“I don’t know,” I said. “That looks like it would split me open.”
“It’s not much bigger than you are,” she said, “ And I’ve had you in my butt. If I can do it, you can.”
I must have still looked a little doubtful.
“Don’t worry,” she said. “I’ll be gentle.”
She reached for the bottle of lube on the nightstand.
“How are we going to do this?” I asked.
“Why don’t you get on all fours?”
I must have looked doubtful again. “Hey,” she said, kissing me. “If it’s good enough for Jake Gyllenhall, it’s good enough for you.”
I had to laugh a little at this. The truth is I had been thinking about Brokeback Mountain a lot since Matt and I had begun our explorations, and while I had figured if it ever came to fucking I would fuck him, of course I had wondered what it would like to be fucked myself.
“Okay,” I said. “Just go slow, please.”
I got up on all fours and she kneeled behind me. She put her hands on my thighs, spread them a little further apart, and then I heard the sound of lube squirting into her hand. A few seconds later she reached between my legs and took hold of my cock.
“You’re already getting hard,” she said.
She let go of my cock and took hold of my balls, giving them a gentle tug.
“Ohhhh,” I said. I had always liked it when she did this.
She let go again, and the next thing I felt was her finger on my tailbone. Slowly it started moving south, and just before it reached my hole it stopped and pulled away. Then I felt the slow drip of lube into my crack just above the hole, and then the finger came back, spreading the liquid closer and closer to the pucker. Finally the finger came to rest, and then began to massage the hole.
“Wow,” I said. “That feels good.”
She kept this up for a minute or two, and then I felt her adding a bit more lube. The finger stopped in the middle of the pucker, and she began to push. The pucker opened slightly, and the tip of her finger went in. I drew a sharp breath.
“Relax,” she said.
It wasn’t easy, but I did.
She pushed a little farther. It was hard not to tense up, but by breathing deeply (thank goodness for yoga classes) I was able to stay relaxed. Her finger slid in about halfway, paused, and when I had relaxed fully it went home.
“Lord,” I said. “Does it hurt?” she asked.
“A little,” I said. “I’m okay.”
She started moving her finger in and out, very slightly. At first this was painful, but as I got used to it, it began to be more pleasurable. I found that by moving my butt back slightly the angle changed enough to open me up a little. The finger started moving more quickly. “Oh, wow,” I said. “That feels good.”
Almost by accident the tip of her finger found my prostate. My cock jumped and I let out a little moan.
“Keep doing that,” I said.
She did, for a minute, then I another finger at pushing in beside the first. I fought the urge to tense up again, and the finger slid in with surprising ease. She gave me a minute to adjust fully, and then started fucking me again. I could feel my cock getting harder.
Suddenly the fucking stopped and fingers slid out, which was almost more painful than the first one going in.
“On your back,” Terri said. I flipped over. The dildo was in one hand, and she was dripping lube onto it with the other. I spread my legs and closed my eyes.
The next moment I felt the tip of the dildo touch my hole. I let all the muscles go in my midsection, and she started pushing. This time she didn’t stop to let me adjust; she just pushed it in, slowly but steadily.
Oh, God,” I said. “That is intense.”
No sooner had the dildo fully penetrated did Terri start fucking me with it. In and out, in and out, with me going “Oh, oh, oh,” with every thrust.
At one point she stopped, put her hands under my knees, lifted them up and pushed my legs up so that the tops of my thighs were almost resting on my stomach. She positioned herself so that the base of the dildo rested against her pubic bone, and pushed forward. The dildo went in much more deeply, and I groaned. She moved back, pulled the dildo out, and repeated the process. After she had done this five or six times, I completely surrendered to her. For the first time in our relationship, she was fucking me, and I was happy to have her do it.
But when I closed my eyes, I couldn’t help pretending it was Matt who was fucking me. In my imagination I could feel his hands gripping my shoulders, his big balls slapping against my ass. I clenched my mouth shut so as not to shout his name.
After a couple of minutes of this I realized that an orgasm was starting to build. My cock was dripping -- something that rarely happens with me -- and I felt an odd tingling deep inside.
“If you keep this up I’m going to come,” I said.
“That’s the idea,” Terri said, giving me a wicked smile.
Another minute passed, her thrusting motions getting faster and more vigorous. I was getting close to the point of no return, and I realized I was moaning pretty loudly.
I was about to reach the point of no return when she moved again, pressing my legs back down and spreading them flat on the bed. She lay down by my side, took my cock in her mouth,gripped the dildo with one hand and pushed it back into my ass. As she resumed the fucking motions, I felt her tongue circling the head of my cock. About thirty seconds was all it took.
“I’m going to come!” I said, thinking she would pull away as usual. But this time she didn’t. She took in as much of me as she could and gave one last slow push of the dildo, and with a huge gasping moan I blasted.
Three, four, five jets shot out of me, each accompanied by convulsive jerk of my legs and a sharp contraction deep inside my ass. I had never felt such ecstasy, and it must have been five minutes before the waves finally subsided.
“Oh, my God, Terri,” I said. “That was fucking incredible.”
Only then did she pull away from my still throbbing cock and pull the dildo out of my ass. She put in on the nightstand and moved up to kiss me. When she did so I tasted cum, and when I thrust my tongue between her lips I realized her mouth was filled with it. I opened my lips, and my cum flowed back to me. Finally she broke the kiss, and I saw her swallow. I swallowed, too.
I curled an arm around her and pulled her close. She settled in with her head on my chest... For a long time she was quiet, and then I felt a drop of something on my skin. I turned and look at her, and there were tears in her eyes.
“What’s wrong?” I said.
A pause.
“I wasn’t quite truthful earlier,” she said.
“About what?” She took a deep breath. “About not sleeping with a woman again.”
I felt a pang.
“Oh,” I said. “What is the truth?”
She took another deep breath.
“You remember about three years ago when we went up to the lake with Tim and Natalie and that other couple?”
Tim and Natalie had been next-door neighbors and good friends until last year, when Tim got transferred and they moved across the country. Tim’s family had a big cabin on the shore of a lake two hours north of us, and several times during our friendship they had invited us up for long weekends. Once they had invited this other couple - Dave and Joanna, friends of Natalie’s from college - but we had only seen them that one time.
“Sure, I remember.”
“Well, you remember the second night we were there, you three guys had been drinking on the beach all day, and you all crashed early?”
“Yeah,” I said. “We were hitting it pretty hard.”
“You were shit-faced, Tim especially.”
I had an image of the three of us staggering up the hill to the cabin, Dave and I dumping Tim into his bed and then each of us reeling off to our own rooms.