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It was just after the holidays when Andrea asked Kim and I if we were interested in having another date night with her. She said our first had gone remarkably well, and that both of our new friends were eager to see us again, and her other friends were interested in becoming better acquainted with us. We met at her house after a fun but intense zumba class and she laid out the very detailed files on the friends who had expressed interest in us, telling us about each of them. I was leaning towards another night with Jasper, while Kim looked over a file on her previous date as well. Andrea suggested we might consider dating a someone different, at a new location. Kim began looking over a file a well known political figure, while I perused the file of a cute business man from Charlotte named Seth.
We decided on a date that suitable for all of us, Andrea suggested we meet at the Dunes resort in Hilton Head, and that we update our wardrobe making us aware of our new friends tastes.
The last Friday of January we were packed and on our way by lunch. We arrived at the resort, checked into our separate rooms, we bathed, fixed our hair, make-up, and dressed for our dates in Adreas two room suite and were back in our rooms an hour before our dates arrived. Andrea had french braided my hair, helped me with my red bustier which supported my breasts without covering them, allowing my nipples and areolas to be seen through the sheer fabric of my night gown. The red g-string hugged the lips of my pussy tightly showing all the hidden treasures beneath it. She'd reminded me to fall back on my customer service skills that I'd learned selling insurance and told me to enjoy my night when I left her room.
I checked myself in the mirror, had a glass of champagne, and waited for Seth to arrive, opened the door when he knocked, invited him in and kissed him on the cheek after closing and locking the door. As I poured us a glass of champagne, he told me my photographs didn't do me justice, that I looked very sexy in my night gown and he could hardly wait to get his hands on me. He was only a few years older than my husband, almost as tall, a good bit heavier, with light brown hair, brown eyes and was forthright with his plans for our night, telling me exactly what he wanted as he set his empty glass on the bedside table. He had fairly large hands, thick fingers and asked that I take off my gown and have a seat on his lap when he sat on the bed, I smiled and took off my gown, sat down on his lap thinking how different he was from Jasper, wondering what I was in for.
He wasn't impolite, just different, so I told myself to just give him the fuck of his life, pulled his face into my breasts, asked him to suck my tits, and lick my nipples. His hot breath, and soft, thick supple tongue felt surprisingly good, and my sensitive nipples tingled as he concentrated his attention on them. I arched my back and moaned telling him how much I was enjoying it, to bite them and squeeze them with his big strong hands. He squeezed hard, his thick fingers pressing into my flesh as he sucked and bit my nipples, as I wiggled in his lap feeling his erection through my wet g-string and his pants. He had my bustier untied and pushed out of the way when I said, yes, yes, yes, that's what I like, and started unbuttoning his shirt and caressing his plump chest through his t-shirt.
He picked me up by the waist and threw me on the bed, took his shirt and t-shirt off and looked down at me, watching me pinch and pull at my nipples, as I slipped my other hand beneath my g-string playing with my clit. I told him I was very wet, and asked if he'd like to see, that I wanted him to finger my pussy and make me cum. He knelt beside me on the bed, pushed his hand between my legs and pushed my g-string aside, running his finger across the lips, working his index and middle finger into my pussy. until they were completely inside me. His fingers were very thick, and as he began fingering me I unfastened his belt, pants, and lowered his zipper tugging them down to find the erection I'd felt sitting in his lap.
I tugged his tighty-whities down far enough to release his extremely hard, thick cock and started stroking it surprised by the girth and above average length. He stopped finger fucking me long enough to get his shoes, pants and underwear off, pulled my g-string off and stuck his fingers in my mouth telling me to taste my cum, and show him how I was going to suck his dick. I sucked them clean and asked him to finger fuck my pussy while I sucked his big cock and licked his hairy testicles and shaft before sucking him into my mouth. When he thrust his fingers back inside me, I climaxed, soaking his hand moaning around his cock as he told me to take it all and thrust his fat cock further into my mouth.
With no thoughts except the pleasure I was receiving, I worked furiously on his thick shaft, gagging a few times as I buried my face in the course pubic hair surrounding it. Whether by accident or on purpose he found my happy spot and gave me a long squirting orgasm, telling me how hot and juicy my pussy was and that he was going to cum in my mouth, his cock grew thicker as he ejaculated his hot, salty semen down my throat, yelling for me to suck his dick and swallow it all. Once again I failed to heed Andreas advice about the use of condoms, as I sucked and milked every drop of thick, hot seed from Seths cock.
I was really surprised when he leaned down and kissed me, his cock was still as hard as it had ever been, and he smiled after our heated kiss, saying he was having a very good night. I told him he wasn't the only one, and asked what we were going to do next, stroking his shaft, as he played with my nipples. He grinned, pulled me on top of him and kissed me again, asking if I wanted to play ride the little pony, I said I would love that, and reached between my legs to guide his cock to the entrance of my pussy, he stopped me, saying he had condoms in his pants pocket, so I asked if he was drug and disease free, and told him I was, he said yes I am, but I haven't had a vasectomy, and I don't want anymore children. I told him I couldn't get pregnant and that I really enjoyed riding bareback.
He told me I was a very sexy extremely bad girl and he should give me a spanking, I answered oh my that sounds fun, and impaled myself on his cock, feeling a warm pleasant sensation run through me as his thickness slid into my wet pussy, and his hands enveloped my breasts telling him to squeeze hard as we fucked. He pinched my nipples hard and I had a wet gushing orgasm almost immediately, he swatted my ass and I climaxed again my pussy spasmed around his shaft and he groaned telling me how good it felt, and started spanking me, giving me back to back orgasms. He rolled me onto my back and fucked me fast and hard, I moaned, groaned, grabbed two handfuls of sheets and begged for more telling him I loved the way he was fucking me. Some of it was to pump up his ego, but Seth could fuck. He filled me with hot, thick sperm and rolled over beside me. His semen oozed out, and I told him we weren't done yet.
A little break, another glass of champagne, a very naughty conversation, and a short, slow hand job, was all he needed, he finger fucked me again, tongue fucked me, and fingered my ass, titty fucked me and covered my face and breasts with his now thin milky sperm. We showered together and fell asleep. He kissed me goodbye early the next morning and was gone when my alarm went off at eight. He didn't bother with a note or envelope, just left two neatly taped stacks of hundred dollar bills on the table.
I think I've satisfied my curiosity, but I'll have to wait until my next date to be sure. and my safety deposit box is becoming rather full.
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