Sarah has Fun with Her Neighbor

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Sarah meets a girl and has a little 'Afternoon Delight'.
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SarahCD
SarahCD
401 Followers

I first published this experience a few years ago. I prefer to call them 'experiences' since the term 'story' implies fiction to me. My experiences are based upon my real life. Since I started posting my experiences my writing skills have improved a little. While, I cannot change what actually happened to me, I have added some more detail and corrected some mistakes.

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It was a nice Saturday morning and so I decided to go out for lunch at a nearby outdoor cafe. I put on yellow lace panties, a matching bra and a strappy sundress. The dress let my bra straps show. The dress came just above my knees and let the breeze blow up against my panties. To finish off, I wore strappy sandals and my favorite white purse. Sarah was ready for the day. With just a light touch of makeup, she would be out the door. I don't pass but when I show absolute confidence as Sarah, no one notices that I'm a guy.

On my way out of my apartment building, I stopped to check my mail. I was just sorting out the junk mail when a cute girl came in. I had seen her a few times before. She lived a few doors down from me.

She smiled and unlocked her mail box. I fumbled with my mail to waste time. We started talking.

"Hi"

"Nice day today"

"How are you doing?"

I had the feeling that she was interested in me. Each time I said something she responded with more than just a bland reply. I had planned to go out for lunch but, instead, I decided to pretend that I was on my way home. It was too much of a good thing to pass-up. I didn't get to be with a cute girl every day, especially when I was dressed as a girl.

We moved to the stairs to go up to our floor. I let her go first so I could look at her legs. Her pleated mini-skirt was so short I was sure her panties would show when we went up the stairs. She had slim hips and small breasts just what I like. I admit that my cock was very much awake from looking up her skirt. I did get a few glimpses of her panties and they were as sexy as any of mine. I was staring at her butt when we reach our floor; she had to have realized where my eyes were focused.

Outside my apartment, we turned and looked at each other. She was giving me the 'Ask me out' look. So, I asked if she would like to come over for a drink in a bit. She said, "Sure, give me an hour to freshen-up but stay as you are, you look fine." I knew what she meant; she wanted me to stay dressed as a girl.

I went into my place and fell back against the door. A cute girl was about to come over and be with me while I was dressed as a girl. I shook myself back to reality. I put a bottle of white wine in the freezer to cool. I know it's not good for the wine but I was in a hurry. I did some tidying up and touched up my makeup and then put some soft music on and waited for her.

After what felt like three hours, I was starting to think that I had been stood up but when I checked the clock there was still ten minutes to-go.

Right on time there was a knock on my door. I let her in. She was still wearing the mini-skirt but she had changed into a thin floral top. I could see that she was not wearing a bra and the shape of her cute little breasts was quite visible. Her nipples were already standing up. I love small pert breasts. She sat down on the couch next to me and I offered her a glass of wine. I was so excited when I handed it to her, my hand was shaking. She could clearly see my nervousness.

We exchanged pleasantries and then things got serious. She asked me, "How long have you been dressing as a girl?" After a moment to recover from her openness, I explained how I had always been attracted to colorful clothes. Growing up in England in the seventies the choices for male clothing was a lot wider than it is today. I wore bikini cut underwear in bright colors to school just like my friends. Only the kids with old fashioned parents were still wearing tidy-whites. I had bell-bottom jeans in purple and wore platform shoes. I even tie-died a t-shirt purple to match my jeans.

I distinctly remember buying a yellow thong in a regular men's store. It was a Saturday morning and there were three or four girls at the cash register when I went to pay. They sniggered when I held out the yellow thong and paid for it. Looking back, I wish I had asked where the changing room was so that I could have worn it to go. That would really have made them giggle.

When I saw what 'modern men's fashion' had become, the obvious choice was to start wearing girls cloths. I started with Victoria's Secret panties and the rest is recounted here in my experiences.

Back to now, she smiled and said, "So you like dressing as a girl?" I said that I did whenever I could. She smiled again and slid closer to me on the couch. She asked what my name was and I said, "Sarah." It took me a few weeks to settle on it but now she is me.

