Another gift from The Den

All participants in this story are older than 18.

He had been working at his job 6 months now. It felt like he was finally settled in. He had the numbers of several women he could call and they were happy to go out with him. Maybe spend the night with him. True, 3 of these were cougars he had met at the Den, but hey, they were willing women.

One who was not a cougar was his friend Tina. He had met her at the cafe' around the corner from his office. He often ate lunch there or at least bought lunch there. Tina was there one day and he was in line behind her. After ordering her lunch and getting a coffee, she turned to go to a table. Her tiny arm struck his much larger arm and knocked her drink to the floor. The usual apologies and offers to replace the drink followed with him buying her a coffee and putting it on his bill. That let him know her name was Tina and how she liked her coffee. Two days later when he saw her in line behind him, he ordered her lunch and a coffee for her with his. When he got the coffees, he went up to her and held out her cup explaining he had gotten her lunch with his and they would come to where ever she chose to sit with him. She said he did not need to do that, but he explained he felt he owed her for spoiling her lunch the other day.

They sat together that day and it became a fairly regular thing. They got to know each other and it worked into a friendship they both seemed to enjoy. She was a tiny woman. Barely 5 feet tall. Slender and just as cute as they come. So easy to talk to and they shared so many interests. He had assumed she was young but it turned out she was only 2 years younger than him. After a month of seeing her at lunch, he asked her to have dinner with him the next Saturday night. She seemed happy and accepted immediately. That was, as they say, the start of a beautiful friendship!

Now Tina didn't fit the image of who Bob usually found appealing. Far from it. His cougar friend Tiffany, was much more what he usually found hot. He loved big breasts, a small waist, and a round ass. Nice legs were also on the menu with stockings and garters. Tina was none of these. But she was cute and fun and he very much enjoyed the time they spent together. She also lived fairly close to Bob which made it convenient to get together at each other's apartments. They got into the habit of just dropping in on each other. Just like friends do. Through all their time spent together, they never let their relationship become intimate or get too involved. They were both "just friends".

What Bob didn't know about both Tiffany and Tina, was they were both Bi. Also, they both had history with each other. Tiffany being a bi cougar also was a cougar where women were concerned. She had met Tina at a party and found her tiny cute looks very much to her liking. She also thought Tina was younger than she was. Tina was very attracted to tiffany's full figure. Her large firm breasts. Her relatively small waist and wide hips. Her very firm ass. Her surprisingly nice legs.

Tina was much more female oriented than Tiffany. The men she had dated and had sex with early on, were not winners and had led to her preference for women. She got more satisfaction from her lesbian adventures and experienced far less disappointment. The one thing Tina liked a cock for was anal. She enjoyed anal, and had more powerful orgasms from it with a man than she did vaginal sex. Especially with the right man, but those were few and far between. Tina had voiced her opinion to Tiffany, so her seeing a man made Tiffany curious. They talked about the "nice guy" she was seeing. Somewhere in their conversation it dawned on Tiffany who 'Bob" was. It was Robert. They compared notes and Tiffany suggested Robert was a skilled lover and maybe she should try sex with him. All the women Tiff knew that had had sex with him agreed. Maybe they should even share him.

They had both wondered how they would break their relationship to Bob. Both of them wanted to share him with each other. In fact, the week he was away, they got together twice. That's when they decided to both be at his apartment when he got home. They had planned it all out.

He knew something was not quite right when he walked into his apartment. The smell for one thing. It smelled of perfume and spices. He wasn't sure but sensed Tiffany had been here. Maybe still was. When he entered his bedroom the sight that greeted him was overwhelming. It was a feast for his eyes.

Tiffany lay on the bed in a camisole with a similarly dressed Tina clinging to her kissing her. They both turned to look at Bob as he entered. "Do you like what you see?" Tiffany asked.

"Very much! How long has this been going on?"

"Since before you two met." Tiffany responded. "You have no idea how hard it was to keep this a secret from you. Everyone at the Den knew about us except you."

