What are Friends For? Pt. 02

Bobby and Anne spent the last few months playing match maker for me. While our time together as a threesome either inside and naked, or out and and about clothed, remained a blast, all of us sensed that I was somehow incomplete without a woman formally in my life. I joked with Anne that she simply missed the taste of another woman and harnessed ulterior motives regarding her match making efforts. She simply replied, "Not ulterior motives! It would simply represent fringe benefits of my good will toward you!"

Bobby on the other hand realized Anne was quite special, as was Barbara. He knew finding another woman who would be compatible with all of us in the ways we had become accustomed was a tall order. He also knew with Barbara gone forever that finding another woman for me with which to share life was in my best interest. "Greg, try not to let the special friendship the three of us have prevent you from finding the love of your life. If she ends up being a hottie that is open to what we have, then great. But if not, we are all friends forever, regardless. We simply want you to be happy in life," Bobby earnestly stated as he drained the last of the IPA he had been holding and winked at Anne. Anne gave a sincere nod in agreement. I was truly blessed with great friends.

It had been months since my first pegging by Anne that led to one of the most gloriously intense orgasms I ever thought possible. She had hinted at that time that I needed to experience the real thing. During our several subsequent rendezvous she donned her strap-on a couple times. Those experiences were equally heavenly. The most recent pegging involved me on my back while I held back my folded legs to either side. Anne was upright on her knees pegging me and stroking my cock. Bobby alternated between standing over me and in front of Anne so she could take him in her mouth, and kneeling while straddling my face and feeding me his cock or letting me suck his balls. When Bobby and I came simultaneously both cocks were aimed at my torso. I literally had a puddle of cum between my pecs and my belly button. Anne leaned forward and drank it all up, or so I thought. She then leaned forward and gave me a nice big snowball with a passionate kiss. I was in sexual bliss beyond my wildest dreams. Well... with the exception of wanting to have Anne and Bobby switch places, did enter my mind a time or two. I felt selfish to ask for such attention, as I thought Anne would have made it happen by now. I assumed she had approached Bobby about him fucking me and he was not in favor of doing it. Who was I to complain! Still, the thought of eating or fucking Anne's sweet little body while Bobby stretched me and strummed my prostate with his gorgeous cock made me hard every time I thought about it.

Our law office was tasked with handling a fresh patent/royalty case Monday morning. It was routine for us, as that is what our firm specialized in. Most of our work involved beating back Chinese copy cats that violated U. S. patents. What was not routine for us, was dealing with high profile clients. Dealing with who built the fan to a hair dryer was the usual, but dealing with a professional athlete whose patented equipment was being pirated was not usual. Because I had been known to play a little tennis, I was rightly or wrongly placed as lead attorney on the case that involved, let's just say some "tennis stuff" designed and developed by a household name. I had ZERO expectations of ever talking to or meeting this tennis star, as I assumed those much lower on the tennis star's food chain would be dealing with our firm regarding the dirty business at hand of intellectual theft. I was somewhat surprised I was selected amongst others in the firm for this "high profile" case, but I know my stuff and have a great legal track record. So when the first meeting was planned over lunch, poolside, at the nearby country estate owned by this tennis star I did get a little giddy.

Later that week at "Trivia Night" with Bobby and Anne, I told them about the upcoming meeting. Bobby had played a little tennis as well and followed sports, so was immediately impressed. Anne could not have cared less. Anne was much more interested in winning the Trivia contest and planning a birthday party for me, as my 35th was quickly approaching. Anne more than once stated she wanted to make sure I got something "BIG!" for my birthday and would look at Bobby who seemed to be ignoring her. I told her that nothing "big" was necessary and a simple home cooked meal, a few beers, and her in a fishnet stocking body suit would be just fine. She could tell I was lying, knew exactly what I wanted, and just said, "I'll make him do it." Anne always got what she wanted. My cock rose at the thought.

