My overnight guest
Every bit of this story is true, none of it is made up......The year was 2007, I was living alone in my apartment in NJ when one day I received an email in my Adult Friendfinder account from Jerry, a gentleman from Boston. It started with pleasantries and compliments on my pictures and videos. I replied with a thank you and told him how I loved being complimented. We traded a few emails detailing what we were both into. And then he told me was about to pilot a large boat from Boston to Ft Lauderdale and would be driving back to Boston and passing thru my area. Would I be able to accommodate him overnight? I asked when and said depending on the day of week I should be able to. He didnt know the specific day, because they could run into bad weather or other circumstances, but he would email me once in Florida. He gave me the date he was leaving Boston and the expected arrival date in Florida and a tentative date he would be in NJ. It all looked good on the calendar and then I didnt hear from him for a couple of weeks and I had almost forgotten about it. Then out of the blue I get an email from Jerry explaining that he was now in Florida and would be heading north the next day and in NJ the following day. I had a date with a woman I had been dating for that day, but I blew her off with some lame excuse.. Jerry offered to bring dinner, but I decided to cook him a home made dinner. I gave him my phone number and address and told him to call me when he crossed into NJ, which is about an hour from where I lived at the time. I had never made dinner for a man before, nor had a man stay the whole night and I was looking forward to a nice romantic evening.
On the morning of his planned arrival I went to the grocery store and got some fresh chicken breasts, red skin potatoes and fresh spinach for my signature roasted chipotle chicken in olive oil....I spent the rest of the morning taking a long bubble bath, shaving my body entirely and picking out what to wear. I decided to go with a conservative look and chose my plain black top with striped grey skirt, tan thigh highs and my 3 inch heels. Underneath I wore my matching black lacy bra and black thong with lace trim. I wore my new long blonde wig, sparse jewelry and finished off with a few strategically placed spritzes of perfume.
In the late afternoon I prepped the dinner, set the table and placed candles on the table. Shortly after 6 pm the phone rang and it was Jerry. He was on the turnpike and I knew that I should expect him in about an hour. I asked if he was hungry and he said that he was. I turned the oven on and timed it perfectly for his arrival. About 7 pm there was a knock at my door and there stood Jerry, a handsome mid 50's gentleman with salt and pepper hair, nicely dressed and holding a bouquet of flowers, a small bag and his overnight bag. He presented me with the flowers and I found a vase to put them in and then he reached in the small bag and presented me with a gold chain necklace. He told me how beautiful and sexy I looked and then set about putting the necklace around my neck and when he clasped it behind me he kissed me on the neck, sending shivers down my spine. In that moment I was no longer a man in drag, but a fully grown woman in the company of a perfect gentleman. It was now time to eat and we sat down and had a pleasant conversation by candle light. After dinner, he took some pics of me and then we sat on the couch with our wine and watched some tranny porn on my big screen tv. We made out like teenagers, his hands all over me, on my boobs, my ass and up my skirt, freeing my clit from the thong, playing with it softly, as I undressed him. He was hard as a rock when I went down on him, licking the head, his shaft as well as his balls, taking his average sized cock deep into my mouth, hearing him moan was turning me on. He stopped me so that we could kiss some more, and then he went down on me and I got super hard in his warm mouth. He stopped long enough to tell me he had never done that before. I stopped him when I was getting close, not wanting to cum and ruin the evening. We kissed some more and then I went back down on him and showed him what a blow job should feel like. Jerry tried to stop me when he was getting close, but I wanted the juice, wanted to feel him explode in my mouth. He grabbed my head and said, "Oh Lisa, Im gonna cum, suck it girl". He let out a good amount of cum and I swallowed it greedily. I sat up and smiled at him and to my surprise he leaned in and kissed me with his tongue exploring my freshly filled mouth.
We snuggled and cuddled on the couch watching a movie on cable. I toyed with his soft cock the whole time, kissing it occasionally, with the hopes he would get hard again, but to no avail. We didnt finish the movie, but decided it was time for bed and much needed sleep. I changed into something more comfortable and he took some more pics of me. He offered to sleep on the couch and I would not hear of it and asked if he wanted to sleep together. He said yes. So climbed into bed and we spooned with his arm around me. A few kisses and soon we were both fast asleep like that, with him pressed against me from behind. I woke up about 3 am to pee and noticed he was turned away from me. I got back into bed and went back to sleep. I was awakened again about 6 with his arm around me, his hand on my now hard clit and his body pressed tightly against me with his hard cock pressing against my panty clad ass. I slid my panties down and since i was still pre lubed from the night before I pressed against him. He grabbed my hips, kissed the back of my neck and pushed forward. In an instant he was inside of me. I was moaning as it felt so damn good. He began to move back and forth inside of me and I met his forward thrusts with my backward thrusts. "Lisa, youre so tight, it feels so good"...My clitty was still in his hand as he jerked me off as he fucked me. I began to drip precum and knew I couldnt hold back much longer. Then a few deep thrusts from him and I lost it, I began to cum in his hand and right after he began to cum as well, deep into my pussy. I cant actually feel the spurts of cum when a man cums inside of me, but I can feel things get really messy and slippery. Jerry held his cock deep inside of me as his balls drained and lifted his hand to my mouth and I licked my cum from his fingers. Finally he pulled out and asked if he could take a shower. I pulled my panties up and went to the kitchen to make coffee as he showered and dressed. I offered to make breakfast, but he just wanted coffee and to get on the road for the long drive home. I walked him to the door and we had a long wet kiss goodbye, knowing we would probably never see each other again....He sent me a thank you email a couple of days later, and then I never heard from him again.
