My First Threesome In Ages [MFF]

The back story on this is kind of long so I don’t feel like writing it out. I’ll just summarize it.

1. Ian is a long time friend. I wasn’t interested and he was in one relationship or another for the most part of our friendship. Most recently for 3+ years.
2. He is the one guy friend I had that knew all of my sexual exploits. No matter what he would’ve been told. I joke with him that he is my sexual diary.
3. He doesn’t know about my free use/escort experience though. No one but Babs does and she only found out a while after these events.
4. due to Covid. Pre-exisitng condition family member. Etc. I have been super careful during the pandemic beyond that one time I wrote about. But it’s vaccine galore now. My family member was fully vaccinated and I had my first shot when this happened so government regulations be damned.
5. Ian had recently ended things with his long time girlfriend. One of the many Covid breakups.
6. So I went over to his place to catch up. I hadn’t seen him since pandemic started. I didn’t think anything was going to happen and it was the furthest thing from my mind to be honest if it was even on my mind. He genuinely is just a good friend.
7. Let’s just say one thing led to another yada yada yada, I hadn’t fucked in a long while, I felt sorry for him and he somehow ended up standing in front of me with his pants and boxers down with me sitting on the couch. Completely shocked. Story picks up there
8. My friend Babs (whom you will recall from a previous story) is also involved in this one. Babs and Ian know of each other but have never met. With my free use arrangement and school and life we hadn’t seen much of each other since our Cancun trip and with Covid contact dropped even further. We had been talking a lot more recently as she was back in town.

It was huge. Somehow it was bigger than the dick from the volleyball coach story with Babs and I.

I just burst out laughing in sheer awe and surprise … “Ian…what the hell…” I held it with both hands moving it around, moving my hands up and down, and just all out admiring it.

“What? Is something wrong?”

“No … nothing wrong … what the hell … you sure she didn’t break up with you because she couldn’t handle being impaled by this?” I said shaking his rock hard cock … “Jesus I don’t know where to start.”

He laughed

“Why didn’t you tell me?!” I said moving my hands up and down the length of his shaft. “You’ve been depriving the rest of us all these years…”

“I … I dunno …” he said groaning

“Have you never heard of the dick pic … you’re too fucking nice Ian … use this! What are you depressed about! Jesus you could stab someone with this” I said shaking it again

I suddenly had the urge to share. Babs had to be told and she didn’t live that far away from Ian. I reached for my phone and took a picture.

“Woah what are you doing…” Ian jerked away

“Relax…” I pulled his dick back to take a picture again as he messed up the first picture

I sent her the dick pic and said “<address>. Come. Now.”

* Babs responded within seconds. “Hoe…what the hell…you fucking again?!?…whose is it!?!?”
* Me: “Coming?”
* Babs: “I can’t … I’m with Chad…WHO IS THAT?!” (Chad was an actual Chad. Babs, the biggest slut i know, had decided she would try dating. I did not like him.)
* Me: <dick pic> “Seriously? Forget about him.”
* Babs: “No I mean I’m with him right now…”
* Me: <dick pic> “And?”
* Babs: “No…I can’t…my god…it’s bigger than Henry” referring to the twin of the volleyball coach
* Me: I took another pic with my hand next to it for comparison “…seriously…”
* there was a pause before the next message
* Babs: “You cunt…”
* Me: “bring condoms <kissing emoticon>”
* Babs: “Cunt…who is it?!?!” I ignored her message
* Babs: “Fine … bitch … ”

Ian was bewildered to say the least.

“Who are you sending this to?” “What are you doing” I ignored all his questions. After my last message from Babs I looked up at him with a smile.

“You’ll see. We have to wait.” I said putting my phone aside

“What. Why?!”

“For someone with such a big dick Ian you sure have confidence issues. Relax. You won’t regret it. Put it away for now.”

“What. Why?! Who did you send that to?!”

“Ian … put it away for now …”

I could see he was disappointed. So I undid my wrap dress and revealed my bra and underwear to him. It was nothing special. Peasant wear compared to my AP lingerie. I visibly saw him gulp. “You can play with me while we wait though” I said parting my legs and moving my underwear to the side. He visibly gulped again.