The next day was the lunch meeting with our new client. A paralegal from our office rode with me. Deborah was about as plain and dumpy as a young woman could be. She knew her way through legal books and finances though, had an uncanny ability to almost read minds, and was, hence, invaluable. Her personality was a complete dud though, which made the 45 minute ride painful. I felt a bit foolish as I turned into the gated property in my unwashed 10 year-old 3 series BMW. I loved that car, but suddenly it felt like a pair of torn jeans at a wedding. I had entered another world. The star's personal attorney greeted me at the front entrance. I tried not to look like I had never been in a property like this before as we were escorted across the marble floors to the two-story glass doors that opened to a veranda overlooking the pool and gardens.

I was dressed in shirt and tie with a blue blazer, more preppy than professional. I reserved suits for those rare court appearances, weddings, and funerals. When we exited onto the veranda is when I first saw her. She was wearing a loose fitting tee shirt over a sports bra and torn jeans. I suddenly felt more at ease. I silently apologized to my BMW. Her dark hair was pulled back with her signature pony tail down to her muscular butt. She wore no make-up. She was excitedly speaking on her phone when she saw us approach. She quickly and politely ended her phone call. With great purpose she strode toward us and extended her hand. I looked into her almost black eyes and introduced myself and my paralegal as we shook hands. Not unexpectedly her hand seemed to envelope mine unlike any woman's hand I had ever held or shook. Her grip matched mine. She smiled showing teeth that appeared unnaturally white. She was plain, but made attractive by her shear presence. She was statuesque almost matching my 6'3" frame. Everything about her exuded physical power and confidence. I guess winning Wimbledon twice in the past three years would do that to somebody.

Our introductory meeting and lunch took approximately two hours. After hearing the landscape of the issue at hand the legal challenges seemed straight forward and simple. While no smart attorney will guarantee any outcome, I did my best to communicate appropriate confidence to resolve the dilemma her company was experiencing. I was also somewhat surprised to learn that she was no dumb jock. She had a deep understanding of business and patent law. Much of the meeting involved her and me speaking to each other, leaving her attorney and my paralegal simply taking notes. After I addressed her "Miss..." for the fifth or sixth time she made it very clear to simply call her by her first name. As we concluded the meeting and repeated next steps in the process she asked to speak with me privately.

She walked me down the staircase from the veranda to the pool area. "Greg, I want to thank you for providing clarity to my company's challenge. I am also glad your firm agreed to assign you to this case," she said with a smile as she touched my shoulder.

"You requested me?" I asked.

"Yes, I did. Our attorney recommended your firm because of its reputation and expertise in these matters. Several attorneys in your firm appeared quite capable of addressing my company's current challenge, but I chose you because you and I have shared something," she said with a serious demeanor.

"You have me at a loss now. We have never met, and I certainly have never been to this neighborhood or Wimbledon," I said trying to joke.

"My father died four years ago from a glioblastoma. He was my biggest fan and protector growing up. It seems crazy, but his death made me train and work harder than ever. I know he has seen what I've accomplished. I also still feel the pain of the loss and know I always will. I know what you have been through. Daddy had the same doctors as your wife had. Forgive me, but I remember you from the waiting room when you were speaking to your wife about something at work. She seemed to care so much about you, and she was the one dying. And I could see the love you had for her even though the steroids and tumor changed her like they changed my dad. That stuck with me forever. When this legal mess came up and I realized you were in the firm my attorney recommended, I knew you were the attorney I wanted. The doctors were all brilliant and dedicated professionals. But sometimes it seemed the treatment was worse than the disease. It was agonizing to see someone you love be torn apart bit by bit by both the tumor and the treatments. The experience strengthened me, though it tried to break me. I calculated selfishly that the loss of your wife strengthened you professionally, but I also wanted a kindred spirit in my corner if this legal shit gets ugly. You've already shown me you are a brilliant attorney, so at least maybe I'm half right," She concluded with a shy grin, which was entirely out of character for her.

"I appreciate what you have said. Your calculus may not be correct however. I don't feel like a better anything after losing Barbara. As I said before though, our firm will take care of your company's problem to the best of our ability and we feel very confident in a favorable resolution for you," I said.

"Greg," she said, as she stopped and took my hand in both of hers, "stop talking like such a fucking lawyer when we are alone. Take the win."

I could not help but laugh out loud. I did sound like a complete stiff. "Yea, I'll work on that. But I won't take the win until we have won. Thank you so much for the lunch. I believe it was all fiber and protein. It was wonderful to meet you Tamara," I said with a smile.

