Unexpected Sexperience With Unexpected Woman
- 4 years ago
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An Unexpected Love Story free porn video
I was so looking forward to Friday. My latest order of lingerie was scheduled to be delivered and knew that I would have some time after closing to try it all on. I own a small business and I work alone on Fridays for this very reason, it gives me time to indulge my secret passion. Getting dressed really helps me relax after a stressful week and have a back room where I can also take pictures.
My only concern is Randy, the guy who rents the upstairs, as he tends to come down to chat rather often so I have to wait until he is gone. He almost always leaves early on Friday afternoons to visit a ‘client’, probably to empty his load since his wife left him. I was hoping this Friday wouldn’t be any different.
I have thought about helping him out but he can be such an ass and I’m sure he would use it against me. Although, he does seem to be a big guy where it matters and I do like a big one every now and then. But none of that matters since he has a scheduled thing and I don’t really want him knowing about my secret.
The mailman came early Friday afternoon and as soon as the door closed behind him I was in the back room opening my treasures. The first items were a bra and panty set. They were red and black lace and the bra was a half cup. The panties were a thong with a wide waistband that came up almost to my belly button.
The second item was a black see-through romper that tied around back at the waist and the chest, it was adorable. The last item was a lavender corset with matching panties which I was looking forward to trying on, but I will probably need some help. After looking everything over I was ready to close early and strip down but I knew I would have to wait a little longer.
I am normally a very patient person but the wait to try on my new gems was killing me. Fortunately, I was quite busy through the rest of the afternoon and the time went by rather quickly. I was so busy that I didn’t even notice that Randy had left for his scheduled appointment. It was 4:50 pm and I had just finished with a customer so I started my normal closing ritual, hoping that I could start early on my dressing.
I was sitting back at my desk and had slipped off my shoes and socks leaving me barefoot. Since I would always rather be barefoot if I can I took the opportunity to do so. Just then the backdoor opened and in walked one of my older customers Al. He is an older widower and sometimes just comes by to talk even if it has nothing to do with business.
If it had been anyone other than Al, I probably would have slipped my shoes back on but I’ve always felt relaxed around him so I didn’t bother. The first words out of his mouth were I know you are getting ready to close so I won’t take up much of your time. Twenty minutes later and we were laughing like old friends remembering the good ole days.
It was during one of these laughing fits that I had slid down in my chair which forced my feet out from under my desk and toward Al. Now Al seeing my bare feet wouldn’t have been a big deal, except for the fact that I had painted my toenails red to match my new bra and panty set. While I was still recovering from all the laughter I noticed that Al was staring straight down at the floor and had a big grin on his face.
Before I realized what he was doing Al told me that I had very pretty feet and then asked if he could touch them. I momentarily froze and worried about a million things, but then just thought what the hell and said thank you and yes you may. As Al lifted my right foot with his left hand he started to caress it with his right. The sensation was indescribable and I quickly started getting quite turned on.
Al stopped for a moment and I came back to earth as he said that it was hard for him to stay bent over like that. Without any thought, I slid backward, sliding my foot from his grasp and rolled my chair around the desk until I was right in front of him. After a momentary pause, Al reached out with both hands and I raised my right foot up to them.
As he started caressing my right foot again I relaxed back in my chair and raised my left foot up to him as well. While Al was softly rubbing my feet he asked me how I got them so soft and why I painted my toenails. I knew that he was genuinely curious and that he wasn’t being judgemental, so I told him. Hell, I would have told him anything he wanted to know while he was rubbing my feet that way.
I told Al that I enjoyed feeling girly and that I liked feeling smooth and soft all over, not just my feet. As I was explaining my love of wearing women’s undergarments he slowly started to slide one of his hands up my pants leg feeling my calf. At this point, there was a serious bulge and wet spot in the front of my pants. Attempting to gain a modicum of control I asked him a couple of questions.
