My fiancé Jill and I had been together for about 4 years when the incident I am about to share took place. We had both been married before, as well as having spent some time after our respective divorces as singles. During those years we both had our share of sexual partners, including some rather risqué adventures that we liked to relive together while in the heat of the moment.
We had met on one of the internet dating sites, and spent many hours on the phone getting to know each other before going out. She lived in St Augustine, about an hour away from where I lived on my boat at the time.
Jill is very pretty with long blonde hair and blue eyes. She is 5'7 and about 140 lbs. She has a small tight ass, and nice C cups with pretty pink nipples. I was immediately taken by both her looks, and her bubbly personality.
I am 6' and 210, fairly buff, with mostly brown hair with just a touch of grey around the temples, and a short neatly trimmed beard. We are both in our early 50's, but we stay in shape, and are fortunate to look and feel much younger.
Anyway back to the story. Jill and I have a great sex life. Since moving in together, we usually have sex at least 5 times a week. We like nothing better than spending an evening teasing and pleasing one another for hours. We dabble with light bondage, fantasy roll play etc to keep things interesting.
As I mentioned earlier, we like talking about our past adventures while in bed together. Hearing about some of the things that she has done with other men really gets me going. Something about her being so wanton. Sucking and fucking some guy that she dated, even while knowing that she wasn't interested in seeing him again, just made me crazy with lust for her.
Not surprisingly, having the kind of relationship where we felt safe sharing our kinky adventures, we also liked talking about, and sometimes acting out our fantasies. We also liked reading the stories on Literotica together. One subject that always gets us both excited is that of a sexy wife going into a bar alone, while hubby watches discretely from close by as she picks up a stranger to fuck.
One night after reading one of these stories and fucking like crazed rabbits, I filled her tight little shaved pussy with my hot cum. I am also turned on by the idea of eating her fresh cream pie, however usually after I cum the desire to do that quickly fades.
However this time the thought of another man filling her had me so turned on that I never fully lost my erection. I was still throbbing as I slid down between her legs and began teasing her hard little clit with my tongue.
The smell and taste of our mingled juices was intoxicating, and soon I had my tongue buried as deep as I could in her messy little channel. She was soon grinding on my face and moaning, while telling me to eat the cum from her naughty little slit. I loved the dirty talk, and it wasn't long until she came hard on my face. I lapped at her opening like a hungry puppy, as my cum was squeezed from deep inside her.
After fucking again, as we lay there in the afterglow, she turned to me sleepily and asked if I was really that turned on at the thought of seeing her fuck another man. I had to admit that I was, although the idea actually brought up a mixture of feelings, from excitement to jealousy. I laid awake long after she fell asleep trying to sort out my feelings, while fantasizing that the woman in the story we had read was her.
The subject would come up occasionally after that, and each time she seemed to get wetter and more enthusiastic, however it still remained just a fantasy. Afterwards she admitted that it turned her on, but said that she would never risk our relationship.
That is how things remained until last Thursday night, when we drove down to Daytona during Biketoberfest. We went to a place called Saints and Sinners, that had a big party going on in the outdoor parking area. There was a band playing, a stripper pole, and lot's of scantily clad MILF's dancing and having a good time.
Jill was dressed in a little black leather dress for the occasion, that had front snaps from top to bottom. Sexy black stockings, heels, and little frilly white panties completed her ensemble. She left her bra at home. She looked like a wet dream with her long blonde hair blowing in the breeze. A fact that wasnt lost on the guys in our vicinity.
Anyway, we had been having a good time drinking, and dancing, and making out like teenagers for about an hour. She was teasing me about which of the MILF's I would be taking home if she wasn't there, and even teasingly offering to help me pick one up.
I spotted a couple that were doable, but none that compared with the sexy lady by my side. Naturally, I asked her the same about the guys there. She spotted a tall young guy in a white shirt, that looked a lot like Tim Tebow that she thought was hot. But the MILF's were all swarming around him like flies on s%!#.