"Likewise," she replied, "I'll need to show you around the next time we meet."

She returned the smile. We shook hands again and I noticed a much more feminine grasp this time. I turned and left a scintillating tennis star poolside at her multimillion dollar estate to go drive back to the office with Deborah for 45 minutes. Deborah's only words on the return were as we pulled into the office garage when she said, "She likes you."

My birthday celebration plans were finally revealed to me on a Friday, the day before. Bobby and I would golf 18 holes in the morning, then the afternoon would be spent at Anne and Bobby's home hanging out at their pool for a BBQ, then out to a karaoke bar before returning to their place for my "gifts". I toyed with the idea of having a date for my birthday. Anne suggested Deborah, knowing quite well of her qualities. Bobby quickly said, "Ain't gonna tap that." We all erupted in laughter. I fantasized how amazing it would be to have Tamara be my date. A dateless birthday would be fine with me though, given the friends I had.

Bobby and I managed not to lose too many golf balls. It was fun, but it felt good to kick back in the sun with a beer at their pool afterward. I recounted the meeting with Tamara minus any privileged information. Anne sat listening to me describing Tamara, and finally said, "Shit, Greg, you are making me wet. I want to meet her."

Bobby interjected, "Sweetie, we are not in her league."

"Maybe you aren't!" replied Anne, "Everyone knows all those female athletes are lesbos. I have a chance." Once again with her words we were all laughing.

Anne grilled the burgers while topless. She was being such a tease. She seductively would reach beneath the front of her bikini bottom and play with herself before taking her index finger and rubbing it across each hamburger bun before serving. We had a simple meal of burgers on the grill, salads, fresh fruit, and of course birthday cake. She assured me that my cake candles would not be the last thing I would blow that night.

Bobby and I, both wanted to have Anne badly before karaoke. She brushed off our advances. Even when I pleaded because it was my birthday after all, she still would not succumb. With a defeated feeling I drove home, showered, and dressed for our night out. I returned to Bobby and Anne's dressed in an untucked polo shirt, shorts, and sandals. Bobby greeted me dressed like Don Johnson from Miami Vice. Anne had a stunning white dress that looked like it was painted on her. They looked hot. I looked like their poor cousin visiting from out of town. We called an Uber to take us to the karaoke bar, because we knew we would be in no shape to drive back.

Once we were seated at a round table for four we ordered drinks and started talking about who would "sing" first. None of us were musically inclined, but that's why you order drinks. Many eyes were upon Anne. She had her hair pulled back and her face more made up than usual. Her tight little body was on practically full display as she was dressed. The tables were mostly occupied by couples or foursomes, seemingly of the heterosexual variety. There was clearly one gay couple, and a few tables of women only. One table had some particularly attractive ladies and I found myself looking in their direction often. I eventually got busted when one of them blew me a kiss and then flipped me off. Her friend seated next to her pulled her hand down that had the extended middle finger and mouthed "sorry" in my direction. I just laughed and asked our waitress to send that table a round of drinks on me.

Once the karaoke began all eyes were forward. There were some talented singers. For our table Bobby went first with "Welcome to the Jungle", while I went next and sang "You Can't Always Get What You Want" as I looked directly at the woman who flipped me off. It was fun to embarrass her as the crowd all looked at who I was looking at. Anne sang "Brass in Pocket" by the Pretenders. Her voice was half decent. I think even the gay couple was drooling as she really turned on the seductive moves. I know Bobby and I looked at each other with unspoken words acknowledging that she was going to get a lot of attention when we got home. The crowd went wild for her and demanded a second song. She was into her fourth drink and she looked directly at me, pointed, and yelled out, "Let's all sing happy birthday to my VERY good friend, Greg." Not only did everyone sing, they all stood as Anne strutted off stage with the microphone and proceeded to give me a lap dance while she sang. When she then turned and kissed Bobby the place erupted.

After another singer or two calmed the place down, the woman who had flipped me off sauntered over from behind and touched my shoulder and said, "Well happy birthday Greg. You guys look a lot more fun than my table," as she gestured to the table of three women all glued to their smart phones. "My name is Jess. I see you have an odd number here."