Tina moved Tiffany's camisole exposing a large breast and hard nipple. She took it in her tiny mouth and nursed on it as Bob watched. The contrast between the two women was very startling to him. So very exciting to look at. Tina's slender tiny body and Tiffany's large voluptuous body together on his bed for him. Tina worked her hands over the large body under her. Enjoying the feel of all Tiffany's charms. "Get your cloths off and join us." Tina said.

He stood beside the bed and looked down at two of the most desirable women he knew. Both of them smiling up at him. He began to slowly remove his cloths, performing a strip tease for them. He was glad he had kept control of his weight and worked out as he exposed himself to their admiring gaze. When he was naked with his hard cock thrusting out from his groin, he stood there allowing them to admire him.

Tina got off of Tiffany and stood beside Bob. The camisole was shrugged off of her shoulders and allowed to fall on the floor. She grasped his hard erection in her soft little hand and felt it as she examined it with her eyes. Both seeing each other naked for the first time.

"I see what Tiffany likes. You have a very nice cock. Not to big, not to small, it's just right. A Goldilocks cock". She and Tiffany both laughed at that. Tina moved to Bob and, while squeezing his cock, bent her head back to be kissed. Bob accepted the offer and a long hot kiss ensued. If anything, it made Bob even harder in Tina's hand. When they separated, their gaze at each other held for some time.

"Hey, what about me? I want some of that!" Tiffany said from where she still lay naked on the bed.

"I want to watch you fuck Tiffany. I've heard good things about you. I want to watch. Maybe even help."

Tiffany slid her butt to the edge of the bed, legs over the edge and spread wide. Her wet pussy open for both her lovers to view. Her moisture sparkled in her bush. It was a beautiful sight to both of them. Her surprisingly firm breasts thrusting up for them to stare at. They both did. They were enamored with them. "Fuck me Bob! Now! I need to feel you inside of me".

Bob knelt between her legs and moved his erection right to her wet pussy. Tina got back on the bed, her pussy over Tiffany's mouth. She lay on the bigger woman with her face right at Bob's intended target. She looked up at him. Brown eyes wide and sparkling with lust. "Push it into that pussy Bob. Fuck her! Eat me Tiffany! God, lets get this show on the road"! She had a close up view of Bob's prick as it slid into and spread Tiffany's beautiful lips. Her own lips being spread as Tiffany stuck her tongue into her bare pussy. All three moaned in unison.

Tiffany was normally a rather vocal participant but Tina kept her from talking as her pussy was pressed into her mouth. It did NOT keep Tina quiet however. "Let me watch. I want to see how you two fuck each other. "I've never watched a man and a woman fuck each other. Not in person anyway. Show me how much you want each other. Look at that cock go into her sensitive pussy. Those beautiful lips look like a Cali Lilly flower with that cock opening it. It's going so deep". Tina took Tiff's hood in her fingers and pulled it back further exposing the unusually large clit. She lowered her head and took it between her lips. Sucking at it like a small cock. That made Tiffany thrash about as she got fucked at the same time. Her moans quite loud.

Bob looked down at the scene before him as his cock slid in and out of this wonderful pussy. Tina sucking at Tiff's clit like he would. He wondered what it would be like if he and Tina ate her together. Tina used her fingers now to spread Tiffany's lips as he moved in and out. Watching intently as he fucked her girlfriend. They wanted the same thing. They wanted her to cum as they both worked at her. What would it be like if he and Tiffany ate Tina together. Maybe if Tiff ate Tina while he fucked fucked Tina. These thoughts raced around in his mind and drove him to the edge. He didn't know how much longer he could last.

At that moment Tina released the hard clit and raised her head to moan out "Oh God I'm gonna cum"! She sat onto Tiffany's mouth and her eyes went very wide. She went very tense as she was rocked by an intense orgasm. Her whole body was shaking as she gasped for breath. Tiffany put her hands on Tina's ass and pushed her forward and back down to her pussy. Tina moved her mouth back to Tiff's pussy as her own pussy oozed her thick juices on Tiff's face. There was so much running out and down into the waiting mouth and all over her lovers face.

