Monday Morning — Alex, gay blow job, gay-Anal

Annie had spent the night with Tony. Tony woke up early. Mary joined them, Annie must have texted her. Mary suggested a walk around the resort so Tony could scope out shots for Wednesday’s photo shoot. Annie had to leave them since she had another appointment.

As they walked, they talked about why Tony had decided to come to the resort. Tony tried to explain that he was lonely. He didn’t have very good people skills; he’d always worked in technology. He had a hard time meeting people and found it almost impossible to make friends after his Wife had died. He knew this was an artificial environment. He was mostly getting a GFE (girl friend experience), but it would end when he left the resort. But perhaps he could improve his people skills this week. Besides, he was really Horny. They did find some promising spots for their photo session.

Tony took a long relaxing bath, Mary washed his back. Tony and Mary had a light breakfast and went through the process of inserting the butt plug. He hoped Alex would fuck him in the Ass. Tony had never experienced this and wanted to try it all. Mary then said, “bye for now, Sweetie. Have a good time with Alex”. It seemed everyone knew Tony’s schedule.

Alex arrived mid-morning. They had met Sunday, so no introductions were needed. Alex said “hey, baby,” walked right up to Tony, took his head in his hands, and kissed him. Tony was surprised at first, but Alex was an excellent kisser. Soon Tony was returning the kisses. Alex started unbuttoning Tony’s shirt and slipped it off his shoulders. He bent down and kissed Tony’s left nipple, then sucked it, and gently bit it. He then did Tony’s right nipple. Tony’s nipples were still sensitive from Annie’s ministrations. Tony pulled Alex’s shirt over his head and returned to kissing him.

Shoes and socks were removed. Belts were unbuckled and pulled off. Pants were unbuttoned and unzipped. Alex pulled down Tony’s pants and shorts. Tony stepped out of his pants and shorts and stood naked in front of Alex. His cock was becoming erect. Alex got on his knees and licked pre-cum off the tip of Tony’s cock. Tony’s cock was fully erect now. Alex said, “don’t you want to suck my cock?” Alex pulled off his pants and shorts and displayed a lovely erection. “Tony, kneel and take my cock in your mouth. Suck slowly.” Finally, Alex cums and fills Tony’s mouth with cum. “Don’t waste any of it, Tony. If any spills out, scoop it up with your fingers and lick it up.”

Alex lifted Tony and started kissing him and fondling his cock. Alex seemed to enjoy tasting his own cum. They took their time. Alex was young, so he didn’t need much recovery time. “Tony, don’t you want me to fuck your Ass? I’ll be hard again in just a bit. I haven’t had an Orgasm in a week waiting for you. I’ll be very slow and gentle. My dick is on the small to average size, so it’s just right for a virgin Ass. Get on all fours on the bed.”

Alex rubbed lube all around Tony’s rectum. He slipped one lubed finger in Tony’s Ass, then a second. Alex was very slow and gentle. Tony was starting to enjoy it. Alex knelt behind Tony and slowly entered him. “Tony, tell me if it hurts and I’ll slow down.”

“I’m fine, go ahead.” Tony was getting an erection. Alex reached underneath Tony and massaged his cock. Alex started to pump into Tony’s Ass, slowly at first, then faster. He was close to Cumming. “Cum in my Ass, Alex.” Alex grunted and let go his load in Tony’s Ass. Alex pulled out and gently rolled Tony onto his back. Alex bent over and began sucking on Tony’s cock. Tony was so turned on by this time that he soon came. Alex swallowed it all. Alex slipped a finger down to Tony’s Ass and gathered some of his cum in his fingers. He brought his fingers up to Tony, so he could suck them clean. Alex then moved up to Tony and kissed him fully on the lips.

“Alex, that was all wonderful. I’ve never done that before. Thank you so much.”

Tony and Alex lay on the bed in each other’s arms until it was time for lunch. Alex left for another appointment, so Tony would have had lunch by himself, but Mary showed up. They ordered room service.