"Please, sit down," I said. I then introduced Jess to Bobby and Anne. I could tell Anne was drinking Jess in with her eyes. Jess was not petite, but of medium height and slender with green eyes, auburn hair, and above average breasts. She looked built for fun. She had an almost evil smile. I could see her eyeing the wedding bands on Anne and Bobby's fingers and my naked left hand.

"So you guys look like you get along really well. How long have you been friends?" Jess asked.

Bobby quickly answered, "We've known each other for many years."

Anne added as she reached out and touched Jess's upper arm lightly, "But we've been VERY good friends not all of that time. We could use another VERY good friend tonight if you are interested."

Jess's devilish grin broke out as she looked me up and down with her gaze pausing a moment, fixed on my crotch. "Hell yes. Let me tell my friends that you all will give me a ride."

"Oh we will certainly give you several rides," said Anne.

Jess stood up and walked back to her table. We all watched her slender ass and were mentally disrobing her. Two of the girls at Jess's table covered their mouths in shocked surprise as Jess told them her plan. They then looked over at us and smiled. One gave us the two-fingered "I see you" salute. We raised our glasses indicating we we were cool and not sinister kidnappers. Jess came back and said, "order me a shot of anything and then let's go." She grabbed my bicep as we stood and pulled her mouth up to my ear and whispered, "Sorry I flipped you off birthday boy. I'll do my best to make it up to you." She then playfully bit my earlobe.

We summoned an Uber after drinks were finished. Anne took Jess's hand in hers and the two hotties walked out in front of Bobby and me. We just stared at their asses and looked at each other and said, "Fuuuuuuccccckkk," simultaneously. I was going to have a great birthday.

Bobby sat in the passenger seat. I sat in the middle between the ladies in back. we had about a 15 minute ride. Anne immediately started stroking my cock through my shorts. Jess saw this and joined in. I was intermittently putting my tongue down either lady's throat when while kissing Jess I sensed Anne releasing my cock from my shorts. Her mouth was on my shaft in two seconds. Once again, Jess followed her lead. I had two sexy women blowing me while Bobby tried to talk sports with the Uber driver. Anne was expert and knew not to push me over the edge. Jess, on the other hand, was hungry for a mouthful and seemed intent on making me cum before our ride finished. Anne took control of my cock and told Jess she will have plenty to swallow tonight and not to get greedy. By this time the Uber driver had a pretty good idea of what was happening in his backseat. As we got out, Anne told the driver not to worry, because nobody came on his backseat, and then she and Jess just started laughing uncontrollably.

Once inside Bobby asked if anyone wanted a drink. Everyone declined as only one desire was burning in our minds. The ladies excused themselves and Bobby and I went into the master bedroom. He put on some music and sat in the chair looking quite pleased. I sat in the other chair as Steely Dan pumped through the ceiling speakers. Soon Anne and Jess strutted in wearing only panties. Jess walked over to me and sat on my lap. She just about gave me a tonsillectomy with her tongue. I started sucking her magnificent breasts and rubbing her clit through her panties. She was soaking wet. Anne was likewise attacking Bobby. Jess got on her knees on the floor and undid my belt while I pulled my shirt off. Soon I was naked and Jess was inhaling my erection. She kept one hand on my balls while the other pumped my shaft. She was having trouble taking much beyond my head but it felt glorious. After a few minutes she stripped her panties off revealing a beautiful auburn landing strip above her otherwise smooth pussy. She lowered herself onto my cock and gasped as she took me balls deep. I stood up while she locked her legs around me and I lowered her onto the bed while still inside her. I then started long slow strokes. I could feel myself bottoming out inside her wetness. She would gasp each time I gave her my full length. After a few minutes she said, "Don't move!" and locked her legs around me while grabbing my ass with her claws and trembling. Her eyes rolled back and she let out this guttural howl as she shook and climaxed. That's all I needed to give me the green light. I started pounding her as hard as I physically could. "Give me your cum birthday boy. I want it all," Jess cried out. Soon waves of pleasure were pulsing through my body as my cock throbbed and exploded inside her. I could feel my large load filling her. She kept moaning incomprehensibly and then we kissed deeply after I had no more to give.