Bob was so impressed and excited by what he saw. He watched that tiny pussy as it squeezed the rest of her fluids onto Tiffany. His cock was now squeezed very tightly by Tiff as she moaned out that she too was coming. He knew she sometimes squirted so he was not surprised when she erupted. Her cum spraying into the air and all over Tina as she watched Bob's cock continue to fuck at the exploding cunt. He withdrew from Tiffany's pussy and moved to put his hands under Tina's arms, lifting the tiny woman off of their Rubenesque partner. He stood her beside him and moved his mouth to her soaking face. He licked and sucked Tiffany's juices from Tina's cute face before moving into a deep, probing kiss with her.

Tiffany watched them for a bit before telling them "Save some of that for me"! She sat up on the bed covered in Tina's spendings. She looked so hot to Bob. He left Tina standing there as he moved to Tiffany and repeated the kiss. When they broke from their kiss Bob moved back to stare at both of the women still wet from each other.

"You are both so hot. So amazingly good looking. What the hell did I do to earn this"? Both of them still showed evidence of their partners spendings but also the glow of their satisfaction. The pleasure they had given each other. The pleasure that he had helped them achieve.

"We haven't given you what you helped us have. Yet! Now come back here and let us pleasure you" Tiffany said from the bed. Tina moved to him and pretended to push him back onto the bed and her partner.

Bob grabbed Tina and lifted her to put her back on top of tiffany, but now face to face. "OK girls, spread em. I want to do a taste test. See which one taste's better. Kind of comparison shopping" he grinned at them. When they were comfortable and in position, he knelt on the floor and moved his face to Tiffany's still wet pussy. He put a hand on each sexy thigh and spread her to move into his target. His tongue spearing her and licking at her. After a moment of this, he moved his hands and tongue to the much smaller woman above. Spreading her and licking at Tina, He could see her bare pussy and dark anal star in front of him. He pushed his tongue into her very tight cunt and licked and sucked at her. He recognized her smell and taste from licking her off Tiffany. He liked it. Actually, he liked both of them. They seemed to compliment each other. Like coffee and cream. Together they were exquisite. He continued to work at each woman, one after the other, until Tiffany complained that she wanted him back inside of her.

Bob stood and his hard prick pointed into Tiff's waiting pussy. It was so tempting to move it to Tina instead but there was plenty of time for that. He thrust into her eagerly waiting hole and didn't stop until his balls hit her ass. She moaned at the deep penetration. He started to move in deep, picking up speed as he went. Going for his pleasure now. Fucking this woman he had experience with. Working to reach a much needed orgasm. Her pussy grasped at his cock to try to help him get off. To get him to spray his seed deep into her wet, hot, hungry pussy.

Tina lay on her lover and kissed her deeply as their male lover approached his end. "I want to eat his cum out of your pussy baby. Let him dump his load in you. I'll bet it's gonna be a big one. He's been waiting at least a week". She moved her fingers to hard nipples and squeezed them as they kissed. That was all Tiffany needed and she burst into orgasm. Her body tensing and convulsing.

That sent Bob over the edge and he began to shoot rope after rope of his hot seed deep into Tiffany. He needed this. It felt so good. It was such a relief. After the fifth jet, he lay on Tina and rested on her as she kissed Tiffany. The two women looked into each others eyes. Lust shining in both of them.

"Move off of me Bob. I've got to eat this wet pussy. To taste you two together. I've wanted this for some time" Tina said as she moved to get between Tiffany's legs. She knelt on the floor between her lovers thighs and moved her mouth to the waiting wet pussy.

