[M/TF/F] Me [M], Claire [TF], and her roommate [F]

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I’ll still split this into BACKSTORY, DESCRIPTIONS, and SEXY TIME so you can skip right to the important parts if you don’t care about the backstory. I’ll be adding Claire’s description in again in case you don’t want to read the first story.

BACKSTORY

There’s no real backstory with me and Becky, she was Claire’s roommate and the one who dragged Claire to the party where we met. We had chatted a few times and hung out once in a while when Claire wasn’t home yet, or had to go to a class.

Claire and Becky have a bit of a strange history. Claire was born as a guy and dated Becky through most of high school. Apparently they had a great relationship but their sex life was somewhat awkward. Claire eventually came out as gay and they split up but remained friends. Claire said her relationships with guys were awkward, but the sex life was better. That’s when Claire then came out as Trans. She told me that her relationships with men (the ones that accepted her and weren’t just chaser) was good and the sex was good too. All the pieces finally fell into place for her. Her and Becky remained really close friends through their gap years and into college. I met Claire just as her summer break started before her last year of college. We dated the whole year but near the end she got a job offer across the country that she just couldn’t turn down. Both Becky and I were sad to hear she’d be leaving.

We spent some time packing her stuff and getting it ready to ship to her new apartment. Becky had a new roommate lined up that was moving in on a Friday and Claire was going to stay with me for the weekend before leaving Monday afternoon. Once Becky got her new roommate settled in she came to my place Saturday evening so we could both spend some time with Claire before she left. It was pretty emotional for everyone. We stayed in and had a few drinks mostly recollecting. We talked about Claire’s history with Becky and her current relationship with me. I think Becky and I learned a lot about each other that night.

DESCRIPTIONS

Claire:

Claire was about 6’ tall with blue eyes and long blonde hair that went well with her pale skin. She breast were on the smaller side, but well devolved. She had a slim waist and large hips. She was wearing a skirt down to her mid thigh, knee high socks, and a tight T-shirt.

Becky:

Becky’s had dark skin (her grandparents had all come from India), brown eyes, and long black hair that seemed to wave and curl all on its own. She had breasts that seemed far too big for her petite frame. She didn’t have much for hips, but had a nice round ass and stood around 5’3” or so. She was wearing a loose fitting low cut shirt and tight jeans.

SEXY TIME

Claire, Becky, and I were around my living room chatting and drinking on Saturday evening. Becky and I had talked the day before about finding out what Claire’s perfect last day here would be and trying to make that happen for her. A going away present and a send off all in one. We hadn’t come up with anything on her own, so Becky filled her in on what we wanted to try and do.

“So,” Becky said, “No limits, no holding back, tell us how you want your perfect last day to be.” She took a sip of her drink while Claire hummed and hawed, trying to come up with something on the spot.

Her face changed from deep in thought to revelation for a brief moment. She had come up with something. Claire went to speak, then hesitated. Her face turned slightly red as she looked away sheepishly.

“Come on,” Becky prodded her, “I know you well enough to tell you thought of something.”

“I don’t know,” Claire muttered, “It’s … no. Let me think.”

“Claire.” Becky said, waiting for Claire to look at her. Once she made eye contact Becky continued. “It’s us. You’ve been with Rich nearly a year and we’ve known each other as long as I can remember.”

“Ok,” she said before pausing for a long time. “You were both so great to me. I want to be with you both one more time.” She but her lower lip, I know she does this to try to be sexy and it works. I could feel my cock twitch in my pants. That look always did it for me.

Becky was taken aback. I know she expected something sexual from Claire’s expression, but I don’t think she expected that.

“Ok,” She agreed. “We haven’t done anything like that since high school.” She paused, then added “How do you want to do this?”

Claire took a large gulp from her drink, swallowed it, then got up and moved towards Becky. Claire leaned in and kissed her. Becky kissed her back. Claire lowered herself down to sit on her lap and they wrapped their arms around each other. I could hear them kissing from where I was sitting. I sat back and watched as the two of them made out like long lost lovers. I could see Claire’s hands make their way up the back of Becky’s shirt, no doubt gripping her back with her fingernails.

Claire pulled her mouth away first while Becky’s mouth lingered open, still in mid kiss. Claire stood up and came my way, performing exactly the same. She leaned in and kissed me passionately before sitting on my lap. She could definitely tell I was already quite hard. Her fingernails found their way into my back. We wrestled with our tongues for a few moments before she broke the kiss and stood up again.

“It’d be easier if you two were closer.” Claire said. She motioned for me to get up and follow her to the couch where Becky was sitting and parked herself right in between us. She leaned over to Becky and started kissing her again. I leaned forward for a better view. I felt Claire’s hand find its way to my leg and she dragged her fingers up until her hand rested on my straining cock.