He started to get on his knees.

“Ian!” I yelled

“WHAT?!” He was startled

“PUT THAT THING AWAY! It’s too distracting!” pointing at his cock and laughing again

“Oh sorry” he said he pulled his boxers and sweat pants up he was still visibly hard even through his pants

“Jesus Ian … why didn’t you say something sooner”

He was on his knees at this point and he just sort of shrugged “I didn’t think you were interested…”

Which I mean I guess was true. I wasn’t. Before I could respond he put two fingers into me.

I gasped and moaned in response. I closed my eyes and just let him do his thing.

“You like that?”

“uh huh” i just nodded my head with my eyes still closed. He pulled out of me and I complained “No don’t stop!”

“I’m just removing your underwear” he said as he grabbed them with both hands and pulled them off. I raised my hip and brought my legs together to help him.

He stuck two fingers back in and put his mouth on my clit and went to work. He was really good with his tongue. I just put my hands on his head and my fingers through his hair and let him do his thing. I moaned whenever he hit the spot and intermittently shook my body to give him feedback.

I had my first orgasm. I kept his face buried in my pussy as I violently spasmed and moaned. He slowed his pace but kept working me.

“ohhhh Ian… why didn’t you say anything sooner …” I moaned out in disbelief

“You like?”

“Yes … ” I nodded my head eyes still closed … “You’re really good at that”

I took the fingers that were inside me and sucked on them to clean my juices and maintained eye contact. After I pulled him out I said “Again…”

And he went back down on me and we repeated this dance another two times. My dress was drenched in my juices and his saliva. Good thing it was black.

“Come here” I told him recovering from my last orgasm. He got up and we started to make out. I could taste my own juices. I rubbed his dick through his pants. He was rock hard.

“You’re killing me… what are we waiting for?”

“Babs”

“Oh. Your lesbian friend?. Interesting … ” he said pulling my bra up and suckling my tits as he shoved two more fingers into my pussy and massaged my walls slowly. He knew of all of my exploits with Babs. He was my sexual diary after all. “I finally get to meet her”

I laughed “Yes. You get to finally meet the slut of sluts. She’s not a lesbian.”

I moaned as he continued to finger me slowly “I know I meant your lesbian experience friend”

He stood up after a while “Alright I maybe nice but not that nice” His confidence was growing or maybe he’s always been like this and he is just not a douchebag.

“Yes sir” I said reaching for his pants. I pulled down his boxers and pants at the same time. He was leaking pre-cum. I took my thumb and swirled it around his swollen head and coated the rest of his dick in his pre-cum. It glistened.

“I’m sorry” I said giggling and apologizing for teasing him this long. I looked at my phone and it had been about 30 minutes or so since I messaged Babs. She couldn’t have been more than a 10 mins drive from Ian’s place. Maybe she wasn’t coming.

“Alright sit down”, I said, as I got on my knees. I wasn’t kidding when I said I didn’t know where to start. I held it with both hands and just stroked him “Jesus christ I might die tonight” I used the lords name in vain a lot that day

He laughed again “It’s not that bad…Eva managed it just fine…” referring to his ex

“Eva is a cunt for keeping this all to herself … not once did she mention it that bitch”

“Would you have done anything differently either way?” he asked. I just shrugged in response. Probably not. Who knows.

I decided to get to work. I plopped his dick against his belly and started to lick and kiss his massive shaft up and down as I played with his balls. Just then my phone wrong. It was Babs. She was finally here. “Where do I park?” I just gave him the phone “Tell her where to park” as I put his dick in my mouth. It barely fit. He let out a loud moan … and completely forgot about her … I looked and saw he had hadn’t told her anything …

“Ian” I mumbled with his dick still in my mouth … I bit on his dick (I know I know) and he came back to his senses

“Oww! What?” I looked at him dick still in my mouth and pointed to my phone in his hand “Oh. Sorry”

He gave Babs directions on how to get to visitor parking and dealing with concierge as I continued to suck him. I deep throated him as much as I could when he put my phone down and he just let out “ohh god that feels good”

A few minutes later his phone rang and it was out reach. We had to stop our play. He let the concierge know she could come up. I told him to unlock his door as I texted Babs.