Monday Afternoon – Mary and Annie lesbian show

These two girls looked like they were in Love. They were both dressed when they walked into Tony’s suite. Annie wore a “little black dress” with spaghetti straps, a very low cut front, basically backless, and above the knees. Mary wore a gold slip dress. Clearly, neither wore underwear. Wow! They were just both beautiful. Mary also had a small bag. Mary told Tony to undress, get a towel, and sit in the chair next to the bed so he could see everything. “Move around as you like to get the best view. You can take photos with this camera. We’ll delete the ones where you can recognize either of us.” The camera came from Mary’s little bag. She also took out a blindfold. “Tony put the blindfold on Annie.” Mary took photos of Tony putting a blindfold on Annie.

The closet doors were sliding mirror doors, so there could be several interesting reflections for the photos. Tony started taking photos immediately. Both girls started fully dressed, kissing like lovers.

Once Annie was blindfolded, Mary took off her dress. Tony took photos of Mary naked and Annie still in her dress. Mary then moved the spaghetti straps off Annie’s shoulders and let her dress slowly fall to the ground first showing one breast, then both. They were both beautifully naked. Mary stepped up to Annie, crushed her breasts to Annie’s, and began to tenderly kiss her. Tender kisses led to tongue as they both became aroused. Mary leaned down and kissed Annie’s neck and then her breasts.

Mary put a pillow on the floor, got on her knees, and began kissing Annie’s inner thighs. Annie sensed where this was going and spread her legs. Mary kissed Annie’s mound, then licked her Pussy lips. All through this, they could hear Tony’s camera clicking away. Mary kept this up until Annie began to moan. Mary took Annie by the shoulders and gently moved her to the bed and laid her down. Mary crawled on top and began lightly kissing and sucking Annie’s nipples. “Oh baby, you have such lovely nipples. I Love it when they get aroused and stick up like pencil erasers.”

Mary reached into her bag and got a zip lock bag of ice. She took out one cube and began to circle each of Annie’s nipples, getting closer with each circuit. Annie’s nipples were fully erect. Tony took photos. Mary bent down and began to nibble, then bite each one. Mary must have known Annie loved this because Annie’s groans got louder. Mary bit Annie’s nipple and pulled it away from her breast. Tony took the photo. Mary kissed her way down to Annie’s Pussy. She licked Annie’s Pussy lips, then began to lick her clitoris. Mary reached into her bag and pulled out her Magic Wand, turns it on, and placed the head against Annie’s clit. Annie immediately began to respond. Mary moved up and began kissing Annie’s nipples. It didn’t take long, and Annie began to squirt her Orgasm. Mary didn’t hold up. She slipped two fingers into Annie’s Pussy and began to pump, never taking the Magic Wand away from her clit. Annie started thrashing. And squirted even more. Annie finally said, “enough. Stop.”

Annie pulled off the blindfold, pulled Mary’s head to her face, and licked all her fluids, kissing her on the lips. “Darling, you know how to please me. Roll over on your front.” Once Mary’s bottom is exposed, Annie uses lube from Mary’s bag and inserts small Anal beads into her rectum. She then rolled Mary over and inserted a remote-controlled vibrating egg in her Pussy. Annie held the remote in one hand and worked the Anal beads with the other, pulling them out and then easing them back in. Her mouth is Free so she began to attack Mary’s nipples. Mary loved this. Mary had several small orgasms but really lets loose when Annie moved to Mary’s Pussy and began to lick and suck on her clit. Mary exploded. Annie wasn’t done. She took the egg out of Mary’s Pussy and the beads from her Ass. She then inserted two fingers, then three into Mary’s Pussy. A fourth is added. Annie folds her hand and inserts four fingers and thumb into Mary’s Pussy. She starts to pull out and then in. Mary’s eyes were wide open. Mary had never been fisted, but she loved Annie’s small hand filling her Pussy. “Oh fuck, that’s good. Oh fuck. Oh fuck!” Now Mary did explode. She squirted and squirted. Annie had to pull her fist so Mary can finish squirting.

Mary is exhausted. She just lays there.

Tony could not be harder. Annie looks over and says, “we can’t touch your dick on ‘lesbian show time'”, but we can kiss you and play with your nipples. All three of us can masturbate. You’ll probably be the only one to cum, since we are both pretty much sated.” Tony just nodded.

