped me put the bra on and now I have to try and put the makeup on. \u00a0I feel so excited. \u00a0I can&#8217;t help it.&#8221;<\/p>\n<p>I will keep all you sissy&#8217;s posted on Debbie&#8217;s progress.<\/p>\n<p>Ms. Jennifer\u00a0 1-877-368-7505<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Sissy training phone sex with my new cross dressing gf Debbie.\u00a0 I have a wealth of information about a new trainee she is very willing to embrace being feminine.\u00a0 I&hellip; <\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[5,25],"tags":[136],"class_list":["post-552","post","type-post","status-publish","format-standard","hentry","category-cross-dressing-phone-sex","category-sissy-training-phone-sex","tag-sissy-phone-sex"],"_links":{"self":[{"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts\/552","targetHints":{"allow":["GET"]}}],"collection":[{"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/comments?post=552"}],"version-history":[{"count":3,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts\/552\/revisions"}],"predecessor-version":[{"id":2723,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts\/552\/revisions\/2723"}],"wp:attachment":[{"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/media?parent=552"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/categories?post=552"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/tags?post=552"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}