M/F/F (M)y first time threesome with my girl(ff)riend and her classmate, with some pegging.

Earlier this week my girl friend finished her last semester in grad school and decided to have a party for some of the girls in her cohort. Because it was all women, my girl friend asked if I could entertain myself or go someplace so they could “openly share memories and stories.” No biggy, playoff hockey and basketball with an open excuse to drink, done. I spent a few hours at the bar near my house and came home around 11pm and only one car was remaining in the driveway. I casually walked through the door to find my girlfriend and one of her classmates, Carol, laughing and giggling on the sofa. Carol is 26 about 5’5″ with shoulder length dyed blonde hair with brown roots, she has a thin frame with small A breasts and no ass and looks very younger. Emily, my girl friend is 5’1″ with long wavy hair brown hair, she is curvy with almost DD breasts. I am 5’8″ with a beer belly that formed after college, and still going on see above, but not awfully big. My dick is right around average at just under 6″ but I like to say 6″ to feel good. Back to the story.

I sit down on the chair next to sofa and ask about the night, how things went etc. It is near midnight and I tell the girls “I am off to bed but they can have fun and I will make breakfast before I go to work in the morning”. Emily comes running up the stairs and gives me this drunken over exaggerated kiss then spanks me really hard with a huge rounding swing, laughing as she screams “you can’t go to sleep now, I need some loving.” I grab my throbbing ass cheek and tell her she has 15 minutes or I am passing out and Carol will have to take care of her, Carol gave a drunken laugh and replied “don’t tempt me!” I ignored her, kissing my girlfriend good night, brushed my teeth etc and crawled into bed. I waited for about 5 minutes, thinking Emily would join me for some quick drunk sex and I would be off to sleep. She never showed up, I felt sad for a split second then quickly fell asleep.

At 1:40am, I am woken up by my girlfriend in just her underwear and our bag of toys that she was in the process of removing from our dresser. I turned on my lamp to see what was going on, her face is beet red from wine or embarrassment, I am not sure. I sit up and ask “wtf is going on?” Half laughing but trying to speak softly, Emily says Carol wanted to see her toys, that she wanted to see her “new fun pink buddy.” A pink Lelo rabbit that she had ordered about a month ago on amazon. It took me a few minutes to process what was going on, but before I could say anything she jumps on the bed bouncing on all fours over to me and says “we weren’t going to do anything, she just wanted to see.” I immediately ask, “why are you topless?” She wanted to see those too, Emily replied still next to me on the bed.

I was very groggy trying to understand what is happening, confused and turned on. Emily is crawling off the bed trying to collect the toy bag as Carol comes by the door with holding her tshirt in-front of small breasts and starts apologizing for waking me up and that when I joked about Carol taking care of Emily they started talking about sex. Still a bit confused, I said “thats fine, whatever” while looking for my girlfriend because I can hear buzzing. She is holding the pink rabbit upright in her hand going through the various settings and did not notice we were looking at her until the talking stopped. As soon as she notices we are looking at her she turns red again but does a patting motion to Carol on the bed. Carol looks at me, who I am assuming is turning red, I am confused and my dick is growing. She sits next to Emily and I sit up further in bed with my knees up to hide my erection. Carol is touching and playing with the pink rabbit and Emily is providing details of her amazing it feels. Not realizing the potential threesome opportunity which I have never had, I say a bit to loud “now that show and tell is over, can we get some sleep?” Emily retorts, “I was just showing her one, stopping being so lame.” Carol very softly asked “you have more than one?” The statement was like lighting a firework because it took about 3 seconds for Emily to start bouncing on the bed towards the bag of toys, without hesitation she spills them onto the bed.

We keep all of our toys in individual soft sacks to keep them clean, so all that came out was a bunch of smaller bags. Emily is now emptying every bag like a child opens present on Christmas morning, dildos and vibrators are going every where. Carol, who is looking very confused at this awkward situation, picks up a metal jewel butt plug and holds it up but before asking a question or making a statement, Emily erupts, “that one is Matt’s, I have the green one.” Carol turns to me with a smile and says “yours huh?” I am not sure if I should get angry or what but I did not have time to do much of anything because Emily giggles loudly, “we do butt stuff all the time, I’m a pegga!” Small break.