* “Door’s open”
* “You started without me?”
* “only a little…”
* “you whore…who is it!?!”
* “Ian”
* “Like, your Ian?”
* “Yes”
* “wow…”

Ian came back and sat down. His cock right in my face. I was a bit startled. “Jesus it’s big…”

He laughed “You’re just trying to boost my ego”.

I put the phone down and took him back in my mouth. Taking it easy as I knew Babs would be here soon.

Babs entered a few minutes later to find me on my knees sucking his dick with him on the couch. I motioned to the floor. She knelt next to me and started to gather my hair and hold it up as my head bobbed up and down. She held me down forcefully making me choke. After the third or fourth time she choked me I pushed her hand off my head, pulled him out of my mouth and and went.

“Babs…Ian…Ian…Babs…” collecting my breath

“I’ve heard a lot about you” Ian said … rather awkwardly …

“I haven’t heard enough about you” Babs said grabbing his dick … “fucking hell…”

“Ian’s girlfriend of 3 years broke up with him Babs…why…I don’t know” I said point to his cock “I’m helping him feel better”

“I can see that … come here” she said motioning to me as I leaned in to kiss her … we both jerked him off with one hand each while the other hand held each others heads. After a while she broke the kiss, she tasted sweet as always, “I missed you sweetie” she said. I smiled “I missed you too…” It was the first time we had kissed in ages. Babs and I have a thing for each other, obviously, but nothing that would lead to an exclusive relationship. Anyways I digress.

“Hi” Ian said breaking our eye contact with each other

“Don’t worry we haven’t forgotten about you…” I said … “Ian is really good with his tongue Babs…show her Ian”

“Seriously?” Ian said in disbelief … I had been teasing him for the better part of 40 minutes at this stage.

Babs got off the ground and removed her clothing. Since the last time we had had sex Babs was somehow even more toned. She caught me admiring her “You like?” she said spanking her ass “I’ve just been working out all pandemic”

“Alright where do you want me Ian?” she said hands on her hips. Ian was just mesmerized by her.

“IAN!” I yelled “Where do you want to eat out Babs?”

“Oh…couch is fine…”

Babs sat down, he got on his knees and went to work on her as he had done with me. I removed my dress and bra as I joined her on the couch. I started to play with her nipples and make out with her. She orgasmed in no time. She pushed him away as she orgasmed violently on the couch. I held her and kissed her neck. Once she got her breathing under control “fuck that was good…” we made out again for a while … getting lost in each other forgetting Ian was even there.

I don’t know how long it lasted but Ian eventually took his dick and put it in between us we both laughed and got to work on him.

We spent the better part of 15 minutes just servicing his dick. There was enough of it for the both of us to take one side and have room for more. Shaft. Balls. Head. Deepthroat. Drooling. Dick slapping our faces. You name it. Anytime I deepthroated him Babs would hold my head down just longer than I could manage it. By the end of if there was a pool of mine and Babs saliva on the couch and floor. My face was a mess. As was Babs. His dick was coated.

“I need a towel” I said almost exhausted … Babs just laughed at me wiping her mouth

Ian got up to get us a towel. I admired his toned ass as he walked away.

“Soooo….” Babs asked

“Soooo…nothing…unplanned…I’m vaccinated who cares” I responded

“Yeah but Ian?”

I shrugged “haven’t fucked in a while bitch who cares. Come here.”

She pounced on me as we started to make out on the floor. Our naked bodies wrapped around each other. Ian came back and threw us the towel and sat back on the couch to enjoy whatever show we were putting on. We eventually got off each other wiped our faces with the towel and looked at him. His dick had gone soft by now.