On the morning of his planned arrival I went to the grocery store and got some fresh chicken breasts, red skin potatoes and fresh spinach for my signature roasted chipotle chicken in olive oil....I spent the rest of the morning taking a long bubble bath, shaving my body entirely and picking out what to wear. I decided to go with a conservative look and chose my plain black top with striped grey skirt, tan thigh highs and my 3 inch heels. Underneath I wore my matching black lacy bra and black thong with lace trim. I wore my new long blonde wig, sparse jewelry and finished off with a few strategically placed spritzes of perfume.
In the late afternoon I prepped the dinner, set the table and placed candles on the table. Shortly after 6 pm the phone rang and it was Jerry. He was on the turnpike and I knew that I should expect him in about an hour. I asked if he was hungry and he said that he was. I turned the oven on and timed it perfectly for his arrival. About 7 pm there was a knock at my door and there stood Jerry, a handsome mid 50's gentleman with salt and pepper hair, nicely dressed and holding a bouquet of flowers, a small bag and his overnight bag. He presented me with the flowers and I found a vase to put them in and then he reached in the small bag and presented me with a gold chain necklace. He told me how beautiful and sexy I looked and then set about putting the necklace around my neck and when he clasped it behind me he kissed me on the neck, sending shivers down my spine. In that moment I was no longer a man in drag, but a fully grown woman in the company of a perfect gentleman. It was now time to eat and we sat down and had a pleasant conversation by candle light. After dinner, he took some pics of me and then we sat on the couch with our wine and watched some tranny porn on my big screen tv. We made out like teenagers, his hands all over me, on my boobs, my ass and up my skirt, freeing my clit from the thong, playing with it softly, as I undressed him. He was hard as a rock when I went down on him, licking the head, his shaft as well as his balls, taking his average sized cock deep into my mouth, hearing him moan was turning me on. He stopped me so that we could kiss some more, and then he went down on me and I got super hard in his warm mouth. He stopped long enough to tell me he had never done that before. I stopped him when I was getting close, not wanting to cum and ruin the evening. We kissed some more and then I went back down on him and showed him what a blow job should feel like. Jerry tried to stop me when he was getting close, but I wanted the juice, wanted to feel him explode in my mouth. He grabbed my head and said, "Oh Lisa, Im gonna cum, suck it girl". He let out a good amount of cum and I swallowed it greedily. I sat up and smiled at him and to my surprise he leaned in and kissed me with his tongue exploring my freshly filled mouth.
We snuggled and cuddled on the couch watching a movie on cable. I toyed with his soft cock the whole time, kissing it occasionally, with the hopes he would get hard again, but to no avail. We didnt finish the movie, but decided it was time for bed and much needed sleep. I changed into something more comfortable and he took some more pics of me. He offered to sleep on the couch and I would not hear of it and asked if he wanted to sleep together. He said yes. So climbed into bed and we spooned with his arm around me. A few kisses and soon we were both fast asleep like that, with him pressed against me from behind. I woke up about 3 am to pee and noticed he was turned away from me. I got back into bed and went back to sleep. I was awakened again about 6 with his arm around me, his hand on my now hard clit and his body pressed tightly against me with his hard cock pressing against my panty clad ass. I slid my panties down and since i was still pre lubed from the night before I pressed against him. He grabbed my hips, kissed the back of my neck and pushed forward. In an instant he was inside of me. I was moaning as it felt so damn good. He began to move back and forth inside of me and I met his forward thrusts with my backward thrusts. "Lisa, youre so tight, it feels so good"...My clitty was still in his hand as he jerked me off as he fucked me. I began to drip precum and knew I couldnt hold back much longer. Then a few deep thrusts from him and I lost it, I began to cum in his hand and right after he began to cum as well, deep into my pussy. I cant actually feel the spurts of cum when a man cums inside of me, but I can feel things get really messy and slippery. Jerry held his cock deep inside of me as his balls drained and lifted his hand to my mouth and I licked my cum from his fingers. Finally he pulled out and asked if he could take a shower. I pulled my panties up and went to the kitchen to make coffee as he showered and dressed. I offered to make breakfast, but he just wanted coffee and to get on the road for the long drive home. I walked him to the door and we had a long wet kiss goodbye, knowing we would probably never see each other again....He sent me a thank you email a couple of days later, and then I never heard from him again.
4年前
