Bill went deeper and found his goal, the same firm, walnut sized ball of flesh that Doug had so well massaged earlier inside Bill. Pressing firmly against the wall of Doug's rectum, he began a come-hither motion with his finger, massaging the firm knot and eliciting another moan from Doug. Simultaneously, he increased the pace of stroking of Doug's engorged cock with his mouth and the firmness with which he massaged his balls, causing another groan.
Bill stayed on his knees in front of Doug, sucking his cock, cupping his balls, and massaging his prostate until Doug couldn't take it anymore and came. Bill, having learned from his first encounter with cum, pulled back until just the head of the cock remained in his mouth. He managed to swallow all but a few drops of the offering. He licked the corners of his mouth where the overflow had dribbled out. He then captured the remainder of Doug's load and savoring the smooth texture and slightly salty taste, he swallowed again and smiled.
Helping Bill to his feet, Doug asked, "Where is that prostate toy you were telling me about in our chats last week?"
Bill reached into a bag next to the bed and grabbed the prostate massager, along with a bottle of lubricant. The lube was designed specifically for anal use so it was not very thick like a gel, but not runny like the liquid type either. Following Doug to other bedroom with his toy and lube, Bill's stomach did a little flip as he started to get excited. He had never used this new toy with someone else since he purchased it, having only used it on himself.
When they arrived at the other bedroom, Doug pulled the sheets down and told Bill to lie on his back with his legs over the edge of the bed. Bill complied with the request and grabbed a pillow to put under his head so he could watch what was happening while Doug grabbed another one to slip under Bill's hips. Kneeling between Bill's legs, Doug started to lick and kiss the semi-erect cock in front of him while massaging the low hanging set of balls below it. With his other hand, he started to stroke the space between Bill's sack and his anal opening, lingering over the tight hole and pressing against it gently. Bill immediately began to harden at Doug's touch. Feeling Bill harden in his mouth, Doug reached for the bottle of lube, poured some out on his fingers, and began to spread it around Bill's tight pucker.
After adding more lube to his finger, Doug slowly began to press more firmly against Bill's opening until it started to give and his finger slipped inside. Bill let out a loud moan, cut off for fear of waking Jennifer in the next room. He watched as Doug applied even more lube to his finger and started sliding it deeper into his ass. Before he could even register any discomfort, Doug's finger was in to the knuckle and was starting to be pulled out. Bill was nearly overwhelmed with the pleasure; that feeling grew as Doug started to twist and rotate his finger inside him while pushing it back in. The effort opened Bill up to the point where Doug could slip a second finger inside while kneading his ball sack with the other hand and licking and sucking on his cock.
Bill was as hard as he had ever been in his memory and he felt nearly at the breaking point. Doug, sensing his closeness, stopped sucking and told him to relax, lay his head back, close his eyes, and focus on the pleasure. Bill did as he was told and that's when Doug crooked his fingers inside him and hit that magic spot he had so long wanted, nay, needed to have touched. Stroking his fingers in and out while massaging his prostate on each stroke, Doug felt Bill's body stiffen and his pelvis push down encouraging him to go deeper. As he pulled his fingers completely out, Bill gave another loud moan, feeling empty inside and wanting more.
Doug started to suck Bill's cock again while he prepared the prostate massager Bill had brought with him. Pushing it against Bill's now open anus and inserting it slowly, he heard not just a moan, but a loud groan. Doug smiled as he watched the toy slip inside and once seated as deep as it would go, he turned on the vibration feature. Bill yelped at the intense pleasure that he was feeling and both heard a gasp from the doorway.
Doug turned his head and Bill opened his eyes to see Jennifer leaning against the doorway, one hand spreading herself open and her middle finger buried to the hilt in her pussy. The other hand was pulling at her hardened nipple as she massaged her breast.
