[MFF] My repressed Catholic girlfriend and my Ex-FWB had a 3-some

I had been dating my girlfriend for a little over two years and Chelsea was in this phase where she wanted to check off things on her bucket-list before we tied the knot. I was uncomfortable with the idea of a threesome from the start but she talked me into it eventually. Sharing my girl with another guy woke the caveman instinct within me, so inviting another guy into this was out. Chelsea was excited our first time was a female, mostly because it was actually happening over the sex of the partner. Things took a turn when choosing a lover that fit “us”. It was proving to be harder than we thought. We tried forums, fet-life, on-line ads and local college bars with little luck.

Things were looking bleak as we hit our 2-month mark of searching when Chelsea asked, “What about your ex Amy?”. Amy and I were never a couple and we didn’t date. We were FWB and agreed to end things mutually when I met Chelsea. I had mentioned that Amy was the one most open to new ideas from my past lovers and I found her contact via email (number had deleted from my phone) and it took her a while to reply. I wasn’t exactly sure how to bring up the topic of a threesome with her so we danced around the subject for a while. When I did, Amy was leery but kept talking.

Chelsea took the reins and the two talked over the phone. They seemed very chatty which is always an ominous sign for the guy. We agreed to meet up at our local bar to see if we all had chemistry, no promises or commitments yet. Worries about my ex friends-with-benefits meeting my current girlfriend were put at ease. The two of them hit it off from the start as each loved the others hair. She had grown her dark blonde pixie cut out to a shoulder length frosted blonde while Chelsea had long strawberry blond curls. Their bodies were very different as well. My girlfriend’s tall broad-shouldered frame had tanned freckled skin and a large bubble butt while Amy’s petite frame appeared thin and delicate.

I feared Chelsea would get pissed at me because she was nothing like I originally described. Now sporting a nose piercing, a large arm tattoo, had lost weight and was now wearing sexy skin tight clothes. She was almost unrecognizable from the last time I saw her. But everything was going smoothly and Chelsea was comfortable around her. Amy made the first move by hugging Chelsea during a bonding moment and kept her hand on my girl’s knee. From there, tone shifted from casual conversation to anticipation of what the rest of the evening would bring.

Amy decided to leave her vehicle at the bar and ride back with us. A bold move as the girls hopped in the back seat while I drove. The two joked at my expense that I was their chauffeur for the night. I joked back in my lewdest voice possible that I would be the one to give them my “tip” at the end. The two burst into laughter like a couple of old friends and mood of the night remained good for what was about to happen.

We stepped inside my place and Amy was kind enough not mention the décor was the same or that she knew her way around my place well enough. I opened a bottle of wine and we chatted at my kitchen table for a while longer until the mood was right. The topic of sex was brought up by Amy and she wanted to know a bit more of what Chelsea liked. This was Chelsea’s turn to shine and took the lead in the conversation. She recounted her past in a PG re-telling, careful not to openly discuss any details or kinks the two of us did.

Amy was rather vanilla and we didn’t want to scare her off. Something the two of us agreed was the reason we were having such a hard time finding a 3some partner. So long as we kept it simple and nothing beyond what a Penthouse magazine would show, we would be ok. But Amy’s wild side was peaked and she openly asked, “So what is the kinkiest thing you two have done yet?” Chelsea looked at me, back to Amy and then back to me. Begging me with her eyes to share. I just smiled and told Amy that she asked a dangerous question. She asked basic questions that Chelsea happily answered, but when Amy asked “You two done anal yet?” Chelsea burst out laughing at that, “Uhh, yeah, you could say we’ve anal”

I sat shaking my head knowing the cat was out of the bag. Amy gawked at us, impressed that we did that kind of thing together. Chelsea proceeded to describe in detail the smallest portion of our sex life and one she was most proud of. The petite woman’s eyes became wide with intrigue and rapt attention as the tale was recounted. The mood felt right so we put a pin in the conversation to continue the night in the bedroom.

Chelsea was the first to take the lead and started stripping off her clothes and tossed them on the floor like so many times before. I knew she was doing this to show dominance to Amy as she ruled the roost now. Amy was much slower at undressing, choosing to remain in her tight shirt and panties until comfortable. I was the slowest at the clothing removal, per usual, choosing to eye the two ladies and all they had to offer. Chelsea and I made out for a bit while Amy watched the two of us wrap our hands about each other. She was clearly enjoying the spectacle, but her arms were across her chest with a finger picking at her teeth in a nervous reaction.

My cock was half-mast when Chelsea suddenly left the room leaving Amy and myself alone in the room. Moments later, she walked back in with the blow-job cushion in hand and plopped it at my feet. Chelsea looked back to Amy, “Want to go first?” Amy was bug eyed and shook her head No, mostly shocked at how fast things were progressing. Chelsea smiled, “No worries, I’ll go first and you can have a go after me”

My girlfriend got on the pillow and shifted so she could show off her blowjob skills to Amy. She gently grabbed my cock and guided it into her mouth. Taking my whole length into her mouth, gagging slightly as my tip hit the back of her throat. I enjoyed the moment yet this wasn’t a hot moment for me. Amy was paying attention, enjoying what she saw but it was clear she was uncomfortable. I asked her to come closer and Amy did but nervously. Never making eye contact for more than a moment, she stood within arms reach but keeping her distance.

Chelsea made a gentle movement with her hands while still sucking my cock. She stroked Amy’s leg in a petting motion for her to come closer. After doing so, my girlfriend refocused her attention to Amy, being at a kneeling position before the petite woman. She caressed her small legs and ass, face buried into her panties. I hunched down and kissed Amy on the lips and the nervousness melted away. Amy was putty in both our hands, giving in to our control.