I asked him if he had always had a thing for feet and if it bothered him at all that I was a guy. He said that his wife got him into feet because it really turned her on to have her feet rubbed and licked. As far as me being a guy went, he didn’t really care as long as I was this smooth all over. As you may imagine, my control went right out the door especially after the work ‘licked’ came out of his mouth.
Lying back in my chair I couldn’t say another word. Al continued to slide his hands up my pants legs and feel every inch of my legs below my knees. When I could tell that he couldn’t get any further I asked him if he minded taking a few pictures of me in one of my new outfits. I told him that if he would that he could feel me wherever he wanted to and he thought that would be fantastic.
I stepped into the back room and quickly stripped naked. Wanting to give him the most skin to caress I decided on the black and red, bra and panty set. Within about a minute and a half, I opened the door and told Al to come back for my photo shoot. As I went over the particulars of the camera controls he let his hands roam freely over my exposed skin. I don’t know if he learned anything about the camera but he did seem happy to be there.
As I started posing he just kept snapping away and I told him not to worry about centering or any of that but just to have fun. I tried to keep things somewhat subdued at first but as it went on I got hotter and hotter and started posing quite provocatively. Towards the end I was laying on a desk with my legs spread wide, my eyes closed and pinching my nipples with the bra pulled down. It was about this time that I noticed that the clicking and flashing of the camera had stopped.
Opening my eyes, I saw Al setting the camera down and then walking toward me. I slid my ass to the edge of the desk and when he got close enough I wrapped my legs around him while still playing with my nipples. He had that wide-eyed look of a kid in a candy store that didn’t know where to start. While he was trying to figure out his next move I squeezed my legs tight around his ass and started grinding mine into his crotch.
My actions seemed to get him started and he began where he left off by stroking my legs but this time from the knees up. Al moved slowly and sensuously up and down my thighs without ever quite touching my crotch and it was exquisite. As he started moving to the outside of my thighs he went up past the top of my panties and across my belly. When his hands moved up to my breasts I moved my hands to my sides so that he could play with my nipples.
As with all the other areas of my body that he had explored, Al was quite gentle and patient while feeling my breasts. While he was enjoying his exploration of my body I continued a slow easy grind with my ass on his groin and it seemed to be having the desired effect. The longer our fun lasted, the larger the bulge in his pants seemed to grow.
At this point, he was rolling my nipples and my eyes had closed again because I was so close to cumming. It was then that Al asked if he could suck them and I opened my eyes to confirm that it wasn’t a dream. I just nodded yes as I starting removing my bra. When I got it unhooked in the back I let him remove it the rest of the way.
With my nipples already very sensitive from my own pinching and then Al’s attentions, it was magical when his lips touched my left nipple. I had what could only be described as a pre-orgasm. My cock contracted and a large amount of pre-cum squirted out. I was glad that the panties had a high waist-band otherwise I’m sure that the head of my cock would have been exposed.
With Al bent over and deliciously working on my on my breasts I could really feel his cock grinding into my panty covered ass. He was really into it now, using both hands to squeeze and pinch while moving his mouth back and forth between the two. My right hand found its way to the back of his head and I gently rubbed my appreciation for his fine work. My left hand slowly made its way between us so that I could get a feel of his excitement.
When all this started it occurred to me that with Al’s age he may not be able to get an erection. I tentatively rubbed across it and was pleasantly surprised to feel a pretty firm cock that was fairly large too. I had been concerned the whole time that at some point he would break from his dream, realize that I was a guy and leave. When he didn’t jump up after I felt him I decided to give him a firm but gentle squeeze. His reaction was to suck hard on my left nipple and then to start to nibble on it till I let go of him.
Feeling very confident that he wanted this as much as I did, I unzipped his fly and reached into his boxers for his cock. I don’t know who had more pre-cum flowing but I can tell you that he was quite slick and very firm. I started stroking him slow and easy trying to avoid the head so that he wouldn’t cum too soon. Within a minute Al rose up and said that he needed to be inside me and would that be okay with me.
