{"id":558,"date":"2019-11-09T11:29:43","date_gmt":"2019-11-09T16:29:43","guid":{"rendered":"http:\/\/sissyplaytime.com\/wordpress\/?p=558"},"modified":"2019-10-24T23:19:25","modified_gmt":"2019-10-25T03:19:25","slug":"cross-dressing-sissy-phone-sex-debbie-with-jennifer-1-877-368-7505","status":"publish","type":"post","link":"http:\/\/sissyplaytime.com\/wordpress\/cross-dressing-sissy-phone-sex-debbie-with-jennifer-1-877-368-7505\/","title":{"rendered":"Cross dressing sissy phone sex | Debbie | with Jennifer 1-877-368-7505"},"content":{"rendered":"
\"Panty<\/a>

Panty boy phone sex 1-877-368-7505<\/p><\/div>\n

Cross dressing sissy phone sex training, if you are in need of sissy training, I am the girl for you.\u00a0 I have been turning Debbie into the girl she has longed to be.\u00a0 She is going out on her first date tonight as a couple, with her bf.\u00a0 They have sex together.\u00a0 They suck each other off and kiss.\u00a0 They go on long walks and Debbie has been dressing up to please him.\u00a0\u00a0 Debbie has been calling me regularly to learn how to become feminine and today she confessed that she wished she could dress as a girl all the time.\u00a0 She has sent me some photos and I must say, she has come up to the plate quickly, I can hardly see any masculine traits.\u00a0 She has a blonde wig, and was wearing such a beautiful skirt, sparkly pink top and pink boots. Full makeup. I am getting ahead of all that has happened.<\/p>\n

I am going to backtrack and show you the progress Debbie has made.\u00a0 She emails me with questions and I answer them, she either does whatever I suggest or\u00a0 has her bf’s sister go and buy her things..<\/p>\n

Her boyfriend started out by buying Debbie a dress, and she told me that he liked to have a guy wear women’s clothes.\u00a0 She was to be wearing the dress, when he came over that night.\u00a0 Next she told me, “He wants to take a walk down the road after it turns real dark. I don’t know about that. \u00a0Scary. \u00a0I am afraid of being seen. \u00a0I did like the idea of maybe around 2 am.\u00a0\u00a0I did find out I like the sound high heels make on the floor or \u00a0cement. \u00a0I walked into my garage with them on. \u00a0Very distinctive sound.”\u00a0\u00a0 I think it is great, that her bf wants to have\u00a0 real relationship with Debbie, don’t you?<\/p>\n

A few days later they had another day planned, Debbie said, “I am all dressed up. \u00a0I have my floral print dress, slip, bra, panties, garter belt, nylons and 4 inches heels on. \u00a0He should be here any minute. \u00a0I put the wig on and the makeup. \u00a0Oh, yes \u00a0I have perfume on for the first time. \u00a0I started getting ready at 6 pm. \u00a0He asked me to shave my body (chest) hair and I shaved the legs again. \u00a0I feel so feminine. \u00a0I think I will walk down the street with him a lot later. \u00a0I can’t wait\u00a0until he gets here. \u00a0I am going to greet him at the door and then give him a bj immediately. I can’t believe I enjoy this. \u00a0A week ago it sort of repulsed me, getting dressed up and going to be fucked like a woman.”<\/p>\n

After her date Debbie wrote me: ”
\nDear Jennifer, It was wonderful. \u00a0So much happened last night. \u00a0I greeted him and gave him a bj and deep throated him (with his help) and he came in my throat. \u00a0(We agreed he would hold my head and he did and I took it all). Afterwards, after he undressed me, I even fucked him in the face and put my cock all the way in and came down his throat. \u00a0Then, we went to bed and he came inside me while I was on my back and then he did me doggy style ( I prefer on my back). \u00a0He helped me put the dress and slip back on and we went for a short walk and I sucked him a little by some trees but not all the way to climax (too much nearby traffic). \u00a0He also brought over 2 purses for me. \u00a0A small one to keep the basics like lipstick, mascara, liner etc.. \u00a0The 2nd one he called a sleepover bag for me to put lingerie and everything to spend the night at his place. \u00a0I am glad he did not spend a lot, he picked the items up at a Goodwill store and a Salvation Army store. \u00a0He wants to pick me up at my house and go to his house tonight while I am dressed up and I told him it would have to be dark outside. \u00a0I mentioned we need to get some fake breasts instead of socks. I tried plucking my eyebrows a little, but OUCH. \u00a0That hurts.<\/span><\/div>\n

He wants me to meet his sister to have her show me and help me with a few things. \u00a0I may.We laughed, he fed me and seeded me. \u00a0So to speak. <\/span>All this made me wish I was a woman with a vagina. <\/span>Debbie<\/div>\n

This is a little background. As I said tonight Debbie is double dating with her bf and his sister and her husband. I will update you on some of her past transformations in my next post, and let you know how she makes out tonight, I can’t wait to hear what she has to say, what she is wearing, and how the night goes.<\/p><\/div>\n

Ms. Jennifer 1-877-368-7505<\/p><\/div>\n","protected":false},"excerpt":{"rendered":"

Cross dressing sissy phone sex training, if you are in need of sissy training, I am the girl for you.\u00a0 I have been turning Debbie into the girl she has… <\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[5,6,143,3],"tags":[132,133],"class_list":["post-558","post","type-post","status-publish","format-standard","hentry","category-cross-dressing-phone-sex","category-feminization-phone-sex","category-sissy","category-sissy-phone-sex","tag-feminization","tag-sissy-training"],"_links":{"self":[{"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts\/558","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=558"}],"version-history":[{"count":5,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts\/558\/revisions"}],"predecessor-version":[{"id":2493,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/posts\/558\/revisions\/2493"}],"wp:attachment":[{"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/media?parent=558"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/categories?post=558"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/sissyplaytime.com\/wordpress\/wp-json\/wp\/v2\/tags?post=558"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}