Widow weekends

Now that Whitney’s baby girl is born, Caroline’s family mischief plan enters phase two.

On weekends, Caroline and Sally both go over to help Whitney take care of the baby, so they can enjoy Sally’s obvious joy at being a grandmother, and also have fun fucking Nathan while Whitney recovers from the trauma of childbirth. Nathan clearly still appreciates the opportunity to fuck his mother and his aunt, even though he, himself, couldn’t be the father, and needed to watch me fucking his wife for months before she got pregnant. In order to continue my complete approval of these incestuous escapades, Sally has arranged for three of her widowed acquaintances to come to my house one weekend each month and get their sexual satisfaction from me any way they desire to receive it.

The first Friday night of every month, I am visited by Janie, age 65, an energetic, voluptuous, brunette and sexually curious widow of an even older war veteran, Jody, age 45, the tall, slender, blonde, charming widow of a police officer killed in the line of duty, and Julie, age 25, the flabby, 250 pound redheaded widow of a young missionary pastor who died running a controversial school for girls on the Arabian subcontinent. Sally promised each of these childless, husbandless, sexually frustrated widows that I will fuck each of them vigorously, any way they choose, while the other two watch and learn.

Janie was the first to undress. “What would you like,” I asked her. “Well.” She responded, “my husband and I were pretty conservative, sexually. I sucked his cock occasionally to get him aroused, but he never ejaculated in my mouth. I want to swallow your cum. Plus, he never fucked me doggy style, so I want you in my cunt from behind. Furthermore, no man ever penetrated my anus, so I want you to buttfuck me. Sally says after that, I can lick my shit and your semen off your penis. Finally, and most important, I want you to eat your spunk out of my vagina, swallow some, then share the rest in a snowball kiss with these other gals. Is that too much to ask?”

By the tie she finished speaking, the other two younger widows were staring open mouthed, astonished by her inexperience. “You’re very courageous,” I said softly. “I will fulfill every one of those explicit desires tonight, while your two younger friends observe and admire your willingness to explore so many different things all at one time. Let’s get started!”

Janie unbuckled the belt of my jeans, pulling them and my boxers down to the floor in a single sweep. I sat down on the side of the bed, and she knelt in front of me, her pendulous breasts with dark areolae and still firm nipples exposed to my view. Using both hands, she took my penis deep into her mouth, beginning to lick and suck it, and occasionally sucking my scrotum as well. When I was fully hard and thrusting my cock down her throat, she looked up into my eyes and begged, “Please, David, cum in my mouth. I promise to swallow everything!” I obliged, and she swallowed hard. “God, David!” she exclaimed. “That tastes amazing! I’m ashamed to admit I’ve been missing that for so many years!”

Janie climbed onto the bed on her hands and knees. “I love your prick, David, and I love your cum. Put that thick dick back in my mouth so I can suck you hard, and then get behind me and push it into my cunt!” Although personally inexperienced, she had obviously been watching doggy style porn more than one time. She sucked vigorously, her tits handing almost all the way down to the mattress. When I climbed behind her, my cock was wet with her spit, and her pussy was dripping wet. “Thank you Jesus,” she moaned as I slowly pushed my erection inside her vagina from behind. “Fuck me hard, David,” she pleaded as she pushed her hips back against mine. After a few minutes, her ass cheeks became flushed with deep pink coloration, and she began quivering with her first orgasm. “Give me more semen. Cum in my pussy, David,” she gasped, as I pushed a second load of spunk inside her vagina.

Janie reached over to the nightstand and grabbed the bottle of lube sitting there. Smearing it liberally all over both her hands, she began stroking my softening cock to get me firm once more. “I hear this is important for my life’s first anal penetration,” she announced as she also spread it on both her ass cheeks and inside her ass hole. With the tip of her tongue, she licked a small amount of the raspberry flavored lube off the head of my cock. “Tastes sweet,” she observed. “David, push your big thick dick inside my back door! Fuck me up the ass!”

She lowered her head and shoulders into the pillow, muffling her squeals as my hard on penetrated her virgin rectum. “Make me your cum slut whore, David,” she implored as she lay there taking my entire length inside her digestive tract. As soon as I finished ejaculating in her anus, Janie rolled onto her back, muttering, “David, don’t move. I’m going to lick you clean!” She grasped my softening penis in one hand, sat up and took the entire shit and cum covered shaft into her mouth. When it was completely cleaned up, she whispered, “Open your mouth and share the taste of chocolate covered salty caramel vanilla cream with me. Then share some of this unique and exciting flavor with those two other widows. Then come back and eat everything out of my vagina as well, giving those two another round of snowball kisses.

The other two widows came over to the side of the bed, kissing me on the mouth after Janie kissed me, then watched me greedily eat her out before another exchange oof snowball ksses with all three widows.

Jody smiled brightly, knowing her turn was next. But, that’s another story.