For the Love of a Friend – the Hole Story - Cover

For the Love of a Friend – the Hole Story

Copyright© 2026 by BethanyBelow

Chapter 1: A Dinner to Remember

True Story Sex Story: Chapter 1: A Dinner to Remember - My roommate and best friend asked me to fuck her boyfriend and specifically to let him fuck my ass. Well what are friends for… (A real life current day experience not dealing with the past and the retelling of my ongoing cheating stories).

Caution: This True Story Sex Story contains strong sexual content, including Ma/Fa   Consensual   Heterosexual   True Story   Sharing   Humiliation   Group Sex   White Male   White Female   Anal Sex   Cream Pie   Fisting   Oral Sex   Size  

It started as Amber and I had planned, with her texting me when it was time for me to make my grand appearance. Yes, I had chosen to put on the red lingerie, and no, I did not take a photo—sorry, my mind was not on providing you all the visuals at that time, lol.

I was extremely nervous, mostly because of how she described his “package” (which she had talked about many times before, but I always thought she was exaggerating and/or just teasing).

I did not actually measure him, but yeah, it was definitely a “porno” cock, and the thickness was my biggest concern ... but also I thought, ironically his best quality. Sort of a double-edged sword, this monster. But let’s face it, common sense would dictate there is such a thing as too big and damn he was close! It’s okay for a one-time experience, fine, but I actually don’t envy Amber having to deal with that all the time because it is so limiting and honestly not what I would ever want in a partner.

Anyway, after the text I left my room and was sneaking down the hallway ... not that it mattered, because she had music on. As I approached the doorway and peered in she was on her knees with her mouth wrapped around that behemoth of a cock bobbing up and down as best she could! It’s not like he would have heard a 106-pound girl tiptoeing down the hallway in stockings, lol ... but I was doing it anyway for some stupid reason.

Once I actually saw that she had not been lying or stretching the truth about his size, I honestly almost turned around and said “fuck this.” My best estimate would be about 10” very close to the length of the strap-on Kat used on me, but probably twice the thickness.

So I watched from the hallway for about 30 seconds or a minute, almost afraid to go into the living room/dining room area where Amber had him arranged. She had moved one of the chairs from our small dining table. A hard wooden type without armrests just to place to put your butt basically.

There he was, sitting blindfolded with his hands tied behind his back and his pants down around his ankles. Amber had positioned the chair to face the direction I would be coming from, and she was kneeling in front of him, sucking and licking and occasionally saying something to him like “does that feel good” or “do you like that,” which I think she was more doing for my benefit because when I have slept with her, she is not really much of a talker to be honest.

She lifted her head momentarily and gave me an “I told you so smile” as I stared mesmerized by this huge monster standing at full attention now all glistening with her drool in all it’s delicious and terrifying glory! She nodded her head twice, like get your ass over here, before she put him back in her mouth.

I gathered my courage and walked over to them. Those of you who followed me when I had my big 200k-follower page probably read how I have only had one huge cock before, when I was younger, and it was a terrible experience ... painful because of our youth; both he and I did not know what we were doing, and he had a hair trigger, so I actually never came with him from penetration. It hurt but was over fast, and it was a six-month relationship that didn’t work well, lol. He was also my second body, the first guy being smaller than average, so it had been a big adjustment for me. Therefore I had trepidation based on my past experience.

Anyway, I got up behind her and tapped her shoulder to let her know I was in place. She took her mouth off him but kept stroking for a minute, then stood up and let me get into position kneeling in front of him.

My vision was taken up with a wall of cock. He is not at all “Dredd-sized” (thank God), but he was sooooo fucking thick, and like I said, I’m guessing about 10”. The asshole I cheated with was 8”, so the 2” difference was not insane ... just the thickness worried me. Amber kept talking to him and nodded her head that I should start sucking. I was slow because I was not quite sure how to tackle the task, but I wanted to seem like I was not nervous because we wanted him to think Amber was still doing it. I took a deep breath and just went for it.

There was absolutely zero chance of taking him deep or in my throat, but I was able to wrap my lips around the head and start bobbing a little. I was having trouble getting more than about 4” in my mouth due to the thickness so I tried to give him the sensation of movement as much as I could and tried to swirl my tongue. He obviously appreciated my efforts as he let out a low groan that made my pussy clench.

 
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