With a couple more drinks, I was half expecting her to swoop in and steal him out from under their noses. When our drinks ran dry, I decided to go inside the bar for more, since the outside bartenders only accepted cash. There was a line at the bar, and it took me some time to get the bartenders attention.
When I walked back out, I didn't see Jill where I had left her. After scanning the area I finally spotted her talking to a tall dark haired guy. He was probably mid 30's, about 6'4", well built with long dark hair and a beard. He was a little scraggly looking to me, but she later said he reminded her of Khal Drogo from Game of Thrones.
We didn't know at the time, but he was the front man with a band from Nashville that had been playing there earlier in the afternoon. She seemed to be having a good time, and he was certainly enjoying the attention, so I decided to hang back and see what would happen. It didn't take long.
She was standing close to him, when another guy walked up behind her and squeezed her ass. The tall singer, (I later found out his name was Dave) quickly told the guy to fuck off, and sent him on his way. It was then that I saw Jill lean in and tilt her hear back for a kiss.
Dave didn't hesitate. He lifted her off her feet, as they kissed like lovers. I have to admit that jealousy almost got the best of me for a minute. I almost walked over to break it up. When the kiss ended I saw Jill look around and spot me watching her.
She winked and then leaned in and said something that I couldn't hear to Dave, but I did see a big smile on his face, as well as hers. She motioned for me to come over, and introduced me to her new friend. Dave was a little wary when she introduced me as her fiancé, however he was friendly and polite as we shook hands.
Up close, I could see that underneath the hair and beard he was a nice looking guy. As she took her drink from me, she whispered that she had just offered to blow Dave in the lot where we had parked nearby. I was a little shocked to tell the truth, and I wasn't sure if she was telling the truth or just messing with me. Either way I felt my cock growing inside my jeans.
She said that she had told him that she was there with me, but that we had discussed doing something like this if the right opportunity ever occurred, and that I was fine with it. At the moment I wasn't sure if I was or not, but when she squeezed my stiff cock through my jeans, I couldn't very well deny being turned on.
Meanwhile Dave had turned around and was talking to some of his band mates. I grinned at her and said, "I dare you", knowing full well she can't pass up a challenge. With an evil grin, she took Dave by his big hand and led him away towards the somewhat hidden spot where we had parked near a couple of buses.
She glanced back with a wicked smile and licked her lips, as they disappeared around the corner. I waited for a couple of minutes, sipping my Patron, before following them. I wanted to make sure that she was safe, and of course my throbbing hard cock wouldn't allow me to do anything else.
As I rounded the corner, I stopped when I spotted Dave leaning on the hood of our SUV. Jill was on her knees in front of him, and I could just make out her blonde hair, as her head bobbed back and forth on what appeared to be a very impressive cock.
I knew from experience how good her hot little mouth could make a man feel, and it looked like she was totally into what she was doing. My heart was racing as I slipped around behind one of the buses to get a closer view.
When I peeked around the front of the bus, Jill was lustfully licking up and down what looked like a good 9" of stiff meat. From where I was hidden in the shadows about 20 feet away, I could see her saliva was hanging from his shaft and dripping down her chin, as she swallowed as much as she could take of his massive member. Her jaws were stretched wide, as she bobbed up and down his shaft.
Dave had a look of pure lust on his face, as he wrapped his hand in her hair and encouraged her to take more of his dick into her throat.
It was obvious from the way that he was pumping his hips and moaning that he wasn't going to last much longer. I saw him start to shake and quiver, as Jill stroked his shaft with her left hand, while she held the head inside her mouth. Her engagement ring twinkled in the light, as her cheeks bulged. I realized that she was trying to swallow his warm cum, but some of it leaked down her chin onto her black leather dress.
My cock was so hard from the erotic scene I was witnessing, that I was afraid that if I touched it I would cum in my jeans.
Jill stood up and attempted to wipe the white cum stains from her dress, as Dave stuffed his cock back in his pants. She then gave him a messy open mouthed kiss.
I found myself more jealous of the kiss than of her sucking him off. I think it was the intimacy that they shared, along with the fact that I was dying to kiss her myself, and taste what a naughty girl she had been.