As hot as this was, Bob was exhausted. He had not been to sleep in 24 hours thinking he could sleep when he got home. He lay on his bed beside Tiffany and they stared at each other with lust. As he watched, his eye lids became heavy and he was soon sound asleep. Both women smiled at his falling asleep but Tina enjoyed his cum in Tiffany's sopping pussy. She worked on her lovers pussy until the bigger woman grasped her head and moaned out "I'm getting close baby. So close"! She pulled Tina hard into her as she went over the edge into a powerful orgasm. Her body trembling as it swept through her. Her little lover continuing to lick and suck at her until she seemed to relax.

Tina moved off the floor onto the bed beside Tiffany. They moved into a very passionate kiss. Both of them caressing each other. Exploring the bodies that they found so attractive.

"Are you gonna let Bob fuck you"? Tiffany asked as she played with Tina's very hard nipples.

"I'm not sure. That could lead to problems".

"Bob is a very considerate lover. Just explain the rules to him. I know you would really enjoy it. You know Violet don't you? She has rather strict no repeat rules and she has no problems with him. Well--- except she wants to break her rules with him. But she hasn't"! They smiled at each other.

"But she wants to! She also let him fuck her ass. Something she says she hasn't let any man but her Freddy do. And she loved it! She would consider letting him do it again. Something I think you should let him do. You would love it."

They looked at each other and considered the topic of anal sex. Tiffany had to admit she was considering it, and Tina knew she wanted to do it. She just was not sure she wanted to go down that road with Bob. She had to admit, she knew what Violet felt for him. How he could creep into your mind and feelings.

"I want to watch him fuck you Tina. Watch you get satisfaction from that magic cock. Then I'll let you watch him fuck my ass." They looked at each other for a time, considering what they had said, deciding if they wanted to accept what may happen to the three of them if they did. "But I want you to play with my ass before he fucks it. I love your mouth on my ass. I want you to eat me as he fucks my ass. Both my holes being worked on at the same time".

"Deal"! Tina said. They kissed to seal the deal. Then they went to get a shower, leaving Bob asleep on the bed.

They both paid attention to their cleaning of each other. Going so far as giving each other enema's. Taking care to being as perfect as they could. Mostly for Bob, but for one another too. They went around the apartment naked. Showing off for each other. Getting a pot of coffee brewing with the hope that it would wake Bob. They went back into the bedroom with the intention of being there when he woke. One on each side of their intended victim.

Bob woke slowly to the smell of fresh coffee and fresh females. Their perfume was wonderful. He slowly looked from side to side, taking in each of the women. He realized how badly he wanted each of these women and that they wanted him too.

"I want to see you two fuck each other" Tiffany told the others. "My softer, romantic side wants to watch you make love to each other. My more crass, "slut side", wants to watch you fuck each other. To see you pleasure each other as I would like to pleasure each of you. I love to watch. I love to watch Tina get off but I cant give her a cock. You can Bob. She has had some bad experiences with the men she has had in her life. I'd like her to have a good experience. As good as I have. I think that you, Robert, can give her that kind of experience. I know that you and I can give her a truly great experience. What do you two want? Do you want to get fucked Tina, or made love to? Do you want her by yourself Robert, or with my help? Do you want breakfast and a shower first? What do YOU want. From what I understand, this will be the first time for you two to be together. Sexually that is."

Tina looked back and forth at the pair of them. Her eyes settled on Tiffany. "I want to let him make love to me, but I need him to fuck me. I want you to watch and help Tiffany. To enjoy our fucking as much as we do. Because then you agreed to let him fuck your ass as I ate you. I want that so much. I think maybe Bob wants that too. So let's get too it! Get up you two. Let me get on the bed".

She knelt on the bed with her butt right at the edge. She looked back over her shoulder at her two lovers. "Put that cock into my wet pussy Bob. I want to get really fucked. Help him Tiff. Use your hand and help put him in me. Oh God it's been so long since I've had cock!" She wiggled her butt at them as it moved into her. She groaned as it pushed deep inside.

"Look at him put that cock into your wet cunt. It's so hard. I love watching. Seeing you take a cock. You're going to love him fucking you Tina. I just know you're gonna love it baby." She was looking closely to where they connected. She put a hand to the wet pussy lips and stroked them with her fingers. She moved her mouth to Tina's ass and kissed at each cheek as she felt the cock and pussy.