We got into pegging a few months earlier when we were marathoning Broad City. There is an episode about pegging and Ilana starts referring to Abby as a “pegga” with “A” sound like the way white people say “nigga” thinking its OK because it has an “A” sound. Few days later after reading up on it, we bought a kit and started pegging. Back to the long build up.

I am starting to get angry because I am unsure how to react and that is the first emotion that was coming out. But Carol looks right at Emily and says “Omg you are so lucky” and is now on laying back on her knees asking questions like I am not even in the room. At this point, I have said very little, it has all gone by very fast, unlike this build up. Emily is going on about my favorite positions and her favorite positions, Carol is just nodding and smiling. Emily kinda jump rolls over to me and is now sitting next to me but above the sheets and puts her arm around my shoulders and says “aww there is nothing to be embarrassed about, Carol isnt going to tell anyone, we are just having a bit of fun.” I start to reply but she pulls the sheets off with her other arm and screams “look who wants to have fun too!” I quickly grab the sheets and try to put them back, while looking towards Carol for some reason. She was leaning off her knees trying to get a better view. Emily did not let me cover long and is now grabbing my dick and slurring that I have a great dick and shouldn’t be embarrassed by it or butt stuff and that she isn’t embarrassed by her breasts. She looks over to Carol and says “not embarrassed right?” Carol says “I guess not” and drops the shirt she has been holding over her small breasts. Carol’s breasts were barely there with very small nipples, nearly nothing to grab on too.

Emily is still holding my dick, although much more gently. She leans over to my ear and asks if I want this to happen. I said yes but grab her and walk out the door. I double and triple make sure that she is OK and wants to do this and is not going to have regrets, what are the rules. She tells me that she wants it so badly and is fine with me having sex with Carol as long as I use a condom. We enter the bedroom together but now Carol has her shirt on and trying to put the toys back in the bags, I guess to be nice. Emily run jumps on the bed next to her and says that I am totally down if she is.

“you sure?” Carol asks looking at me. “Fine, but are there any rules or something you don’t want me to do”

“I think if you wear a condom I am fine with whatever”

My dick is rock hard right now as I realize what is about to happen. It finally hit me that I was going to have a threesome. Emily says I know just how to start. She slides her panties off and is now naked with me. She looks over to Carol and asks her to take off her clothes. Carol does as she is asked, clearly very nervous the wine drunk was fading a bit. Everyone was naked, I was standing next to the bed as Carol and Emily were sitting next to each other. Emily without warning kisses Carol on her tiny nipple and giggles that she “had to have a nibble.” Carol laughs and grabs Emily’s much larger breasts and gives them a shake, ” I wouldnt even know where to begin” Emily points to her left nipple and says “Matt usually starts with this one.” Carol bends her face down to Emily’s breast and kisses it gently. Emily grabs Carol’s blondish hair and holds her head firmly to her breasts but not forceful, just enough for Carol to know what she wanted. Emily looks over at me and telling me with her eyes that I should come have the other. I get on the bed and without hesitation I start to kiss her other nipple. Emily says “now you too kiss.” I look at Emily then Carol, who is moving into me eyes closed without hesitation. Emily is nodding her head towards Carol.

We are kissing for a few seconds, she tasted like wine and had small lips but it was sexy in the moment. Emily grabs my chin and starts to kiss me then brings Carol up to her mouth for a kiss. She throws her arms to the side and plops backwards onto the bed. Emily looks at Carol, “now you can kiss another women’s vagina too.” Carol grabs the pink rabbit but Emily waves it off and shes “just you.” Looking at me she says “go kiss her as she is loving on me.” Carol gets on her knees to begin kissing Emily, exposing her slightly hairy vagina to me. I rub my hands down her back giving her goose bumps, she lets out a little moan while licking my girlfriend. I get to her vagina and kiss it gently, breathing on it, trying to be cautious, not wanting to seem over eager. Emily screams between moans and dirty talk that I better make Carol cum. I begin to lick and kiss her vagina furiously. The position gets a bit weird Carol asks if we can change, Emily’s juices all over her face. Emily sits up and says that she should sit on my face. I agree and lay down on the bed. Carol positions her vagina over my face while facing my feet. Emily is just watching this happen, rubbing herself and Carol at different times. Carol begins to grind into my face very hard and I have to ask her to get up. I am covered in her cum, she says that was amazing and that she has never done that.