In my life, I only ever regret things I didn't try. Sure, I've made plenty of mistakes but regrets are for "what might have been". Hence, I tried putting my arm around her and she moved closer. I leaned over and gave her a kiss, at first just a touch lips kiss but then a full French kiss.

I put my hand on her leg and waited for her reaction. She actually encouraged me by leaning over and kissing me again. I slid my hand higher and reached her panties. I slid my hand around her butt while we kissed. It was so firm and sexy. I love a cute firm butt.

She put her hand on my leg and slipped it up under my dress. I jumped when her fingers touched my cock in my lace panties. We broke our kiss and smiled at each other.

I moved my hand forward over her panties and got a surprise. I felt a hard cock in her panties. We broke kissing and she smiled at me. "Yes, I'm male too but I've been dressing as a girl my whole life." My immediate reaction was to lean forward and deeply kiss her again. I wanted her to know that I was cool with it. In fact, more than just cool, it was a big turn on for me. When it comes to a little 'Afternoon Delight', I am completely BI. The lyrics of that song include, '...Gonna grab some afternoon delight..." I agree with '... when it's right, it's right ...' I also love, 'Take a walk on the wild side.' Look-up the lyrics, "...then he was a she..."

She explained how she had always felt like a girl and she had always dressed as a girl. From the beginning she had told her parents that she was a "daughter" and a "sister". Everyone had always been supportive, family, teachers and medical professionals. In school, she had had a hard time of things. Back then, transgender was not catered for. There were no bathrooms for mixed gender kids. She had to use the restroom in the medical room. She said that she was frequently picked on. I put my arms around her and gave her a hug. She said how she was taking hormones and they had given her little breasts.

I told her that for me, I don't want to actually become a girl physically but I do enjoy dressing as one and so I could relate to how she had felt her whole life. With every-passing year, I become more relaxed being Sarah. I haven't worn 100% male clothes for decades. At a very least, I only ever wear girls panties and jeans

We deep kissed again and she snuggled up against me. I rubbed her cock through her panties. She did the same to me. For a moment, I wondered if we were gay or lesbians or what. Two guys dressed as girls and kissing but who cares? It felt natural and definitely very good., more than good. It was wonderful.

I knelt between her legs. I smiled at her and took her cock out. It was a nice size and my mouth watered thinking about sucking it. I leaned forward and kissed the head. I kept eye contact while I ran my lips over it. I let my tongue lead the way as I went down on her shaft. I gripped the base with one hand and felt her breasts with my other hand.

I could tell she liked it. She started to tense as I ran my fingers and lips up and down her shaft. I could tell she was close to cumming and so I backed off a little. I wanted to make this last as long as possible for us both. I knelt there just holding her cock and playing with her public hair while licking my lips.

I could tell that she was enjoying what I was doing. When she could take no-more foreplay, she pushed my head back down on her. I was masturbating her cock with one hand and moved my other hand to cup her balls. She put her hands on my head and pushed her cock deep into my mouth. When she came, she filled my mouth with delicious warm cum.

We both sat back to recover.

Then she got on her knees and gave me a lovely blow job. I rested my hands on her head to follow her movements. I got to feel what she had just felt. I emptied my cum on to her tongue and then we deep tongue kissed; mixing our cum as we kissed.

Afterwards, we sat back and just kissed and cuddled.

I think I have found a girlfriend or is she a boyfriend.

SarahCD
SarahCD
401 Followers
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3 Comments
cdCindy1cdCindy1about 5 years ago
wonderful surprise

I too would love to have such a wonderful surprise and have a hot shemale feed me her cock and then fuck me. Please continue this story and tell us more like it.

Hugs & kisses,

cdCindy1

AnonymousAnonymousabout 5 years ago

Very erotic...A perfect union!

AnonymousAnonymousabout 5 years ago
Love it!!!!

Super sexy story, I've dressed before but never had that pleasure!!!!

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