The girls moved over to Tony and started kissing him and playing with his nipples. Tony masturbated. It didn’t take long since he was so turned on by all that had happened. The girls scooped up his cum and fed it to each other, then kissed him and passed his cum back and forth. At first Tony was surprised, then decided this wasn’t so bad. After all, he wanted the girls to swallow his cum, so why shouldn’t he.

Mary’s Orgasm from being fisted by Annie’s small hand was the best she’d ever had. “Fuck, that was wonderful, I’m going to want to take you home with me.” Tony was puzzled by Mary’s comment. He didn’t know what to make of it. Didn’t they all live here?

Mary said, “Tony, why don’t you Shower and get dressed, and we’ll meet you for dinner?” Again, Tony just nodded.

Annie wore a strapless black dress with small polka dots. It barely covered her Ass. Mary wore a purple deep V-neck backless halter dress. It showed all of her inner side boobs. It probably normally required double-sided tape to make sure her nipples weren’t exposed, but Mary didn’t bother.

She wanted Tony to see her nipples if she moved just right. Tony still had Mary’s camera and took a shot every time a nipple peaked out. He also took shots of Mary and Annie with arms around each other and kissing.

Both of the girls ordered the salad with shrimp. Tony ordered oyster appetizers and steak. He needed to keep his energy up. He also ordered a bottle of pinot noir that the girls approved.

Annie said, “you didn’t get to taste us today.” With that, she reached beneath the table (she rarely wore underwear) slipped a finger into her Pussy and offered it to Tony. Tony loved it and sucked hungrily. Mary was appalled, not because it offended her, but because she didn’t think of it first. She pulled up her skirt and pulled her panties down. These she balled up in her hand and handed to Tony. “You can keep these as a souvenir. She then slipped two fingers into her Pussy, then offered them to Tony. Tony was in heaven. He took both fingers in his mouth and sucked them clean. Mary said, “or would you rather I pulled them out of my Ass?” Tony said, “I’d Love either” and smiled at the beautiful woman.

Annie dropped her napkin to the floor and asked Tony to retrieve it for her. Tony bent down and could see Annie’s spread leg Pussy on display. He knew what was going to happen, so he took the camera and took a shot.

Mary was again pissed because she didn’t think of that first. Once Tony was sitting back in his chair, Mary dropped her napkin, slip down in her chair, and asked Tony to help her. Tony bent to pick up her napkin, and Mary spread her legs. Since she had slip down, Tony could photo her Pussy and asshole. Tony got up, handed Mary her napkin, and said, “Wow, just so beautiful. Thank you. Thank you both.”

Throughout the meal, Mary would bend over just right to let a nipple show. Annie sometimes said, “oops, let me help you.” she would then slip her hand into Mary’s dress and fondle her nipple.

Monday night — Mary and Annie

Dinner of teasing was finally over and Tony was about to burst. Mary said, “OK, the lesbian show is over. I want some cock. Do you want to fuck us?” Oh yes, Tony did.

Tony kisses Annie’s nipples and moves down to lick her Pussy and kiss her clit. Mary helps to give Annie an Orgasm.

Tony is hard now and moves over to fuck Mary. Annie takes Tony’s cock and guides it into Mary’s Pussy. Tony and Mary are especially gentle and sensitive with each other. It’s almost like they were falling in Love. Both Annie and Mary attack Mary’s nipples. Mary comes hard.

Mary said, “oh, you two really abused my nipples. I loved it, but they are going to be chafed tomorrow.” Tony said, “let me help. I’ve got some Aquaphor healing ointment that I’ll massage into your nips, so they’ll be fine tomorrow. Tony squeezed some ointment onto his fingers and began to massage it into Mary’s nipples. This aroused Mary again, and said, “Oh, Sweetie, fuck me once more, please.” Tony was a sucker for good manners. Annie helped by kissing and fondling Mary.

Tired as she was, Mary came again. “Sweetie, cum on my face. I want Annie to lick it off.” Tony just loved Mary’s spirit and did as she directed. Annie helped by adding her hand to get Tony to cum.