Again I just shook my head yes. As he was dropping his pants and underwear to the floor I thought that I should ask him if he wanted me to leave my panties on. As he rose up from removing his clothes he reached up and pulled my panties off in one quick motion. To keep things moving I squeezed a large dollop of pre-cum from my own cock and used it to lubricate my hole. Following my lead Al did the same with his cock and pre-cum, slowly pushing his finger inside me.
After complimenting me on my apparent tightness, Al asked if I was ready. I responded by pulling my legs back as far and as wide as I could then said please. As he slowly entered me I released my legs so that I could wrap them around his ass and pull him all the way inside. He stopped there for a moment and asked if I was okay and I responded with a guttural yes. As he started pumping in and out of me I could tell that he was getting a little harder and longer with every stroke. I aided his thrusting action with my heels against his ass. I had been so close for so long that within a couple of minutes I started cumming.
My orgasm just seemed to spur Al on and he really started giving me his best. I thought that he would have cum shortly after me because of the never ending contractions from my orgasm but he just kept going. He started smearing his hand in my cum and spread it all over my belly and chest. He then grabbed my cock and started stroking it in time with his penetration of my ass.
I could tell that he was getting close himself and he asked me if I could cum again. I reached up to my own nipples and started twisting and pinching them while I mumbled yes and faster, please. His pace accelerated dramatically and about thirty seconds later his was filling me with a flood of cum. Between the glorious feeling of his hot cum filling me and the maniacal pace of his jacking my cock, my second orgasm came quickly.
Exhausted and still deep within my bowels, Al laid his head down on my chest to catch his breath. After a couple of minutes, Al said that he really needed that and would love to do it again some time. I told him that he was welcome to join me every Friday night as long as he took pictures of me first.
While still laying his head on my chest, Al started sucking lightly on my left nipple. Unbelievably the stimulation caused my sphincter to contract around his receding cock. Al looked up at me and said that my nipples must very sensitive. I told him that all the pinching, licking, sucking and twisting will do that. After another minute of him licking my right nipple he spouted out that he just realized that we never kissed.
I asked Al if that bothered him and would he like to try. He responded that everything up to this point had felt so natural and that kissing was always a part of making love for him. He no sooner finished his statement and I was reaching for the sides of his face to pull him in for a gently passionate kiss. It lasted about a minute or so and was magical but with his feet still on the ground it was a bit awkward.
Al must have enjoyed it too and suggested that we lay down on the floor so that we could be more comfortable. Helping each other to get up from the desk we ended up being face to face when we were finally standing. After staring at each other for a few seconds we both moved in for a gentle kiss that soon became very passionate. After breaking the kiss I asked Al if he still wanted to lay down and he shook his head yes and kissed me again.
When we finally broke apart again I quickly made a bed of our discarded clothes and laid down reaching for Al to join me. As the kissing started again in earnest I could sense that I was not the only one getting excited again. After a few more minutes of serious passion, I spread my legs and pulled Al’s cock to my entrance.
As it dawned on Al what I was doing he said that he didn’t think he could do it again. I replied that there was no pressure and that I just wanted to feel him inside me again. He smiled and said okay and with the help of my heels on his butt he slid in as far as his semi-hard cock would go. As soon as he was in we resumed our passionate kissing and as the minutes passed he did start easing in and out of me. When I told him that I thought I might cum again he started squeezing both of my breasts and kissed me even harder.
Feeling very close to my third orgasm, I clenched down on Al’s cock as he slowly fucked me hoping to make him cum again as well. As my orgasm started Al’s did too and he shoved himself into me hard while shooting his warm cum into my wanting ass.
We laid there for a long time just kissing and touching each other as lovers do and I had a feeling that this would go on for a long time.
The end.
Lizbeth
- 16.05.2020
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- Category:
- Crossdressing