She began to massage my bulge with the palm of her hand while still making out with Becky. I moved one of my hands to the hem of Claire’s shirt and worked my way inside, then slipped under her bra and started playing with her nipples in Just the way I know she enjoys. She let out a soft moan as my fingers made first contact with her nipple. She moved her hand from my bulge, opened my fly, and slipped her hand inside to rub my cock through only my boxers. I squirmed in my seat a little, the teasing was killing me.

Claire slipped her hand out of my pants and rolled over to straddle Becky. Her breast moved out of my grasp and the girls kiss broke. Becky was flush and Claire was looking deep into her eyes. She reached down and, in a single quick motion, pulled her shirt off. Becky’s face dropped to Claire’s tits. She stared in awe and Claire took the opportunity to lift off Becky’s shirt as well. Claire tossed aside both shirts and Becky’s bra, which she had apparently unclasped earlier.

I was entranced by Claire’s breasts, as always, and now I was also seeing Becky’s for the first time. Claire leaned in and hugged Becky. The view of their breasts pressing against each other is still one of the best things I’ve ever seen. Two fantastic sets of tits bulging at the sides as Claire held tightly onto Becky for a moment. She released Becky from her gasp and leaned back slightly. Both girls turned to me almost simultaneously. I’m pretty sure Becky had almost forgot I was there.

Claire stayed on top of Becky and leaned over to kiss me. Becky took the opportunity to start suckling in Claire’s nipple. Claire’s hand made its way back to my bulge, sliding into my open fly and stroking me once again. I could see Becky rubbing Claire’s cock through her skirt. I undid the button of my jeans and Claire maneuvered my cock out and started stroking rapidly. Becky’s eyes opened and looked over my way, Claire’s breast still in her mouth. Becky’s hand moved from then tent in Claire’s skirt over to my cock. Claire slowed her stroking and Becky added her hand to the mix, matching Claire’s pace. I bent my head down and began to suck on Claire’s other nipple. She moaned at the feeling both both of her toys being sucked on.

We continued like this until Claire pulled her tits from our mouths by standing up. Her cock stood straight out against her skirt, I could take my eyes off the tent while Becky continued to slowly stroke my cock. Claire stood back watching for a moment. She grabbed her skirt and pulled it off, her cock was pulled down by the waistband momentarily before being released and bouncing back up. I licked my lips at the sight. She pulled Becky’s hand from my cock and, grabbing both hands, guided her to stand up as well.

As soon as Becky was standing Claire went to work getting her pants off leaving her in just a tight pair of red panties. I took the moment to slide my pants off. Claire lowered herself into a squatting position in front of Becky. She ran her fingers along the edges of Becky’s panties before sliding two fingers up each leg home and massaging her pussy. Becky glanced my way and saw me slowly stroking my own cock and watching the show. Claire grabbed onto the waistband and slowly slid Becky’s panties to the floor.

Claire stood back up, guided Becky back into a sitting position, put a hand on each knee, and spread her legs apart. The sweet smell of Becky’s wet pussy filled my nostrils. Claire returned to the floor and buried her face between Becky’s legs. I couldn’t see much, but I could hear the mixture of Claire’s tongue working it’s magic and Becky’s short soft moans. Becky’s hand crawled up my leg and rested on my hand, which was still playing with my cock. I slipped my hand out from under hers and let her take over. Her pace was slow and her grip was tight. I leaned in and kissed her, my hand found her tots and began to massage them while Claire continued to lick her. Becky’s moans vibrates though my mouth. I flicked my finger over her nipples. Her body started to tense up and her grip on my cock tightened even more. She pulled her lips from mine and called out Claire’s name as her hips started to buck lightly and her body began to quiver. Turns out Claire was really good with her tongue.

Claire jumped up to her feet, her mouth was glistening with Becky’s juices. She practically lunged at me and kissed me. I could taste Beck in her lips. Becky had released my cock and Claire started to kiss her way down my body before arriving at the head of my cock. Becky watched intently. I let a hand wander over to her thigh, trailing my finger upward, before finding her wet folds. I teased her with my finger as Claire reached up with two hand and pointed my cock at her mouth. Claire’s tongue started to run circles around my head as I slid my finger through the combination of Becky’s juices and Claire’s saliva. I found my way to her clit and started massaging gently.

Claire opened her mouth and dropped her head down, her lips reaching the very end of my shaft in one quick motion. Becky gripped my arm, her body began convulsing again as she shook through another orgasm. I’m not sure if she was still on the cusp after the last one or if it was the sight of Claire taking my cock into her mouth that set her off.

Claire started bobbing her head on my cock, working her tongue all along me as she was so good at doing. When Becky recovered she stood up and squatted behind Claire, wrapped her arms around her, and began to play with Claire’s toys while she continued blowing me. Her chin nestled into the crook of Claire’s neck as she watched the blow job intently. Becky nibbles on her ear, Claire’s hand began to massage my balls, the other stroked my shaft in time with her mouth. I ran my fingers through her hair. Claire popped my clock from her mouth, pointed it towards Becky, and looked over at her. Becky leaned in and took the head of my cock into her mouth. Claire’s hands stayed where they were and set the pace for Becky’s mouth. It was warm and wet, not as skilled as Claire’s, but still enjoyable. I leaned back and let the two girls take their turns blowing me. I was in heaven.