Emily grabs her rabbit and asks Carol if she wants to try. Carol is now the one laying down on the bed and Emily is in her vagina lubing up the toy with her juices. I watch this for a one or two orgasms which happened very quickly, the Lelo rabbit is very strong. Without asking I get behind Emily and start to fuck her. I grab her waist and start pounding hard. Sadly, I came in a minute maybe less, I was so horny and had a strange women’s vagina on my face not 5 minutes ago, the moment got the better over me. Emily is joking that I was fast but is supportive about how sexy the situation was. For a few minutes we stop and use the bathroom, drink water, the girls down more wine and water. I thought that was going to be the logical closing point but Emily is showing Carol our butt plugs and dildos.

As I walk back into the bedroom, Emily is smiling and hold up our small plug and asks “can we please do butt stuff, Carol never has?”

“me or her?” Emily looks over to Carol, “both” unsure if what she said was OK.

Normally we have some prep that goes into butt stuff but I consented as I felt fine back there. Emily and Carol are beyond excited. Emily gets the coconut oil out of the drawer and starts to lube herself up with a glove. She works long enough to get two fingers in and then asks Carol if she wants to try. I didn’t argue so she puts on a glove and fingers my rear. Her fingers are much much smaller and slender then my girlfriends hands, she easily gets two in and Emily tells her go for three. I don’t object. She slides her ring finger in my rear and I let out a little gasp and tell her its fine and feels really good. Emily instructs her how to massage my prostate and Carol quickly imitates. I am moaning hard as Carol fingers my rear with a giant grin on her face. I did not notice but Emily now has the harness on and grabs our small dildo, the medium from Tantus kit. She lubes it up and hands it to Carol. It slides easily into my rear. Carol is working it harder and faster per Emily’s instructions. I am very clearly about to cum as Emily tells her to stop. Carol removes the purple dildo from my ass and Emily snatches and inserts into the harness. She adds more lube and motions for Carol to move.

Emily slides right in missionary style and leaning over to kiss me and tell me how fun this is and she loves me while not really pumping. She kisses me again and sits back on her knees bringing my legs up and starts to fuck a bit faster. Emily tells Carol to try the rabbit again. It doesn’t take long for Carol to start moaning and cumming while standing and watching me get fucked by my girlfriend. After a few minutes, Emily pulls out and asks if Carol wants to try. She can see my apprehension but I consent. They switch the harness and Emily is telling her pointers. I ask Carol how she wants me.

“Doggy Style, OMG doggy style, please please please”

Carol is so enthusiastic about it. I get on all fours and she gets up on the bed behind me trying to figure out the best way to get into my ass. She rests on one knee and has the other foot on the bed. She is grabbing my hips and is going in way to rough but I am enjoying the moment. Carol is really going at it, laughing and pounding; thankfully it was our smaller dildo. She never really lets go of my hips and while fucking me telling me thank you, omg, jesus christ, this is so hot, on and on for a bit. I am not listening, she is pounding me so hard. Emily is behind her watching telling us both how hot this is to watch. She finds the larger dildo from the kit and lubes it up, then asks me if I am ready for the big one. I add alot of lube to myself while Emily is changing the dildo in Carol’s harness. Carol is breathing really hard still talking about how hot this is. I tell her it is easiest for me to insert the bigger one on top. Carol practically squeals with excitement.

Carol lays down on the bed where I was just getting fucked and I crawl over her. Emily is helping me guide the large purple dildo to my ass. It hurt a bit going in but once the head was in, I slid down without a problem. I told Carol to take it easy and let me control. She seemed a bit disappointed but whatever. I start to slowly move up and down on the purple dildo, Carol is catching onto my rhythm and starts to fuck me. As she starts to go faster my dick is slamming into my stomach. Emily grabs and starts to jerk me off while Carol fucks me. I cum loads all over the place and have to tell Carol to stop. I slide off and just lay on the bed. I kissed Emily on the head and told Carol that she was amazing but I need to shower and I’m tired. As soon as I get out, the two girls go in the shower together. I crawl back into bed to wait for them, it is now almost 3am. I fall asleep before they return.

I haven’t seen or spoken to Carol since this happened. Emily and I have spoken about it and suggested I write it down. I was aware this subreddit existed and thought it would be as good of a place as any. I apologize for it being so wordy but this was my first time writing erotica and was mostly a stream of memory and how I recalled the situation.

Source: reddit.com/r/gonewildstories/comments/4i778i/mff_my_first_time_threesome_with_my_girlffriend