“Tired already?” I said

“No just waiting on you two…”

“Ever had a threesome before?” Babs asked

“No” I responded on his behalf knowing her never has “…not even anal”

“Well then … you’re in for a treat tonight Ian … if you’re gentle you can fuck my ass” Babs said and Ian visibly gulped again

I laughed “Mine too”

Babs looked at me … “really? You can take that?” I nodded my head “What? Since when?”

“I’ll tell you later.” Ian was a bit bigger in girth then my free use arrangement but after constantly getting fucked in the ass for over a year I figured I’d be able to take it.

She looked at me suspiciously and said “ok. you first”

I hadn’t fucked in a long while and was ready to go. I put him back in my mouth to get him hard, mounted him and before I put him inside Babs went “Um…babe…condom?”

I looked at her … “right…” as I got off him

Babs put the condom on him and I mounted him again and let him inside me.

I was overcome with pleasure at the feeling of a warm dick finally inside my pussy. I just gasped all the way down as his girth stretched my pussy. I had to leverage my self holding his head with both my hands.

Once he was in I was almost out of breath and he asked if I was alright I simply responded with “you ready?” he nodded and I began to ride him. Within seconds I was just moaning, gasping, screaming oh fuck, oh yeah, oh fuck and I came in less than a minute. I shuddered on him and buried his face in my chest as I orgasmed. I slowed my pace. I held his face with both my hands and kissed him.

Babs hadn’t joined in yet and once I had recovered I just kept going on top of him and rode him into a second orgasm. He said he was getting close and I got off him.

“Seriously?!” he said in disbelief again … I laughed recovering from my orgasm

“What you want to fuck Babs don’t you? Can’t cum yet. I’ve been teasing him for over an hour now.”

Babs reached into her purse and pulled out some lube, got up and applied it on her ass. “Well then lets end the torture shall we?” she turned around and split her ass cheeks with both hands.

Ian was mesmerized again. “Ian…” I kicked him “stand up…”

He stood up and slowly started to enter her. She gasped and moaned and put her hand out towards me. He pulled out asking if she was alright. I got up to go hold her. “It okay she can take it go ahead”

she held me and made out as Ian entered her. I broke our kiss and looked at Ian … “Don’t you cum inside her Ian. I want it on my face.” He nodded his head obviously overcome with his first ass “I’m serious Ian” … “I won’t!” he almost yelled. I went back to kissing Babs as he plowed her ass. After a while she had to break the kiss and just held me. She was screaming in pain and moaning in pleasure at the same time and just telling Ian to fuck her tight little ass. Ian obliged. His head tilted back and eyes closed.

Within minutes he said he was close and I almost pulled Babs off violently, went on my knees and presented my face for him to paint. He had taken the condom off and began jerking off and painted my face with ropes and ropes of cum within seconds. All that teasing had obviously taken a toll on him. It was a glorious amount.

He collapsed on the couch visibly exhausted. Babs came over, looked at my face and without saying a word began to clean. Her tongue lapped at every part of my face licking and sucking every rope of cum. She cleaned any cum on my hair and body with her fingers and put it in her mouth and kissed me sharing his cum with me. We made out that way after exchanging and swallowing his cum for a while.

“You two are something” an exhausted Ian said “holy fuck … I’ve heard the stories … but … good god”

We both laughed at him on the floor.

We spent the rest of the afternoon and evening and night just naked in Ian’s bed fucking each other. Yes, I let Ian fuck my ass. I woke up the next morning to find Ian fucking Babs’ ass in the kitchen. I joined in and he basically dry heaved at this point. He was spent.

We ate breakfast. Talked. Laughed. I had to use Babs’ phone for something as mine was dead and noticed she had several missed calls and messages from Chad. Good. Fuck Chad.

We said our goodbyes and while I wasn’t looking for a relationship or anything I told Ian until next time as Babs and I left.

When we were in the elevator Babs turns to me and goes “Since when can you take something that big up the ass?!?!” I looked at her sheepishly and said “I’ll tell you later”

Source: reddit.com/r/gonewildstories/comments/o0uynf/my_first_threesome_in_ages_mff