Then they stopped. I opened my eyes to see the two girls standing in front of me. Claire grabbed my hands and urged me to get up to. She pulled me in and kissed me again. My hands grabbed her ass, grinding her cock onto mine, then made their way up to her tits. That’s when I felt Becky’s hand on my cock again. I glanced down and she had mine in one hand and Claire’s in the other. We spread out a bit, still leaving our lips locked and Becky made her way in between us. I saw her take Claire’s cock into her mouth, sucking it with all the fervour she could manage while stroking me at a matching pace. Shortly she slid Claire’s out of her mouth and took mine in its place. I felt Claire move in closer and more to my side. I could feel Becky’s mouth open wider as she pulled Claire’s cock into her mouth beside mine. Claire and I kissed even deeper as our shafts were engulfed in Becky’s mouth. She didn’t keep it up for long and started taking turn, a little bit of time on me, then Claire, then back again.

When she had Claire’s cock in her mouth I stepped back, removing my lips from Claire’s and losing myself beside Becky. Becky’s mouth was over Claire’s head and I reached out and grabbed her shaft in my hand. Becky let it slip from her mouth and I immediately took it in mine. Becky grabbed Claire’s balls and juggled then with her fingertips. She couldn’t taker her eyes off of me sucking Claire’s cock. She was entranced. She slid herself back and started to finger herself while watching me slide Claire’s silk smooth cock in and out of my mouth. I grabbed her shaft, ran my tongue down, and popped her balls into my mouth, massaging them with my tongue, and adding just enough suction for her liking. I kept my hand on her shaft stroking it faster and faster.

Becky and Claire moaned together. I felt Claire start to tense up. I knew what was coming. I let her balls out of my mouth, opened wide and tilted my head back. Claire moaned louder has a dribble of cum fell from her cock first into my mouth, then onto my chin, then down my chest. Becky cried out in ecstasy as she came again from the show. As soon as she recovered she slid over to me and licked Claire’s cum from my chin.

Claire got down to the floor and crawled over to Becky until they were face to face. Becky started the kiss this time and reached out to play with Claire’s nipples. Claire wiggled her ass in my direction. I took the cue and lubed us both up. I pressed the head of my cock against her hole. Claire moaned in anticipation. Becky pulled Claire’s face into her own toys and did her best to look down her back to see what was about to unfold. I slipped myself inside of Claire with a little thrust. Becky gasped. I grabbed onto Claire’s hips and pulled her back as I pushed forward.

I was in as far as I could get. I held on tight and started thrusting. Claire whimpered with each thrust. Becky watched as best she could as I slid my cock in and out of Claire’s ass. Claire had her fingers deep inside Becky, matching my pace, while Becky had two fingers going to town on her clit. I slid my hand around to Claire’s still soft cock and caressed it lightly as she slowly started to get hard again. She stood up on her knees and put her hands on Becky’s shoulders guiding her to lay down.

Claire inched forward and I followed. I started kissing the nape of her neck as she positioned herself just above Becky. I held the base of her cock and pointed it towards Becky’s pussy. Claire lowered herself as Becky’s lips spread for Claire to enter her. She pushed forward and Becky’s eyes widened. Claire took over most of the work thrusting herself into Becky. I did my best to match her pace, my hands were back on her hips.

“I’m going to cum.” I whispered to Claire. Becky looked up into my eyes. My hands gripped Claire’s thighs as tight as they could. I pulled her back so I could be as deep inside of her as I could manage. Becky’s gaze darted between my eyes and Claire’s. I moaned lightly and felt my cock start throbbing as I unloaded into Claire. Becky’s mouth dropped. Claire squealed with joy. I gave another light thrust as I came. I kept Claire tight against me and looked down. Becky was fingering herself with reckless abandon. Claire had slipped out when I pulled her back. I reach down and began to jerk her off. I felt her ass clench slightly on my quickly softening cock.

“She’s going to cum,” I said, looking straight at Becky. Becky started to moan at the same time as Claire. I gripped her cock just as I felt it pulse. Nothing came out the first few times but then it throbbed hard in my grip and a small rope shot out onto Becky’s fingers. Claire was panting as she came and Becky kept moaning as another orgasm rocked through her. She collapsed, closed her eyes for a moment, then looked up at us. I left my cock slip out of Claire’s ass and backed myself up a bit.

We cleaned up. Becky and Claire spent the night then we spent the next day having a good time in town. Becky went back home that evening and Claire stayed with me one last night before I took her to the airport to go start her new life.

Source: reddit.com/r/gonewildstories/comments/qw7l90/mtff_me_m_claire_tf_and_her_roommate_f