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A Roommate With Benefits

We met Teri several years at a swingers bar where I worked part time for a while. Ann, my wife and I play on the fringes of the lifestyle. Actually Ann is more of an exhibitionist, but acknowledges being bi-sexual. As a result, we are very selective about whom we have sex. At that, time we met Teri, there had only been two other couples and girlfriend Ann brought home as my birthday present one year. Teri was with her boyfriend, Stan. He was a long haul truck driver and was only home a few days each month. We are all well into our 40’s. The one time the four of us went to her place after the bar closed. Of course, we all wound up on the bed together. The girls started things off undressing each other and enjoying some foreplay. Then Ann guided me to Teri. She and I had a great time fucking. Later on the way home, Ann that Stan was more into watching and just fingered her to orgasm. He never tried to fuck her. When we got home, I made sure that Ann came several times orally before I fucked her to a mutual state of satisfied exhaustion.

Although both blond, Ann and Teri are physical opposites. Ann is 5’8” with fantastic long legs, small breast with dark nipples that are always aroused and a firm ass, that you just love to grab in your hands. Teri is 5’4” has a curvy hourglass figure just a bit on the heavy side with D cup breasts and short thick legs. She has a great laugh and smile with a certain twinkle in her eyes that appears when the subject of sex comes up. She likes to wear loose dresses that button all the way down the front. The number of buttons undone depending on her desire to attract attention.

A few months later Teri mentioned that, she was going to have to move, as her roommate was getting married. She could not afford a place on her own and was looking for a room to rent. Ann and I have had several platonic roommates over the years, as there is an extra guest room in our home. We discussed it briefly and agreed to offer it to her. We worked out the details with Teri and a few weeks later, she moved in. Shortly there after Stan drifted out of the picture due to his work. Then again, we have told all our roommates that we have a rule of no strange faces at the breakfast table.

We often went out as a threesome and at the end of the night; all of us would all wind up in our king sized bed. We took turns with who slept in the middle. Things were always wild and Teri referred to herself as a roommate with benefits. I will never forget the sight of the girls doing each other with a double-ended dildo while Ann sucked my cock.

There was also a night when Ann had too much to drink and fell asleep almost immediately upon the three of us hitting the bed. This night Teri was in the middle and the next thing, I feel is her soft hand stroking my cock to hardness. I reciprocated by reaching over and slipping my fingers into her smooth shaved pussy until it was dripping wet and she was moaning softly. Then she rolled over away from me onto her side, bent her to leg to spread her self-open. I too rolled over behind her and reached around to continue playing with her pussy. She reached between her legs, took my cock, and rubbed it again her pussy lips covering it with her juices. I was in anticipation of her gliding me into her pussy, but was surprised when instead she moved her hand further back and lined me up with her asshole. With amazing ease, my cock slipped into her ass. I had three fingers in her pussy and my cock in her ass. The two of us slowly going at it until we both cane together with Ann soundly passed out on the other side of Teri.

After almost a year, Teri moved out of town in order to help her daughter through a bad divorce. We stayed in touch occasionally, mostly over the internet. About four years later Teri and her daughter moved back to town and our friendship resumed. Teri was often at out house and occasionally joined us for a night out although; we did not hook up again.

That was until a few weeks ago. I was looking forward to Ann and my regular night out at a local nightclub after a stressful week at work. I got home and Ann said she was not feeling well and wanted to go to bed. It is very rare that either of us go out without the other. However, she knew I was looking forward to unwinding over a few cocktails, so she encouraged me to go without her. I tucked her into bed and kissed her good night then headed off the club.

I was just finishing my second cocktail, when in the door comes Teri. She asked where Ann was and I told her not feeling well, so I was out alone. She said not anymore and slid on to the empty barstool next to mine at the end of the bar. There was a game that the girls use to play at the bar, where we met. With each cocktail the girls consumed a button was undone. Teri ordered a drink, gave me that smile of hers and immediately unbuttoned the top button of her dress to better give me a view of her ample cleavage. Game on. The bottom buttons went with the next two cocktails so her dress was open to above mid thigh. The conversation was light and social, covering a variety of topics, as we also chatted with the bartender and a few of the regulars. At the same time, Teri was casually rubbing her leg up against mine. She excused herself to use the restroom and when she came back, I noticed by the jiggling of her breasts that she had removed her bra. Of course, I made a comment about her aroused nipples to let her know I knew. When she sat down on the barstool she turned slightly towards me, hiked her dress slightly and spread her legs. With the lower buttons already undone, I had a nice peek at her shaved pussy. Being seated around the corner at the end of the bar, none of the other customers were privy to my view. Our hands began to occasional caress each other’s thigh. I was concentrating on the inside of her leg just a few inches below her pussy. After we finished the fourth cocktail, we both knew it was time to leave.

When we walked out the door, I saw that we had both parked across the parking lot and her vehicle was right next to my car. I threw an arm around her shoulder, letting my hand slide inside the open top of her dress and grabbed a handful of her left breast squeezing her nipple between my fingers. We slowly walked her to her car enjoying the moment. She opened the door and then turned and our mouths met a long deep kiss. When we separated, she slid her hand down the front of my pants rubbing my now hard cock. She told me that she had missed my cock and then said that she would love to take care of the bulge in my pants. I told her to open the other door. I went around slid into the passenger seat. She immediately went to work on my belt, opened my pants and proceeded to take my cock deep into her mouth. Using just her mouth and tongue, she had me coming in long before I wanted to. She attempted to swallow the entire load then licked me clean. When she looked up there was abig smile on her face and that naughty twinkle in her eye. She said that she had always loved the taste of my cum, as she wiped some drops off the side of her face. After licking her fingers, she remarked about how much she had missed the taste. I told her that I would be glad to supply her a taste any time, then kissed her talented mouth and headed home.

It has been way too many years since I have experienced sex in the front seat of a car, but that I one blowjob I will definitely remember. Teri also expressed a desire to have another threesome with Ann. I hope to make that happen soon and will keep you updated.

End of Story