Once in the spare room down the hall, Bert took Lana in his arms and held her tightly as he kissed her. Lana embraced him and returned the kiss and allowed her hands to slowly trail down his back. They each cupped and squeezed the firm buttocks of the other as kisses and licks were applied to ears and neck."This will be a first for me," Bert admitted."Really? Cassandra mentioned that you had a weakness for crossdressers," Lana responded."I do. I buy them drinks and flirt with them, but none of them ever got me this excited," Bert continued."This will be a first for me too," Lana admitted."You're a virgin?" he enquired"Only to the aspect of being with a real man."Bert led her to the white leather chair in the corner and then stood behind her. He reached under her skirt and slowly slid the silk panties down her legs. Lana softly moaned at the feeling of his warm hands against her skin. Bert then had her place one foot on the seat cushion as he dropped his trousers and boxers.He reached. Jack squeezed a good-sized dollop of the lubricant and smeared it across her tight asshole. He worked it around, making sure she was completely covered, then slid one of his lubed fingers into her ass. Olivia moaned as his finger entered her and he began lubing up the inside of her rectum all the way around until she was nice and slick. He introduced a second finger, stretching her a bit and getting her ready for his hard cock. Olivia moaned and wriggled her ass, pushing back on his fingers as he pumped them into her. He worked his fingers into her tight sphincter, spreading her open and ready for his cock to invade her. Olivia was almost beside herself before he ever got to that point: the day's experiences plus the spanking and now fingering her asshole was almost more than she could bear. However, Jack's cock would not be denied and, when he felt she was lubed and loosened enough, he withdrew his fingers and gripped his cock. He smeared a bit of lube around the shaft and on the.
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