Bob watched the big woman play with Tina as he moved in and out. Picking up speed as she moved to kiss the smaller woman's ass. He wanted to have Tiffany's ass. Letting her watch and help as he fucked Tina seemed a good bargain. He went deeper into the tight pussy of his small friend. He could hardly believe this was happening. He never expected this when he left on his business trip. How did he get so lucky?

Tina had forgotten how good a cock could feel fucking her. How tight it was in her. How badly she wanted to cum. She was getting close. "Get on the bed and let me eat your ass Tiff. Let me get you wet and open for this hard cock. A deal is a deal".

As Bob continued to fuck Tina, Tiffany moved into position for her ass to be eaten by her friend. She wanted this. She wanted this as much as Bob's cock. She loved analingus and she was certain she would love Bob fucking it as well. She felt the pointed tongue at her ass. Felt it wetly lick her. Felt it enter and probe her as it was pushed inside.

Tina loved probing the wonderful ass of her lover. The feel of it and Bob's hard cock moving in and out was too much. She pulled her head back and groaned out "CUMING". She went tense, convulsed on the cock, her body shook and she quivered as she went into orgasm. Her first time on a cock.

Bob continued to fuck Tina throughout her orgasm. When she pulled off of his cock, he just stayed at her pussy until Tina moved to let him at Tiffany's butt. "Let him in that butt Girl. You promised. I want to eat you as he fucks it." She moved back and allowed Tiff to move back to his hard cock. Tina sat on the floor with her back against the bed and her head tilted back, mouth up to the dripping pussy of Tiffany. "Shove that cock into that big ass Bob". She opened her mouth and clamped onto the flowing pussy of her friend and lover.

Bob decided that Tina's suggestion was a good one. He just shoved clear into Tiffany's big ass on the first thrust. He went in surprisingly easy. Tiffany went tense, groaned, but pushed back into him. Hard! He held deep for a moment and then began to use short strokes as she got used to him in her butt.

"That's intense! go slow. Let me get used to it." She tried to relax. To control her breathing. She was grateful for his understanding. After a minute, she said "OK. Go ahead". She began to move back into him as he pressed forward into her. They began to fuck at each other. Tina looked up at Bob fucking the big ass as she ate Tiffany's pussy.

The sex was good for all three of the lovers. It was not what Tiffany expected. It was much better. So intense. She felt so full. She felt Tina using her mouth on her pussy as only a woman would know how to. Working at her hard clit. Her orgasm was building as her lovers did their jobs. "Oh fuck! I'm right there! Gonna cum! It's gonna be big!"

Both Bob and Tina knew what to expect, but it still surprised them as it went all over everything as she came violently. It continued and ran out of her pussy as she convulsed in her slowing orgasm. Tina put her face right into Tiffany's pussy and drank and licked the fluids from it.

Bob moved back from Tiffany and helped Tina up to stand beside him. He moved into a kiss, sucking at her mouth and licking her wet face.

"Now I'm going to eat your cum from Tiff's ass and you're going to fuck mine. I love to have my ass fucked. I want you to shoot a big load into me lover. You think you can do that? You have another load in you?"

Bob just grinned and moved to kiss her. "I'm up for finding out!"

Tina moved to Tiffany's ass as she knelt on the bed, putting her mouth and tongue in Bob's dripping cum as she wiggled her ass at him.

"Take my ass lover. Make me a fan. I know your reputation. Show me".

All three were getting exactly what they wanted. Bob was shocked how easily Tina took him in the ass. She seemed to want it fast and hard as she ate his big load out of the spread ass of Tiffany. Her tongue spearing deep into her. Bob pounding at the tiny tight back door of Tina. It went on for several minutes but all concerned were getting to their end. All three groaned out in unison as they reached their end. Both women collapsed onto the bed and left Bob standing there staring at his lovers. Wondering what was next?