"Fuck! That was hot," said Anne, as she was riding Bobby still seated in the chair. Anne looked at Bobby and said, "not yet Sweetie, remember whose birthday it is." While I was still inside Jess and softening, Anne came over and started kissing Jess and sucking her nipples. I got out of the way and the two of them swung into 69 with Jess on top. I knew Anne was hungry for some creampie and she hit the jackpot as my load milked itself out of Jess's stretched and soaked pussy into Anne's mouth.

Bobby positioned himself behind Jess and entered her. Jess howled and cussed as she pushed herself back into Bobby begging for all he had. Jess no longer was giving Anne's little pussy any attention. I maneuvered between Anne's legs and gave Jess a long kiss before diving into Anne's sweet little pussy with my mouth. I worked a few fingers inside her and had her squirting all over my face as she came. Jess likewise was howling with another orgasm as Bobby steadily plowed into her from behind.

I pulled Anne's body out from beneath Jess's and slowly sank my now erect shaft balls deep. She let out that predictable little yelp as the head of my cock bounced of her cervix. I always found her response so sexy. "Give me that slow deep grind birthday boy," she said. Jess was no longer receiving a pounding from Bobby. Jess latched her mouth onto one of Anne's nipples and stretched the other with her fingers. Anne was loving it. Soon Bobby's cock was in front of Anne. He had shown amazing restraint. I could see the sweet precum dripping from it. "All for you birthday boy," Anne said. I took Bobby's girth in my mouth and savored the sweet precum. After a while I guided his cock to Anne who worked expertly. I felt something cold on my ass and saw Jess with a tube of lube. She began finger fucking my ass. It was exquisite. Anne finally withdrew Bobby's cock, looked at him, and said, "now dear, like I told you." Bobby went over to Jess who took Bobby in her mouth and kept finger fucking me. Then she grabbed the lube again and coated Bobby's cock.

The next words from Bobby were, "Happy birthday buddy," as I felt his cock push up against my anus. Jess was holding his shaft and guiding it in while she squeezed his balls. He was bigger than the strap on. Anne looked into my eyes with a satisfactory grin and gave me a passionate kiss as her husband's cock slid past my sphincter and began rubbing my prostate. My body went on fire. Anne was right. The real thing was much better than her strap-on. I could feel the head of his cock milking my prostate of its juices. Once again I was literally cumming without having an orgasm, yet. The sensation was mind altering.

I was looking at Anne and she returned the look with equal intensity. Being deep inside her and kissing her beautiful face passionately while her husband drilled me was other-worldly. When I pulled up from Anne's mouth to gasp as Bobby drove particularly deep, I saw Jess maneuvering on her knees to straddle Anne's face. Jess placed her pussy over Anne and then leaned back on her locked arms. Anne extended her head and began tongue fucking Jess while I licked Jess's clit. It was all getting to be too much. I could tell Anne was going to cum soon. She stopped servicing Jess and cried out, "Cum in his ass baby! Make me proud!"

Bobby's thrusts quickened and I could feel his cock growing and throbbing inside me. He let out a roaring moan and I could feel his pulsating cock shooting his load inside me. His throbbing cock head was playing my prostate like a bass drum and the sensation was overwhelming. I let out a similar roar as I felt my body contract and begin expelling my load deep into Anne as she shuddered and shook in orgasm. As with being pegged, I thought my orgasm would never stop, but this was next-level. Bobby's throbbing cock milked me of everything I had. Jess started cussing out loud and wildly fingering herself and squirted all over Anne's and my face.

We all simply collapsed. I was the meat of a delicious sandwich between my married friends. Jess was the very sexy side dish. I think we all fell asleep after a few minutes. I awoke to the sound of Bobby in the shower. Anne and Jess were cuddled together whispering. When they realized I had awoken, Anne said, "It's not midnight yet birthday boy." As she said those words I felt Jess's mouth begin to suck my soft cock into another erection and Anne straddled my face with her cum filled pussy. I had no idea how close to midnight it was, but I hoped it would be a long time. Tomorrow I would be back to work and dealing with Tamara's case. But for now, I had some women to fuck.