Moments later, Amy was out of her remaining clothes and lying back on my bed, knees up. Chelsea and her were making out and I was positioned between Amy’s legs. My ex FWB loved oral, both giving at receiving. She was moaning with soft gasps moments after I starting tonguing her clit. Chelsea is far too sensitive for oral, her pussy rarely in the mood for me to go to town on her. Amy’s big doe eyes begged for more attention and Chelsea attacked her breasts and neck. The little woman squirmed and wiggled at all the pleasure she was receiving and eventually succumbed to a quiet, convulsing orgasm.

We both looked down at her, proud of our achievement and Amy was in bliss. They switched positions and Amy got to make out with Chelsea and attack her smaller breasts and sensitive neck. Chelsea refused oral, instead going straight to sex as she needed no more foreplay. I positioned myself up to her pussy and waited at moment before entering. I asked if Amy wanted to guide me in and she happily grabbed my cock. I let her take control, knowing full well this was one of Chelsea’s fantasies. Another woman helping guide me into her. Chelsea’s reaction to my tip going in was an instantaneous face of concentrated effort. My girlfriend went rigid with her legs stiff as board for several moments.

I became suspicious and I silently mouthed, “did you just cum?”. Chelsea gave a slight nod with a pleading look of not to say anything. She didn’t want to appear weak to Amy and from what I could tell, she was none the wiser. I fucked my girlfriend raw for several long minutes while Amy went to town on her sensitive nipples. I heard the gasps grow more audible and I pumped harder just to bring that orgasm home sooner. Chelsea’s climax was loud and came out a long-forced scream of release. Amy, unaccustomed to my girlfriends’ flamboyant orgasms, sat up in awe at the display. She collapsed in a heap after she finished, content that she was able to upstage Amy’s quiet orgasm from earlier.

It was Amy’s turn to be fucked while Chelsea rolled out of the way to make room. She got into the Cleopatra pose near the edge as Amy got on all fours. I wrapped up, climbed back on the bed and used her wet pussy to lube up my cock. I entered my former friend with benefits, sliding all the way to the hilt and it was Amy’s turn to go rigid. I doubt she was orgasming but the reaction to my cock was notable. Chelsea watched on with a look of malicious intent. Like a cat playing with her mouse.

Amy came hard and fast this time, no build up, just bucked and moaned out loud. Chelsea purred out a “Well done! Encore! Encore!”, But Amy was spent. Not used to having multiple orgasms or going at it for more than a few rounds.

We cuddled in a threesome embrace, each woman on my side curled up to me. I had only come once so far with Amy but it was small and not worth mentioning. This night was for my girlfriend and not about me and I was content. Chelsea was clearly still in the mood for another round while Amy was content with ending the night there. The idle chitchat turned into a friendly rivalry between the too and the dares began. I knew how competitive Chelsea could be and I didn’t like where this was headed. Amy took the bait anyways and recalled part of the conversation we had earlier in the evening, “So you to had anal before? Show me”

I have no idea if Amy was intrigued at simply watching, interested in it herself or truly didn’t believe Chelsea’s claim. Either way, my girlfriends Cheshire grin was happy to show off her talents. I’ll be honest, I was ready to go and knowing where this was headed, I would be lying if I said it wasn’t going to be hot.

Amy was propped up on the bed with my pillows while Chelsea got into position. Bent over the edge of the bed with her legs spread out on the floor while her hands gripped the sheets over her head. I stroked myself hard, lubing her ass and my cock up with a generous helping. I positioned myself behind her big ass and Chelsea cooed out a “fuck my ass baby. Show her what we can do”

I slid into my woman slowly, savoring each progressive inch. Chelsea gasped an audible sound of pleasure then cooed as she took more of me. Amy was no longer propped up but sitting on her knees to get a better view. She watched my cock disappear from view and gave an impressed sound when I was completely inside. My pumps were slow and steady at first, not needed for my experienced girlfriends’ tight ass. Chelsea was attempting to dictate how she was feeling like a wildlife documentary. Amy was awestruck at how easily she took a dick up her butt.

My pumping increased in speed but it was still slow by our standards. Amy was transfixed by the view and refused to look away for even a moment. The bed was rocking by this point and Chelsea’s moans told me she was bout to have an orgasm. I kept the same pace as the first rocketed through her. “ohh, wow did you just cum?” Amy gawked. Chelsea couldn’t speak, just nodded her head into the sheets as she focused on her task. Amy took it upon herself to get off the bed opposite of us and grab hold of Chelsea’s arms. She pulled them hard and held them down.

I was shocked she did that on her own, considering how inexperienced she was with restraints and that world. Chelsea looked up, meeting her eyes with difficulty. I grabbed a thick section of hair so her head was forced back. I increased my speed and intensity and rammed into her anus harder. Chelsea was beside herself in ecstasy by this point. Amy could only hold onto the others arms tight as the 2nd wave rolled into a third wave of orgasms. Back to back, Chelsea kept cumming, harder than the last.

I groaned out loud as my cock exploded into her ass. Chelsea rode the momentum while pinned down by myself and Amy’s arms. Amy was speechless, repeating the same phrase of “wow!” over and over as the quivering heap that was my girlfriend muttered incoherently to herself.

It took a long time for Chelsea and I to recover, Amy tenderly petting her strawberry hair and stroking her back all the while. When Chelsea finally stood up on shaky legs, she spoke softly, “yeah, I think we do anal”. The humor leaving all of us in a good mood until the night ended.

Source: reddit.com/r/gonewildstories/comments/cdhyw6/mff_my_repressed_catholic_girlfriend_and_my_exfwb